The 10 best holiday rentals in Chatham, USA | Booking.com
Skip to main content

Holiday Rentals in Chatham

Find the holiday rentals that appeal to you the most

Holiday Rentals for every style

Find the right holiday rental for you in Chatham

The best holiday rentals in Chatham

Check out our pick of great holiday rentals in Chatham

Show hotels on map

Filter by:

Review score

Sea House

Chatham

Sea House is located in Chatham, 26 km from Nauset Lighthouse, 28 km from Wellfleet Bay Wildlife Sanctuary, and 30 km from Cape Cod National Seashore.

J
Jennifer
From
United States
Fabulous little cottage in quaint Cape Cod. Far away from noise and other people. On a cute short dirt road- magical! Loved everything about it. We wish we had been able to stay at least two more nights!
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 17 reviews
Price from
US$282
1 night, 2 adults
Check availability

Lucky Number Seven

Chatham

Boasting air-conditioned accommodation with a patio, Lucky Number Seven is situated in Chatham.

V
Vivienne
From
United Kingdom
Well equiped. Secluded back garden. Enjoyed seeing chipmunks and rabbits.
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 13 reviews
Price from
US$407
1 night, 2 adults
Check availability

Cape Cod Villa

Harwich (Near Chatham)

Featuring air-conditioned accommodation with a patio, Cape Cod Villa is set in Harwich. This property offers access to a balcony, a pool table, free private parking and free WiFi.

G
Giulia
From
France
Incredible location ! The house is gorgeous and well equipped with a very cozy decoration !
Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 16 reviews
Price from
US$481.95
1 night, 2 adults
Check availability

Sesuit Harbor House

East Dennis (Near Chatham)

Sesuit Harbor House features a seasonal outdoor swimming pool, garden, a shared lounge and terrace in East Dennis.

J
Jurryt
From
Netherlands
Lovely staff, quite and clean rooms
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 158 reviews
Price from
US$220.64
1 night, 2 adults
Check availability

Captain Farris House

South Yarmouth (Near Chatham)

Offering free WiFi access, Captain Farris House Bed & Breakfast is located in South Yarmouth, just steps from the shops and restaurants of the town centre.

A
Anthony
From
United Kingdom
The warm welcome by the hosts together with the character of the property.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 95 reviews
Price from
US$199
1 night, 2 adults
Check availability

Ocean Edge resort two bedroom and two bathroom condo.

Brewster (Near Chatham)

Situated in Brewster, 2 km from Ellis Landing Beach and 19 km from Nauset Lighthouse, Ocean Edge resort two bedroom and two bathroom condo. Offers a garden and air conditioning.

Scored out of 10, guest rating 7.5
Good - What previous guests thought, 14 reviews
Price from
US$145.80
1 night, 2 adults
Check availability

Village Inn

Yarmouth (Near Chatham)

Located in a historic sea captain's home in Yarmouth, Cape Cod, Village Inn offers free WiFi.

m
mantana
From
Thailand
Exceptional breakfast, sparkling clean room and friendly service.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 171 reviews
Price from
US$169
1 night, 2 adults
Check availability

Chapter House

Yarmouth (Near Chatham)

Chapter House has a garden, shared lounge, a terrace and bar in Yarmouth. With free WiFi, this 4-star inn offers a concierge service.

J
JIM
From
United States
Very accommodating. Thanks David Comfy place
Scored out of 10, guest rating 7.7
Good - What previous guests thought, 237 reviews
Price from
US$272.75
1 night, 2 adults
Check availability

Full Renovation Amazing Spot with Views

Chatham

Located in Chatham, less than 1 km from Oyster Pond Beach and 25 km from Nauset Lighthouse, Full Renovation Amazing Spot with Views offers a garden and air conditioning.

E
Edward
From
United Kingdom
Excellent location with a car park space. The apartment was spotless. Would highly recommend
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 8 reviews
Check availability

1 Mile from Downtown Chatham Walk to Pier

Chatham

Set in Chatham, 1.4 km from Oyster Pond Beach and 24 km from Nauset Lighthouse, 1 Mile from Downtown Chatham Walk to Pier offers a garden and air conditioning.

R
Rebecca
From
United Kingdom
Spotless. Comfortable beds and furniture. Has everything you need. Very classy accommodation.
Scored out of 10, guest rating 10.0
Exceptional - What previous guests thought, 5 reviews
Check availability
All holiday rentals in Chatham

Most booked holiday rentals in Chatham and surroundings in the past month

See all

Highly rated holiday rentals in Chatham and nearby

  • Jesmond Cottage

    Harwich
    8.0+ review score
    Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 7 reviews

    Located in Harwich, 24 km from Nauset Lighthouse and 26 km from Wellfleet Bay Wildlife Sanctuary, Jesmond Cottage offers air conditioning.

  • Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 5 reviews

    Situated 22 km from Wellfleet Bay Wildlife Sanctuary, 24 km from Cape Cod National Seashore and 43 km from Highland House Museum, Olde Homestead Hideaway features accommodation set in Harwich.

  • Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 5 reviews

    Located in Harwich, 400 metres from Red River Beach and 26 km from Nauset Lighthouse, 5 Min Walk to Red River Beach offers a garden and air conditioning.

  • Cape Cod Villa

    Harwich
    8.0+ review score
    Scored out of 10, guest rating 9.9
    Exceptional - What previous guests thought, 16 reviews

    Featuring air-conditioned accommodation with a patio, Cape Cod Villa is set in Harwich. This property offers access to a balcony, a pool table, free private parking and free WiFi.

