Find Hotels with a Pool in Chatham, MA from CA $130

Pleasant Bay Village Resort is a charming 3-star hotel that stands out for its inviting outdoor pool, complemented by beautifully landscaped grounds. Guests consistently praise the comfortable and clean rooms, alongside the friendly and attentive staff. With a remarkable review rating of 9.6, it's no wonder families appreciate the free WiFi and self-parking, making it a convenient choice for your stay in Chatham.For those seeking a more luxurious experience, Chatham Bars Inn is an exquisite 5-star option featuring a stunning outdoor pool and a host of top amenities including spa services and tennis courts. With a traveller rating of 9.2, visitors rave about the excellent service and the beautiful location right by the beach, ensuring a superb blend of relaxation and adventure. The dining options are also highly regarded, adding to the overall allure of this upscale retreat.If you're looking for a cozy, family-friendly atmosphere, The Chatham Motel, boasting an exceptional score of 9.2, offers an outdoor pool along with free WiFi and self-parking. Guests enjoy the friendly staff and the convenient location, making it easy to explore the charming surroundings of Chatham.Chatham Wayside Inn, rated 9.2 by travellers, is another wonderful option featuring an outdoor pool. Guests love the clean and charming rooms, as well as the friendly staff who go above and beyond to ensure a pleasant stay. Plus, the complimentary continental breakfast is a delightful addition for families looking to start their day off right.Lastly, Chatham Seafarer Inn, a 3.5-star hotel with a rating of 9.0, offers a comfortable atmosphere with an outdoor pool and proximity to the beach. Families appreciate the free cribs and the clean, cozy rooms, along with the excellent service provided by the friendly staff.

Chatham Bars Inn is a stunning 5-star hotel that stands out for its exceptional outdoor pool and breathtaking ocean views. Rated 9.2 by travellers, this luxurious resort offers a serene setting complemented by top amenities. Guests rave about the excellent service and extremely helpful staff, ensuring a memorable stay.Beyond the outdoor pool, Chatham Bars Inn provides a wealth of experiences, from private beach access to meticulously designed rooms featuring premium bedding and designer toiletries. For those looking to unwind, indulge in a relaxing massage or enjoy a game of tennis on the onsite courts. The beautiful location enhances the overall experience, making it a superb choice for families seeking both adventure and relaxation.

The Chatham Bars Inn is an exquisite 5-star hotel that offers a luxurious experience with its stunning outdoor pool, complete with comfortable loungers and beach sun loungers that invite relaxation under the sun. Guests rave about the exceptional service and helpful staff, ensuring a memorable stay. With a review rating of 9.2, travellers consistently highlight the top amenities and breathtaking location, making it a superb choice for families seeking both adventure and comfort.Another delightful option is the Queen Anne Inn, a charming 4-star property that features a resort-inclusive pool area along with sun loungers. With a review score of 8.8, this inn provides a cozy atmosphere suited for families, offering free breakfasts and amenities like complimentary cribs, which are especially appreciated by those traveling with little ones.Both hotels in Chatham not only cater to relaxation by the pool but also provide a welcoming environment for families eager to enjoy quality time together.

The Chatham Motel is a fantastic option for travellers seeking an outdoor pool near Chatham Lighthouse Beach. With an excellent review rating of 9.2, guests frequently praise the friendly staff and the motel's great location. Families will appreciate the playground for children, making it a convenient choice for those traveling with kids.Another excellent choice is the Chatham Wayside Inn, a charming 4-star property that also boasts a lovely outdoor pool. Rated 9.2 by travellers, the inn offers a delightful continental breakfast included with your stay, along with free Wi-Fi and self-parking. Guests have noted the clean and charming rooms, as well as the extremely helpful staff, ensuring a comfortable and enjoyable visit.