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$300

3 BR / 2 BA / Sleeps 8

Cedar Beach Lodge is a Modern Year-Round - Saint Leonard vacation rentals
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$300

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Cedar Beach Lodge is a Modern Year-Round

3 BR / 2 BA / Sleeps 8 | Quick view

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Cedar Beach Lodge is a modern, smoke free, year-round retreat located in the desirable and private Cove Point Beach Community on the western shore of the Chesapeake Bay. It is conveniently located 1 hour from Annapolis, MD and Washington, DC on Route 4 and 10 minutes from Solomon's Island, MD. Imagine your family …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$222

4 BR / 3 BA / Sleeps 10

Marshall Haus - Saint Leonard vacation rentals
1 / 22

$222

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Marshall Haus

4 BR / 3 BA / Sleeps 10 | Quick view

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Marshall Haus Travel to a unique comfortably furnished round house in a secluded Caribbean paradise, featuring excellent snorkeling, fishing, and diving from a mile long white powder sand beach. Located in the vicinity of the quaint settlement of Current, Eleuthera population 130, an ideal getaway from the hustle and …
  • Waterfront
  • Internet Access
  • Washing Machine
  • Parking
  • Grill
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$175

3 BR / 2 BA / Sleeps 6

3 Reviews

$175

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Tilghman Island Cottage for Six - Near Marina and Knapps Narrows Drawbridge

3 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 3 Reviews

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Reviews

(3)

Enjoy the beauty and tranquility of Tilghman Island from this bright and comfortable 3 bedroom, 2 bathroom cottage known for many years as the vacation rental 'The Roost.' Available for both short and long-term rentals, the cottage is located on a quiet residential street across from a marina on Knapps Narrows. …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(3)

Relaxing weekend stay

Left on Mar 08, 2014 for a stay in March 2014

My husband and I spent a weekend at the Roost on Tilghman Island and it was so relaxing. We were really able to unplug and I slept better in their loft bedroom than I had in my own bed in weeks. The cottage was really sweet- it looks small on the outside but it's actually very spacious and I love how it was decorated. Everything was spotless and in good working order. We enjoyed the sun room/…

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$500

6 BR / 3 BA / Sleeps 18

6 Reviews

$500

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Chesapeake Bay Waterfront, Private Dock, Beach

6 BR / 3 BA / Sleeps 18 | Quick view
“ Excellent ” 6 Reviews

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Reviews

(6)

The Swan's Nest in Cambridge, Maryland, has all that the Chesapeake Bay has to offer: sun, sand, fishing, crabbing, a par 3 golf course on site and so much more. The spacious and lovingly restored farmhouse can accommodate 18 guests. The kitchen is fully equipped and a barbeque pit is just outside on the patio. …
  • Waterfront
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(6)

Fantastic Bay Experience!

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

My extended family (12 plus part week guests) just got back from a week at Swan's Nest. Hap was a fantastic host and tried really hard to ensure we had what we needed for the needs and interests of our group. I can't say enough about his personal involvement and patience in answering our questions.

It was a fantastic experience - we went crabbing - a lot - we brought supplies to run a trot …

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$300

3 BR / 2 BA / Sleeps 8

Cedar Beach Lodge - Saint Leonard vacation rentals
1 / 29

$300

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Cedar Beach Lodge

3 BR / 2 BA / Sleeps 8 | Quick view

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Cedar Beach Lodge is a modern, smoke free, year-round retreat located in the desirable and private Cove Point Beach Community on the western shore of the Chesapeake Bay. It is conveniently located 1 hour from Annapolis, MD and Washington, DC on Route 4 and 10 minutes from Solomon's Island, MD. Imagine your family …
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Suitable for children
  • Suitable for the elderly

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$159

3 BR / 2 BA / Sleeps 5

Best kept secret by the bay - Saint Leonard vacation rentals
1 / 15

$159

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Best kept secret by the bay

3 BR / 2 BA / Sleeps 5 | Quick view

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Hooper's Island is located between the Honga River and Chesapeake Bay on Marylands Eastern Shore. This unique island is a "MUST DO" on your bucket list. Especially noted for: Maryland's famous Blue Crabs and Breathtaking Sunsets!!! April thru October on Hooper's Island is must do on your bucket list …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Suitable for children - ask

