Hotels with Swimming Pool, Chatham Massachusetts

Q: What are some accommodations 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.

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Our top choices for Chatham hotels with a pool

Chatham Seafarer Inn

Chatham

Splash into serenity at the seasonal outdoor pool, where relaxation flows from morning until evening.

sara

P10,893 total

includes taxes & fees

Jun 3 - Jun 4

Greyfinch Chatham Inn

Chatham

Escape to the Cape Cod oasis with a seasonal outdoor pool, free bicycles, and modern comforts just steps from local beaches.

Caroline

P14,209 total

includes taxes & fees

Jun 3 - Jun 4

Individually decorated, individually furnished, desk, free WiFi

Queen Anne Inn

Chatham

Victorian oasis offers seasonal outdoor pool with comfortable loungers and shaded umbrellas.

Valerie

P18,428 total

includes taxes & fees

Jun 2 - Jun 3

Pleasant Bay Village Resort

Chatham

Splash into vacation bliss at this Cape Cod retreat with outdoor pool and soothing hot tub.

Andrew

P17,060 total

includes taxes & fees

May 19 - May 20

Chatham Wayside Inn

Chatham

Dive into seaside bliss at this Cape Cod hotel with a sun-soaked seasonal pool and relaxing loungers for perfect summer days.

Kathy

P18,984 total

includes taxes & fees

May 20 - May 21

The Chatham Motel

Chatham

Soak up summer vibes in this Cape Cod retreat with a seasonal outdoor pool, playground, and peaceful garden setting.

"Nice hotel located about a mile and a half away from the beaches. Very clean room and bathroom. No continental breakfast, but I don’t usually do that anyway. Decent motel with a decent price. Check in was easy and desk clerk was friendly. Walkable to a few food establishments. The pool was refreshing, clean and not over chlorinated. If you are a pillow snob, you might want to bring your own. Bed was very comfortable. "

Darren

P15,463 total

includes taxes & fees

May 19 - May 20

Chatham Bars Inn

Chatham

Dive into beachside bliss with a private shoreline, seasonal pool, and chauffeured beach shuttle for ultimate seaside luxury.

cin

P38,429 total

includes taxes & fees

May 31 - Jun 1

Charm on Main

Sea Pines

Escape to a white sand beach retreat with a seasonal outdoor pool, sun loungers, and umbrellas just steps from the shore.

Beth

P9,261 total

includes taxes & fees

May 19 - May 20

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Choose what matters most at hotels with a pool in Chatham

Breakfast included

Hot tub

Top Chatham Hotel Reviews

Cape Sands Inn

10/10 Excellent

"Hot tub was hot the pool was warm it was great 😊 "

The Villages at Ocean Edge

8/10 Good

"Proulx spans a great degree of different Price points and proximity to the central feature/mansion where restaurants are located. In general, higher priced and better featured properties are behind and around the central mansion area of the property. Across the street where the golf course is are more affordably priced, and likely independently owned condominiums that are essentially managed. This can create some confusion on arrival based on the fact that you need to check in across the street and travel back to the actual physical address of a rental property. However, staff is incredible and access to the private beach allocated for the property as well as tennis courts and gated pool are wonderful."

Bayside Resort Hotel

6/10 Okay

"The bulk reason why I stayed in the jetted tub suite was for the tub. It was very defective. Every 5-10min the tub would start creaking and making very loud sounds like it was on its way out or like it needed and oil change. It sounds like it needed an oil change. I was too uncomfortable to use it again after the first night."

Chatham Wayside Inn

10/10 Excellent

"What a beautiful place. Attached a few pictures to prove it. Excellent location, close to everything and very walkable to most places. Clean as can be and the rooms were good size. Beds were pretty comfy. The bar was very nice and cozy. Great dining room and good food with good variety. The complimentary breakfast was ok. The 2 mornings that we ate here the hot food was gone. The dining attendant was not the best help getting more. Said she would try if I really wanted some. We kind of felt rushed at the end of breakfast. Seemed like they wanted to get it all cleaned and move on. Gourmet homemade cookies everyday in the lobby. Front desk offered help and advice about Chatham. Good staff and informative."

Frequently asked questions

What are some accommodations 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?

Spend some time experiencing the great outdoors at Chatham Lighthouse Beach and Cape Cod Beaches. During your stay, check out sights such as Chatham Lighthouse, Cape Cod National Seashore, and Veterans Field. 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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