Search Hotels with Pool in Chatham

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Check availability on Chatham Hotels with Pool

Tonight
26 Dec - 27 Dec
Tomorrow
27 Dec - 28 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Chatham hotels with a pool

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

Chatham Wayside Inn

Chatham Wayside Inn
4.0 star property
Chatham
9.2 out of 10, Wonderful, (609)
"Yes, lovely place to stay."
United States
Angela
Chatham Wayside Inn
Seasonal outdoor pool
Chatham Bars Inn

Chatham Bars Inn

Chatham Bars Inn
5.0 star property
Chatham
9.2 out of 10, Wonderful, (799)
"Helpful staff & food & drinks were great ! "
United States
glen
The price is ฿11,753
฿14,124 total
includes taxes & fees
29 Dec - 30 Dec
Chatham Bars Inn
Property grounds
The Escape Inn

The Escape Inn

The Escape Inn
2.5 star property
Bass River
9.4 out of 10, Exceptional, (658)
"Great place"
United States
Karim
The price is ฿2,789
฿3,193 total
includes taxes & fees
29 Dec - 30 Dec
The Escape Inn
Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers
Bayside Resort Hotel

Bayside Resort Hotel

Bayside Resort Hotel
3.0 star property
West Yarmouth
8.8 out of 10, Excellent, (1524)
"Reception staff was warm and welcoming! "
United States
Liza
Bayside Resort Hotel
Exterior
Hyannis Plaza Hotel

Hyannis Plaza Hotel

Hyannis Plaza Hotel
2.5 star property
Hyannis
7.0 out of 10, Good, (974)
"good stay for night"
United States
David
The price is ฿2,262
฿2,899 total
includes taxes & fees
24 Jan - 25 Jan 2026
Hyannis Plaza Hotel
Indoor pool, seasonal outdoor pool, pool loungers
Ambassador Inn & Suites

Ambassador Inn & Suites

Ambassador Inn & Suites
3.0 star property
Bass River
8.6 out of 10, Excellent, (629)
"I love staying here. "
United States
Jacqueline
Ambassador Inn & Suites
View from property
All Seasons Resort, Trademark Collection by Wyndham

All Seasons Resort, Trademark Collection by Wyndham

All Seasons Resort, Trademark Collection by Wyndham
3.0 star property
Bass River
8.4 out of 10, Very good, (306)
"My room was very clean. The staff were friendly."
United States
Shanique
The price is ฿2,657
฿3,467 total
includes taxes & fees
29 Dec - 30 Dec
All Seasons Resort, Trademark Collection by Wyndham
Indoor pool
Cape Cod Hotel

Cape Cod Hotel

Cape Cod Hotel
2.5 star property
Hyannis
7.4 out of 10, Good, (1000)
"Great stay"
United States
Vanuze
The price is ฿3,048
฿3,844 total
includes taxes & fees
1 Jan - 2 Jan 2026
Cape Cod Hotel
Indoor pool, open 8:00 AM to 10:00 PM, pool loungers
The Mariner Resort Cape Cod by The Red Collection

The Mariner Resort Cape Cod by The Red Collection

The Mariner Resort Cape Cod by The Red Collection
3.0 star property
West Yarmouth
8.0 out of 10, Very good, (436)
"Safe parking, breakfast selection could be better, amazing service, nice area"
United States
Ryan
The price is ฿2,297
฿2,940 total
includes taxes & fees
30 Dec - 31 Dec
The Mariner Resort Cape Cod by The Red Collection
Indoor pool, seasonal outdoor pool, pool loungers
Aiden by Best Western Cape Cod - West Yarmouth

Aiden by Best Western Cape Cod - West Yarmouth

Aiden by Best Western Cape Cod - West Yarmouth
3.0 star property
West Yarmouth
8.0 out of 10, Very good, (1000)
"Nice room and nice staff"
United States
Jessica
The price is ฿2,952
฿3,379 total
includes taxes & fees
31 Dec - 1 Jan 2026
Aiden by Best Western 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.
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Top Chatham Hotel Reviews

The Hawthorne

The Hawthorne

10/10 Excellent
"This is the find!! Water front efficiency units-- while they may be small, they do the job. You can not find anything else like them. And the owners are wonderful. I understand now why so many people return here annually. "
Hilary 3-night trip
Posted 2 months ago
The Hawthorne

Frequently asked questions

What are some accommodation options 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, 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.