Find Hotels with a Pool in Chatham, MA
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2 Oct - 4 OctOur top choices for Chatham hotels with a pool
1. Chatham Seafarer Inn
Chatham Seafarer InnChatham
- Splash into serenity at the seasonal outdoor pool, where relaxation flows from morning until evening.
AED 713
AED 816 total
includes taxes & fees
7 Oct - 8 Oct
2. 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.
AED 621
AED 846 total
includes taxes & fees
18 Oct - 19 Oct
3. Pleasant Bay Village Resort
Pleasant Bay Village ResortChatham
- Splash into vacation bliss at this Cape Cod retreat with outdoor pool and soothing hot tub.
AED 852
AED 975 total
includes taxes & fees
22 Sep - 23 Sep
4. 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.
AED 1,319
AED 1,669 total
includes taxes & fees
20 Sep - 21 Sep
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.
AED 1,467
AED 1,679 total
includes taxes & fees
12 Oct - 13 Oct
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.
AED 683
AED 782 total
includes taxes & fees
18 Oct - 19 Oct
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.
AED 367
AED 420 total
includes taxes & fees
5 Oct - 6 Oct
AED 491
AED 562 total
includes taxes & fees
20 Sep - 21 Sep
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Top Chatham Hotel Reviews
Cape Sands Inn
10/10 Excellent
"The hotel was perfect for 2 ladies on a September road trip. We had a room with 2 Queen beds and it was very clean and spacious. We also had a nice view of the water. My only complaint with the room was both the front door and bathroom doors were hard to shut. You really had to shut them. The hotel had 2 pools, outside and inside. We didn’t use them, but people were in the indoor one. The hotel was very convenient to get to the ferries. About a 10 minute drive. There are plenty of restaurants and coffee shops around too! I would definitely use this hotel again."
Holiday Inn Express Hyannis Cape Cod by IHG
10/10 Excellent
"Wonderful stay! The hotel was clean, comfortable, and welcoming, with excellent service and a great location. Everything was just as expected, and we really enjoyed our stay. Highly recommended!"
Holiday Hill Inn & Suites
8/10 Good
"Nice"
Bayside Resort Hotel
10/10 Excellent
"This is one of our "go-to" places on the cape. Nice outdoor pool area with attached tikki bar. Sandy firepit area to hang out at night. Near everything too."
Greyfinch Chatham Inn
10/10 Excellent
"The room was spotless and the staff was extremely welcoming. It’s the perfect location, just a short walk, drive, or borrowed bike into downtown Chatham. We told define return."
Chatham Bars Inn
10/10 Excellent
"Beautiful property with a very attentive staff. They helped make the engagement to my fiancée a wonderful and memorable experience! I highly recommend the spa with an intimate couples session! We will definitely be back in the future!"
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