Portland and Casco Bay

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$275

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Portland, Maine - East End Weekly Rental

Portland condo
3 BR / 2 BA / Sleeps 6 | Quick view
Excellent23 Reviews

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(23)

Portland and Casco Bay > Portland condo
Visit Portland, Maine!!! We offer a newly renovated, quirky, third floor, 2 flight walk-up, 3-bedroom, living space for weekly rentals. There are two bathrooms - one bath (vintage tub plus separate shower) and second half bath is off front bedroom. East end - Congress Street, foot of Munjoy Hill, city side, (near …
  • Ocean or water views
  • Internet Access
  • Outdoor Dining Area
  • A/C or climate control
  • Central heating
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask

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(23)

very hip, very comfortable apartment in perfect location in Port

Left on Jul 16, 2012 for a stay in July 2012

I stayed in this great 3 bedroom apartment in downtown Portland (maine) with my family of 6. Very hip, very tastefully decorated, very comfortable and extremely clean and well looked after building (with wi-fi!). The amazing kitchen has everything you need to cook in (which we did often), and there is a large, clean bathroom. The back bedroom has a great balcony which gives a great panoramic …

$230

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Portland, ME - East End Garden Suite

Portland condo
1 BR / 1 BA / Sleeps 4 | Quick view
Very Good2 Reviews

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(2)

Portland and Casco Bay > Portland condo
Visit Portland, Maine!!! We offer a sweet, quirky, first floor, 1-bedroom, one bath (vintage tub with shower) living space for weekly rentals. East end - Congress Street, foot of Munjoy Hill, city side, (near Otto's Pizza Cafe) great area!!! Very sunny, non-smoking building with courtyard access! A great people-…
  • Wireless Internet
  • Outdoor Dining Area
  • A/C or climate control
  • Central heating
  • Patio
  • Suitable for children - ask
  • Suitable for the elderly

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(2)

Sweet Spot

Left on Oct 25, 2013 for a stay in October 2013

Very nice, cute, and tasteful, yet simple, first floor apartment in a great location. Plenty of space and natural light with separate rooms, versus open design, which I found to be pleasant. Very clean. Huge closet with plenty of hangers, as well as hooks for clothing and other items. Very little street noise despite being on Congress Street - at the back of building. Near eating and drinking …

Mill Reach located in Yarmouth, Isle Of Wight - Yarmouth vacation rentals
1 / 11

$83

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Mill Reach located in Yarmouth, Isle Of Wight

Yarmouth house
2 BR / 1 BA / Sleeps 4 | Quick view

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Portland and Casco Bay > Yarmouth house
This property requires a security deposit of £150.00 In the heart of Yarmouth, Mill Reach offers the perfect setting for a great holiday, with off-street parking for one car. Relax in the modern open plan living, kitchen and dining area which is furnished to a high standard throughout. The living area leads out onto …
  • Parking
  • Suitable for children - ask

$143

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Experience Life on a Maine Island

Peaks Island cottage
2 BR / 1 BA / Sleeps 6 | Quick view
Excellent5 Reviews

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(5)

Portland and Casco Bay > Peaks Island cottage
Located on charming Peaks Island, this early-1900's home is the perfect island getaway. It holds the charm of a turn-of-the-century island cottage with the conveniences of modern living. The cottage is located a 5-minute walk from the Casco Bay Lines ferry in a landscaped setting that creates a secluded, private feel…
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children
  • Suitable for the elderly

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(5)

Wonderfully relaxing

Left on Jun 08, 2009 for a stay in May 2009

I had a wonderful week on the Island. Your
house was clean, comfortable and the location
was perfect just a short walk to the ferry,
shops and beach. I loved spending the evenings
playing board games on the deck lit with lights
and candles. The house was roomy enough for
our group of 6 and we all had our favorite
places to take an afternoon nap -- the living
room couch, TV room, the …

12 Acre Estate - North Deering - Near Downtown - Portland vacation rentals
1 / 30

$230

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12 Acre Estate - North Deering - Near Downtown

Portland house
3 BR / 4 BA / Sleeps 10 | Quick view

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Portland and Casco Bay > Portland house
Private, Gated 3 Br/3 Ba On 12 Acres 2 Miles From Downtown Great Patio And Yard Executive house located on a 12 acres private estate in Portland, Maine. Nothing else like it within city limits. Situated at the highest buildable point in the City of Portland, this property features a colonial style house with 3 …
  • Mountain Views
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Pet friendly
  • Suitable for children

$95

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Colorful wonderful Penthouse Apartment

Brunswick apartment
2 BR / 1 BA / Sleeps 4 | Quick view
Excellent2 Reviews

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(2)

Portland and Casco Bay > Brunswick apartment
Wonderful, colorful spacious apartment. Furnishings are new and comfortable. This is a bright and happy space. Close to everything in great building. This apartment occupies the entire third floor of a residential building. It has two sleeping areas; a full kitchen; dining and living spaces as well as a wonderful …
  • Internet Access
  • A/C or climate control
  • Central heating
  • Deck
  • Parking
  • Pet friendly - ask

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(2)

This is the Penthouse in the Trees--comfortable, close and convenient to town.

