Vacation Rentals & Houses in Chatham

Updating...

age 0-16
222 Results

Relevance

Price: low to high

Price: high to low

Reviews

222 houses

Quintessential Cape Cod Vacation Home in N.Chatham

Chatham house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: DVD player

All filters match

Price per night from

$776

“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: DVD player

All filters match

Price per night from

$394

Former Chatham Bed and Breakfast

Chatham b&b

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

“Classic cape cod experience” Beautiful property well located on the cape non commercial sector. Tastefully appointed overall fantastic.

Match: DVD player

All filters match

Price per night from

$636

15 Bobbies Lane 43070

South Chatham house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

“wonderful” very neat and clean. great location, worked out well for me and my family. the people at William Raveis rental were very friendly and easy to work with.i would highly recommend them and the house.

Match: DVD player

All filters match

Price per night from

$193

Hardings Beach Chatham Cape Cod

Chatham house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: DVD player

All filters match

Price per night from

$278

Private Contemporary Cape Set on a Hilltop

Chatham house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: DVD player

All filters match

Price per night from

$343

Match: DVD player

All filters match

Price per night from

$394

Spectacular Waterfront Townhome - Oyster Pond #25

Chatham house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: DVD player

All filters match

Price per night from

$868

Walk to Town, Chatham Bars Carriage House

Chatham apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 3

Match: DVD player

All filters match

Price per night from

$599

70 Captain Kendrick Drive 134040

Chatham house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: DVD player

All filters match

Price per night from

$200

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

South Chatham house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: DVD player

All filters match

Price per night from

$428

11 Jeanette Drive 130920

Chatham house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: DVD player

All filters match

Price per night from

$486

Spectacular Waterfront Home - Oyster Pond 31&32

Chatham house

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: DVD player

All filters match

Price per night from

$1,082

29 Forest Beach Road Extension 104441

South Chatham house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: DVD player

All filters match

Price per night from

$464

44 Hallett Lane 105327

Chatham house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

Match: DVD player

All filters match

Price per night from

$407

76 Williamsburg Avenue 144347

South Chatham house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

Match: DVD player

All filters match

Price per night from

$171

Stunning home with water views and spectacular sunsets

North Chatham house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

Match: DVD player

All filters match

Price per night from

$2,852

21 Stepping Stones Road 145267

Chatham house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

Match: DVD player

All filters match

Price per night from

$171

Chatham Beach Chic 5⭐ -5 min Walk to Beach! Cape Escape Hear the waves at Night!

South Chatham house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: DVD player

All filters match

Price per night from

$394

Cape Cod Luxury Oceanfront 5bdrm Vacation Home

Chatham house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: DVD player

All filters match

Price per night from

$979

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

Match: DVD player

All filters match

Price per night from

$491

Beautiful vacation home for rent

Dennis house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: DVD player

All filters match

Price per night from

$522

Perfect for two families!

Orleans house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 11

Match: DVD player

All filters match

Price per night from

$734

4 Bedroom Cape with Swimming Pool

Dennis house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: DVD player

All filters match

Price per night from

$599

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

Centerville cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: DVD player

All filters match

Price per night from

$343

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: DVD player

All filters match

Price per night from

$327

Renovated Cape Cod Home -10 Minutes To Beaches & Ctr

Hyannis Port house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

Match: DVD player

All filters match

Price per night from

$369

Central air conditioning, New House - Bayside Close to Campground Beach

Eastham house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“A great family vacation!” This was a great house! The sleeping accomodations were perfect for my family. The house had everything we needed and the location was ideal for staying in Eastham. The bike path had several entrances near the home and being pm the bay side of the cape allowed my wife and I to relax on the beach even with small children. Having a screened in porch too was a huge benefit of the house. Nice to have dinner outside without being dinner for the local Mosquitos.

Match: DVD player

All filters match

Price per night from

$571

Central air conditioning, New Eastham House - Steps to Beach

Eastham house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Great comfortable beach house” My wife and 2 children & I have been staying at this house for 7+ years, and it is a close walk of approximately 600 yards to a great Bay beach. This allows you to easily return for lunch. The house is comfortable for 2 families, as we always have another family of 4 visit us there. The beach is ideal for young children, and the house has all of the amenities of home. We look forward to another Summer Vacation in 2011.

Match: DVD player

All filters match

Price per night from

$742

Match: DVD player

All filters match

Price per night from

$730

Beautiful Home - Great Price, Wi Fi, Flat Screen

Yarmouth house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: DVD player

All filters match

Price per night from

$200

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: DVD player

All filters match

Price per night from

$263

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 34 minutes

Match: DVD player

All filters match

Price per night from

$229

High-end Brewster ,Mass. Bay view town home

Brewster apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Match: DVD player

All filters match

Price per night from

$408

Quiet and comfortable 3 bedroom cape

Eastham house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: DVD player

All filters match

Price per night from

$326

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: DVD player

All filters match

Price per night from

$308

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: DVD player

All filters match

Price per night from

$286

Unique & Private 3 Bedroom Brewster Home

Brewster house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: DVD player

All filters match

Price per night from

$327

Viewing 38 of 222
rentals in Chatham

×

Also consider