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

Hotels with Pool & Resorts in Chatham from AU$310

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Check availability on Chatham Hotels with Pool

Our top choices for Chatham hotels with a pool

Seasonal outdoor pool

Chatham Bars Inn

Chatham Bars Inn
5.0 star property
Chatham
9.2 out of 10, Wonderful, (845 reviews)
  • cleanliness
    Dive into beachside bliss with a private shoreline, seasonal pool, and chauffeured beach shuttle for ultimate seaside luxury.
The price is AU$2,548
includes taxes & fees
28 July - 29 July
Chatham Bars Inn
Seasonal outdoor pool, open 8 AM to 8 PM, pool umbrellas, pool loungers

Chatham Wayside Inn

Chatham Wayside Inn
4.0 star property
Chatham
9.2 out of 10, Wonderful, (710 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 AU$875
includes taxes & fees
16 Aug - 17 Aug
Chatham Wayside Inn
Outdoor pool

Pleasant Bay Village Resort

Pleasant Bay Village Resort
3.0 star property
Chatham
9.6 out of 10, Exceptional, (321 reviews)
  • cleanliness
    Splash into holiday bliss at this Cape Cod retreat with outdoor pool and soothing spa pool.
The price is AU$490
includes taxes & fees
28 July - 29 July
Pleasant Bay Village Resort
Seasonal outdoor pool, pool loungers

Greyfinch Chatham Inn

Greyfinch Chatham Inn
3.0 star property
Chatham
8.8 out of 10, Excellent, (272 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 AU$508
includes taxes & fees
22 July - 23 July
Greyfinch Chatham Inn
Seasonal outdoor pool

The Chatham Motel

The Chatham Motel
2.0 star property
Chatham
9.2 out of 10, Wonderful, (633 reviews)
  • cleanliness
    Soak up summer vibes in this Cape Cod retreat with a seasonal outdoor pool, playground, and peaceful garden setting.
The price is AU$496
includes taxes & fees
21 July - 22 July
The Chatham Motel
Sun deck

Queen Anne Inn

Queen Anne Inn
4.0 star property
Chatham
8.8 out of 10, Excellent, (253 reviews)
  • cleanliness
    Victorian oasis offers seasonal outdoor pool with comfortable loungers and shaded umbrellas.
The price is AU$401
includes taxes & fees
5 Aug - 6 Aug
Queen Anne Inn
Beach bar

Wequassett Resort and Golf Club

Wequassett Resort and Golf Club
5.0 star property
Harwich
9.4 out of 10, Exceptional, (264 reviews)
  • cleanliness
    Swim through summer in a luxury cabana paradise with poolside bars and ocean breezes.
The price is AU$1,879
includes taxes & fees
21 July - 22 July
Wequassett Resort and Golf Club
2 indoor pools, 3 outdoor pools

The Villages at Ocean Edge

The Villages at Ocean Edge
3.5 star property
Brewster
8.4 out of 10, Very good, (1,006 reviews)
  • cleanliness
    Dive into paradise with 7 amazing pools, each offering a different vibe for every holiday mood.
The price is AU$637
includes taxes & fees
28 July - 29 July
The Villages at Ocean Edge
Outdoor pool

Olde Tavern Motel And Inn

Olde Tavern Motel And Inn
2.5 star property
Orleans
9.4 out of 10, Exceptional, (265 reviews)
  • cleanliness
    Soak in coastal charm at the seasonal outdoor pool surrounded by lush garden views at this beautifully renovated motel.
The price is AU$310
includes taxes & fees
21 July - 22 July
Olde Tavern Motel And Inn
Indoor spa tub

Brewster Green Resort

Brewster Green Resort
3.5 star property
Brewster
9.4 out of 10, Exceptional, (136 reviews)
  • cleanliness
    Splash into four poolside paradises with spa pool bliss at this serene Cape Cod hideaway.
The price is AU$664
includes taxes & fees
22 July - 23 July
Brewster Green Resort
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
Spa pool

Top Chatham Hotel Reviews

Hyannis Plaza Hotel

Hyannis Plaza Hotel

10/10 Excellent
"It was convenient location to the Melody Tent . Near beach and shoos"
Patricia 1-night trip
Posted 1 hour ago
Hyannis Plaza Hotel

Frequently asked questions

What are some accommodation options 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?
Explore places such as Cape Cod Beaches and Cape Cod National Seashore while you're in Chatham. Make a point to visit attractions such as Chatham Lighthouse Beach and Chatham Railroad Museum. 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.