Find Hotels with a Pool in Chatham, MA
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Aug 31 - Sep 1Tomorrow
Sep 1 - Sep 2This weekend
Sep 4 - Sep 6Next weekend
Sep 11 - Sep 13Our top choices for Chatham hotels with a pool
1. Greyfinch Chatham Inn
Greyfinch Chatham InnChatham
- Escape to the Cape Cod oasis with a seasonal outdoor pool, free bicycles, and modern comforts just steps from local beaches.
$220 nightly
$252 total
Oct 1 - Oct 2
Total with taxes and fees
2. Chatham Seafarer Inn
Chatham Seafarer InnChatham
- Splash into serenity at the seasonal outdoor pool, where relaxation flows from morning until evening.
$233 nightly
$267 total
Sep 22 - Sep 23
Total with taxes and fees
3. Chatham Wayside Inn
Chatham Wayside InnChatham
- Dive into seaside bliss at this Cape Cod hotel with a sun-soaked seasonal pool and relaxing loungers for perfect summer days.
$395 nightly
$452 total
Sep 1 - Sep 2
Total with taxes and fees
4. Pleasant Bay Village Resort
Pleasant Bay Village ResortChatham
- Splash into vacation bliss at this Cape Cod retreat with outdoor pool and soothing hot tub.
$210 nightly
$240 total
Sep 22 - Sep 23
Total with taxes and fees
5. Chatham Bars Inn
Chatham Bars InnChatham
- Dive into beachside bliss with a private shoreline, seasonal pool, and chauffeured beach shuttle for ultimate seaside luxury.
$655 nightly
$749 total
Sep 14 - Sep 15
Total with taxes and fees
6. The Chatham Motel
The Chatham MotelChatham
- Soak up summer vibes in this Cape Cod retreat with a seasonal outdoor pool, playground, and peaceful garden setting.
$275 nightly
$315 total
Sep 1 - Sep 2
Total with taxes and fees
7. Olde Tavern Motel And Inn
Olde Tavern Motel And InnOrleans
- Soak in coastal charm at the seasonal outdoor pool surrounded by lush garden views at this beautifully renovated motel.
$109 nightly
$125 total
Sep 2 - Sep 3
Total with taxes and fees
8. The Villages at Ocean Edge
The Villages at Ocean EdgeBrewster
- Dive into paradise with 7 amazing pools, each offering a different vibe for every vacation mood.
$187 nightly
$214 total
Sep 20 - Sep 21
Total with taxes and fees
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Top Chatham Hotel Reviews
Cape Sands Inn
8/10 Good
"The staff was very kind to put my key in a lockbox outside the office since I was arriving late. The room was clean. I did notice that I could see the patches on the walls that were fixed under the paint and did not like that, nor did I like the fact that I could see through to outside by the ac unit that. Overall, def worth the price if you need to stay some place on the cape"
Hyannis Harbor Hotel
8/10 Good
"After having booked a pool view room we were told it wasn't available. But we were assigned a 2- levels suite with spacious balcony. Location is ideal."
Holiday Inn Express Hyannis Cape Cod by IHG
10/10 Excellent
"Everything was clean, breakfast great, I loved that I was able to be with my furry child!"
The Villages at Ocean Edge
10/10 Excellent
"Our stay was amazing! Perfect for family with young children. So much more for the adults, tennis courts golf etc."
The Mariner Resort Cape Cod by The Red Collection
8/10 Good
"Muy buena localidad"
Pleasant Bay Village Resort
10/10 Excellent
"A wonderful place to stay in Chatham. Literally a five minute drive to the pier fish market, Main Street and the beach. Check in was easy and the staff person was very helpful in pointing out places to eat and places to go both in Chatham and nearby Orleans. The room was very clean, spacious and the turn down service was excellent. They have a great pool and hot tub. They also have a koi fish pond that is beautiful. We especially enjoyed the outdoor tables in the courtyards of each area. We were able to bring back lobster rolls from the fish market and enjoy a nice al fresco dinner. We then ran into the cleaning who offered to take our garbage from us, which was so helpful as it prevented us from stinking up the room. I would definitely recommend this resort to anyone staying n Chatham. Well worth it!"
Bayside Resort Hotel
10/10 Excellent
"Staff very helpful. Hotel could use updating but was clean."
Freebird Motor Lodge by Reverie Boutique Collection
10/10 Excellent
"Clean and convenient"
Uncommoner Hotel by Reverie Boutique Collection
10/10 Excellent
"Great location! Clean rooms, 2 great pools!"
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