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Hotels with Pools in Chatham

Find the hotels with pools that appeal to you the most

The best hotels with pools in Chatham

Check out our selection of great hotels with pools in Chatham

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Pleasant Bay Village Resort

Hotel in Chatham

Located 2.5 miles from the Chatham Railroad Museum, this Massachusetts hotel features a hot tub, seasonal outdoor pool and game room. All guest rooms have private patios and free Wi-Fi.

L
Lyn
From
United States
Everything! The grounds were a beautiful Japanese-inspired zen garden feel. We visited the koi pond multiple times. So many places to sit that were peaceful and lovely. We loved the pool and the hot tub.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 38 reviews
Price from
$241.50
1 night, 2 adults
Check availability

Chatham Wayside Inn

Hotel in Chatham

Located in Chatham, Chatham Wayside Inn offers a seasonal outdoor swimming pool, fitness center and garden. Featuring a restaurant, the property also features a bar.

J
Janice
From
United Kingdom
Location was super. First room was a bit noisy as ac not working properly. After complaining we were move to a lovely quit room.
Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 140 reviews
Price from
$298
1 night, 2 adults
Check availability

Greyfinch Chatham Inn

Hotel in Chatham

Located in Chatham, a 11-minute walk from Oyster Pond Beach, Greyfinch Chatham Inn has accommodations with free bikes, free private parking and a seasonal outdoor swimming pool.

R
Rebecca
From
United States
Recently renovated and spotlessly clean. Host gave us great restaurant suggestions.
Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 90 reviews
Price from
$229
1 night, 2 adults
Check availability

Wequassett Resort and Golf Club

East Harwich (Near Chatham)

This Harwich waterfront resort offers an 18-hole golf course, free Wi-Fi. Central Harwich is 10 minutes’ drive.

J
Joan
From
United States
Beautiful flowers everywhere! Staff top notch. Room beautiful! We went off season but still thought it was a stunning resort.
Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 24 reviews
Price from
$345
1 night, 2 adults
Check availability

A Beach Breeze Inn

West Harwich (Near Chatham)

Within walking distance of shops and restaurants, A Beach Breeze Inn is located in West Harwich, 2.7 mi from Harwich Port which features a ferry to Nantucket.

N
Nicole
From
Ireland
The room/reception had everything you would need for a short stay or longer with a microwave and fridge. Bed was super comfortable and everything was spotless! The staff were really helpful and friendly!
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 139 reviews
Price from
$154
1 night, 2 adults
Check availability

Cape Cod Veranda

South Yarmouth (Near Chatham)

Located in the seaside town of South Yarmouth, 1.9 mi from West Dennis Beach, Cape Cod Veranda features accommodations with a shared lounge, free private parking, free WIFI throughout the property,...

J
Joel
From
Sweden
Very nice, modern and clean rooms. Beautiful property, nice outdoor seating in front of each room. The breakfast gazebo was amazing. And complimentary coffee! And amazing breakfast, like in Europe. A wonderful couple is owner and operator and you can tell they put their heart in this hotel.
Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 711 reviews
Price from
$169
1 night, 2 adults
Check availability

Allen Harbor Rentals

Harwich Port (Near Chatham)

Located in Harwich Port, within a 17-minute walk of Bank Street Beach and 18 miles of Nauset Lighthouse, Allen Harbor Rentals has accommodations with a garden as well as free private parking for...

D
DARLENE
From
United States
Bed was very comfortable. Great shower. Easy access and location. Great price for a 2-night stay off season. Would definitely visit again. Thank you
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 146 reviews
Price from
$345
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.

E
Elizabeth
From
United States
Room was very clean. Great property with lots to do.
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 160 reviews
Price from
$232.25
1 night, 2 adults
Check availability

Eagle Wing Inn - Cape Cod

Eastham (Near Chatham)

This Eastham inn offers free Wi-Fi and rooms equipped with a refrigerator. The Nauset Lighthouse is 5 minutes’ drive. Cable TV and a work desk are offered in each room at Eagle Wing Inn.

G
Gerald
From
United States
Great location, owners were friendly and helpful. Breakfast was really good. Clean and comfortable. Nice backyard to relax in and see the birds in their birdhouses.
Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 280 reviews
Price from
$145
1 night, 2 adults
Check availability

Brewster by the Sea Inn

Brewster (Near Chatham)

Brewster by the Sea Inn in Brewster provides adults-only accommodations with a seasonal outdoor swimming pool, a garden, and a terrace.

D
Drue
From
Ireland
Amy, the owner, was vert attentive and made you feel welcome and to make yourself comfortable. The food was fantastic, the pool area was lovely- plenty of whatever you needed.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 15 reviews
Price from
$304
1 night, 2 adults
Check availability
All hotels with pools in Chatham

Top picks for Chatham hotels

Explore our most popular hotels in Chatham

Show all
Show hotels on map

Filter by:

Review score

Pleasant Bay Village Resort

Hotel in Chatham

Located 2.5 miles from the Chatham Railroad Museum, this Massachusetts hotel features a hot tub, seasonal outdoor pool and game room. All guest rooms have private patios and free Wi-Fi.

