Chatham Hotels with Pool: 4 Best Deals for 2025

Name of hotel	Accommodation Rating	Price, $
Chatham Seafarer Inn	8.8 / 10 (95 Reviews)	From 458US$
The Chatham Motel	8.9 / 10 (89 Reviews)	From 98US$
Chatham Highlander Village Inn	8.6 / 10 (178 Reviews)	From 368US$
Chatham Bars Inn	8.5 / 10 (42 Reviews)	From 344US$

Chatham Seafarer Inn

2079 Main Street

The Chatham Seafarer Inn combines affordability with comfort, making it a popular choice for budget travelers. The lovely outdoor pool area serves as a relaxing retreat where guests can enjoy the sun and unwind after a busy day. This inn offers competitively priced rooms that come equipped with essential amenities, ensuring a pleasant stay without overspending. Guests appreciate the friendly atmosphere and attentive staff, who are committed to providing a memorable experience. The Seafarer Inn’s convenient location allows easy access to local attractions, enhancing the overall travel experience. As one of the most inviting Chatham hotels with pools for budget-conscious visitors, it offers a delightful mix of comfort and affordability.

From

458US$ /per night

The Chatham Motel

1487 Main Street

The Chatham Motel welcomes pets, making it a wonderful option for those who wish to travel with their furry friends. This budget-friendly motel features an outdoor pool, allowing guests to relax with the convenience of pool access, even while having their pets by their side. Comfortably furnished rooms ensure a cozy stay, and the motel's proximity to various pet-friendly locations enhances the overall experience. Guests can easily explore local parks and nearby beaches where pets are welcome, ensuring that your furry companion feels included throughout your vacation. The welcoming environment and pet-friendly policies make The Chatham Motel a standout among Chatham hotels with pools for animal lovers looking for a stress-free getaway.

From

98US$ /per night

Family-Friendly Chatham Hotels with Pools

When traveling with family, finding accommodations that cater to all ages is essential, particularly when it comes to comfort and leisure. In Chatham, family-friendly hotels with pools provide a great way for everyone to relax and spend quality time together. These properties often feature spacious rooms, kid’s activities, and easy access to nearby attractions, making them perfect for young families. In this section, we'll spotlight some of the best options that balance relaxation and fun, ensuring that your family's vacation is both memorable and enjoyable. From expansive pool areas to children’s programs, these Chatham hotels with pools offer plenty of opportunities for a splashing good time. So, let’s dive into some top choices for family-friendly stays.

Chatham Highlander Village Inn

946 Main Street (Rte 28)

Chatham Highlander Village Inn offers guests a delightful stay with access to an outdoor swimming pool and convenient dining options nearby. Each room is equipped with kitchenettes, providing flexibility for guests to prepare light meals or snacks during their stay. While not necessarily featuring an on-site restaurant, the Inn is situated close to several dining venues that serve delicious local cuisine, ensuring guests have plenty of options within walking distance. After enjoying a dip in the pool, guests can easily head out to explore the nearby restaurants, making for a convenient outing. With a mix of comfort and accessibility to great food experiences, this Inn is an excellent choice for anyone looking for Chatham hotels with pools and dining options.

From

368US$ /per night

Chatham Bars Inn

297 Shore Rd

Chatham Bars Inn is not just a luxurious hotel; it’s a boutique experience that immerses guests in the essence of Cape Cod elegance. The iconic property features a stunning outdoor pool with breathtaking views of the Atlantic Ocean, ensuring an enchanting atmosphere for relaxation. Each room is uniquely decorated to reflect the coastal charm of Chatham, with many offering private patios or balconies. Guests can indulge in personalized services, including spa treatments and gourmet dining at their on-site restaurants. The Inn’s commitment to providing authentic Cape Cod experiences, such as sailing excursions and local art showcases, truly sets it apart. With its perfect blend of boutique appeal and luxe amenities, this hotel is a premier choice among Chatham hotels with pools.

From

344US$ /per night