Left on Feb 25, 2015 for a stay in January 2015

I stayed in the apartment on a long term rental for business needs in Brunswick, from September 2014 to the end of January 2015. I experienced 2 of the seasons in the apartment, and found it to be as advertised. It is warm and nicely decorated. While the house is a classic structure, the apartment is recently constructed. The furnishings are comfortable and functional. The owner and his …

$160

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Furnished Upscale 4 Bedroom Brunswick Maine

Brunswick condo
4 BR / 2 BA / Sleeps 7 | Quick view
Excellent4 Reviews

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(4)

Portland and Casco Bay > Brunswick condo
First floor, 3-4 bedroom fully furnished apartment in Brunswick, Maine. Three large bedrooms with Queen Beds; an additional smaller bedroom with a single bed. Two full baths; one with tub, the other with step in shower. Spacious, ample parking; lovely furnishings including hand knotted oriental rugs, full dining room…
  • Internet Access
  • Housekeeping Optional
  • A/C or climate control
  • Central heating
  • Porch
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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(4)

Very affordable and felt like home

Left on Sep 12, 2013 for a stay in June 2013

My family needed a place to stay for several weeks over the summer without spending a fortune, and the place was perfect. It was very convenient to downtown Brunswick, either by driving or walking. The place felt spacious, and we were able to accommodate extra guests without feeling like we were stepping all over each other. It was comfortable, and included everything we needed for an extended …

$175

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Waterfront House

Harpswell house
1 BR / 1 BA / Sleeps 2 | Quick view
Excellent6 Reviews

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(6)

Portland and Casco Bay > Harpswell house
Small house on the ocean's edge. Very private setting in a quiet neighborhood of mostly retirees. Small boat launch on property.
  • Waterfront
  • Ocean or water views
  • Outdoor Dining Area
  • Central heating
  • Deck
  • Pet friendly - ask
  • Suitable for the elderly - ask

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(6)

Beautiful, Private House on the Water

Left on Jun 11, 2012 for a stay in June 2012

This is a beautiful vacation home--very clean and very well appointed, with all the comforts of home and lovely views. The owners are extremely gracious and helpful and are close by if you need anything. The house is located in a private, very quiet neighborhood and it's right on the water. Great for relaxing, kayaking, canoeing, and birdwatching, with plenty of hiking trails nearby. …

$260

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Adorable 2 Bdr Cottage Apartment _ Casino Beach

Cape Elizabeth condo
2 BR / 2 BA / Sleeps 6 | Quick view
Very Good1 Reviews

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(1)

Portland and Casco Bay > Cape Elizabeth condo
At The Shore - Cape Elizabeth, a small coastal community on Casco Bay at the entrance to Portland Harbor, is a suburb of Maine's largest city, Portland. Cape Elizabeth (pop 8500) is a historic town, famous for its lighthouses, parks, and scenic vistas of Maine's legendary rocky coast. The town sits on a peninsula that…
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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(1)

Cute Cottage, Great Location

Left on Aug 20, 2014 for a stay in July 2014

The owner was very friendly and accommodating. The property is just blocks away from the Portland Head Light and close to beautiful, clean beaches. A very charming and spacious property with a laundry room, grill, and kitchen. Great place to stay.

$160

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Adorable one Bdrm Cottage Apartment - Casino Beach

Cape Elizabeth condo
1 BR / 1 BA / Sleeps 3 | Quick view
Excellent16 Reviews

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(16)

Portland and Casco Bay > Cape Elizabeth condo
At The Shore - Cape Elizabeth, a small coastal community on Casco Bay at the entrance to Portland Harbor, is a suburb of Maine's largest city, Portland. Cape Elizabeth (pop 8500) is a historic town, famous for its lighthouses, parks, and scenic vistas of Maine's legendary rocky coast. The town sits on a peninsula that…
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly

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(16)

Great quiet spot close to Portland and outdoors

Left on Sep 02, 2010 for a stay in August 2010

This property was great for a getaway for my friend and me. It's a minute away from the beach, 10 minutes from Portland, and a short drive from dozens of small, quintessentially Maine eateries, scenic views, walks, and experiences. I highly recommend.