    From US$930.31 per night

  • The Spray

    Harwich Port
    8.0+ review score
    Scored out of 10, guest rating 8.0
    Very good - What previous guests thought, 7 reviews

    Boasting accommodation with a patio, The Spray is situated in Harwich Port.

These holiday rentals in Chatham and nearby have options with free cancellation

  • Centrally Located Home w Patio Fire Pit

    Chatham
    Free cancellation options available
    Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 2 reviews

    Situated in Chatham, 600 metres from Oyster Pond Beach and 24 km from Nauset Lighthouse, Centrally Located Home w Patio Fire Pit offers a garden and air conditioning.

  • Situated in Chatham, less than 1 km from Chatham Lighthouse Beach and 25 km from Nauset Lighthouse, 388 Main Street Chatham Cape Cod - - The Priscilla House offers air conditioning.

  • Located in Chatham, 1.2 km from Oyster Pond Beach and 23 km from Nauset Lighthouse, 40 Tip Cart Drive Chatham Cape Cod - The Hideaway offers a garden and air conditioning.

  • Steps to Oyster Pond Private Dock!

    Chatham
    Free cancellation options available

    Located in Chatham, less than 1 km from Oyster Pond Beach and 25 km from Nauset Lighthouse, Steps to Oyster Pond Private Dock! offers a garden and air conditioning.

  • Set in Chatham, 200 metres from Chatham Lighthouse Beach and 25 km from Nauset Lighthouse, 201 Main Street Chatham Cape Cod - - Sandpiper offers air conditioning. A hot tub is available for guests.

  • Boasting air-conditioned accommodation with a private pool, 14 Hallet Lane Chatham Cape Cod - - Sand Simeon is situated in Chatham.

  • On the Chatham Loop - 1 Min to the Beach

    Chatham
    Free cancellation options available

    Situated in Chatham, less than 1 km from Oyster Pond Beach and 25 km from Nauset Lighthouse, On the Chatham Loop - 1 Min to the Beach offers a garden and air conditioning.

  • Situated in Chatham, 24 km from Nauset Lighthouse and 26 km from Wellfleet Bay Wildlife Sanctuary, 1 Mi to Town and Oyster Pond Beach Chatham Retreat offers a garden and air conditioning.

Enjoy breakfast in Chatham and nearby

  • Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 2 reviews

    Set 23 km from Nauset Lighthouse, 25 km from Wellfleet Bay Wildlife Sanctuary and 27 km from Cape Cod National Seashore, Stepping Stone Cottage features accommodation located in Chatham.

  • Scored out of 10, guest rating 8.0
    Very good - What previous guests thought, 1 review

    Situated in Chatham, 2 km from Oyster Pond Beach and 23 km from Nauset Lighthouse, Lovely Home Near Bike Path Dog Welcome! offers a garden and air conditioning.

  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 1 review

    Set in Chatham, 2 km from Oyster Pond Beach and 23 km from Nauset Lighthouse, Located on Rail Trail By Beach & Downtown offers a garden and air conditioning.

  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 1 review

    Situated in Chatham, 2.4 km from Oyster Pond Beach and 22 km from Nauset Lighthouse, Great Chatham Location Near Beach offers a garden and air conditioning.

  • Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 2 reviews

    Situated in Chatham, 2.1 km from Oyster Pond Beach and 23 km from Nauset Lighthouse, Spacious w Large Outdoor Area Fire Pit offers a garden and air conditioning.

  • Queen Anne

    Chatham
    Breakfast options
    Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 2 reviews

    Located in Chatham, 2.2 km from Oyster Pond Beach and 23 km from Nauset Lighthouse, Queen Anne provides a restaurant. Guests can benefit from a patio and an outdoor fireplace.

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 2 reviews

    Set in Chatham, 2.6 km from Oyster Pond Beach and 25 km from Nauset Lighthouse, Stellar Home with Hot Tub & Movie Room offers a garden and air conditioning.

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    Situated in Chatham, 2.5 km from Oyster Pond Beach and 25 km from Nauset Lighthouse, 31 Bayview Street Chatham Cape Cod- -The Way Home offers air conditioning.

FAQ about holiday rentals in Chatham

Holiday rentals that guests love in Chatham

See all

  • Central AC Close to Beach Dog Friendly!

    Holiday Rental in Chatham
    Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 3 reviews
    Superb holiday home . Lovely quiet location yet easy access to shops,restaurants and beaches.great base to explore Cape Cod. Home was clean,well equipped and plenty of space for our family of 4. Would highly recommend.
    Guest review by
    Lucy
    Solo traveller

Research, refine and make plans for your whole trip

Hotels in Chatham

Looking for an alternative to a holiday rental? Check out some of the best hotels in the city.

B&Bs in Chatham

More great accommodation options for your trip.

Cheap hotels in Chatham

More great accommodation options for your trip.

Villas in Chatham

More great accommodation options for your trip.

Holiday Homes in Chatham

More great accommodation options for your trip.

Holiday Rentals in the United States

Pack a bigger bag and see more of the country.

When to visit the United States

Events, prices, the weather – everything you need to know about the best time to visit the United States.

Holiday Rentals in Cape Cod

Extend your search and explore the surrounding area.

Holiday Rentals in Massachusetts

Extend your search and explore the surrounding area.