L
Lyn
From
United States
Everything! The grounds were a beautiful Japanese-inspired zen garden feel. We visited the koi pond multiple times. So many places to sit that were peaceful and lovely. We loved the pool and the hot tub.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 38 reviews
Price from
$241.50
1 night, 2 adults
Check availability

Chatham Wayside Inn

Hotel in Chatham

Located in Chatham, Chatham Wayside Inn offers a seasonal outdoor swimming pool, fitness center and garden. Featuring a restaurant, the property also features a bar.

J
Janice
From
United Kingdom
Location was super. First room was a bit noisy as ac not working properly. After complaining we were move to a lovely quit room.
Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 140 reviews
Price from
$298
1 night, 2 adults
Check availability

Greyfinch Chatham Inn

Hotel in Chatham

Located in Chatham, a 11-minute walk from Oyster Pond Beach, Greyfinch Chatham Inn has accommodations with free bikes, free private parking and a seasonal outdoor swimming pool.

R
Rebecca
From
United States
Recently renovated and spotlessly clean. Host gave us great restaurant suggestions.
Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 90 reviews
Price from
$229
1 night, 2 adults
Check availability

Wequassett Resort and Golf Club

East Harwich (Near Chatham)

This Harwich waterfront resort offers an 18-hole golf course, free Wi-Fi. Central Harwich is 10 minutes’ drive.

J
Joan
From
United States
Beautiful flowers everywhere! Staff top notch. Room beautiful! We went off season but still thought it was a stunning resort.
Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 24 reviews
Price from
$345
1 night, 2 adults
Check availability

A Beach Breeze Inn

West Harwich (Near Chatham)

Within walking distance of shops and restaurants, A Beach Breeze Inn is located in West Harwich, 2.7 mi from Harwich Port which features a ferry to Nantucket.

N
Nicole
From
Ireland
The room/reception had everything you would need for a short stay or longer with a microwave and fridge. Bed was super comfortable and everything was spotless! The staff were really helpful and friendly!
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 139 reviews
Price from
$154
1 night, 2 adults
Check availability

Cape Cod Veranda

South Yarmouth (Near Chatham)

Located in the seaside town of South Yarmouth, 1.9 mi from West Dennis Beach, Cape Cod Veranda features accommodations with a shared lounge, free private parking, free WIFI throughout the property,...

J
Joel
From
Sweden
Very nice, modern and clean rooms. Beautiful property, nice outdoor seating in front of each room. The breakfast gazebo was amazing. And complimentary coffee! And amazing breakfast, like in Europe. A wonderful couple is owner and operator and you can tell they put their heart in this hotel.
Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 711 reviews
Price from
$169
1 night, 2 adults
Check availability

Allen Harbor Rentals

Harwich Port (Near Chatham)

Located in Harwich Port, within a 17-minute walk of Bank Street Beach and 18 miles of Nauset Lighthouse, Allen Harbor Rentals has accommodations with a garden as well as free private parking for...

D
DARLENE
From
United States
Bed was very comfortable. Great shower. Easy access and location. Great price for a 2-night stay off season. Would definitely visit again. Thank you
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 146 reviews
Price from
$345
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.

E
Elizabeth
From
United States
Room was very clean. Great property with lots to do.
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 160 reviews
Price from
$232.25
1 night, 2 adults
Check availability

Eagle Wing Inn - Cape Cod

Eastham (Near Chatham)

This Eastham inn offers free Wi-Fi and rooms equipped with a refrigerator. The Nauset Lighthouse is 5 minutes’ drive. Cable TV and a work desk are offered in each room at Eagle Wing Inn.

G
Gerald
From
United States
Great location, owners were friendly and helpful. Breakfast was really good. Clean and comfortable. Nice backyard to relax in and see the birds in their birdhouses.
Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 280 reviews
Price from
$145
1 night, 2 adults
Check availability

Brewster by the Sea Inn

Brewster (Near Chatham)

Brewster by the Sea Inn in Brewster provides adults-only accommodations with a seasonal outdoor swimming pool, a garden, and a terrace.

D
Drue
From
Ireland
Amy, the owner, was vert attentive and made you feel welcome and to make yourself comfortable. The food was fantastic, the pool area was lovely- plenty of whatever you needed.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 15 reviews
Price from
$304
1 night, 2 adults
Check availability
All hotels with pools in Chatham

Looking for a hotel with pools?

"Does it have a pool?" is probably one of the most common booking questions no matter where you're looking to stay. These hotels offer a great way to get some exercise without having to hit the gym on your vacation. Indoor pools let you practice your backstroke come rain or shine, while outdoor options are perfect for relaxing in the sun after swimming a few laps.