$800

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Oceanfront Cottage with private beach-Pet friendly

West Bath house
3 BR / 2 BA / Sleeps 8 | Quick view
Very Good2 Reviews

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(2)

Portland and Casco Bay > West Bath house
LedgeLawn Cottage, on New Meadows bay , is located about six miles from the open Atlantic. The Cottage is centrally located, between Brunswick and Bath, or Freeport and Boothbay. It is easily accessible from Routes 95 and 1. LedgeLawn is nestled between an Audubon bird sanctuary, and the bay; It is a wonderful place …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Clothes Dryer
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly - ask

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(2)

Quintessial Maine-on water, at a fraction of what others cost!

Left on Jun 30, 2011 for a stay in June 2010

We had decided to visit Maine somewhere North of Freeport but before Midcoast so that we could take full advantage of the shopping South of us ( one half hr ) and the beauty of this area, Boothbay ( less than half hr ) and North..This rental fitted the bill as it was so reasonable, on the water, yet just a few min from a main road and Bath. We loved that the owners were thoughtful enough to leave…

$271

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Wake to Sunrise on the Ocean

Bailey Island cottage
4 BR / 2 BA / Sleeps 7 | Quick view
Excellent5 Reviews

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(5)

Portland and Casco Bay > Bailey Island cottage
Enjoy all three seasons, Spring Summer and the quiet of Fall. Central heat and fireplace will keep you toasty in this traditional 1891shingle-style cottage sitting on a bluff with ocean views from every room. This will make you feel like you are stepping back in time to the way things used to be. Sleep with the sound …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly - ask

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(5)

Relaxing and Peaceful

Left on Jan 25, 2011 for a stay in July 2010

This was the first time my husband and I stayed on Bailey Island. The house is a charming visit back to the old days. The owner Gay is a pleasant person to deal with and very accommodating. The location couldn't be better with the ocean right there to lull you to sleep at night and to wake up to it in the morning is the best! The neighbors next door were friendly too and we felt good about …

$150

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Shepard's Sea Side Cottage

Freeport house
3 BR / 2 BA / Sleeps 7 | Quick view
Excellent6 Reviews

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(6)

Portland and Casco Bay > Freeport house
A vacation for all and something for all to do! You name it this house has it all - LOCATION -For gazing at sunrises and sunsets (2 porches and water on two sides!) -For kayaking and canoeing at your back door (canoe, kayak and life vests included) -For renowned shopping at L.L. Bean and elsewhere, you are an…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly

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(6)

The Maine Experience

Left on Aug 17, 2011 for a stay in June 2011

The service was top notch,Darlene was always very fast to respond to questions regarding anything from check in/out to where the best local ice cream could be had. The cottage was as cute as the pictures, very clean and tidy. The home is well stocked with anything you might need from cooking to extra blankets and pillows. We found the location very quiet and relaxing. We loved walking our dogs in…

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$210

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East End, Portland, 3 BR Apartment, Weekly

Portland apartment
3 BR / 1 BA / Sleeps 6 | Quick view

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Portland and Casco Bay > Portland apartment
Visit Portland, Maine: This is a vintage renovated, second floor, 1 flight walk-up, 3-bedroom living space for weekly rental. There is one bathroom (vintage tub with shower). 2 bedrooms have Queen beds, and one has a full/double. there are 2 sofabeds. Lots of art and plenty of character. Very homey - plenty of …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Porch
  • Parking
  • Suitable for children - ask

$204

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Fabulous Peaks Island Paradise, near Portland, ME

Peaks Island house
3 BR / 2 BA / Sleeps 8 | Quick view
Very Good1 Reviews

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(1)

Portland and Casco Bay > Peaks Island house
Start with an idyllic island. Put a fabulous cottage on it near the beach. Add a few wonderful people. Mix in a few gorgeous sunsets, gentle breezes, and fresh seafood dinners. Now you've just concocted the perfect vacation. Your paradise on Peaks Island is a very short walk to the beach (less than a block) and…
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children
  • Suitable for the elderly - ask

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(1)

Cozy House Needs a Few Little Touches to be Fabulous

Left on Nov 06, 2013 for a stay in September 2013

Nice older house, spacious, modern kitchen, huge front wraparound porch, rear deck off the kitchen, sleeps eight.

Easy walk to town center, close to Casco Bay, pleasant tree lined roads.

On the minus side, guests are not allowed to use the house's fireplace, or even light a candle; the house lacks the artwork and local seashore memorabilia common to many Peaks Island houses we have rented …

$275

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Welcome to the Skybox!! Now renting for October!