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$250

3 BR / 2 BA / Sleeps 10

1 / 10

$250

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Shelwood Baie

3 BR / 2 BA / Sleeps 10 | Quick view

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North Beach, known as "The Jewel of the Chesapeake", is a small bayside town with a village feel. There is a fabulous farmers market on Friday evenings starting in April, shops and restaurants to explore, wine tastings, an art gallery, a boardwalk perfect for a stroll along the beach, bicycles for rent, a …
  • Wireless Internet
  • Outdoor Dining Area
  • A/C or climate control
  • Central heating
  • Balcony or terrace
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask

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$120

2 BR / 1 BA / Sleeps 6

1 / 11

$120

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Lovely Cottage in Quiet Chesapeake Bay Community

2 BR / 1 BA / Sleeps 6 | Quick view

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Lovely year round rental cottage situated on almost one acre within a few minutes walk to one of the longest private beaches on the western shore of the Chesapeake Bay. Enjoy walking the mile beach to the historic Cove Point Lighthouse collecting sea shells or hunting for fossils, especially prehistoric shark's teeth…
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Central heating
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$225

3 BR / 3 BA / Sleeps 7

1 / 18

$225

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My Seaside Cottage and La Petite Maison

3 BR / 3 BA / Sleeps 7 | Quick view

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My Seaside Cottage and La Petite Maison Located on beautiful, secluded North Beach of Current, Eleuthera, our 2-bedroom cottage is situated in the vicinity of the quaint settlement of Current, Eleuthera population 130, an ideal getaway from the hustle and bustle of 21st Century living. A 10 minute drive to the ferry …
  • Waterfront
  • Parking
  • Grill
  • Towels Provided
  • Microwave
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$250

3 BR / 2 BA / Sleeps 6

1 / 9

$250

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Renovated Luxury Waterview House

3 BR / 2 BA / Sleeps 6 | Quick view

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This charming restored cottage has all the luxury upgrades you could want!! Gourmet kitchen with granite counters and double-oven, 5-burner gas cooktop, and plenty of storage. Easy-to-enjoy gas fireplace, and ample space for entertaining and kids to play -- both indoors and out! Convenient to beach, boardwalk, …
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Suitable for children

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$125

1 BR / 1 BA / Sleeps 3

2 Reviews

$125

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Hoopers Island Studio, 360 Degrees WATER VIEWS

1 BR / 1 BA / Sleeps 3 | Quick view
“ Excellent ” 2 Reviews

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Reviews

(2)

GRAND OPENING Spring 2014: 360 Degree Views, WATERFRONT (Honga River) and WATERBACK (Chesapeake Bay)! Scenic, peaceful and spacious 1 bedroom/studio apartment located on the entire second floor of our property. Available for 3 night minimum stays ($350 per 3 night stay), please inquire about discounted weekly …
  • Waterfront
  • Ocean or water views
  • Fireplace
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for children - ask

Details

Reviews

(2)

What a fantastic stay!

Left on Jun 09, 2014 for a stay in May 2014

As soon as we stepped out of our car, we felt like we hit the jackpot. The views in front and in back of the house are breathtaking, with water stretching to the horizons.

Inside the house, we found all that we could need and more. The décor was adorable, though both aesthetically and functionally vintage. We found a very thoughtful welcome bag and bottle of wine on the dining table as soon …

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$100

1 BR / 1 BA / Sleeps 5

5 Reviews

$100

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1 bedroom cottage near water, dog friendly

1 BR / 1 BA / Sleeps 5 | Quick view
“ Excellent ” 5 Reviews

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Reviews

(5)

The Seahorse Guest Cottage is located in North Beach, Maryland, on the western shore of the Chesapeake Bay, within an hour’s drive of Washington, Baltimore, and Annapolis. The fully furnished cottage has a living room with sofabed, bedroom with queen size bed, sunporch with day bed, a full kitchen, and a backyard …
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(5)

Quiet and peaceful!

