Hotels with a Pool in Chatham

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Feb 18 - Feb 19
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Feb 21 - Feb 23
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Feb 28 - Mar 2

Hotels with a Pool in Chatham

Pleasant Bay Village Resort
Outdoor pool

Pleasant Bay Village Resort

3.0 star property
9.6 out of 10, Exceptional, (272)
Pleasant Bay Village 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.

Top landmarks in Chatham

Chatham Lighthouse

Chatham Lighthouse

If you're planning a bit of sightseeing during your trip, head to Chatham Lighthouse— just one of the landmarks located 1 mi (1.6 km) from central Chatham. Why not take a stroll along the beaches and watch the sunset while you're here?

See properties in Chatham Lighthouse
Chatham Lighthouse

Frequently asked questions

What are the best hotels with a pool in Chatham?
One of the top Chatham hotels with a pool according to guests is Eagle Wing Inn - Cape Cod. Make the most of a terrace and pool sun loungers here. Pool days are also a way of life at Captain Freeman Inn, another highly rated option.
What are the cheapest hotels with a pool in Chatham?
A Beach Breeze Inn is one of the cheapest stays with a pool in Chatham. It also features a garden and a terrace. The Chatham Motel is another option that delivers poolside fun on a budget. Check out the range of great-value hotels in Chatham with a pool from $233 and live it up for less.
What is the best time to stay in a hotel with a pool in Chatham?
August is the warmest month, with temperatures ranging from 68ºF (20ºC) to 72ºF (22ºC). February has the coolest weather. It’s typically between 32ºF (0ºC) and 37ºF (3ºC) then. January is the ideal month to experience a more relaxed vibe and potentially score cheaper Chatham hotels with a pool.
What hotels with a pool are closest to Monomoy National Wildlife Refuge?
Do some sightseeing and then kick back by the water at Chatham Wayside Inn. Also offering hypo-allergenic bedding and a Champagne service, this property is a short drive from Monomoy National Wildlife Refuge. The Chatham Motel is another nearby option. Check out the range of hotels in Chatham with a pool that’ll put you near this attraction.
What hotels with a pool are closest to Nantucket Memorial Airport (ACK)?
Kick off your trip with a relaxing swim at White Elephant Hotel. It’s about 3 miles northwest of Nantucket Memorial Airport (ACK). You can also make the most of a dock and pillow top mattresses here. Another nearby option is Beachside on Nantucket. Book a stay at one of these properties, or browse for other Chatham hotels with a pool close to the airport.
Are there any hotels with a pool in Chatham with parking?
There are 4,610 Chatham hotels with a pool that also come with parking. Book a room at Eagle Wing Inn - Cape Cod, which has a terrace and pool sun loungers. Captain Freeman Inn also blends relaxing swims with the convenience of parking.