Vacation Rentals & Houses in Chatham

Updating...

age 0-16
63 Results

Relevance

Price: low to high

Price: high to low

Reviews

63 houses

“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!!!

Match: Water sports

All filters match

Price per night from

$395

Hardings Beach Chatham Cape Cod

Chatham house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Water sports

All filters match

Price per night from

$279

Match: Water sports

All filters match

Price per night from

$395

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

South Chatham house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Water sports

All filters match

Price per night from

$430

Great rentals within 20 miles that match your search

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.

Match: Water sports

All filters match

Price per night from

$456

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.

Match: Water sports

All filters match

Price per night from

$328

28-2 Greyneck Road Harwich MA

West Harwich condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Match: Water sports

All filters match

Price per night from

$516

Summer Tranquility in Cape Cod

Eastham studio

  • Studio
  • 1 bathroom
  • sleeps 2

“Great place!” Amazing and comfortable small cottage! Everything you needed is there so you don't have to worry about anything. It's close to the highway, but the trees and bushes are hiding it so you don't realy see it! Would recommend it!

Match: Water sports

All filters match

Price per night from

$115

Summer Peace in Eastham

Eastham cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Water sports

All filters match

Price per night from

$115

405 Lower County Rd Harwich Port MA

Harwich Port condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Water sports

All filters match

Price per night from

$196

The Berry Quaint Cottage

South Dennis cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Match: Water sports

All filters match

Price per night from

$213

Charming 2 bdrm 1 1/2 bath house

Dennis Port house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Water sports

All filters match

Price per night from

$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

Match: Water sports

All filters match

Price per night from

$245

Nice clean house 1/4 mile walk to Sesuit Harbor!

Dennis house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Water sports

All filters match

Price per night from

$516

Quintessential Cape Cod

West Yarmouth house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Water sports

All filters match

Price per night from

$745

Great Place for a Cape Cod Vacation

Barnstable cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Match: Water sports

All filters match

Price per night from

$1,145

Ocean View Condo across from Beach with pool!

Dennis Port condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 26 minutes

Match: Water sports

All filters match

Price per night from

$172

Topside BoatHouse on Pleasant Bay

South Orleans boathouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Water sports

All filters match

Price per night from

$492

Topside MainHouse

South Orleans house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Water sports

All filters match

Price per night from

$1,227

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.

Match: Water sports

All filters match

Price per night from

$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

Match: Water sports

All filters match

Price per night from

$229

Responds fast! avg. 24 minutes

Match: Water sports

All filters match

Price per night from

$287

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)

Match: Water sports

All filters match

Price per night from

$310

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!

Match: Water sports

All filters match

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

Match: Water sports

All filters match

Price per night from

$332

Private Home with 2 MBRs on Private Road and Beach

Barnstable house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Water sports

All filters match

Price per night from

$573

Cape Cod Fun & Sun WIFI Central A/C

Dennis Port cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Water sports

All filters match

Price per night from

$221

Immaculate SeaView Beach House in S.Yarmouth

South Yarmouth house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Water sports

All filters match

Price per night from

$572

WALK TO BEACH & ENJOY PRIVACY & A GATHERING PLACE

Eastham house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Match: Water sports

All filters match

Price per night from

$573

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

Wellfleet house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Water sports

All filters match

Price per night from

$1,203

Keyes Beach Retreat

Barnstable villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Water sports

All filters match

Price per night from

$516

Sea Beach House

Barnstable villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Water sports

All filters match

Price per night from

$572

Skip to beach! Condo across from beach!

Dennis Port condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 26 minutes

Match: Water sports

All filters match

Price per night from

$172

Match: Water sports

All filters match

Price per night from

$1,145

Spacious Air-Conditioned 3-Bedroom Close to Beach

South Yarmouth house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Water sports

All filters match

Price per night from

$221

Treetops - Large House and Private Haven in Centerville Near Craigville Beach

Centerville house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Water sports

All filters match

Price per night from

$573

Match: Water sports

All filters match

Price per night from

$401

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

Yarmouth Port house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Water sports

All filters match

Price per night from

$271

Viewing 38 of 63
rentals in Chatham

×

Also consider