Portland condo
2 BR / 1 BA / Sleeps 4 | Quick view
Average2 Reviews

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(2)

Portland and Casco Bay > Portland condo
Ultra Modern Penthouse in Portland's Old Port. Posted 7/17/2015: We are currently seeking a long term tenant for October 1, 2015 to June 30, 2016. A 9 month lease with option to renew for a full year. Please let us know if you are interested. That is all we have currently. Rent is $2500/mth and includes heat and hot…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children - ask
  • Suitable for the elderly - ask

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(2)

This place is good, with the potential to be great!

Left on Jul 12, 2013 for a stay in July 2013

We stayed here for three nights with another couple. The location is great and the view is beautiful. It is on the 4th floor of the building so keep that in mind when packing because you’ll be lugging everything up and down those stairs. The owners were easy to deal with and friendly.

The space is beautiful, however there were a number of basic items missing that you really notice as …

1 / 29

$265

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New Falmouth Foreside Maine Luxury Home

Falmouth house
5 BR / 3 BA / Sleeps 12 | Quick view

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Portland and Casco Bay > Falmouth house
5+ Bedrooms, 3 Full Baths Sleeps 10-14 Just up the hill from one of the largest mooring harbors on the East Coast, and across the street from Maine's most famous General Store is this newly completed property designed and built by one of New England's up and coming Architects. Featuring and all-wood, nautical themed…
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly - ask

$140

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The Shorehouse on Harpswell Sound

Orrs Island condo
2 BR / 1 BA / Sleeps 6 | Quick view
Excellent2 Reviews

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(2)

Portland and Casco Bay > Orrs Island condo
2bedroom, first or second floor rental, 40 feet from Harpswell Sound. You can sit and watch sunsets from your private deck, see the local lobstermen go by or see the student sailors or kyakers have their lessons in the bay out front. From the wharf in the front of the property you can fish, swim or watch the Casco …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Outdoor Dining Area
  • Central heating
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

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(2)

Maine's hidden gem of a getaway

Left on Jun 26, 2013 for a stay in June 2013

Two separate units in this house by the water - the upstairs unit and the downstairs unit. My family of five stayed upstairs - two queens and a pullout. It's a bit tight for five, but beautiful, modern, updated, very well kept. Nice kitchen. Loved the large windows. Next time I'll try for the downstairs unit - it looks bigger. Very quiet, very scenic - great views, right on a bay lined w/ …

$71

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Executive furnished Penthouse in Brunswick, Maine.

Brunswick condo
1 BR / 1 BA / Sleeps 2 | Quick view
Excellent3 Reviews

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(3)

Portland and Casco Bay > Brunswick condo
Beautiful third floor walk up open concept one bedroom apartment. Fully furnished; ceramic tile bathroom and kitchen, living and dining areas, queen size bedroom. Internet, 40 inch Satelite HD TV Rear deck, private yet close to everything. Non smoking property and building. Huge windows and skylights...like a tree …
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Suitable for the elderly - ask

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(3)

Cozy, clean and close to everything!

Left on Sep 14, 2013 for a stay in February 2013

This upper-deck cozy apartment is outfitted with everything - including a great tv and wireless internet. I very much enjoyed my stay there, including being able to walk to Bowdoin College, downtown Brunswick, the androscoggin river bank, and also drive just a short distance to the ocean. A great location. I would highly recommend it for both short stays and longer stays.

$275

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Sea-Clusion

Cundys Harbor house
3 BR / 2 BA / Sleeps 6 | Quick view
Excellent2 Reviews

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(2)

Portland and Casco Bay > Cundys Harbor house
Located in the scenic Cove of Long Island Sound near Cundy's Harbor, Sea-Clusion has magnificent views of the Cove and the local Lobstermen. The exterior welcomes lobster bakes and BBQs with family and friends,as well as, imaginative places for children to play. The property has a nice front yard and patio with …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Grill
  • Dishwasher
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask

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(2)

Wonderful waterside retreat

Left on Jun 14, 2010 for a stay in May 2010

Edgewater was absolutely wonderful. It's in a very convenient location for Bowdoin and Brunswick, while still being right on the water. It's really pretty perfect for a small group.The house looks out onto the water, with nearly every large window facing the ocean, including a small deck on the second floor. For a quiet and relaxing vacation, Edgewater couldn't be better.

