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Chatham Rentals

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Chatham Rentals

About Chatham

455 houses

Captain's Haven

West Chatham cottage

1 bedroom / 1 bathroom / sleeps 4

$175

1 / 16

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

Chatham house

3 bedrooms / 2 bathrooms / sleeps 6

$143

1 / 28

All New Cottage in Chatham Near Hardings Beach

Chatham cottage

3 bedrooms / 2 bathrooms / sleeps 6

“Perfect cottage! A must stay!” The description did not disappoint, this cottage is just perfect! Everything was so clean, comfortable and beautiful we didn't want to leave. There was enough space for our family of four to relax in the living room or

$200

1 / 19

$111

1 / 29

Walk to Ridgevale Beach From Family Friendly Home

West Chatham house

3 bedrooms / 2 bathrooms / sleeps 10

$429

1 / 23

Chatham Cape Cod Vacation Rental Clean & Quaint

South Chatham cottage

2 bedrooms / 1 bathroom / sleeps 6

$186

1 / 21

Classic North Chatham Escape, Pet Friendly; 633-C

Chatham house

4 bedrooms / 3 bathrooms / sleeps 10

$285

1 / 39

Spectacular Waterfront Townhome - Oyster Pond #32

Chatham house

2 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 hours 5 minutes

$585

1 / 14

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

North Chatham house

4 bedrooms / 3 bathrooms / sleeps 10

$173

1 / 24

Hardings Beach Chatham Cape Cod

Chatham house

3 bedrooms / 3 bathrooms / sleeps 6

$300

1 / 24

Spectacular Waterfront Home - Oyster Pond 31&32

Chatham house

4 bedrooms / 6 bathrooms / sleeps 12

Responds fast! avg. 3 hours 5 minutes

$2,000

1 / 28

Spectacular Waterfront Townhome - Oyster Pond #25

Chatham house

4 bedrooms / 5 bathrooms / sleeps 10

Responds fast! avg. 3 hours 5 minutes

$929

1 / 12

$151

1 / 25

West Chatham Cape Cod Vacation Rental (9457)

West Chatham house

2 bedrooms / 1 bathroom / sleeps 5

$200

1 / 12

South Chatham Cape Cod Vacation Rental (7129)

Chatham house

3 bedrooms / 3 bathrooms / sleeps 8

$443

1 / 21

8285 Wieber

South Chatham house

4 bedrooms / / sleeps 8

$214

1 / 18

South Chatham Cape Cod Vacation Rental (10134)

South Chatham house

3 bedrooms / 1 bathroom / sleeps 6

$229

1 / 14

NEW TO RENTAL MARKET - South Chatham Village, walk/bike to beaches

South Chatham house

2 bedrooms / 1 bathroom / sleeps 7

$200

1 / 26

Walk to Warm Waters of Nantucket Sound

Chatham house

3 bedrooms / 2 bathrooms / sleeps 8

$236

1 / 11

Former Chatham Bed and Breakfast

Chatham b and 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.

Responds fast! avg. 2 hours 29 minutes

$557

1 / 12

South Chatham Cape Cod Vacation Rental (4861)

Chatham house

4 bedrooms / 3 bathrooms / sleeps 10

$586

1 / 23

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

Chatham house

2 bedrooms / 1 bathroom / sleeps 4

$357

1 / 26

Quiet Lakeside Cottage - Ideal for Couple

Chatham cottage

1 bedroom / 1 bathroom / sleeps 3

“Great base to go explore the Cape” April is a wonderful time of year to visit the Cape, and Helene's cottage suited our needs perfectly. This compact and clean cottage felt very ample and roomy for the 2 of us, and the natural lighting from the many w

Responds fast! avg. 2 hours 8 minutes

$115

1 / 14

Spacious 4BR, 4.5BA South Chatham Home w/ 3-Season Room, Near Forest Beach

South Chatham house

4 bedrooms / 4 bathrooms / sleeps 10

$247

1 / 24

109 Misty Meadow Lane #1 Chatham Cape Cod -Misty Meadow

North Chatham house

1 bedroom / 1 bathroom / sleeps 4

$121

1 / 24

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

North Chatham house

2 bedrooms / 2 bathrooms / sleeps 6

$207

1 / 24

Shore Road, Chatham. Sleeps 12, harbor views, walk to everything!: 455-C

Chatham house

6 bedrooms / 4 bathrooms / sleeps 12

$557

1 / 37

134920

South Chatham house

4 bedrooms / 3 bathrooms / sleeps 10

$429

1 / 16

133951

North Chatham house

3 bedrooms / 4 bathrooms / sleeps 6

$418

1 / 19

Classic Chatham Charm, walk to beach & town: 156-C

Chatham house

5 bedrooms / 4 bathrooms / sleeps 8

$514

1 / 34

South Chatham Cape Cod Vacation Rental (3388)

Chatham house

4 bedrooms / 2 bathrooms / sleeps 8

$343

1 / 20

Chatham Cape Cod Vacation Rental (9068)

Chatham house

3 bedrooms / 2 bathrooms / sleeps 8

$257

1 / 17

Chatham 1 Bedroom Beachfront Old Village

Chatham house

1 bedroom / 1 bathroom / sleeps 2

$250

1 / 9

5815 Durr

North Chatham house

2 bedrooms / / sleeps 4

$136

1 / 9

16 Starfish Lane Chatham Cape Cod - Seaside Stroll

Chatham house

3 bedrooms / 2 bathrooms / sleeps 6

$214

1 / 33

23 Aunt Deborahs Lane Chatham Cape Cod - The Cottage

Chatham house

2 bedrooms / 1 bathroom / sleeps 5

$114

1 / 25

Beautiful sunsets in Chatham!

Chatham house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 hours 12 minutes

$400

1 / 20

South Chatham Cape Cod Vacation Rental (10394)

Chatham house

4 bedrooms / 3 bathrooms / sleeps 6

$514

1 / 20
Viewing 38 of 455

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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