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

Find Hotels with a Pool in Eastham, MA

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Check availability on Eastham Hotels with a Pool

Tonight
Oct 5 - Oct 6
Tomorrow
Oct 6 - Oct 7
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

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 series of tents with beds and seating areas, surrounded by a garden with various plants and a wooden deck.
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.

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.
$391 nightly
$448 total
Nov 3 - Nov 4
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 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.
A waterfront property with outdoor seating, a long pathway, and a view of the sea.

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.
$104 nightly
$119 total
Oct 6 - Oct 7
Total with taxes and fees
Lighthouse Inn
An indoor water park with a boat-shaped play area, a boat house, and a large slide.
A hotel named 'Margaritaville Resort' with a prominent blue roof, large glass entrance, and outdoor seating area.
A bar area with a high counter, multiple seating options, and a ceiling with a shark motif.
A spacious lobby with a large blue mural, comfortable seating areas, and a prominent circular floor design.

3. 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.
$184 nightly
$211 total
Oct 25 - Oct 26
Total with taxes and fees
Margaritaville Resort Cape Cod
An indoor swimming pool with a wooden ceiling, multiple lounge chairs, and a brick floor.
A modern restaurant with hexagonal patterned flooring, booth seating, and pendant lighting.
A spacious lobby with a blue patterned carpet, a sofa with blue and white pillows, a glass coffee table, and a blue armchair.
A modern bar area with a central island, bar stools, and hanging pendant lights.

4. 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
Nov 1 - Nov 2
Total with taxes and fees
Four Points by Sheraton Eastham Cape Cod
An aerial view of a residential property with a swimming pool, a gazebo, and a well-maintained lawn.
A kitchen with a white island, a fireplace, and a surfboard decoration.
A sandy beach with gentle waves and a clear sky.
A building with a red door, black shutters, and hanging flower baskets.

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 7 - Oct 8
Total with taxes and fees
Eagle Wing Inn - Cape Cod
A covered outdoor pool area with lounge chairs and a glass-enclosed structure.
A black metal wardrobe with multiple shelves, a hanging rack, and a small table.
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 hotel room with two beds, a large mirror, and artwork on the walls.

6. Endless Dunes, A Modern Motel

Endless Dunes, A Modern Motel
Eastham
  • Pool paradise for year-round swimmers with indoor and seasonal outdoor water fun.
$129 nightly
$148 total
Oct 8 - Oct 9
Total with taxes and fees
Endless Dunes, A Modern Motel
A clear swimming pool with blue lounge chairs and a blue umbrella.
A golf course with sand bunkers, trees, and a clear blue sky.
Three children playing in shallow water on a beach.
An outdoor patio with tables and chairs, umbrellas, and a view of the ocean.

7. 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.
$167 nightly
$191 total
Nov 1 - Nov 2
Total with taxes and fees
The Villages at Ocean Edge
An indoor swimming pool with wooden walls, white chairs, and potted plants.
An outdoor patio with wooden tables and chairs, green umbrellas, 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.

8. Wellfleet Lodge

Wellfleet Lodge
Wellfleet
  • Aquatic bliss awaits with indoor pool access year-round and a seasonal outdoor pool for summer splashing.
$129 nightly
$148 total
Oct 6 - Oct 7
Total with taxes and fees
Wellfleet Lodge
Three children in a swimming pool wearing different colored goggles.
A hotel room with two beds, a desk, and a chair.
A room with a blue sofa, a wooden chair, a small table with a lamp, and a vase with flowers.
A hammock between two trees in a grassy area with a building in the background.

9. Ocean Park Inn

Ocean Park Inn
Eastham
  • Retreat offers 2 outdoor pools and an indoor oasis for year-round aquatic relaxation.
$86 nightly
$99 total
Oct 6 - Oct 7
Total with taxes and fees
Ocean Park Inn
An indoor swimming pool with a wooden ceiling, potted plants, and lounge chairs.
A beachside table with two chairs, a blue umbrella, and a white tablecloth.
A beach scene with a directional signpost and beach chairs.
A two-story building with a prominent tower, large windows, and a well-lit entrance.

10. Bayside Resort Hotel

Bayside Resort Hotel
West Yarmouth
  • Float between two pools and bask in poolside bliss at this hotel with poolside bars and sunbathing spots.
$95 nightly
$109 total
Nov 1 - Nov 2
Total with taxes and fees
Bayside Resort Hotel
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

Endless Dunes, A Modern Motel

Endless Dunes, A Modern Motel

10/10 Excellent
"👍"
YURI 3-night trip
Posted 6 days ago
Endless Dunes, A Modern Motel

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 $94 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.

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