$250

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Sailor`s Way

Cundys Harbor house
3 BR / 3 BA / Sleeps 6 | Quick view
Excellent10 Reviews

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(10)

Portland and Casco Bay > Cundys Harbor house
Located in Maines oldest commercial fishing village, this charming waterfront cottage perches on the edge of Cundy's Harbor and is perfect for watching the lobster boats come and go from the expansive deck and great-room picture window. Kids of all ages delight in this quintessential Maine waterfront activity! …
  • Waterfront
  • Ocean or water views
  • Deck
  • Grill
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask

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(10)

Breath taking view

Left on Jun 14, 2010 for a stay in May 2010

Wonderful location, wonderful view, great house. The house has a side deck were you can sit and watch the view for hours.

$350

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East Rising

Orrs Island house
5 BR / 2 BA / Sleeps 9 | Quick view
Excellent2 Reviews

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(2)

Portland and Casco Bay > Orrs Island house
East Rising is a delightful family-owned rustic cottage on Orr's Island. When you walk into the home it is very apparent that it has been loved and cared for generation after generation. Walking through the front door, there is a mudroom and laundry room and to your left there is a suite with a bedroom and a …
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask

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(2)

Beautiful setting on the coast of Maine

Left on Aug 13, 2013 for a stay in August 2013

We rented this lovely old, well-appointed house for a vacation that included visits from grown children, so we needed the roominess it provided. Even with 7 adults, we all had space and privacy. It has lots of character and charm, and has been well taken care of. There are two good-sized bedrooms (queen beds), one small bedroom(twin beds that filled the room) and a room that didn't have a door(…

$350

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Kinsale by the Sea

Orrs Island house
8 BR / 3 BA / Sleeps 14 | Quick view
Excellent4 Reviews

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(4)

Portland and Casco Bay > Orrs Island house
As much "an experience" as shelter, Kinsale delights everyone of all ages. It's a three-story, turn-of-the-20th-century family home, one large enough for multi-generational families or groups. It stands on the side of a hill at the eastern edge of Orr's Island and looks out to open ocean and small islands. Rock your …
  • Ocean or water views
  • Fireplace
  • Grill
  • Dishwasher
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask

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(4)

The Best of Maine

Left on Jun 03, 2012 for a stay in May 2012

Every year, we return to Maine to host a reunion. Having celebrated the previous three years at other H&H; rentals, we are delighted to declare Kinsale our most enjoyable stay yet. Our favorite elements include the warmth and glow of the fireplace; the generous kitchen and dining areas; the serene ocean view during sunrise; and the charming creek and whispers of the wood at bedtime.

$258

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Moorings

Harpswell house
3 BR / 2 BA / Sleeps 5 | Quick view
Excellent4 Reviews

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(4)

Portland and Casco Bay > Harpswell house
Imagine overlooking a wide view of Casco Bay and out to open ocean, so close that you can almost dangle your feet in the gentle surf. Imagine a bright and cheerful cottage, renovated with the finest of materials and a decorator's eye. Imagine strolling down the road to the lobster dock and one of the area's finest …
  • Grill
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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(4)

Amazing location, easy to work with

Left on Aug 22, 2012 for a stay in July 2012

Moorings was incredible. Deb was easy to work with and place is a gem. Literally the island, lobsterman and next door fish shack are your private quarters.

$500

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Peaks Island: Spectacular Oceanside Retreat

Peaks Island house
3 BR / 3 BA / Sleeps 8 | Quick view
Excellent1 Reviews

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Reviews

(1)

Portland and Casco Bay > Peaks Island house
Spectacular Oceanside location. Breathtaking views of ocean, light houses, nearby islands, ships and open ocean. This beautiful three level, 3 bed room, 2.5 bath Victorian Shingled Style home has all you’ll need for a wonderful and memorable vacation. 1st level has 2 guest/family bedrooms, bath, laundry, family …
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Central heating
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(1)

Comfortable large house perfectly positioned on Peaks - ideal for a family holiday

Left on Mar 11, 2015 for a stay in June 2013

We are from (old) England but with family in Maine as well as the UK. We had been to Portland before and had always liked Peaks. We were newly retired and wanted to get both sides of the family together so decided to rent on Peaks. We needed somewhere large enough to be able to accommodate both the English and American families including the various wives, girlfriends, grand children etc. Ralph …

$275

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Dockside

Harpswell house
3 BR / 3 BA / Sleeps 6 | Quick view
Excellent1 Reviews

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Reviews

(1)

Portland and Casco Bay > Harpswell house
This lovely modern home sits at the water's edge of Ewin Narrows and offers water views from every room. If boating, kayaking, fishing, swimming or just dangling your feet in the water from a private dock sound like the ideal vacation activities, Dockside is for you. While located in a quiet neighborhood, it also …
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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(1)

Vacation, Vacation and more Vacation

Left on Jun 29, 2014 for a stay in June 2014

You know you have had a great vacation when you can't remember what day of the week it is! We had such a relaxing time. The property was so beautiful and well kept. We enjoyed fishing off the dock and catching our dinner for the evening. The kitchen is fully stocked and felt like home.

