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Cottages Massachusetts

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232 cottages

Classic, Quiet, Private Dennisport Cottage

Dennis Port cottage

2 bedrooms / 1 bathroom / sleeps 5

“Perfect Cape Cod Vacation Cottage” We just returned from our week-long stay at this beautiful, immaculately clean cottage. We fell in love with it online, and it certainly did not disappoint! I can honestly say that there was not one thing lacking from this home. Everything we needed was included; just bring some food and a bathing suit and have a great time! The cottage was the perfect size for our family of four, and the family and friends that joined us on the beach for a day all loved the coziness and décor as much as we did. The ocean is a short walk away, but we bought a parking pass for the week, and were happy that we did. Although we did not explore as many different beaches as we thought we might, it was so convenient to have the pass and be able to pack all our things in the car, drive down to Inman Beach, and have the option to make quick (5 minute) trips back to the house for extra drinks/snacks, bathroom breaks, etc. Parking was never an issue at Inman, so there was no concern about losing a spot. Also, don’t miss out on picking up some steamers from George’s Fish Market. We ate them on the back deck after long days on the beach – perfect and delicious! We can’t wait to return next summer, thank you Lynn and Mark for sharing your home with us!

Responds fast! avg. 3 hours 37 minutes

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$144

Waterfront Lake Buel Cottage: 7 Mi to Monument Mtn

Monterey cottage

2 bedrooms / 1 bathroom / sleeps 2

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$265

Home Away From Home

South Dennis cottage

3 bedrooms / 1 bathroom / sleeps 6

“South Dennis House” The house we rented was perfect for my family. My girls were happy they each had their own bed! The house had everything we needed. We enjoyed the short travel time to all of the Dennis area beaches. The owners were very friendly and helpful. We had a wonderful time.

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$203

Cute cottage short walk to private bay beach!

Eastham cottage

2 bedrooms / 1 bathroom / sleeps 4

“Cozy place by the bay in Eastham” We rented two of the three cottages and had a terrific time walking along the beach, swimming, biking, fishing, picnicking, etc. When it was really hot, we enjoyed coming back to the shade by the cottages. They are very inviting and comfortable. We’ll definitely be back. You can read my other more detailed review.

Responds fast! avg. 28 minutes

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$152

357 Phillips Rd

Sagamore Beach cottage

3 bedrooms / 1 bathroom / sleeps 6

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$110

343 Phillips Rd

Sagamore Beach cottage

3 bedrooms / 1 bathroom / sleeps 5

“Beautiful ocean front cottage” Just a small walk to a private beach. You do not have to sit in hours of traffic to go over the bridge to enjoy being at the cape.

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$214

Rustic Berkshires Cottage at Lake Buel w/ Kayaks!

Monterey cottage

1 bedroom / 1 bathroom / sleeps 4

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$131

Cottage by the Sea in Woods Hole w/ Private Beach - Near Falmouth & Ferry

Woods Hole cottage

2 bedrooms / 1 bathroom / sleeps 4

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$292

Unit 11 37246

East Orleans cottage

1 bedroom / 1 bathroom / sleeps 4

“Great location” We have rented this home or the adjoining big house every summer for over 25 years. We love the location and the owner takes great care of this property. This particular cottage is modest in size as well as amenities, but it is always clean and well kept. When we did have issues, the owner was very quick to react.

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$128

Captain's Haven

West Chatham cottage

1 bedroom / 1 bathroom / sleeps 4

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$203

17 Center Place 18374

Orleans cottage

2 bedrooms / / sleeps 4

“Had a wondrful August.” Our stay at 17 Circle in Orleans was wonderful. The cottage is small, but the location on Borland pond in Orleans is wonderful. You are close to everything in Orleans, but far enough away from the hustle and bustle. We really hope that the owner rents the cottage again in 2010. The coattage is nicely appointed. The only amenity missing is a clothes washer/dryer.

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$150

244 Phillips Rd

Sagamore Beach cottage

3 bedrooms / 1 bathroom / sleeps 6

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$129

Ipswich Cottage w/Beautiful Views, 5 Mins to Beach

Ipswich cottage

4 bedrooms / 2 bathrooms / sleeps 5

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$243

Two cottages steps from the ocean on Nantucket

Nantucket cottage

4 bedrooms / 3 bathrooms / sleeps 6

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$840

Charming cottage short walk to private bay beach!

