Find Hotels with a Pool in Chatham, MA
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Aug 20 - Aug 21Tomorrow
Aug 21 - Aug 22This weekend
Aug 21 - Aug 23Next weekend
Aug 28 - Aug 30Our 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.
$256 nightly
$293 total
Sep 7 - Sep 8
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.
$254 nightly
$290 total
Sep 17 - Sep 18
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.
$394 nightly
$451 total
Aug 26 - Aug 27
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.
$290 nightly
$332 total
Sep 8 - Sep 9
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 14 - Sep 15
Total with taxes and fees
6. 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.
$135 nightly
$155 total
Sep 2 - Sep 3
Total with taxes and fees
$178 nightly
$204 total
Sep 14 - Sep 15
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.
$195 nightly
$223 total
Sep 20 - Sep 21
Total with taxes and fees
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Top Chatham Hotel Reviews
Greyfinch Chatham Inn
10/10 Excellent
"Clean room and great location"
Margaritaville Resort Cape Cod
10/10 Excellent
"Our stay at Margaritaville was superb. The hotel was clean and the rooms were delightful. The staff was very friendly and helpful. Very family friendly."
Uncommoner Hotel by Reverie Boutique Collection
10/10 Excellent
"Clean rooms , friendly staff , delicious breakfast , indoor outdoor pools , our room was overlooking a lake, very quite , highly recommend"
Queen Anne Inn
8/10 Good
"The staff was very helpful for suggesting places to eat and visit"
The Mariner Resort Cape Cod by The Red Collection
8/10 Good
"The front desk staff were nice and friendly. The beds were comfortable. The lobbies were nice. The pools could have been a bit cleaner, the mini golf needs some attention, and the breakfast is okay (coffee terrible). Overall, was a good stay and we’d go back. Definitely not a resort tho."
Chatham Wayside Inn
8/10 Good
"Great location, close to the famous Squire and the restaurant (Wild Goose Tavern) on-site was terrific and made the experience a positive one. Elena makes an awesome martini, and Bobby was a friendly welcoming personality. Ben was awesome during dinner. Hotel staff should take lessons from the restaurants customer service training. Front Desk team is as cold as Elena’s martinis. Never a greet or smile unless we initiated. Not very welcoming. Room was fine. Bathroom not fine. Never stood in a tub that creaked before. Cheap bath fitter tub/shower, hospital room bathroom feel. Bed was comfy. Small pool which served its purpose for a quick refreshing dip. Wound consider a return but definitely wound explore other options as well."
Pleasant Bay Village Resort
10/10 Excellent
"Thoroughly enjoyed our visit. Perfect weekend in a perfect location. The grounds were beautiful, staff attentive. Rooms were amazing and clean. Even the turn down service was top notch. I will definitely plan another stay!"
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