A house with a tower silhouetted against a vibrant sunset sky.

Find Hotels with a Pool in Eastham, MA

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Eastham Hotels with a Pool

Tonight
Oct 18 - Oct 19
Tomorrow
Oct 19 - Oct 20
Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1

Our top choices for Eastham hotels with a pool

A resort pool with multiple sun loungers and umbrellas, surrounded by beach views and boats.
A deck with white Adirondack chairs and a small round table, overlooking a beach and ocean.
A pathway leading to a beach with boats in the background and a building with a tower.
A series of tents with beds and seating areas, surrounded by a garden with various plants and a wooden deck.

1. Chatham Bars Inn

Chatham Bars Inn
Chatham
  • Dive into beachside bliss with a private shoreline, seasonal pool, and chauffeured beach shuttle for ultimate seaside luxury.
$387 nightly
$443 total
Nov 12 - Nov 13
Total with taxes and fees
Chatham Bars Inn
A clear swimming pool with blue chairs and umbrellas, a building with blue shutters, and a clear sky.
A waterfront property with outdoor seating, a long pathway, and a view of the sea.
A large, multi-story beachfront hotel with a prominent balcony and multiple windows.
A grassy area with a building in the background, a flag, and several parked cars.

2. Lighthouse Inn

Lighthouse Inn
West Dennis
  • Dive into paradise at this private beachside retreat with a sun-drenched pool, tennis court, and endless seaside recreation.
$314 nightly
$359 total
Oct 23 - Oct 24
Total with taxes and fees
Lighthouse Inn
An indoor swimming pool with a wooden ceiling, multiple lounge chairs, and a brick floor.
A hotel room with a bed, a desk, a sofa, a window with a view of a pool, and framed pictures on the wall.
A modern bar area with a central island, bar stools, and hanging pendant lights.
A spacious lobby with a blue patterned carpet, a sofa with blue and white pillows, a glass coffee table, and a blue armchair.

3. Four Points by Sheraton Eastham Cape Cod

Four Points by Sheraton Eastham Cape Cod
Eastham
  • Dive into year-round aquatic bliss at this Cape Cod hotel with both indoor and outdoor pool options.
$135 nightly
$155 total
Oct 25 - Oct 26
Total with taxes and fees
Four Points by Sheraton Eastham Cape Cod
A covered outdoor pool area with lounge chairs and a glass-enclosed structure.
A modern bathroom with a white sink, two faucets, and a mirror above. There is a towel rack with a towel and a green bag on the left.
A black metal wardrobe with multiple shelves, a hanging rack, and a small table.
A hotel room with two beds, a large mirror, and artwork on the walls.

4. Endless Dunes, A Modern Motel

Endless Dunes, A Modern Motel
Eastham
  • Pool paradise for year-round swimmers with indoor and seasonal outdoor water fun.
Endless Dunes, A Modern Motel
An aerial view of a residential property with a swimming pool, a gazebo, and a well-maintained lawn.
A building with a red door, black shutters, and hanging flower baskets.
A kitchen with a white island, a fireplace, and a surfboard decoration.
A modern kitchen with stainless steel appliances, wooden cabinets, and a marble countertop.

5. Eagle Wing Inn - Cape Cod

Eagle Wing Inn - Cape Cod
Eastham
  • Dive into the inviting outdoor pool at this coastal retreat with comfortable sun loungers and peaceful gardens.
$132 nightly
$151 total
Oct 19 - Oct 20
Total with taxes and fees
Eagle Wing Inn - Cape Cod
A pool area with lounge chairs and a fire pit, surrounded by stone walls and potted plants.
A dining area with tables set for two, overlooking a body of water with a sailboat.
A sunlit room with a view of the sea, featuring a sofa, a round table, and a chair.
A balcony with wicker furniture, a table with a vase and wine glass, and a view of the sea.

6. Wequassett Resort and Golf Club

Wequassett Resort and Golf Club
Harwich
  • Swim through summer in a luxury cabana paradise with poolside bars and ocean breezes.
$386 nightly
$442 total
Nov 8 - Nov 9
Total with taxes and fees
Wequassett Resort and Golf Club
An indoor swimming pool with wooden walls, white chairs, and potted plants.
A restaurant with multiple dining tables and chairs, large windows with umbrellas, and artwork on the walls.
A room with striped chairs, a green sofa, and a wooden floor. There are two lamps on side tables, and a plant in a basket.
A pathway lined with red and purple flowers leading to a building.