Most booked hotels with pools in Chatham and surrounding area in the past month

See all

Popular with guests booking hotels with pools in Chatham

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

Popular with guests booking hotels with pools in Chatham

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

Popular with guests booking hotels with pools in Chatham

Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 69 reviews

Popular with guests booking hotels with pools in Chatham

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 38 reviews

Popular with guests booking hotels with pools in Chatham

Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 140 reviews

Popular with guests booking hotels with pools in Chatham

Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 90 reviews

Popular with guests booking hotels with pools in Chatham

Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 50 reviews

Popular with guests booking hotels with pools in East Harwich

Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 24 reviews

Popular with guests booking hotels with pools in Brewster

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

Popular with guests booking hotels with pools in Harwich

Enjoy breakfast in Chatham and nearby

1.5 miles from Scatteree Beach in Chatham Port, Luxury Home with Pool Hot Tub & Water View offers accommodations with access to a hot tub. This property offers a private pool and free private parking.

Pool Hot Tub Theater Room Water Views and more offers accommodations in North Chatham, a 3-minute walk from Scatteree Beach and 15 miles from Nauset Lighthouse.

Pool Half Mile to Beach is located in Harwich, just 11 miles from Nauset Lighthouse and 13 miles from Wellfleet Bay Wildlife Sanctuary. This property offers a private pool and free private parking.

Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 24 reviews

This Harwich waterfront resort offers an 18-hole golf course, free Wi-Fi. Central Harwich is 10 minutes’ drive.

Heated Pool AC 1 2 Mile to Beach offers accommodations in Harwich, a 17-minute walk from Forest Beach and 16 miles from Nauset Lighthouse. This property offers a private pool and free private parking.

Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 76 reviews

Located in Harwich, a 11-minute walk from Red River Beach, Handkerchief Shoals Inn has accommodations with a seasonal outdoor swimming pool, free private parking and a garden.

Estate with Private pool tennis court and playground offers accommodations in Harwich, a 9-minute walk from Bank Street Beach and 17 miles from Nauset Lighthouse.

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

Spacious Home with Private In-Ground Pool offers accommodations in Brewster, 13 miles from Nauset Lighthouse and 14 miles from Wellfleet Bay Wildlife Sanctuary.

Save money on pools in Chatham and nearby – budget options available

The Winstead Inn

Harwich
Budget options available
Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 69 reviews

Located in the village of Harwich center, this Cape Cod hotel features a seasonal heated saltwater pool and a lush garden area.

Heated Pool Outdoor Kitchen Luxury Living offers accommodations in Harwich, 1.5 miles from Bank Street Beach and 16 miles from Nauset Lighthouse.

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

Wow Private Pool Game Room and Fire Pit offers accommodations in Brewster, 13 miles from Nauset Lighthouse and 14 miles from Wellfleet Bay Wildlife Sanctuary.

Hotels with a pool that guests love in Chatham

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Greyfinch Chatham Inn

Hotel with Pools in Chatham
Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 90 reviews
The room was very clean and the new walk-in shower was great. We appreciated getting an early check-in and a late check-out. The pool area and grounds are much improved -since our last visit - with more lounge chairs, umbrellas, attractive landscaping. (Though now there is one pool at the motel, not two). We love the location as we could walk to dining and shopping quite easily and it's also a quick drive to the beach. We also liked that there was an ice machine available.
Guest review by
Marie Triller
Family with young children

Greyfinch Chatham Inn

Hotel with Pools in Chatham
Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 90 reviews
Location was great. Property has a heated pool, which we used.
Guest review by
Chantal
Family with young children

Queen Anne Inn

Hotel with Pools in Chatham
Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 69 reviews
Beautiful charming historic Inn, fantastic location walkable to Chatham and Oyster Pond, which is wonderful for swimming. The food was absolutely fantastic and we recommend having dinner there when the restaurant is open.
Guest review by
Rebecca
Young couple

Greyfinch Chatham Inn

Hotel with Pools in Chatham
Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 90 reviews
Very modern and clean, and the pool was an added bonus
Guest review by
Robert
Young couple

Greyfinch Chatham Inn

Hotel with Pools in Chatham
Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 90 reviews
Very comfortable nicely decorated room. Excellent heated swimming pool. Short walk to Chatham
Guest review by
Greg
Young couple

Pleasant Bay Village Resort

Hotel with Pools in Chatham
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 38 reviews
Everything! The grounds were a beautiful Japanese-inspired zen garden feel. We visited the koi pond multiple times. So many places to sit that were peaceful and lovely. We loved the pool and the hot tub.
Guest review by
Lyn
Family with young children

Pleasant Bay Village Resort

Hotel with Pools in Chatham
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 38 reviews
The gardens were lush and gorgeous and hid some secret amenities: shuffleboard, ping pong. Hot tub / whirlpool was large enough for 2 families. Plenty of lounge chairs and tables in pool area. Bedrooms were large and mattresses were comfortable. Best of all: it had the old Cape Cod feel- the staff were friendly and helpful and the atmosphere was relaxed.
Guest review by
Alison
Young couple

Greyfinch Chatham Inn

Hotel with Pools in Chatham
Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 90 reviews
Large room, stylish modern design, great location near the center of Chatham, great pool and surroundings. complimentary bikes, easy check-in and check-out at 11am
Guest review by
David
Young couple

Chatham Seafarer Inn

Hotel with Pools in Chatham
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 66 reviews
Very clean and nicely decorated. Beautiful pool . Great for a late afternoon swim. Comfortable accommodation.
Guest review by
Michael
Family with young children

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