Left on Sep 26, 2011 for a stay in September 2011

We had a very nice stay at Seahorse cottage. It was on a quiet street, but only a short walk to the boardwalk. The owners are wonderful to talk to. We hope to go back next year for our anniversary.

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$260

2 BR / 2 BA / Sleeps 6

1 / 10

$260

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Harbor Cottage at the Chesapeake Bay

2 BR / 2 BA / Sleeps 6 | Quick view

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Looking for a peaceful beach getaway? Located in quiet Long Beach overlooking Flag Harbor Yacht Haven marina, this cottage is a few minutes walk to the sandy beach along cliffs famous for fossils from the Miocene. The shallow water is safe for children to swim, and a favorite for fishermen and beachcombers alike. Near…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Outdoor Dining Area
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

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$190

3 BR / 1 BA / Sleeps 5

1 / 41

$190

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"The Cottage" Cambridge Chesapeake Waterfront Home

3 BR / 1 BA / Sleeps 5 | Quick view

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"The Cottage" at Heron Cove is a cozy home situated on a scenic peninsula with water views from every window. Awake each morning to watch the sun glisten off the gentle waters. Explore ten acres of land and 1000 feet of shoreline. Relax on the wrap around screened in porch or soak in the 450 gallon hot tub. Fish and …
  • Waterfront
  • Hot Tub/Jacuzzi
  • A/C or climate control
  • Central heating
  • Deck
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$249

2 BR / 2 BA / Sleeps 5

1 / 17

$249

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Chesapeake Bay House

2 BR / 2 BA / Sleeps 5 | Quick view

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Outstandingly beautiful and immaculately maintained light-filled custom-built home with stunning, unobstructed views of the wonderful Chesapeake Bay in the picturesque town of North Beach. Steps away from the boardwalk in front of the bay. Within a 45-min drive from Washington DC (just 33 miles), Baltimore & Annapolis…
  • Waterfront
  • Hot Tub/Jacuzzi
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly - ask

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$449

6 BR / 5 BA / Sleeps 16

9 Reviews

$449

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Stunning, Newer Chesapeake Waterfront Rental

6 BR / 5 BA / Sleeps 16 | Quick view
“ Excellent ” 9 Reviews

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Reviews

(9)

Fabulous, recently-built premier vacation home on 500 feet of Chesapeake waterfront. A gorgeous home; beach, dock, private pool, boats, bikes, porches & mile-wide view With 6 acres of property, wide water & sandy beaches, this private luxury vacation rental is minutes from Cambridge, Easton, Oxford & St. …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Sauna
  • Internet Access
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(9)

GREAT Vacation!

Left on May 05, 2009 for a stay in August 2008

We really had a GREAT stay. The house is much more than we expected; it's very well done and comfortable (the owner was nice as well). The water views are amazing and the grounds perfect. We swam, fished, crabbed, biked and boated - had a great time off property as well. This was a TOP notch vacation.- thanks!

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$710

3 BR / 2 BA / Sleeps 9

3 Reviews

$710

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CEDAR POINT

3 BR / 2 BA / Sleeps 9 | Quick view
“ Excellent ” 3 Reviews

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Reviews

(3)

This charming waterfront cottage on 6.5 private acres sits among swans and eagles on Marylands beautiful Eastern Shore. This professionally decorated cottage is packed with modern ammenities and charm. Waterfront Pool, Dock with seating boat slip with and water and electric; 1 canoe and 3 two person kayaks, …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(3)

A Vacation to Remember

Left on Apr 25, 2011 for a stay in September 2010

My kids still talk about it...It was the best Vacation they have had...We traveled to Europe many times but this is the week they will remember..Thank you for making this a memorable vacation..We will be back!!!