7. Wellfleet Lodge

Wellfleet Lodge
Wellfleet
  • Aquatic bliss awaits with indoor pool access year-round and a seasonal outdoor pool for summer splashing.
Wellfleet Lodge
A spa area with a hot tub and a swimming pool, surrounded by large windows and potted plants.
A spacious living room with a wooden ceiling, large windows, a dining area with a table set for four, and a sofa with cushions.
A staircase with ornate brass handrails and a mirror.
A dining area with a wooden table, chairs, and a vase of flowers. There is a kitchen with a sink and a window above it.

8. Whalewalk Inn and Spa

Whalewalk Inn and Spa
Eastham
  • Escape to the indoor pool sanctuary at this Cape Cod haven near natural wonders.
$212 nightly
$243 total
Oct 19 - Oct 20
Total with taxes and fees
Whalewalk Inn and Spa
A clear swimming pool with blue lounge chairs and a blue umbrella.
A restaurant with brick arches, wooden tables, and chairs. There is a bar area with bottles and a television screen.
An outdoor patio with tables and chairs, umbrellas, and a view of the ocean.
Three children playing in shallow water on a beach.

9. The Villages at Ocean Edge

The Villages at Ocean Edge
Brewster
  • Dive into paradise with 7 amazing pools, each offering a different vibe for every vacation mood.
$145 nightly
$165 total
Nov 18 - Nov 19
Total with taxes and fees
The Villages at Ocean Edge
An indoor water park with a boat-shaped play area, a boat house, and a large slide.
A spacious lobby with a large blue mural, comfortable seating areas, and a prominent circular floor design.
A bar area with a high counter, multiple seating options, and a ceiling with a shark motif.
A cozy lounge area with wicker furniture, a central round table, and a decorative archway with a sign.

10. Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod
Hyannis
  • Poolside paradise at this Cape Cod resort with outdoor pools, waterpark, and a lazy river waiting for you.
$211 nightly
$242 total
Nov 1 - Nov 2
Total with taxes and fees
Margaritaville Resort Cape Cod
View all properties

Choose what matters most at hotels with a pool in Eastham

Breakfast included
Hot tub
4 stars
5 stars
Beach

Top Eastham Hotel Reviews

Four Points by Sheraton Eastham Cape Cod

Four Points by Sheraton Eastham Cape Cod

10/10 Excellent
"Just could use a free breakfast instead of the buffet as it’s the same thing that you get for free at other hotels and water in the pool needs to be warmer"
jackie 1-night trip
Posted 7 hours ago
Four Points by Sheraton Eastham Cape Cod
Ocean Park Inn

Ocean Park Inn

10/10 Excellent
"Clean & quiet, I felt safe as a solo female traveler."
Lauren 1-night trip
Posted 2 days ago
Ocean Park Inn
Viking Shores Motor Inn

Viking Shores Motor Inn

8/10 Good
"The property was very convenient to be in mid Cape near Nauset Light. The room was basic but comfortable and very clean. Staff was lovely. It was off season and I only a basic stay."
Dawn 3-night trip
Posted 4 days ago
Viking Shores Motor Inn

Frequently asked questions

What are the best hotels in Eastham with outdoor pools?
Eagle Wing Inn - Cape Cod is a delightful 3-star hotel that stands out for its inviting outdoor pool, where families can unwind and soak up the sun. Guests rave about the comfortable rooms that are easily accessible and the excellent buffet breakfast that fuels your day of adventure. With a stellar review score of 9.8, it's no wonder that families appreciate the friendly and helpful staff, as well as the super comfortable beds that guarantee a restful night.Another great option is Four Points by Sheraton Eastham Cape Cod, also a 3-star property featuring an outdoor pool. Families enjoy spacious and clean rooms, with a traveller rating of 8.2. The amenities are quite commendable, offering free WiFi and self-parking, making it convenient for families on the go. The staff is known for their helpful and professional service, ensuring a pleasant stay.For those looking for a more modern vibe, consider Endless Dunes, A Modern Motel. While it primarily features an indoor pool, it offers a lovely atmosphere with beautiful and clean rooms, garnering a review score of 9.0. The friendly staff and great location make it a great base for exploring Eastham and the surrounding Cape Cod area.Lastly, Viking Shores Motor Inn adds to the mix with its outdoor pool and a rating of 8.6. This hotel is conveniently located and known for its clean rooms and friendly front desk staff, creating a welcoming environment for families seeking a relaxing getaway.
How much does a hotel with outdoor pool in Eastham cost?
Enjoy staying in a hotel in Eastham with an outdoor pool. You can find a great deal from $116 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
Is it cheaper to book flights and a Eastham hotel with a pool as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect vacation package.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel in Eastham for you.

Explore a world of travel with Expedia