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Vacation Rentals & Houses in Chatham

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Vacation Rentals & Houses in Chatham

About Chatham

2,391 houses

Walk to Ridgevale Beach From Family Friendly Home

West Chatham house

3 bedrooms / 2 bathrooms / sleeps 10

1 / 23

NEW LISTING! Serene family home w/deck & outdoor fireplace-walk to beach!

West Chatham house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 2 hours 52 minutes

1 / 41

4075## Fisher

North Chatham house

4 bedrooms / / sleeps 10

1 / 11

High-End North Chatham Home with Outdoor Haven – Near Beach & Bike Paths

North Chatham house

2 bedrooms / 2 bathrooms / sleeps 6

1 / 24

Wooded 3BR, 2BA Chatham Home on the Monomoy with Hot Tub & Kayak Launch

Chatham house

3 bedrooms / 2 bathrooms / sleeps 6

1 / 25

14 Hallett Lane Chatham Cape Cod - Sand Simeon

Chatham house

6 bedrooms / 7 bathrooms / sleeps 16

1 / 48

6105 Menzies

Chatham house

3 bedrooms / / sleeps 6

1 / 9

Family-Friendly 2BR Cottage w/ Kayaks, SUP & Bikes - Walk to Ridgevale Beach

Chatham house

2 bedrooms / 1 bathroom / sleeps 4

1 / 26

#602: Make memories in this Chatham beach home within steps to Nantucket Sound!

South Chatham house

3 bedrooms / 2 bathrooms / sleeps 6

1 / 32

8045 Comis

Chatham house

3 bedrooms / / sleeps 6

1 / 8

142 George Ryder Road South Chatham Cape Cod- Sweet Serenity

Chatham house

3 bedrooms / 2 bathrooms / sleeps 8

1 / 36

64 Waveland Avenue 114621

West Chatham house

3 bedrooms / 2 bathrooms / sleeps 6

1 / 15

#601: Quintessential Cape vacation home just a click away. SLEEPS 10!

North Chatham house

4 bedrooms / 3 bathrooms / sleeps 10

1 / 24

8169 Blackford

Chatham house

3 bedrooms / / sleeps 6

1 / 13

7442 Bevan

Chatham house

4 bedrooms / / sleeps 8

1 / 14

93 Pine Ridge Road Chatham Cape Cod - Good Times

Chatham house

3 bedrooms / 4 bathrooms / sleeps 10

1 / 49

8170 Howells, Dorothy

Chatham house

4 bedrooms / / sleeps 10

1 / 17

Captain's Haven

West Chatham cottage

1 bedroom / 1 bathroom / sleeps 4

1 / 16

298 Chippingstone Road

Chatham house

4 bedrooms / 2 bathrooms / sleeps 8

1 / 22

Chatham Cape Cod Vacation Rental Clean & Quaint

South Chatham cottage

2 bedrooms / 1 bathroom / sleeps 6

1 / 21

Walk to the beach from this charming Cape Cod home

South Chatham house

3 bedrooms / 2 bathrooms / sleeps 6

1 / 12

Picturesque Chatham Gem - Near Main Street, Ridgevale & Harding’s Beach

Chatham house

3 bedrooms / 2 bathrooms / sleeps 6

1 / 28

8443 Coleman, Kate

Chatham house

3 bedrooms / / sleeps 6

1 / 15

80 Landing Lane Chatham Cape Cod - Keepin' it Reel

North Chatham house

4 bedrooms / 2 bathrooms / sleeps 9

1 / 30

Responds fast! avg. 2 hours 52 minutes

1 / 29

8223 Kelly, Pauline

Chatham house

4 bedrooms / / sleeps 8

1 / 15

Chatham 1 Bedroom Beachfront Old Village

Chatham house

1 bedroom / 1 bathroom / sleeps 2

1 / 9

Light & Bright Chatham Home, Walking Distance to Beach Linens Included : 033-C

North Chatham house

2 bedrooms / 2 bathrooms / sleeps 4

1 / 23

8384# Larwood

Chatham house

4 bedrooms / / sleeps 10

1 / 22

4103 Davis, Judith

Chatham house

3 bedrooms / / sleeps 6

1 / 11

Quiet Lakeside Cottage - Ideal for Couple

Chatham cottage

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 2 hours 8 minutes

1 / 14

5815 Durr

North Chatham house

2 bedrooms / / sleeps 4

1 / 9

Chatham House on Oyster Pond-Steps to Town & Beach

Chatham house

5 bedrooms / 5 bathrooms / sleeps 10

Responds fast! avg. 12 minutes

1 / 24

Spectacular Waterfront Home - Oyster Pond 31&32

Chatham house

4 bedrooms / 6 bathrooms / sleeps 12

Responds fast! avg. 2 hours 23 minutes

1 / 28

55 Sears Point Road Chatham Cape Cod- The Sears Point House

Chatham house

6 bedrooms / 3 bathrooms / sleeps 12

1 / 39

South Chatham Cape Cod Vacation Rental (2400)

Chatham house

3 bedrooms / 2 bathrooms / sleeps 6

1 / 21

8302 Latino

Chatham house

4 bedrooms / / sleeps 9

1 / 20

Beautiful sunsets in Chatham!

Chatham house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 hours 33 minutes

1 / 20
Viewing 38 of 2,391

About Chatham

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Located at the "elbow" of Cape Cod, Chatham has earned the reputation of a premier New England vacation spot. The area is known for its wide range of art galleries, beautiful beaches, and amazing views of the coast. In fact, this small town has been named one of America's Dozen Distinct Destinations by The National Trust for Historic Preservation. You'll find rows of art galleries and many unique boutique shops along Main Street, in addition to some of the best restaurants on the Cape like The Chatham Squire.

There's plenty to do outside of this strip as well, so be sure to make time for some of these must-see attractions and destinations:

  • Chatham Fish Pier: In addition to the great coast views, this pier offers great photo opportunities, especially of local fishermen unloading their catch for the day.
  • Chatham Lighthouse: Take one of the free tours of the lighthouse before climbing to the top of it yourself.
  • Watch the Seals: A few local business offer one-hour seal watching cruises.
  • Art Galleries: Chatham is home to over a dozen art galleries including the Chatham Art Gallery and the Potts Gallery of Fine Art.
  • Railroad Museum: This free museum gives visitors a look into the history of Cape Cod's former railroad industry.
  • Go to the Beach: Chatham is home to several great beaches, many of which are within walking distance of one another. Be sure to check out Chatham Lighthouse Beach.

Whether you're looking for a spacious home with a pool and high-end amenities, or a luxury condo just steps from the ocean and all the shopping and galleries Chatham has to offer, there's a vacation rental in the area that has everything you're looking for.

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