Cottages South Chatham

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66 cottages

Pleasant Forest Shores cottages #2 : So. Chatham

South Chatham cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$102

Pleasant Forest Shores cottages #3 : So. Chatham

South Chatham cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$115

Pleasant Forest Shores cottages #Apt : So. Chatham

South Chatham cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$75

South Chatham Cape Cod Vacation Rental (14295)

South Chatham cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$314

Pleasant Forest Shores cottages #4 : So. Chatham

South Chatham cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$102

Great rentals within 20 miles that match your search

Classic Cape Cod cottage on a quiet lane

Eastham cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Perfect location” We had a wonderful time on vacation in this house. It was spacious and sunny and the yard was huge. Location was perfect walking distance to bay beach and fresh water pond. Also close driving to all of the fun in Eastham. The owners were super helpful with all my questions....and I often repeated questions and asked a lot. Thanks for a great vacation. Sharon

Responds fast! avg. 2 hours 54 minutes

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$148

Summer Fun in Eastham

Eastham cottage

  • 1 bathroom
  • sleeps 2

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Price per night from

$115

The Cape Cod Cottage with Beach Pass

Eastham cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 35 minutes

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$295

“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.

Responds fast! avg. 1 hour 55 minutes

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$606

Classic, Quiet, Private Dennisport Cottage

Dennis Port cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“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 33 minutes

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$229

Short Stroll To Sea Street Beach In Dennisport

Dennis Port cottage

  • 2 bedrooms
  • 2 bathrooms
  • 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. 57 minutes

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Price per night from

$252

Cape Cod Fun & Sun WIFI Central A/C

Dennis Port cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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$221

Two Wing Cottage - escape with family and friends

Harwich Port cottage

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

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$1,432

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. 22 minutes

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$303

Summer Peace in Eastham

Eastham cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$115

Great Place for a Cape Cod Vacation

Barnstable cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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$1,145

High End-suite style cottage 5 min bike ride to amazing Craigville Beach.

Centerville cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 42 minutes

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$344

Sunset View Cottage

Truro cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Charming isolation getaway” What a wonderful stay we had at the Sunset View Cottage. The cottage is charming, rustic, and comes with all the basic necessities. There’s a screened in sitting area with a twin bed for those that like sleeping in the cool night breeze. We loved the pond, the boat, the kayak and the raft. The dock was a wonderful place to have breakfast; and it was also where we saw the Neowise comet and a few shooting stars! The pond itself is a gem because it offers very shallow waters for those learning to swim or dogs who like to fish, and deeper waters for jumping off the raft, floating around or swimming. Just to manage expectations, this is not a location for people who don’t like rustic accommodations or are afraid of bugs. It is a non-insulated cottage right near a pond surrounded by trees. It has comfortable beds, fans, screens, running hot water, a hammock, strong internet, a gas grill, and an outdoor shower. This suited our needs and made us extremely happy. In addition Christine and her family made us feel very welcome there & even pointed out the wild blueberries that we enjoyed picking. So grateful that they are open to sharing a slice of their heaven with us! We will surely be back.

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$303

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. 1 hour 52 minutes

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$310

The Outback E Dennis/Brewster 1 bedroom 2 Guests Only 2019 availability

East Dennis cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$201

Cape Cod Cottage, 4 bedrooms, 2 baths, Eastham, MA

Eastham cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

“Great Cottage” I spent a weekend in this cottage and had an overall excellent experience. It is in a great location and is within a close trip to the beach. The cottage was clean, comfortable, and has enough rooms and beds for many people. I will definitely come back next time I am in the Cape.

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$332

The Berry Quaint Cottage

South Dennis cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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$213

Dennis Port - Walk To And View Of Beach

Dennis Port cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

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$229

Wellfleet Vacation Cottage Deck2 Condos

Wellfleet cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

“Charming cottage in the woods” This cottage is in a magical spot, surrounded by trees, on a pretty pond. We loved the high ceilings, large decks, and ample windows! Comfortable yet rustic, with a great vibe. Close to the National Seashore and all that Wellfleet has to offer. Marc and Shana were kind and accommodating. We will definitely return!

Responds fast! avg. 43 minutes

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$229

Steps to Campground Road Beach! A/C, Wifi, Outdoor Shower, Grill

Eastham cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Great Location! Great Time!” We were so happy to find this rental. The cottage is a gem...well maintained and nicely decorated with a cute beachy theme. It's in a great setting that provided nice privacy and some shade from the summer sun. Love the outdoor shower! The cottage is located so near to the beach that the kids were able to walk there safely by themselves. The owners were very professional to work with and the transaction went seamlessly. We look forward to returning in 2012!

Responds fast! avg. 1 hour 55 minutes

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$659

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.

Responds fast! avg. 2 hours 2 minutes

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$245

The perfect getaway in Wellfleet

Wellfleet cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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$228

“Charming cozy cottage that is litterally steps to the beach.” My wife and I enjoyed a kid free weekend at this beautiful cottage and had a great time. The cottage was spacious, well laid out and had everything that you needed. Very clean! It would be a great place to bring your kids. We enjoyed walking out at low tide and was amazed how far you could actually walk. The owners Charles and Paula were very easy to communicate with and would recommend this place to anyone that would like a peaceful relaxing gettaway. Thank You

Responds fast! avg. 1 hour 55 minutes

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Price per night from

$422

Smith Heights Vintage Waterfront Cottages- Gooch

Eastham cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$328

Smith Heights Vintage Waterfront Cottages- McKechnie

Eastham cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$328

111 Glendon Road Unit 5

Dennis Port cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 40 minutes

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Price per night from

$229

Bay Cottages

Eastham cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$377

1 bedroom cottage with ac, steps to the beach!

Dennis Port cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$115

Harwich Cape Cod Vacation Rental (16147)

Harwich cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$214

Chatham Cape Cod Vacation Rental (15578)

Chatham cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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$514

Waterfront,88 Tonset Road ID ***********

East Orleans cottage

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Very enjoyable.” Lovely place. Peacefull, cozy and centrally located to all the delights of the Cape!

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$464

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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Price per night from

$171

Salty Air 148661

Wellfleet cottage

  • 4 bedrooms
  • 1 bathroom
  • sleeps 8

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Price per night from

$500

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