Chatham Hotel Guide - Hotels with Pool in Chatham, Massachusetts

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Chatham Hotels with Pool

This weekend
Next weekend

Top Chatham Hotels with Pool

Chatham Wayside Inn

4.0 star property
Chatham
  • Pool loungers
  • Near the beach
9.2 out of 10, Wonderful, (592)
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.
The price is €172
includes taxes & fees
7 Dec - 8 Dec
Chatham Wayside 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.
The price is €269
includes taxes & fees
14 Dec - 15 Dec
Chatham Bars Inn

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, (1529)
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.
The price is €83
includes taxes & fees
17 Dec - 18 Dec
Bayside Resort Hotel

Anchor In Distinctive Waterfront Lodging

3.0 star property
Hyannis
  • Pool loungers
  • Near the beach
9.4 out of 10, Exceptional, (1005)
Seasonal swimming beckons from this harbourside retreat's sun-drenched pool deck, complete with comfortable loungers and shady umbrellas. Beyond refreshing dips, guests appreciate clean rooms, waterfront vistas, and complimentary bicycles for coastal exploration.
The price is €257
includes taxes & fees
6 Dec - 7 Dec
Anchor In Distinctive Waterfront Lodging

Parker Beach Lodge

3.0 star property
Bass River
  • Pool loungers
  • Near the beach
8.6 out of 10, Excellent, (366)
Sparkling waters beckon at the immaculately maintained seasonal outdoor pool, perfect for cooling off after beach adventures. Freshly remodeled rooms with premium bedding complement this peaceful getaway that consistently earns praise for its cleanliness.
The price is €89
includes taxes & fees
30 Nov - 1 Dec
Parker Beach Lodge

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, (649)
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.
The price is €89
includes taxes & fees
5 Dec - 6 Dec
The Escape Inn

Courtyard Resort

2.0 star property
Hyannis
  • Indoor pool
  • Hot tub
8.0 out of 10, Very good, (38)
Refreshing adventures await in the indoor pool, where aquatic bliss flows from morning to evening. Rejuvenating soaks in the hot tub complement balcony-equipped rooms, creating a perfect coastal sanctuary near Hyannis Harbour.
The price is €108
includes taxes & fees
30 Nov - 1 Dec
Courtyard Resort

Hyannis Plaza Hotel

2.5 star property
Hyannis
  • Outdoor pool
  • Pool loungers
  • Near the beach
7.0 out of 10, Good, (962)
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 Harbour attractions wait just beyond this clean, well-maintained property.
The price is €91
includes taxes & fees
27 Dec - 28 Dec
Hyannis Plaza Hotel

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, (1007)
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 Harbour.
The price is €96
includes taxes & fees
7 Dec - 8 Dec
Aiden by Best Western 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, (1005)
Aquatic adventures await with pristine indoor and outdoor swimming options complemented by a relaxing hot tub. Active travellers appreciate the 24-hour fitness centre, while sun-seekers enjoy pool loungers under umbrellas with cold drinks from the poolside bar.
The price is €110
includes taxes & fees
7 Dec - 8 Dec
Hampton Inn & Suites Cape Cod-West Yarmouth
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.

Top Chatham Hotel Reviews

Frequently asked questions

What are some accommodation options with pools in Chatham?
Chatham Wayside Inn: Features daily, a seasonal outdoor pool and free self parking. Chatham Bars Inn: 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, visit 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 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.