North Chatham Rentals

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1,115 Houses

Great Location Outdoor Space Dog Friendly

North Chatham house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Price per night from

$250

Stunning home with water views and spectacular sunsets

North Chatham house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

Price per night from

$2,869

Beautifully Renovated w/ Access to Beach!

North Chatham house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

Price per night from

$472

Great Chatham Location w/ Hot Tub, Near Beach!

North Chatham house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$232

Spacious Deck, Large Yard & Dogs Welcome!

North Chatham house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$234

Quintessential Cape directly on the Cape Cod Rail, Dog Friendly!

North Chatham house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$138

Walk to Ryder Cove Wet Bar & Hot Tub!

North Chatham house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

Price per night from

$306

Harwich Retreat, Private Pool, Beach nearby, Family Home

North Chatham house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

Price per night from

$177

Stunning Home w/ Incredible Water Views!

North Chatham house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

Price per night from

$400

Great rentals within 20 miles that match your search

3bd 2 bath steps to private association beach

Dennis Port house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Price per night from

$623

Classic Cottage, walk to Private Beach/ Wiley Park

Eastham house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

Responds fast! avg. 3 hours 20 minutes

Price per night from

$320

Connors Cottage

West Hyannisport house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$201

In the Heart of Brewster. Min to Bay Beaches

Brewster house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

Price per night from

$494

Luxurious & Spacious Waterfront Home on Swimmable Private Beach. Pet OK.

Barnstable house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

Price per night from

$1,312

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.

Price per night from

$457

Walk to Town, Chatham Bars Carriage House

Chatham apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 3

Price per night from

$603

Beautiful vacation home for rent

Dennis house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Price per night from

$525

Perfect for two families!

Orleans house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 11

Price per night from

$738

4 Bedroom Cape with Swimming Pool

Dennis house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$603

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

Centerville cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$345

Charming 3 bdrm cottage - walk to beach

Dennis Port house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Price per night from

$247

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.

Price per night from

$329

Renovated Cape Cod Home -10 Minutes To Beaches & Ctr

Hyannis Port house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

Price per night from

$371

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

Dennis Port condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$287

Hardings Beach Chatham Cape Cod

Chatham house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$279

28-2 Greyneck Road Harwich MA

West Harwich condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Price per night from

$517

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!

Price per night from

$115

Summer Peace in Eastham

Eastham cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$115

405 Lower County Rd Harwich Port MA

Harwich Port condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$197

The Berry Quaint Cottage

South Dennis cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Price per night from

$214

Charming 2 bdrm 1 1/2 bath house

Dennis Port house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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 39 minutes

Price per night from

$246

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

Dennis house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$517

Quintessential Cape Cod

West Yarmouth house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$746

Great Place for a Cape Cod Vacation

Barnstable cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Price per night from

$1,148

Quaint 2 bdrm unit

Dennis Port house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$229

Ocean View Condo across from Beach with pool!

Dennis Port condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 34 minutes

Price per night from

$172

Topside BoatHouse on Pleasant Bay

South Orleans boathouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$493

Viewing 38 of 1,115
rentals in North Chatham

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