$250

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Home Port

Bailey Island house
3 BR / 2 BA / Sleeps 6 | Quick view
Excellent4 Reviews

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Reviews

(4)

Portland and Casco Bay > Bailey Island house
Home Port has undergone a foundation-up renovation completed in August 2011. The house modernization design allows you to enjoy the magnificent view of Mackerel Cove and Mackerel Cove beach. Settled among houses that have come down through generations of lobster-men, this home enjoys a desirable location on Bailey …
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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(4)

Great!

Left on Aug 18, 2012 for a stay in August 2012

We were so happy with our decision to stay at HomePort on Bailey Island. When I called Debbie, she made the suggestion based on our small kids. I couldn't be more happy with the choice.

The house is completely updated with everything you need for your stay. It was so nice to have the exact same kitchen as I do at home. The w/d in the house made a big difference after days at the beach. It …

$225

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Bay Vista

Harpswell house
3 BR / 2 BA / Sleeps 6 | Quick view
Very Good1 Reviews

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Reviews

(1)

Portland and Casco Bay > Harpswell house
With water all around you as you stand in the living room of this recently renovated cottage, you feel as though you're standing on the bridge of a ship--water, water everywhere. The cottage is directly on Middle Bay (Casco Bay area) with stair access to approximately one hundred feet of private sand/rock/calm-water …
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

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(1)

Beautiful view!

Left on Aug 08, 2013 for a stay in July 2013

Bay Vista is a very comfortable house with amazing views across the water. We had everything we needed and more. The house has been tastefully refurbished and thoughtfully equipped to give us a relaxing and wonderful holiday. We especially enjoyed the deck and grill.

$275

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Windrift

Harpswell house
4 BR / 2 BA / Sleeps 8 | Quick view
Excellent1 Reviews

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(1)

Portland and Casco Bay > Harpswell house
PETS WELCOME HERE Secluded and quiet, Windrift sits above Stover's Cove and provides the ideal location for families that like to walk, relax, swim, and enjoy the loveliness of the Maine "Down East" shoreline. With four large, comfortable bedrooms and two bathrooms, there is room for a large family. The dining …
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask

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(1)

We had a great time!

Left on Aug 01, 2012 for a stay in July 2012

What a wonderful location and a wonderful home! There were six of us and a dog (two young children) and the house was extremely comfortable and clean. The view to the water was spectacular and the nearby beach, although rocky, was nice to walk around and look for shells. The sandier beaches were not really in walking distance for us with the kids - but not a long drive (Stover's Beach has a bit…

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$215

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Maine: Falmouth Foreside Cottage near Town Landing

Falmouth cottage
2 BR / 2 BA / Sleeps 4 | Quick view

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Portland and Casco Bay > Falmouth cottage
Recently renovated Falmouth Foreside cozy cottage (one floor living) available by the week or month in July and August. Located on a quiet, dead end street abutting a trail system for walking or biking. Three blocks along a sidewalk to Town Landing Market, a public beach and boat launch. Two bedrooms, one full …
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly - ask
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$300

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Four Winds

Bailey Island house
2 BR / 3 BA / Sleeps 4 | Quick view

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Portland and Casco Bay > Bailey Island house
Four Winds, offering spectacular southeasterly open ocean views of Casco Bay and out to open ocean, and northerly views into scenic Basin Cove, this spacious (over 3.5 acres) property is a vacation boater's (and water enthusiasts) dream property. Offering deep water dock, anchorage, pocket beach, manageable …
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
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$145

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The Gull

Orrs Island studio
1 BA / Sleeps 4 | Quick view

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Portland and Casco Bay > Orrs Island studio
"The Gull" is accessed via private stairs that lead to a southeast facing deck with amazing ocean views you will not soon forget. The 600 sq ft open floor plan unit easily accommodates the queen size bed, 4 person dining table, and living room with pull-out full size sofa. There is a full kitchen with eating bar, …
  • Ocean or water views
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
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$225

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Seal Ledge Cottage

Harpswell house
3 BR / 1 BA / Sleeps 6 | Quick view

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Portland and Casco Bay > Harpswell house
Seal Ledge Cottage - This cozy and breeze-filled cottage sits on a ledge overlooking a deep cove with quick access to open ocean. This cottage is a kayaker's paradise, with a dock and float to facilitate access to the water and a place to pull up the kayaks to await your next excursion. The generous deck overlooks…
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
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$55

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Private room steps away from Casco Bay

