North Chatham Rentals

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1,142 Houses

16601: Private, great location, new outdoor dining, outdoor shower, dog friendly

North Chatham house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Price per night from

$191

Stunning home with water views and spectacular sunsets

North Chatham house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

Price per night from

$2,864

16626: Beautifully Renovated w/ Deeded Access to Private Sandy Association Beach

North Chatham house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

Price per night from

$430

16650: Modern Cottage Feel, Great Chatham Location Near Beach & Downtown, Centra

North Chatham house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$156

16676: Great Family Home in Chatham with Spacious Deck, Large Yard & Dogs Welcom

North Chatham house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$190

Waterfront family compound, sleeping 14!

North Chatham house

  • 7 bedrooms
  • 3 bathrooms
  • sleeps 14

Price per night from

$776

16651: Walk to Ryder Cove, Wet Bar, Fenced Yard w/ Deck & Hot Tub! Dogs Welcome!

North Chatham house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

Price per night from

$358

16662: Stunning Chatham Home w/ Incredible Water Views, Walk to Beach, and Close

North Chatham house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

Price per night from

$498

4 bedroom, 2.5 baths with panoramic views of Pleasant Bay

North Chatham house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$500

Cozy 3 bedroom beach house with views of the water!

North Chatham house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$276

Great rentals within 20 miles that match your search

Price per night from

$396

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

Price per night from

$396

3bd 2 bath steps to private association beach

Dennis Port house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

“Beautiful Location” Loved the house and will stay again in this location House was decorated beautifully. Very clean and a the beach was clean and lovely . Short distance to shops , restaurants and activities

Price per night from

$622

Classic Cottage, walk to Private Beach/ Wiley Park

Eastham house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

Responds fast! avg. 3 hours 30 minutes

Price per night from

$320

Antique Captain's Home in the Heart of Dennisport

Dennis Port house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 3 hours 19 minutes

Price per night from

$115

Walk to the beach!!

Centerville house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

Price per night from

$430

In the Heart of Brewster. Min to Bay Beaches

Brewster house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

Responds fast! avg. 2 hours 18 minutes

Price per night from

$493

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

Barnstable house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

Price per night from

$1,310

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

$456

Walk to Town, Chatham Bars Carriage House

Chatham apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 3

Price per night from

$315

Beautiful vacation home for rent

Dennis house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Price per night from

$524

Perfect for two families!

Orleans house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 11

Price per night from

$737

4 Bedroom Cape with Swimming Pool

Dennis house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$557

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

Centerville cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 16 minutes

Price per night from

$344

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.

Responds fast! avg. 2 hours 43 minutes

Price per night from

$328

Renovated Cape Cod Home -10 Minutes To Beaches & Ctr

Hyannis Port house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

Price per night from

$370

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. 1 hour 21 minutes

Price per night from

$258

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

Dennis Port condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 1 hour 59 minutes

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

$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!

Price per night from

$115

Summer Peace in Eastham

Eastham cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$144

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. 9 minutes

Price per night from

$287

405 Lower County Rd Harwich Port MA

Harwich Port condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$172

The Berry Quaint Cottage

South Dennis cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Price per night from

$213

Charming 2 bdrm 1 1/2 bath house

Dennis Port house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$228

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 24 minutes

Price per night from

$246

Viewing 38 of 1,142
rentals in North Chatham

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