Eastham cottage

2 bedrooms / 1 bathroom / sleeps 4

“Terrific location at a fair price.” End of lane; very quiet and private. We had lots of space to store 2 kayaks and 3 bikes just be sure to bring a tarp to cover your outdoor toys as there is no storage at the cottage. Nice grassy common unfenced yard was large for the Cape. ROW to beach is short and beautiful as it passes 3 plant zones. Also a short path to Wiley Park which is also beautiful. Our 4 year old loved the walk and the playground. This rental is all about its wonderful location at a fair price for the Cape. Kingsbury Beach has no parking spaces and is a very short walk. Few negatives -- No blankets; the indoor shower head had poor flow (outdoor shower was fine); no blankets-- but the price is right. We were 3 adults and one 1 child and stayed at the "Emily M." cottage. Will likely return again.

Responds fast! avg. 24 minutes

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$152

Cape Cod 2 Bedroom Cottage 100 yards to the Beach

Dennis Port cottage

2 bedrooms / 1 bathroom / sleeps 5

“Pinch me I think I am in heaven.” 99 Glendon Road was a wonderful place to spend our vacation with my husband and our 2 teenagers. It was so nice to walk to beach. Also, the Hog Dog Place and pizza restaurant at the end of the street is perfect.

Responds fast! avg. 1 hour 7 minutes

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$345

Golden Sands at Good Harbor: Across the street from the beach

Gloucester cottage

7 bedrooms / 3 bathrooms / sleeps 12

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$1,467

Serene Pond Setting

Truro cottage

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 1 hour 41 minutes

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$267

Main House 138212

Wellfleet cottage

3 bedrooms / 2 bathrooms / sleeps 6

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$271

IDYLLIC COTTAGE NEAR THE SEA

Truro cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 12 minutes

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$229

Stay in The Heart of Cape Cod at The Breeze on Minister's Pond

Eastham cottage

1 bedroom / 1 bathroom / sleeps 2

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$205

59 Gibson Road Rear Cottage 18015

East Orleans cottage

2 bedrooms / 1 bathroom / sleeps 4

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$268

Quiet Cottage short walk to private bay beach!

Eastham cottage

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 31 minutes

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$152

Berkshires: Romantic Cottage with spectacular view

Great Barrington cottage

1 bedroom / 1 bathroom / sleeps 3

“Perhaps the most relaxing vacation I've ever had” The Sigels' cottage was absolutely perfect for us. My husband and I were looking for a nice quiet 4-night stay while our 7-yr-old twins visited with their grandparents. When we arrived everything looked just as in the pictures. The room is sunny, but stays nice and cool too (we were there in august). There is an overhead fan but we didn't even need it. The Sigels made us feel very much at home, but they also seemed to know that we were not looking for a chatty B&B; experience. There are plenty of little touches like a bottle of wine waiting for us, tea, sugar, and some other basics in the kitchenette. A hair dryer, eye shade in the bedside table, etc. But nothing seemed overly fussy-- they are naturally good hosts. The pool was absolutely perfect. Big enough to swim laps, but small enough to be a nice temperature. We spent one whole morning just floating in the pool. The view from the pool is stunning. I am sure there are some amazing hikes around (I had broken my tailbone so hiking will have to wait for next year). Great Barrington is a wonderful town too, so if you're wondering where to stay in the Berkshires, then you would be wise to choose GB. It's not huge, but we never really left town. The walkable part of town has great diners, a cool little coffee shop, a movie theatre, used book store, and great music and food at the Gypsy Joynt (a member of the family that owns it-- Jordan Weller-- put out the best CD I've heard in a long time!) On our last night there the Sigels suggested we go to the Guthrie Center for an open mic where we heard more great music. I can't say enough about the Seigel's cottage. We can't wait to go back next summer.

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$267

Oceanside B

East Sandwich cottage

2 bedrooms / 1 bathroom / sleeps 6

“outstanding” the house is great, always a pleasure to stay here. the office staff at sand dollar are always pleasant and handled any concerns i had positively which made are trip that much more enjoyable. be back next year.

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$170

Short Stroll To Sea Street Beach In Dennisport

Dennis Port cottage

2 bedrooms / 1 bathroom / sleeps 4

“Cottage was even cuter than the picture!” We were pleasantly surprised that our little cottage was even cuter than we expected. It was well equipped for our week long stay and so close to the beach. Dennisport had wonderful restaurants-Scargo had a gluten free menu for a perfect birthday dinner. The cottage was a great location to explore other areas of the cape. We took the fast ferry from Hyannis to Nantucket one day. We would definitely like to stay at this cottage nestled in a group of 5 cottages encircled with a little white picket fence again. Thanks for sharing your adorable , freshly updated cottage with us.

