Find Hotels with a Pool in Chatham, MA
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Aug 11 - Aug 12Tomorrow
Aug 12 - Aug 13This weekend
Aug 14 - Aug 16Next weekend
Aug 21 - Aug 23Our 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 1 - Sep 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.
$289 nightly
$330 total
Sep 10 - Sep 11
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.
$434 nightly
$497 total
Aug 31 - Sep 1
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.
$293 nightly
$336 total
Sep 7 - Sep 8
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.
$727 nightly
$832 total
Sep 3 - Sep 4
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.
$134 nightly
$153 total
Sep 3 - Sep 4
Total with taxes and fees
7. Wequassett Resort and Golf Club
Wequassett Resort and Golf ClubHarwich
- Swim through summer in a luxury cabana paradise with poolside bars and ocean breezes.
$433 nightly
$496 total
Sep 8 - Sep 9
Total with taxes and fees
8. Holiday Hill Inn & Suites
Holiday Hill Inn & SuitesDennis Port
- Sparkling family-friendly pool oasis awaits at this beach-convenient motel with mini golf fun.
$118 nightly
$135 total
Sep 1 - Sep 2
Total with taxes and fees
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Top Chatham Hotel Reviews
Margaritaville Resort Cape Cod
10/10 Excellent
"Beautiful hotel in Hyannis Cape Cod "
Holiday Hill Inn & Suites
10/10 Excellent
"Room was clean, staff was very helpful and location was close to beaches, restaurants and shopping"
Holiday Inn Express Hyannis Cape Cod by IHG
10/10 Excellent
"You never know what you are getting into when you pick a spot. This place was 8+ on the reviews. I arrived there for my stay. I was surprised at the value of the price I received for a two night stay on Cape Cod in the summer. No, it's not beachfront, or next to a beach. Don't care about that. The harbor was seven minutes away and access to the Holiday Inn Express was very good, easy. Signs could have been a little closer to road for earlier visual cue, but not bad. Plenty of food around and 5 minutes from Barnstable Airport for anyone flying in. Yet, the place was quiet from any kind of noise. I did not try the indoor pool, but looked well kept. Unfortunately, my schedule would not allow me to sample the breakfast. I did get to see it on my way out the door. No time to grab any, had to get to ferry to get to island. If it opened at 6 instead of 630 am, would have been more helpful for me and my schedule. The food selection looked excellent and appetizing. I wouldn't hesitate to go here again, after this experience. If you have dogs, they do allow dogs. I didn't bring mine, to pay attention to requirements or rules for dogs. Happy Travels folks. Stay here for a great experience."
Bayside Resort Hotel
8/10 Good
"Exelente service and grant people"
Uncommoner Hotel by Reverie Boutique Collection
10/10 Excellent
"Wonderful place to stay"
Cape Sands Inn
10/10 Excellent
"We felt very at ease; the kids really enjoyed the pools, the room was very clean, and the beds were very comfortable. I will be back."
Chatham Wayside Inn
10/10 Excellent
"Very quaint and inviting hotel. Location is perfect with all of Main St. in Chatham to walk, shop and dine. The staff was amazing! They did everything they could to help make our stay enjoyable. Highly recommend!"
Freebird Motor Lodge by Reverie Boutique Collection
10/10 Excellent
"Exceptionally clean rooms!! As someone who is extremely picky when it comes to cleanliness, I was genuinely amazed by how spotless the rooms were. Everything was incredibly well maintained and immaculate. A huge shoutout to the housekeeping team. You’re doing an amazing job! Keep up the great work!"
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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