Vacation Rentals & Houses in Chatham

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“Great time!!” This wonderful home was great for our Cape vacation! The home is beautiful and the owner's pride and love for their home shows throughout the property. The owners were excellent to work with, very professional and very responsive to inquiries. The house is beautifully decorated and extremely well stocked with everything we needed to make our vacation perfect. We appreciated all the amenities - inside and out, the huge rear deck was one of our favorite places to relax and enjoy the quiet area and the beautiful landscaping, we could even hear the waves at night. The location was very convenient to restaurants, shops and beaches and is centrally located to exploring anywhere on the Cape. We are looking forward to calling this our "home away from home" again!!!

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Price per night from

$396

Hardings Beach Chatham Cape Cod

Chatham house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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$279

Private Contemporary Cape Set on a Hilltop

Chatham house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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$344

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$396

Charming Beach House - Beautifully Updated & Immaculate. Walk to Nantucket Sound

South Chatham house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$430

Great rentals within 20 miles that match your search

In the Heart of Brewster. Min to Bay Beaches

Brewster house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

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$493

Barnstable Village Private Pool

Barnstable house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 3

“Great place to stay” The home was clean and well maintained. The pool was a huge hit with my niece and the rest of the family. We were in a great location, close to a beach, some shops and restaurants.

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$457

Perfect for two families!

Orleans house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 11

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$738

4 Bedroom Cape with Swimming Pool

Dennis house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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$602

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

Centerville cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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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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Price per night from

$328

Cape Cod 2 BD cottage (June $1200wk) private beach in W. Hyannisport

West Hyannisport house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Our family enjoyed a memorable reunion week in this beach neighb” We spent the week walking to aves, swimming at Squaw Island, golfing, tennis, and dining out at some great restaurants. This beach house has central air, a new gas grill and outdoor shower. All musts for our vacation rental requests. Nice quiet area with great Cape Cod experiences. The house is clean and comfortable. Great master bed. Near boats to the vineyard and Nantucket. We plan on another family reunion vacation at this beach house again this summer.

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$264

Dennis Port walk to beach!

Dennis Port house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

“Adorable beachy cottage” Wonderful little cottage. Comfortable slept 4 of us, all the conveniences of home but must bring your own linens/towels/washcloths. Great location, walk to beach, good restaurants. Fireplace provided good heat.

Responds fast! avg. 1 hour 26 minutes

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$230

Responds fast! avg. 24 minutes

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$287

Quiet and comfortable 3 bedroom cape

Eastham house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$327

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!

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Price per night from

$287

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.

Responds fast! avg. 3 hours 27 minutes

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Price per night from

$333

Cape Cod 2 BR Condo at the Beach August 5-12 !

Dennis Port hotel apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$246

Crows Nest @ Captain Alexander's Hideaway

West Harwich house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Great place to stay and play” A great place to stay for a vacation on Cape Cod. The rooms were comfortable and of good size. There was a relaxing atmosphere and all the comforts of home. Plenty of games and videos for adults and kids and a large screen TV. Parking was ample and easy to come and go. The kitchen was more than expected. The back yard and spacious rear deck and furnishings made outdoor meals and barbecuing a pleasure. I especially liked the covered outdoor shower (with hotwater) to wash away beach sand and ocean salt. Speaking of ocean salt, the beach is just a short walk away.

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Price per night from

$115

Private Home with 2 MBRs on Private Road and Beach

Barnstable house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 8

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$574

Cape Cod Fun & Sun WIFI Central A/C

Dennis Port cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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$222

Immaculate SeaView Beach House in S.Yarmouth

South Yarmouth house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$573

WALK TO BEACH & ENJOY PRIVACY & A GATHERING PLACE

Eastham house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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$574

Private Beach. 5 Kayaks. Swimming. Wellfleet Cape Cod.

Wellfleet house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

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$1,204

2 min walk to the beach - 30 Union Wharf#3

Dennis Port condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$287

28-2 Greyneck Road Harwich MA

West Harwich condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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$516

Summer Peace in Eastham

Eastham cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$115

405 Lower County Rd Harwich Port MA

Harwich Port condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$196

The Berry Quaint Cottage

South Dennis cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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$214

Charming 2 bdrm 1 1/2 bath house

Dennis Port house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$194

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 18 minutes

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Price per night from

$246

Quaint 2 bdrm unit

Dennis Port house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$229

Ocean View Condo across from Beach with pool!

Dennis Port condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 26 minutes

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$172

Topside BoatHouse on Pleasant Bay

South Orleans boathouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$492

Topside MainHouse

South Orleans house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$1,228

Sunset Bay Cottage Lg backyard w sunset views,Trails to Grays Bch, kayaks, bikes

Yarmouth Port house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$271

Ultimate Vacation Home

South Yarmouth hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 3 hours 19 minutes

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$114

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Price per night from

$1,147

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