Responds fast! avg. 38 minutes

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$226

Getaway Retreat Private Beach WATERFRONT COTTAGE #10

Truro cottage

2 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 3 hours 13 minutes

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$134

233 Phillips Rd

Sagamore Beach cottage

2 bedrooms / 1 bathroom / sleeps 6

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$220

95 Salt Marsh Rd

Sandwich cottage

3 bedrooms / 1 bathroom / sleeps 6

“always wonderful” i always have a good time there, i have been going every august for over 10 yrs...cant beat that beach...private quiet...we are often the only people on the beach!!! as far as the cottage, im recommending a new fridge, and a new futon, i know how old these are!!! but wonderful value, as most other cottages on the beach are 2000 and up. cant wait till next time!!!

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$120

Luxury-resort suite cottage 5 min bike ride to Beach

Centerville cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 16 minutes

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$231

Spectacular Private Waterfront and Beachfront Home

Wellfleet cottage

2 bedrooms / 1 bathroom / sleeps 6

“Unforgettable” Heaven on earth at Drew and Heather's ! Very pleasant house, with all facilities, and a hudge sundeck. High tide, and it's like a private pool at 30 ft. Low tide, and a wonderful sandbeach appears 6 hours for fantastic walks. Can you imagine nicer bike rides very early in the morning to PB's restaurant and baker at highway 6 (about 20 mn ), for a wonderful croissant breakfast ! So much to say about the stay at Wellfleet, Just come and see by yourself. It's sure, I'll be back (from France)

Responds fast! avg. 2 hours 7 minutes

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$310

Higgins Road Cottage Close to Private Beach!

Eastham cottage

3 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 1 hour 18 minutes

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$287

Charming Secluded Beach Cottage

Truro cottage

2 bedrooms / 2 bathrooms / sleeps 4

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$493

Cliffside Cottage at Surf Side. Just down the street from a great ocean beach.

Wellfleet cottage

3 bedrooms / 1 bathroom / sleeps 6

“Life is Good!” Cliffside allows you to slow down and enjoy the little things that make life special. This was our second stay at Cliffside and we hope there will be many others. We love this cottage. Wonderful kitchen with delightful yellow dishes, comfy beds, cozy decor, lots of light via all the windows and skylights, fireplace for chilly evenings and an extra shower outdoors for sandy toes. Didn't use the available internet and glad there is no tv. Lots of family games and books to enjoy! Great little walk to the beach. The multitude of songbirds in the pines surrounding the cottage will make sure you don't miss the sun rising over the ocean. Location is close to everything on the Cape. Spending time away from Cliffside can be difficult though. A second coffee in the screened in porch makes you want to linger all day. Armand and Lisa make you feel right at home when you arrive and are always happy to recommend local restaurants, provide assistance and ensure your stay is perfect in every way. East coast hospitality at it's very best! If you want to step away from the hurried pace of everyday life, then Cliffside is the place to relax!

Responds fast! avg. 1 hour 24 minutes

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$195

“Great cottage just steps from the beach” We stayed at the cottage for a week with our two children and my parents. The house has recently been updated with a new porch and interior renovations. This is a charming little cottage with a great outdoor space and nice landscaping. You feel like you can just sit there all day and soak in the rays. The robust porch is accompanied by a cozy sunroom that provides just enough privacy for you workaholics who can't shut off your laptop (I am not speaking from experience...). The gas grill is stocked with propane, there is a great outdoor shower, the kids ran upstairs to find a room with some stuffed animals, there were games, movies, books and the view from the upstairs bedroom on the left might be one of the best on the cape. Needless to say, we will definitely be going back. If you are lucky, Charles will catch you before you leave. Very nice guy, and a great property owner.

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$606

Quarterboard 4

East Sandwich cottage

2 bedrooms / 2 bathrooms / sleeps 6

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$93

AFFORDABLE WATER VIEW Cape Cod

Pocasset cottage

2 bedrooms / 2 bathrooms / sleeps 6

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$92

12 Nauset Knolls Lane 71341

East Orleans cottage

3 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$286

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