Find Hotels with a Pool in Chatham, MA
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Sep 2 - Sep 3Tomorrow
Sep 3 - Sep 4This 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.
$210 nightly
$240 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.
$194 nightly
$222 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.
$397 nightly
$454 total
Sep 29 - Sep 30
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.
$213 nightly
$243 total
Sep 30 - Oct 1
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.
$578 nightly
$662 total
Sep 24 - Sep 25
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.
$234 nightly
$268 total
Sep 3 - Sep 4
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.
$125 nightly
$143 total
Oct 1 - Oct 2
Total with taxes and fees
$134 nightly
$153 total
Sep 16 - Sep 17
Total with taxes and fees
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Top Chatham Hotel Reviews
Margaritaville Resort Cape Cod
10/10 Excellent
"The only thing the outdoor pool was closed the whole time I was there"
Cape Sands Inn
10/10 Excellent
"The staff at Cape Sands were very polite, helpful and professional. The room was clean; roomy and comfortable. There were many nice amenities; though some would benefit from upgrades like adding a bathroom to the room with the indoor pool and jacuzzi; or adding a visual barrier around the outdoor pool which sits in the middle of the parking lot. The property overall was clean and well maintained. It is well located, a short drive to beaches, attractions and restaurants. It is a good price for the location."
Queen Anne Inn
8/10 Good
"So the property is closing after Labor Day for a full remodel and showed every day of its use. Although noted in their notice, I did not catch it and thought that it was a different property that we stayed at previously. My bad"
Holiday Hill Inn & Suites
8/10 Good
"Our room was overall clean however few spiders in corners of bathroom and shower walls had water spots from not being wiped down. No microwave not enough bedside plugs. Overall nice room but not worth the cost."
Bayside Resort Hotel
10/10 Excellent
"Great time. Will be back!"
Chatham Wayside Inn
10/10 Excellent
"Nice location and cute hotel! The staff was great, and the restaurant was really good!"
The Villages at Ocean Edge
10/10 Excellent
"Okokokok"
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!"
Greyfinch Chatham Inn
10/10 Excellent
"Clean room and great location"
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