Find Hotels with a Pool in Chatham, MA

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Check availability on Chatham Hotels with a Pool

Our top choices for Chatham hotels with a pool

Chatham Seafarer Inn

Chatham Seafarer Inn
3.5 star property
Chatham
9.0 out of 10, Wonderful, (319 reviews)
  • cleanliness
    Splash into serenity at the seasonal outdoor pool, where relaxation flows from morning until evening.
"Nice heated pool and garden area for lounging."
United States
doug
The price is ¥32,694
¥37,418 total
includes taxes & fees
May 18 - May 19
Chatham Seafarer Inn

Greyfinch Chatham Inn

Greyfinch Chatham Inn
3.0 star property
Chatham
8.8 out of 10, Excellent, (256 reviews)
  • cleanliness
    Escape to the Cape Cod oasis with a seasonal outdoor pool, free bicycles, and modern comforts just steps from local beaches.
"Property is clean, quiet, nice pool, close to main street, market, restaurants in walking distance."
United States
Anonymous traveler
The price is ¥26,851
¥36,544 total
includes taxes & fees
Jun 3 - Jun 4
Greyfinch Chatham Inn

Chatham Wayside Inn

Chatham Wayside Inn
4.0 star property
Chatham
9.4 out of 10, Exceptional, (670 reviews)
  • cleanliness
    Dive into seaside bliss at this Cape Cod hotel with a sun-soaked seasonal pool and relaxing loungers for perfect summer days.
"Stunning property - large, comfortable room and kids loved the pool."
Australia
Natasha
The price is ¥58,432
¥73,779 total
includes taxes & fees
Jun 14 - Jun 15
Chatham Wayside Inn

Queen Anne Inn

Queen Anne Inn
4.0 star property
Chatham
8.8 out of 10, Excellent, (238 reviews)
  • cleanliness
    Victorian oasis offers seasonal outdoor pool with comfortable loungers and shaded umbrellas.
"Great breakfast, nice pool area"
United States
David
The price is ¥41,410
¥47,393 total
includes taxes & fees
Jun 2 - Jun 3
Queen Anne Inn

The Chatham Motel

The Chatham Motel
2.0 star property
Chatham
9.2 out of 10, Wonderful, (631 reviews)
  • cleanliness
    Soak up summer vibes in this Cape Cod retreat with a seasonal outdoor pool, playground, and peaceful garden setting.
"We used the pool, which was a decent size and depth for a small motel."
United Kingdom
Laura
The price is ¥34,748
¥39,769 total
includes taxes & fees
May 18 - May 19
The Chatham Motel

Pleasant Bay Village Resort

Pleasant Bay Village Resort
3.0 star property
Chatham
9.6 out of 10, Exceptional, (304 reviews)
  • cleanliness
    Splash into vacation bliss at this Cape Cod retreat with outdoor pool and soothing hot tub.
"Pool and hot tub area also really nice."
United States
Andrew
The price is ¥32,586
¥37,294 total
includes taxes & fees
May 31 - Jun 1
Pleasant Bay Village Resort

Chatham Bars Inn

Chatham Bars Inn
5.0 star property
Chatham
9.2 out of 10, Wonderful, (826 reviews)
  • cleanliness
    Dive into beachside bliss with a private shoreline, seasonal pool, and chauffeured beach shuttle for ultimate seaside luxury.
"wonderful main inn room… pretty beach and spectacular pools across the way… everything you want in a 5 star hotel."
United States
cin
The price is ¥89,053
¥101,921 total
includes taxes & fees
May 25 - May 26
Chatham Bars Inn

The Barn at Chatham Oaks

The Barn at Chatham Oaks
Chatham
9.6 out of 10, Exceptional, (9 reviews)
"This property is beautiful and worked perfectly for a group of 6 adult couples. Two of the bedrooms in the house are bunk rooms so we drew numbers to see who got first pick of the bedrooms :) one couple ended up in a bunk room but it still worked just fine! The "barn" slept 3 couples, with 3 other couples in the main house. The pool was warm, the beds were comfy, the kitchen was beautiful! And OMG we LOVED the 2 HUGE sectionals. Note: we went just after Labor Day and it does get to be sleepy on...
United States
Cindy H.
The price is ¥153,819
¥311,434 total
includes taxes & fees
May 17 - May 18
The Barn at Chatham Oaks

Olde Tavern Motel And Inn

Olde Tavern Motel And Inn
2.5 star property
Orleans
9.4 out of 10, Exceptional, (241 reviews)
  • cleanliness
    Soak in coastal charm at the seasonal outdoor pool surrounded by lush garden views at this beautifully renovated motel.
"This has everything, a pool, great breakfast, clean rooms, comfortable beds, friendly staff, great location. "
United States
John
The price is ¥16,438
¥18,813 total
includes taxes & fees
May 17 - May 18
Olde Tavern Motel And Inn

The Escape Inn

The Escape Inn
2.5 star property
Bass River
9.4 out of 10, Exceptional, (691 reviews)
  • cleanliness
    Immerse in a refreshing summer retreat at this clean, seasonal pool oasis with beach-themed charm.
"Very clean and spacious, pool was beautiful and continental breakfast tastefully done."
United States
Andrea
The price is ¥12,750
¥14,593 total
includes taxes & fees
May 18 - May 19
The Escape 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.

Choose what matters most at hotels with a pool in Chatham

Top Chatham Hotel Reviews

Frequently asked questions

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.
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 Lighthouse, Cape Cod National Seashore, and Veterans Field. 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.