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$1,200

5 BR / 4 BA / Sleeps 18

2 Reviews

$1,200

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Yr Round Waterfront Home w/ Dock & Pool - Slps 18

5 BR / 4 BA / Sleeps 18 | Quick view
“ Excellent ” 2 Reviews

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Reviews

(2)

Swan Cove awaits your family vacation or group! It's also an ideal place for a most memorable wedding. This incredible, newly redesigned waterfront home with a private dock offers spectacular views with a large swimming pool, 4 kayaks, outdoor firepit (firewood is furnished), playground and a large outdoor grill. The …
  • Waterfront
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(2)

Dream vacation

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

We spent a week a Swan cove. the entire Family loved the house. Very spacious, clean and the kids had a blast in the pool. Great setting with the private dock, fire pit, playground just an amazing home.
We already reserved for next year!!!

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$1,100

7 BR / 6 BA / Sleeps 28

5 Reviews

$1,100

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Yr Round Estate on Bay / Family Reunions Sleeps 28

7 BR / 6 BA / Sleeps 28 | Quick view
“ Excellent ” 5 Reviews

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Reviews

(5)

Experience the lavish surroundings of Captain's Quarters. Whether your pleasure is sailing, fishing, water sports, relaxing by the pool and jacuzzi or nestling up on the veranda with a good book, Captain's Quarter's provides luxury around every corner. This unrivaled waterfront estate accommodates up to 28 people and …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(5)

Great hospitality...

Left on Apr 24, 2012 for a stay in April 2012

The house is well decorated and spacious, fantastic for family gatherings. We had a great experience that will be remembered for the rest of our lives.

This property had all you needed for a great family vacation, but above all, the owner is a master of hospitality - he was very accommodating to every request we had.

I hope to go back to this house for another week soon.

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$250

3 BR / 2 BA / Sleeps 6

1 Reviews

$250

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Unique, Affordable Nature-Oriented Getaway Home

3 BR / 2 BA / Sleeps 6 | Quick view
“ Average ” 1 Reviews

Details

Reviews

(1)

Charming, historic home in the Neck District, Maryland's most beautiful, unspoiled area. This adorable east-facing 100-year-old home sits on a generous lot (over an acre) with forever waterviews, mature shade trees, flowering perennials, roses, large fenced vegetable garden, breezy patio, wide covered front porch and …
    • Pet friendly
    • Smoking allowed - ask
    • Suitable for the elderly - ask

    Details

    Reviews

    (1)

    Nice house but it is not on the water

    Left on Oct 26, 2012 for a stay in July 2012

    This is a lovely older house with lots of room for families. We are very grateful that she accepts dogs and even better that the house is so clean you can't tell that dogs have stayed there. The electronics are a bit old but useable and there is no wifi. There are bikes available for use and the area would be great for bike riding but in July when we were there it was over 100 every day and …

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    $449

    7 BR / 5 BA / Sleeps 18

    11 Reviews

    $449

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    Waterfront Chespeake Bay Retreat

    7 BR / 5 BA / Sleeps 18 | Quick view
    “ Excellent ” 11 Reviews

    Details

    Reviews

    (11)

    New premier waterfront vacation home - 6bed / 5bath home w/ beach & private pool. All of this on over 3 acres and +- 400 feet of stunning waterfront Near Cambridge Maryland, also Easton, St. Michaels and Oxford. The den also serves as an additional bdrm with full bath making it 7bdrms. Ideal for large family …
    • Waterfront
    • Ocean or water views
    • Hot Tub/Jacuzzi
    • Internet Access
    • Fireplace
    • Pet friendly - ask
    • Suitable for children
    • Suitable for the elderly - ask

    Details

    Reviews

    (11)

    Wondeful home - Great for Fishing!

    Left on May 04, 2009 for a stay in April 2009

    We had an amazing week at this gorgeous house. The house is brand new and immaculate. Everything in it is brand new!! It truly felt like home. The owners are amazing - it was a warmer week than expected and they went out of their way to open the pool for us. They also gave a lot of great recommendations on places to eat. We took out the boat and the kids had a great time fishing and …


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