Find Hotels with a Pool in Chatham, MA

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

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)
"Wonderful place and staff. Will stay again!"
The price is SAR 742
SAR 849 total
includes taxes & fees
3 Jun - 4 Jun
Pleasant Bay Village Resort
Chatham Bars Inn
Seasonal outdoor pool

Chatham Bars Inn

5.0 star property
9.2 out of 10, Wonderful, (764)
"Our stay was wonderful! The staff was very polite and friendly. Shout out to David, Barbara and Nina. We hope to stay there again soon. "
The price is SAR 2,024
SAR 2,433 total
includes taxes & fees
5 Jun - 6 Jun
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, (603)
"Very clean; welcoming staff. Quiet "
The price is SAR 598
SAR 685 total
includes taxes & fees
2 Jun - 3 Jun
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, (229)
"Staff and Donna, owner and operator, were fabulous "
Queen Anne Inn
Greyfinch Chatham Inn
Seasonal outdoor pool, sun loungers

Greyfinch Chatham Inn

3.0 star property
8.8 out of 10, Excellent, (218)
"Nicely-renovated motel accommodation. Spacious and clean. "
The price is SAR 746
SAR 967 total
includes taxes & fees
1 Jun - 2 Jun
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, (181)
"Staff was super accommodating. The breakfast was delicious and we really felt relaxed here."
The price is SAR 1,583
SAR 1,812 total
includes taxes & fees
11 Jun - 12 Jun
Captain's House Inn
Chatham Wayside Inn
Beach nearby

Chatham Wayside Inn

4.0 star property
9.2 out of 10, Wonderful, (493)
"Friendly, laid back, well appointed rooms, wonderful breakfast!"
The price is SAR 1,234
SAR 1,544 total
includes taxes & fees
1 Jun - 2 Jun
Chatham Wayside Inn
The Hawthorne
View from property

The Hawthorne

2.0 star property
9.4 out of 10, Exceptional, (178)
"Always have a great stay at The Hawthorne. "
The price is SAR 1,135
SAR 1,299 total
includes taxes & fees
2 Jun - 3 Jun
The Hawthorne
Chatham Seafarer Inn
Beach nearby

Chatham Seafarer Inn

3.5 star property
9.0 out of 10, Wonderful, (289)
"We enjoyed our stay. The staff very helpful and gave excellent recommendations for places to visit and eat."
The price is SAR 643
SAR 736 total
includes taxes & fees
1 Jun - 2 Jun
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.

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.