COVID-19 Update

The impact of COVID-19 on travel is unprecedented. Like you, we’re monitoring the situation. Rest assured, we’re here to help with questions about your plans. Learn more here: About the coronavirus outbreak (COVID-19)

Vacation Rentals & Houses in Chatham

Updating...

age 0-16
2107 Results

Relevance

Price: low to high

Price: high to low

Number of reviews

2,107 houses

Chatham Cape Cod Vacation Rental (13059)

Chatham house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$457

Chatham Cape Cod Vacation Rental (8233)

Chatham house

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$471

South Chatham Cape Cod Vacation Rental (2400)

Chatham house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$343

Chatham Cape Cod Vacation Rental (4983)

Chatham house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$229

Quintessential Cape Cod Vacation Home in N.Chatham

Chatham house

5 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$796

Chatham Cape Cod Vacation Rental (7102)

Chatham house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$343

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 kitchen, and everyone had their own bed. Everything was decorated beautifully and the finishes are high end, yet comfortable. We had dinner on the patio one night...it was so peaceful and the kitchen had everything we needed! We also loved the washer and dryer in the house, they worked beautifully. Chatham is so charming! We were able to walk through the town, shop and there were great restaurant options. One of our favorite walks was the nearby path to Hardings beach. If it had been warm enough to swim, the outdoor shower at the house would have been very useful. We also found it very easy to navigate to nearby towns and there are many convenience/ grocery stores nearby just in case you forget something. We definitely will be back!

Price per night from

$229

West Chatham Cape Cod Vacation Rental (2307)

Chatham house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$371

Beautiful sunsets in Chatham!

Chatham house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$468

41 Captains Walk 102234

North Chatham house

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$436

South Chatham Cape Cod Vacation Rental (9577)

South Chatham house

4 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$414

Walk to Ridgevale Beach From Family Friendly Home

West Chatham house

3 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 3 hours 16 minutes

Price per night from

$500

Chatham Cape Cod Vacation Rental (9068)

Chatham house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$257

South Chatham Cape Cod Vacation Rental (5025)

Chatham house

4 bedrooms / 4 bathrooms / sleeps 11

Price per night from

$529

Captain's Haven

West Chatham cottage

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$205

Chatham Cape Cod Vacation Rental (11498)

Chatham house

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$671

132940

Chatham house

2 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$467

14 Hallett Lane Chatham Cape Cod - Sand Simeon

Chatham house

6 bedrooms / 7 bathrooms / sleeps 16

Price per night from

$1,471

South Chatham Cape Cod Vacation Rental (4642)

Chatham house

3 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$414

Chatham Cape Cod Vacation Rental (10226)

Chatham house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$643

West Chatham Cape Cod Waterfront Vacation Rental (20)

Chatham house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$207

Immaculate Chatham Village Renovation: 207-C

Chatham house

4 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$631

Price per night from

$95

Cape Cod Dream Vacation Home

North Chatham house

4 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$878

Private Setting, Walk to Forest Beach

South Chatham house

3 bedrooms / 2 bathrooms / sleeps 9

Price per night from

$16,713

South Chatham Cape Cod Vacation Rental (1011)

Chatham house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$414

Chatham Cape Cod Vacation Rental (1936)

Chatham house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$229

South Chatham Cape Cod Vacation Rental (3388)

Chatham house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$343

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

Chatham house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$244

Historic North Chatham Estate. Sleeps 20, private beach! (linens included):545-C

North Chatham house

7 bedrooms / 5 bathrooms / sleeps 20

Price per night from

$822

Chatham 1 Bedroom Beachfront Old Village

Chatham house

1 bedroom / 1 bathroom / sleeps 2

“Wonderful Little Cottage on Mill Pond” My sister and I just got back from a 2 week stay at this lovely little cottage on Mill Pond. This is a small place - but very tastefully furnished and decorated with a nice layout. The kitchen had everything we needed. We used the BBQ and outdoor dining area several times. The outdoor shower was wonderful! We loved that we were in walking distance to downtown Chatham with all the shops and restaurants (perhaps a little TOO close to the amazing ice cream shop) as well as Lighthouse beach and the Chatham Fish Pier. Mill Pond is perfect for kayaking or paddle boarding. The bike rail trail was not too far. We had a wonderful vacation and the owner was wonderful to deal with.

Price per night from

$292

Classic home w/ deck, patio & yard - walk to Cockle Cove & Forest Beaches!

South Chatham house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 16 minutes

Price per night from

$198

South Chatham Cape Cod Vacation Rental (5472)

Chatham house

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$257

166 Barcliff Avenue

Chatham house

4 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$2,000

South Chatham Cape Cod Waterfront Vacation Rental (4963)

Chatham house

3 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$414

Exquisitely Renovated Chatham Sea Captain's Home; 633-C

Chatham house

4 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$334

8382 Schoenfeld

Chatham house

4 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$357

Chatham Cape Cod Vacation Rental (4385)

Chatham house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$414

Viewing 38 of 2,107
rentals in Chatham

×

About Chatham

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.

Top Destination reviews

Beautiful sunsets in Chatham!
Wonderful vacation home in great location, a cooks delight!!

Our family could not have been happier spending our vacation in the wonderful Chatham home. The kitchen is fully equipped and great room for family to congregate. The sunset on the pond was spectacular and owners were so pleasant to deal with. They were extremely accommodating. Great location for enjoying all cape beaches, hopping on the bike trails and enjoying Downtown Chatham. I would highly recommend!!see more
South Chatham Cape Cod Vacation Rental (2400)
Beautiful place!

Beautiful home in an excellent location! The owners attention to detail was impressive! Couldn't ask for anything more! Can't wait to go back! … see more
South Chatham Cape Cod Vacation Rental (8975)
Loved this house, didn’t want to leave.

This was our first time in South Chatham after coming here for 50 years and many rentals. The owners have thought of everything (except maybe a 10x13 baking dish and a hair dryer). I loved the views, the proximity to the beach, the comfy beds, the beautiful garden,The very well equipped kitchen. … see more
Classic home w/ deck, patio & yard - walk to Cockle Cove & Forest Beaches!
Great house

Great house for our family of 6. Recently renovated. Kitchen bath and all nice and new. Big deck. Not a large home. We were very comfortable. … see more
Walk to Ridgevale Beach From Family Friendly Home
Great visit

We visited for Labor Day weekend. We were 2 families with older kids, the youngest being 14. The 2 kind bedrooms accommodated the adults perfectly, and the bedroom with the 4 twins was great for the kids. The basement was comfy with the 2 couches, more than enough room, and we threw down an aero bed for that one extra straggler. The kitchen was well appointed as were the beach chairs and cooler and beach towels, that was a nice surprise. The house was super clean and there were cleaning supplies and garbage bags, toilet paper, paper towels all on hand. It's been my experience that the owners usually leave a small supply and you have to purchase the rest yourself, so that was a great, thank you for that! I did have a couple of questions upon arrival and the hosts were quick to respond. you can definitely walk to the beach, but it's far if you have a lot to schlep a lot of stuff, and if you do drive it's $20/day to park, that didn't thrill me. But if you rent a SUP or little sunfish from the rental shop, you don't have to pay for parking. Found that out after the fact, but happy to pass it on. Overall this was a fantastic experience and I would highly recommend a stay here.see more
South Chatham Cape Cod Vacation Rental (12909)
Nice little cabin.

Close to town, nice view of the ocean, very quiet area. It has a real camp feel to it. The cabin has most of the amenities to it. … see more

Also consider