South Portland private room
1 BR / 1 BA / Sleeps 2 | Quick view

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Portland and Casco Bay > South Portland private room
Private room in home, quiet dead end street, yard, deck, bbq grill, fire pit, patio with pond and front deck. Shared bathroom. Bicycle and kayak for use. .Kitchen privileges but room has microwave and mini-fridge. Short walk to Casco Bay and Bug Light and Spring Point Lighthouse. Two miles SMCC campus. Pets are ok …
  • Internet Access
  • Outdoor Dining Area
  • Patio
  • Parking
  • Garden
  • Pet friendly - ask
  • Suitable for children - ask
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$275

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Shipwright`s Cove

Brunswick house
3 BR / 2 BA / Sleeps 6 | Quick view

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Portland and Casco Bay > Brunswick house
If privacy and quietness are on your checklist for your Vacation in Maine, Shipwright's Cove is the property for you. Located off of the historical Pennellville Road in Brunswick, Shipwright's Cove offers the peacefulness one desires on vacation, as well as, the convenience of being in town. When you drive up …
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
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$225

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Little Harbor

Bailey Island house
2 BR / 1 BA / Sleeps 4 | Quick view

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Portland and Casco Bay > Bailey Island house
Bailey Island waterfront, bold surf, private, updated and location, location, location! This cozy, oceanfront cottage on Bailey Island oversees what was once called "the most spectacular view in North America". The ocean surrounds you and provides views from every window. The cottage itself overlooks sparkling vistas …
  • Waterfront
  • Deck
  • Suitable for children - ask
  • Suitable for the elderly - ask
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$243

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Beau Sejour

Brunswick house
3 BR / 2 BA / Sleeps 6 | Quick view

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Portland and Casco Bay > Brunswick house
Welcome to this wonderful and classic Maine cottage, the moment you step on the covered porch you will feel like you have come home. As you step through the doors and look ahead, you will see the waters of Gurnet Strait inviting you in. Come on into to the three season room, where you can enjoy looking at the water or…
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
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$600

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Andy's Retreat - Heated Pool, Jacuzzi, BBQ

Falmouth house
4 BR / 3 BA / Sleeps 5 | Quick view

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Portland and Casco Bay > Falmouth house
Andy's Retreat is just 15 minutes to downtown Portland, 25 minutes to Scarborough Beach (one of Maine's best), 30 minutes to Sebago Lake state park, 1 hour to Shawnee Peak, 1.5 hours to Sunday River. But with central air conditioning, a 20 x 40 heated, outdoor swimming pool (seasonal), Hot Springs 8 person jacuzzi, …
  • Suitable for children
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$572

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Ledgemere

West Bath house
6 BR / 4 BA / Sleeps 12 | Quick view

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Portland and Casco Bay > West Bath house
Ledgemere beckons you back to the summers of your youth and welcomes you to the perfect, private, summer, waterfront vacation home here in Maine. Spacious, rambling, quaint, and charming, this classic 'Summer Cottage' It sits in absolute privacy on 4.5 acres is well-equipped ,and beautifully decorated. It …
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
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$186

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Cottage with Water View - 1100ft² -3 BR,1.5 BA,

Peaks Island cottage
3 BR / 2 BA / Sleeps 5 | Quick view

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Portland and Casco Bay > Peaks Island cottage
DISCOUNT FOR MULTIPLE WEEKSBRAND NEW KITCHEN WITH GRANITE COUNTER TOPS, FULL SIZED DISHWASHER AND 6 BURNER COMMERCIAL GAS OVEN. THE KITCHEN ALSO HAS A LARGE AMOUNT OF POTS, PANS, KITCHEN GADGETS AND LOTS OF PLATES AND SILVERWARE.Island Life at it's very best on this peaceful and quiet island in Vacation land Maine. …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Porch
  • Suitable for children
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$750

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Cozy Oceanfront Getaway

Cape Elizabeth house
4 BR / 2 BA / Sleeps 6 | Quick view

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Portland and Casco Bay > Cape Elizabeth house
This newly renovated cape features 4 bedrooms, hardwood floors, brand new kitchen with soap stone counters and sink, and high efficiency heating/AC. Enjoy breathtaking views of the Atlantic Ocean from the kitchen, dining, living and bed rooms. From your deck you can listen to the crashing waves or sip your morning …
  • Suitable for children - ask
  • Suitable for the elderly - ask
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$1,143

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Spacious 6 Bedroom Home views of the Ocean

