The Best Hotels with a Pool in Chatham, MA from NT$6,032 in 2026

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.

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

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Our top choices for Chatham hotels with a pool

Blue Rock Resort

South Yarmouth

Enjoy peaceful days by a seasonal outdoor pool surrounded by manicured gardens at this tranquil Cape Cod retreat.

NT$6,614 total

includes taxes & fees

Jul 7 - Jul 8

The Escape Inn

Bass River

Immerse in a refreshing summer retreat at this clean, seasonal pool oasis with beach-themed charm.

NT$6,737 total

includes taxes & fees

Jul 6 - Jul 7

Blue Dolphin Inn

Eastham

Soak in the sunshine at this Cape Cod retreat with its sparkling seasonal pool and cozy patios just steps from beautiful beaches.

NT$6,032 total

includes taxes & fees

Jul 8 - Jul 9

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

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.

NT$15,878 total

includes taxes & fees

Jul 6 - Jul 7

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.

NT$13,641 total

includes taxes & fees

Jul 6 - Jul 7

Seasonal outdoor pool, pool umbrellas, sun loungers

Queen Anne Inn

Chatham

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

NT$11,412 total

includes taxes & fees

Aug 5 - Aug 6

Pleasant Bay Village Resort

Chatham

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

NT$14,927 total

includes taxes & fees

Jul 6 - Jul 7

The Chatham Motel

Chatham

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

NT$11,060 total

includes taxes & fees

Jul 13 - Jul 14

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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

"Great"

Queen Anne Inn

8/10 Good

"My wife and I stayed in the Balcony Queen. The check in/out process was very simple. The room was quaint and we were pretty comfortable. I liked the balcony space to relax and use as an extra space if I didn't want to stay inside. The bathroom could use with some modern touches but it had plenty of room. The Queen Anne Inn is about a 5 minute drive away from the main Chatham area which was nice when we had plans. Unrelated to the Queen Anne Inn, the main Chatham area can be a madhouse! The biggest thing that stuck out to me was the staff. I accidentally left my CPAP and I got a call from the Queen Anne Inn informing me. Unfortunately, we were an hour away and headed to the airport to catch our flight. The woman I was talking to at the Queen Anne Inn took it upon herself to offer to ship it to me and, despite my insistence to pay, they also covered the shipping. They absolutely didn't have to since it was my mistake. Thank you to the staff at the Queen Anne Inn!"

Chatham Wayside Inn

10/10 Excellent

"Our stay at the Chatham Wayside Inn was a very pleasant 5-night stay. The staff was friendly and the king room we had was very clean and well appointed. They have a continental breakfast, which does include scrambled eggs and a nice variety of breads and muffins. The fresh fruit was also amazing! There is a beautiful bar within the main building, The Wild Goose. Overall, excellent service and very nice staff and the cleanliness who’s top-notch."

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?

Explore places like Cape Cod Beaches and Cape Cod National Seashore while you're in Chatham. Make a point to visit attractions like 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 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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