Find Hotels with a Pool in Chatham, MA

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Check availability on Chatham Hotels with a Pool

Compare Chatham Hotels with a Pool room rates, reviews, and availability. Most hotels are fully refundable.

Pleasant Bay Village Resort
Outdoor pool

Pleasant Bay Village Resort

3.0 star property
9.6 out of 10, Exceptional, (272)
"Property grounds were very beautiful and relaxing"
Pleasant Bay Village Resort
Chatham Bars Inn
Seasonal outdoor pool

Chatham Bars Inn

5.0 star property
9.2 out of 10, Wonderful, (747)
"Had an excellent stay at the Chatham Bars Inn. The staff was courteous and helpful and the hotel was beautiful. "
The price is SAR 975
SAR 1,172 total
includes taxes & fees
12 Mar - 13 Mar
Chatham Bars Inn
The Chatham Motel
Superior Room, 2 Double Beds, Kitchenette | Private kitchen | Fridge, coffee/tea maker

The Chatham Motel

2.0 star property
9.2 out of 10, Wonderful, (601)
"This place is a real gem. We loved our stay and will definitely return."
The Chatham Motel
Queen Anne Inn
Seasonal outdoor pool, pool umbrellas, sun loungers

Queen Anne Inn

4.0 star property
8.8 out of 10, Excellent, (227)
"Lovely property !! Helpful friendly staff! "
Queen Anne Inn
Greyfinch Chatham Inn
Seasonal outdoor pool, sun loungers

Greyfinch Chatham Inn

3.0 star property
8.8 out of 10, Excellent, (214)
"I really enjoyed my three night stay here while I attended a painting workshop at the Creative Arts Centre. The rooms have been totally renovated and it was a very well done reno. Very clean and in a convenient location. Love the big walk in shower with the rain shower head. There is a Keurig coffee machine and a refrigerated drawer. I didn't want to have to eat out all of the time so picked up prepared hot meals from the market close by. I would stay there again as it's a lovely place and a...
Greyfinch Chatham Inn
Captain's House Inn
Suite, 1 Bedroom, Fireplace (Stable) | Premium bedding, individually decorated, individually furnished

Captain's House Inn

4.0 star property
9.8 out of 10, Exceptional, (174)
"They went out of their way to accommodate our arrival. "
The price is SAR 908
SAR 1,039 total
includes taxes & fees
25 Mar - 26 Mar
Captain's House Inn
Chatham Wayside Inn
Seasonal outdoor pool, open 8 AM to 8 PM, pool umbrellas, sun loungers

Chatham Wayside Inn

4.0 star property
9.2 out of 10, Wonderful, (470)
"Location within walking distance of town."
The price is SAR 634
SAR 876 total
includes taxes & fees
13 Mar - 14 Mar
Chatham Wayside Inn
The Hawthorne
View from property

The Hawthorne

2.0 star property
9.4 out of 10, Exceptional, (177)
"Property is the best beachfront location for the price. Very clean. Beach is literally outside your front door and so easily accessible. Rooms were very clean. A 5 minute drive to Main Street Chatham with so many restaurants nearby. Would stay again. "
The Hawthorne
Chatham Seafarer Inn
Seasonal outdoor pool

Chatham Seafarer Inn

3.5 star property
9.0 out of 10, Wonderful, (286)
"I really liked my stay at the Seafarer! Such a cute spot and the people were super nice. I was in town visiting family, so my room was the perfect convenience with a cute little spot to sit outside my room and sip coffee in the morning and watch the world go by. The bed was comfortable, and it was a short distance to downtown Chatham where I could run to Chatham Light. Highly recommend. "
Chatham Seafarer Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

What's it like visiting Chatham?
If laying by the pool is your idea of the perfect getaway, you may want to consider trendy Chatham, which offers 6 places to stay with pools. While you’re here, you can explore sights such as Chatham Fish Pier and Chatham Lighthouse, and then relax poolside at one of the accommodations in Chatham that guests like for their pools.
What are some accommodations with pools in Chatham?
Chatham Bars Inn: Resort, 4-minute walk from Cape Cod Beaches. Features a private beach, a seasonal outdoor pool, and a full-service spa. Chatham Wayside Inn: Hotel, 11-minute walk from Cape Cod Beaches. Offers daily, a seasonal outdoor pool, and free self parking. The Chatham Motel: Provides free self parking, a seasonal outdoor pool, and complimentary wireless internet access.
How many pool hotels will I find in Chatham?
Expedia has 6 hotels in Chatham for your poolside break.
What is there to see and do in Chatham?
Spend some time experiencing the great outdoors at Chatham Lighthouse Beach and Ridgevale Beach. During your stay, check out sights such as Chatham Fish Pier, Chatham Lighthouse, and Cape Cod Beaches. Visitors to Chatham speak highly of the natural attractions, including the beautiful beaches.
When is the best time to book a hotel with a pool in Chatham?
Taking into account the local weather in Chatham is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually August and July with an average temp of 67°F, while the coldest months are February and January with an average of 38°F. Average annual precipitation for Chatham is 54 inches.