Cape Elizabeth house
6 BR / 7 BA / Sleeps 8 | Quick view

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Portland and Casco Bay > Cape Elizabeth house
Less than 10 miles from the renowned food and art scene of Portland's Old Port, Salt Spray offers a comfortable and affordable Atlantic Ocean waterfront experience. This spacious home, with 5 Bedrooms plus a bunk room, offers a beautifully landscaped yard, beach frontage, two patios perfect for dining outdoors and …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children - ask
  • Suitable for the elderly - ask
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$99

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Peaks Island Ensuite 1875 Great Room

Peaks Island condo
1 BA / Sleeps 4 | Quick view

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Portland and Casco Bay > Peaks Island condo
Your adventure to Peaks Island begins with a lovely 20 min. ferry ride from from Portland's Old Port to Peaks Island. See the sunrise over the rocky Atlantic shore. Enjoy the sunset over Casco Bay & the lights of Portland. Peaks is its own world. Prepare to be delighted by a beautiful island with beaches, …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Central heating
  • Parking
  • Suitable for children - ask
  • Suitable for the elderly - ask
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$128

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Island cottage near best beaches

Long Island house
3 BR / 1 BA / Sleeps 6 | Quick view

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Portland and Casco Bay > Long Island house
Long Island is best known of the Casco Bay Islands for its spectacular white sand beaches nestled amongst granite ledges and cliffs. 'Sunnyside' cottage, fully useable all seasons, has all reasonable modern conveniences and is but a short walk to the best of the beaches, ferry, tennis, stores, etc. There is a private …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Central heating
  • Porch
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
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$230

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LargeHouse 500' to Beach3BR2BA OceanView Private

South Portland house
3 BR / 2 BA / Sleeps 10 | Quick view

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Portland and Casco Bay > South Portland house
The Home: With 3 BR and 2BA, Dining Room, Living Room, Game Room with Billiard and Ping-pong, full kitchen, Deck, and Large Shaded Lawn, the Liberty Builder’s Home is spacious, comfortable, and is perfectly located 200 yards from Willard's Beach. The Master Bedroom is on the second floor. It has a King size bed, …
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
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$290

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Penthouse Apartment on Munjoy Hill -Amazing Views!

Portland condo
2 BR / 2 BA / Sleeps 4 | Quick view

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Portland and Casco Bay > Portland condo
Between the Eastern Promenade and the Old Port stands Munjoy Hill, a friendly, colorful neighborhood with restaurants, a local foods grocer, cafes, art center. Our vacation rental is the top two stories of an apartment building on top of the hill, directly facing the Portland Observatory with views to the ocean, the …
  • Ocean or water views
  • Mountain Views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
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$242

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Portland's Newest, Luxury Furnished Rentals

Portland condo
2 BR / 2 BA / Sleeps 4 | Quick view

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Portland and Casco Bay > Portland condo
At Portland's "Promenade By The Bay", you'll enjoy beautifully furnished one and two bedroom condos with ocean views. Our units are fully equipped with new appliances, coffee makers, toasters, cookware and all necessary gadgets. Plasma TV's, high speed internet, DVD players and Bose stereos included in all rentals. …
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • A/C or climate control
  • Patio
  • Suitable for children - ask
  • Suitable for the elderly - ask
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$125

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Charming ocean front cottage in Harpswell

Harpswell cottage
2 BR / 1 BA / Sleeps 6 | Quick view

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Portland and Casco Bay > Harpswell cottage
Charming ocean front cottage with beautiful views of Gurnet Cove. Cottage has 2 bedrooms and a sleep sofa to accommodate 6 guests comfortably. Enclosed screen porch and outside deck for relaxing enjoying the ocean air with a cup of coffee or a meal watching a glorious sunset. Cottage offers a full Maine experience …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Central heating
  • Deck
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
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$214

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ON the water!... Overlooking Freeport Harbor

Freeport cottage
3 BR / 2 BA / Sleeps 10 | Quick view

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Portland and Casco Bay > Freeport cottage
“Downeast... So close...” Located on the harbor in South Freeport, Maine, less than 30 minutes from the Portland airport, you’ll find the quintessential “Downeast” Maine experience typically only found much further north and the Harraseeket Boathouse Cottages. Actually situated over the picturesque …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children - ask
  • Suitable for the elderly - ask
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$129

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Coastal Maine Cottage with Four Bedrooms

West Bath cottage
4 BR / 1 BA / Sleeps 8 | Quick view

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Portland and Casco Bay > West Bath cottage
Traditional cozy family cottage, situated on private cove north of Cundy's Harbor in West Bath, Maine. Sleeps 8 in four bedrooms, one bath, fireplace, fully equipped kitchen with large dining room table, gas grill and outdoor fire pit. Feel the gentle sea breeze on the large screened in porch overlooking the cove…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Central heating
  • Suitable for children - ask
  • Suitable for the elderly - ask
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