Find Hotels with a Pool in Chatham, MA

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Check availability on Chatham Hotels with a Pool

Top Chatham Hotels with a Pool

Seasonal outdoor pool, open 8 AM to 8 PM, pool umbrellas, sun loungers
Chatham Wayside Inn

Chatham Wayside Inn

4.0 star property
Chatham
  • Pool loungers
  • Near the beach
9.2 out of 10, Wonderful, (589)
Sparkling waters beckon at the seasonal outdoor pool, surrounded by comfortable loungers and umbrellas from June through September. Guests appreciate this refreshing retreat after exploring nearby Cape Cod beaches and shopping destinations.
$196 nightly
The price is $224
Nov 25 - Nov 26
Total with taxes and fees
Chatham Wayside Inn
Seasonal outdoor pool
Chatham Bars Inn

Chatham Bars Inn

5.0 star property
Chatham
  • On private beach
  • Full-service spa
9.2 out of 10, Wonderful, (795)
Coastal relaxation unfolds at this spa resort, where guests enjoy private beach cabanas, tennis courts, and complimentary bicycles. Indulgent spa treatments complement the seaside experience, while attentive staff deliver exceptional service in this immaculate coastal sanctuary.
$273 nightly
The price is $312
Nov 12 - Nov 13
Total with taxes and fees
Chatham Bars Inn
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers
Bayside Resort Hotel

Bayside Resort Hotel

3.0 star property
West Yarmouth
  • Indoor pool
  • 2 poolside bars
  • Pool loungers
  • Near the beach
  • Hot tub
8.8 out of 10, Excellent, (1520)
Aquatic adventures await at both indoor and seasonal outdoor pools flanked by inviting loungers and umbrellas. Two poolside bars serve refreshing drinks while a hot tub and sauna provide perfect relaxation after exploring nearby Cape Cod beaches.
$98 nightly
The price is $112
Nov 30 - Dec 1
Total with taxes and fees
Bayside Resort Hotel
Property grounds
The Escape Inn

The Escape Inn

2.5 star property
Bass River
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
  • Business services
9.4 out of 10, Exceptional, (644)
Plunge into summer fun at the seasonal outdoor pool, open May through September. Beyond the hotel's aquatic oasis, adventurous guests can explore sailing, kayaking, parasailing, and surfing at nearby West Dennis Beach.
$80 nightly
The price is $92
Nov 12 - Nov 13
Total with taxes and fees
The Escape Inn
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers
Hampton Inn & Suites Cape Cod-West Yarmouth

Hampton Inn & Suites Cape Cod-West Yarmouth

2.5 star property
West Yarmouth
  • Indoor pool
  • Poolside bar
  • Pool loungers
  • Near the beach
  • Hot tub
8.8 out of 10, Excellent, (1002)
Aquatic adventures await with pristine indoor and outdoor swimming options complemented by a relaxing hot tub. Active travelers appreciate the 24-hour fitness center, while sun-seekers enjoy pool loungers under umbrellas with cold drinks from the poolside bar.
$99 nightly
The price is $114
Nov 30 - Dec 1
Total with taxes and fees
Hampton Inn & Suites Cape Cod-West Yarmouth
Exterior
Hyannis Plaza Hotel

Hyannis Plaza Hotel

2.5 star property
Hyannis
  • Outdoor pool
  • Pool loungers
  • Near the beach
7.0 out of 10, Good, (954)
Pool enthusiasts will adore the pristine seasonal outdoor pool, open May through October with comfortable sun loungers. Spacious, individually furnished rooms boast premium bedding, while Hyannis Harbor attractions wait just beyond this clean, well-maintained property.
$75 nightly
The price is $86
Dec 10 - Dec 11
Total with taxes and fees
Hyannis Plaza Hotel
Indoor pool, seasonal outdoor pool, sun loungers
Aiden by Best Western Cape Cod - West Yarmouth

Aiden by Best Western Cape Cod - West Yarmouth

3.0 star property
West Yarmouth
  • Indoor pool
  • Poolside bar
  • Pool loungers
  • Near the beach
8.0 out of 10, Very Good, (1005)
Splash into refreshment at dual swimming venues, where loungers and a poolside bar elevate the aquatic experience. Beyond the pools, guests praise the spotless rooms, excellent Indian restaurant, and prime location near Hyannis Harbor.
$97 nightly
The price is $111
Nov 17 - Nov 18
Total with taxes and fees
Aiden by Best Western Cape Cod - West Yarmouth
Indoor pool, outdoor pool
Hyannis Travel Inn

Hyannis Travel Inn

2.5 star property
Hyannis
  • Outdoor pool
  • Indoor pool
  • Hot tub
9.6 out of 10, Exceptional, (1004)
Seasonal swimming thrives at dual pools complemented by a relaxing hot tub, just steps from Hyannis Harbor. Spacious rooms with private balconies offer harbor views, creating a peaceful sanctuary after exploring nearby beaches and Main Street attractions.
$93 nightly
The price is $107
Nov 12 - Nov 13
Total with taxes and fees
Hyannis Travel Inn
Indoor pool, open 8:00 AM to 10:00 PM, sun loungers
The Mariner Resort Cape Cod by The Red Collection

The Mariner Resort Cape Cod by The Red Collection

3.0 star property
West Yarmouth
  • Indoor pool
  • Pool loungers
  • Near the beach
  • Hot tub
8.0 out of 10, Very Good, (425)
Pool enthusiasts relish year-round aquatic relaxation in the indoor swimming area, complete with sun loungers and a rejuvenating hot tub. Beyond water amenities, this family-friendly hotel offers mini golf, a playground, and complimentary breakfast.
$84 nightly
The price is $95
Nov 16 - Nov 17
Total with taxes and fees
The Mariner Resort Cape Cod by The Red Collection
View from property
All Seasons Resort, Trademark Collection by Wyndham

All Seasons Resort, Trademark Collection by Wyndham

3.0 star property
Bass River
  • Indoor pool
  • Pool loungers
  • Hot tub
8.4 out of 10, Very Good, (298)
Swimming options abound with both an indoor pool and seasonal outdoor swimming area complemented by a rejuvenating hot tub and sauna. Families appreciate the playground and kid-friendly amenities while enjoying spacious rooms with premium bedding.
$115 nightly
The price is $131
Nov 16 - Nov 17
Total with taxes and fees
All Seasons Resort, Trademark Collection by Wyndham
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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Top Chatham Hotel Reviews

Chatham Bars Inn

Chatham Bars Inn

10/10 Excellent
"Great accommodation and staff."
Michael 2-night trip
Posted 2 days ago
Chatham Bars Inn

Frequently asked questions

What are some accommodations with pools in Chatham?
Chatham Wayside Inn: Hotel, 11-minute walk from Cape Cod Beaches. Features daily, a seasonal outdoor pool, and free self parking. Chatham Bars Inn: Resort, 4-minute walk from Cape Cod Beaches. Offers a private beach, a seasonal outdoor pool, and a full-service spa. 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 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.

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