A boat on a calm river, a large house with a red roof, and dense greenery in the background.

Search Hotels with Pool in Chatham

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Check availability on Chatham Hotels with Pool

This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

Our top choices for Chatham hotels with a pool

A resort pool with multiple sun loungers and umbrellas, surrounded by beach views and boats.

1. Chatham Bars Inn

Chatham Bars Inn
5.0 star property
Chatham
9.2 out of 10, Wonderful, (873 reviews)
  • cleanliness
    Dive into beachside bliss with a private shoreline, seasonal pool, and chauffeured beach shuttle for ultimate seaside luxury.
The price is 9.994.007 ₫
11.438.260 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Chatham Bars Inn
A swimming pool with lounge chairs and a white fence.

2. Chatham Wayside Inn

Chatham Wayside Inn
4.0 star property
Chatham
9.2 out of 10, Wonderful, (760 reviews)
  • cleanliness
    Dive into seaside bliss at this Cape Cod hotel with a sun-soaked seasonal pool and relaxing loungers for perfect summer days.
The price is 4.395.554 ₫
6.154.809 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Chatham Wayside Inn
A swimming pool with clear blue water, surrounded by blue and white lounge chairs.

3. Chatham Seafarer Inn

Chatham Seafarer Inn
3.5 star property
Chatham
9.0 out of 10, Wonderful, (355 reviews)
  • cleanliness
    Splash into serenity at the seasonal outdoor pool, where relaxation flows from morning until evening.
The price is 6.017.594 ₫
6.886.885 ₫ total
includes taxes & fees
27 Oct - 28 Oct
Chatham Seafarer Inn
A rectangular swimming pool with a tiled deck, surrounded by lounge chairs and umbrellas, set against a backdrop of dense green trees.

4. Greyfinch Chatham Inn

Greyfinch Chatham Inn
3.0 star property
Chatham
8.8 out of 10, Excellent, (299 reviews)
  • cleanliness
    Escape to the Cape Cod oasis with a seasonal outdoor pool, free bicycles, and modern comforts just steps from local beaches.
The price is 4.362.736 ₫
5.939.295 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Greyfinch Chatham Inn
A pool area with lounge chairs and a fire pit, surrounded by stone walls and potted plants.

5. Wequassett Resort and Golf Club

Wequassett Resort and Golf Club
5.0 star property
Harwich
9.4 out of 10, Exceptional, (280 reviews)
  • cleanliness
    Swim through summer in a luxury cabana paradise with poolside bars and ocean breezes.
The price is 9.476.629 ₫
11.605.211 ₫ total
includes taxes & fees
11 Nov - 12 Nov
Wequassett Resort and Golf Club
A swimming pool with lounge chairs and a building in the background.

6. Handkerchief Shoals Inn

Handkerchief Shoals Inn
2.5 star property
South Harwich
8.6 out of 10, Excellent, (240 reviews)
The price is 4.604.866 ₫
5.270.272 ₫ total
includes taxes & fees
28 Oct - 29 Oct
Handkerchief Shoals Inn
A park with green grass, trees, and a clear blue sky.

7. Whalewalk Inn and Spa

Whalewalk Inn and Spa
3.5 star property
Eastham
10.0 out of 10, Exceptional, (114 reviews)
  • cleanliness
    Escape to the indoor pool sanctuary at this Cape Cod haven near natural wonders.
The price is 6.686.359 ₫
7.652.537 ₫ total
includes taxes & fees
27 Oct - 28 Oct
Whalewalk Inn and Spa
A swimming pool with lounge chairs and a covered seating area.

8. Pelham on Earle

Pelham on Earle
3.0 star property
West Harwich
9.4 out of 10, Exceptional, (110 reviews)
  • cleanliness
    Coastal getaway with a seasonal outdoor pool where relaxation awaits after exploring Cape Cod's beautiful beaches.
The price is 4.883.949 ₫
6.036.716 ₫ total
includes taxes & fees
27 Oct - 28 Oct
Pelham on Earle
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a building.

9. Rodeway Inn Orleans - Cape Cod

Rodeway Inn Orleans - Cape Cod
2.0 star property
Orleans
8.2 out of 10, Very good, (872 reviews)
  • cleanliness
    Splash into refreshing luxury with a clean, spacious pool perfect for sunny Cape Cod afternoons.
The price is 2.847.420 ₫
3.258.872 ₫ total
includes taxes & fees
29 Oct - 30 Oct
Rodeway Inn Orleans - Cape Cod
A clear blue swimming pool with a metal ladder, surrounded by lounge chairs and an American flag.

10. A Beach Breeze Inn

A Beach Breeze Inn
2.5 star property
West Harwich
9.6 out of 10, Exceptional, (298 reviews)
  • cleanliness
    Tranquil outdoor pool creates a shaded sanctuary amid Cape Cod attractions and ocean breezes.
The price is 3.333.489 ₫
3.815.165 ₫ total
includes taxes & fees
27 Oct - 28 Oct
A Beach Breeze 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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Choose what matters most at hotels with a pool in Chatham

Breakfast included
Hot tub

Top Chatham Hotel Reviews

Hyannis Harbor Hotel

Hyannis Harbor Hotel

8/10 Good
"Arrived on Friday 10/23 planning to sit in the hot tub and have a nice swim. Pools were closed! Was unaware! Disheartened.... Then charged a 41$ amenities fee. Told we could use the gym! We are not gym people so basically we payed $41 for 5 cups of Kuerig coffee..The place is spotlessly clean and the on site Break restuarant is fabulous. Overall....I would have rather just been charged the $41. up front. Not being told I am paying for amenties that are not avauilable."
Cynthia 2-night trip
Posted less than an hour ago
Hyannis Harbor Hotel

Frequently asked questions

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, visit sights such as Chatham Lighthouse, Cape Cod Beaches 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 the local weather in Chatham into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually August and July, with an average temperature of 19°C, while the coldest months are February and January, with an average of 3°C. Average annual precipitation for Chatham is 1362 mm.