Hotels with Swimming Pool in Chatham, Massachusetts

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Check availability on Chatham Hotels with Swimming Pool

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Top Chatham Hotels with Swimming Pool

Pleasant Bay Village Resort

3.0 star property
9.6 out of 10, Exceptional, (274)
"Loved staying at Pleasant Bay Valley Resort! We didn’t want to leave, the grounds are absolutely beautiful and the kids loved the playground,
pool
and koi pond :). Would highly recommend to anyone going to Chatham for a vacation! Not far from Main Street, had no trouble driving to get to the other destinations and parking was a breeze. "
Anju
The price is P15,463
P17,698 total
includes taxes & fees
Jul 7 - Jul 8
Pleasant Bay Village Resort

Chatham Bars Inn

5.0 star property
9.2 out of 10, Wonderful, (770)
"wonderful main inn room… pretty beach and spectacular pools across the way… everything you want in a 5 star hotel. No wonder it’s rated 8th in the World"
cin
The price is P35,702
P42,904 total
includes taxes & fees
Jul 7 - Jul 8
Chatham Bars Inn

The Chatham Motel

2.0 star property
9.2 out of 10, Wonderful, (609)
"Very clean room. The
pool
was very enjoyable although not much ambiance. Everything is a bit worn and basic but kept very clean. Great location."
Camilla
The price is P12,341
P14,125 total
includes taxes & fees
Jul 7 - Jul 8
The Chatham Motel

Queen Anne Inn

4.0 star property
8.8 out of 10, Excellent, (231)
"The staff at this property were wonderful and could not do enough for you. It was beautiful and quiet on the grounds with a lovely
pool
. The breakfast was great with a lot of choices. They also served dinner Thursday through Sunday at an additional price. It is a very old building therefore sound can be an issue inside rooms. Some rooms have a porch with relaxing chairs on them overlooking the garden. I would recommend this inn."
Linda
Queen Anne Inn

Greyfinch Chatham Inn

3.0 star property
8.8 out of 10, Excellent, (222)
"Nicely updated facility and friendly staff.
Pool
and fire pit area was a nice gathering place fir families. "
Tracey
Greyfinch Chatham Inn

Captain's House Inn

4.0 star property
9.8 out of 10, Exceptional, (186)
"Lovely place. Spacious room in the "Stable" decorated with a mix of antiques and compatible reproductions. Most comfortable bedding I have ever experienced. Room was very thoughtfully appointed with everything you might need. Well-appointed bar with wine and Old-fashioned glasses. Bath salts and candles next to the large Jacuzzi tub. Roomy tiled shower. Very nice private porch overlooking well-appointed backyard. Breakfast was delicious. And Chatham itself is a picture-postcard town with lots of...
Gregory
The price is P22,275
P25,495 total
includes taxes & fees
Jul 6 - Jul 7
Captain's House Inn

Chatham Wayside Inn

4.0 star property
9.2 out of 10, Wonderful, (512)
"Stunning property - large, comfortable room and kids loved the
pool
. "
Natasha
Chatham Wayside Inn

The Hawthorne

2.0 star property
9.4 out of 10, Exceptional, (180)
"Lovely! Gorgeous views and proximity to beach and town."
Noreen
The price is P24,478
P28,016 total
includes taxes & fees
Jul 6 - Jul 7
The Hawthorne

Chatham Seafarer Inn

3.5 star property
9.0 out of 10, Wonderful, (301)
"Great place to stay, we had a good sized room with two double beds and included a fridge, microwave and coffee maker. Excellent daily maid service and the beds were really comfy. The swimming
pool
was heated and a good size for swimming. Easy checkin and staff were friendly and helpful. Will definitely stay again. "
Frances
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 Cape Cod Beaches. During your stay, check out sights such as Chatham Fish Pier, Chatham Lighthouse, and Cape Cod National Seashore. 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.