Wooden beach chairs and a wooden staircase on a sandy beach with a hilly background.

Find Hotels with a Pool in Orleans, MA

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Check availability on Orleans Hotels with a Pool

Tonight
Aug 22 - Aug 23
Tomorrow
Aug 23 - Aug 24
Next weekend
Aug 28 - Aug 30
In two weeks
Sep 4 - Sep 6

Our top choices for Orleans hotels with a pool

A swimming pool with a metal ladder, surrounded by colorful plastic chairs, a red umbrella, and a building with a wooden exterior.
A hotel room with a large bed, teal walls, and a wooden headboard. There are two bedside tables with lamps and small plants.
A kitchen with a brick stove, a white countertop, and a sign labeled "POOL TOWELS".
A modern bathroom with a glass-enclosed shower, a white sink, and a towel rack with folded towels.

1. Olde Tavern Motel And Inn

Olde Tavern Motel And Inn
Orleans
  • Soak in coastal charm at the seasonal outdoor pool surrounded by lush garden views at this beautifully renovated motel.
$129 nightly
$148 total
Sep 2 - Sep 3
Total with taxes and fees
Olde Tavern Motel And Inn
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a building.
A hotel reception area with a blue wall, a reception desk, a large window, and a welcome mat.
A hotel room with a large bed, two bedside tables, a wall-mounted painting, and a patterned carpet.
A bathroom with a shower curtain, a bathtub, and a tiled wall with a marble-like pattern.

2. Rodeway Inn Orleans - Cape Cod

Rodeway Inn Orleans - Cape Cod
Orleans
  • Splash into refreshing luxury with a clean, spacious pool perfect for sunny Cape Cod afternoons.
$135 nightly
$155 total
Sep 1 - Sep 2
Total with taxes and fees
Rodeway Inn Orleans - Cape Cod
A swimming pool with a fenced area, lounge chairs, and a building in the background.
A brick building with a white picket fence, a lawn, and a sign for Skaket Beach Motel.
A bathroom with a toilet, sink, and shower.
A covered patio with a round table and four chairs.

3. Skaket Beach Motel

Skaket Beach Motel
Orleans
  • Dive into relaxation at this coastal motel's seasonal outdoor pool, just steps from beautiful Skaket Beach and sunset views.
$140 nightly
$160 total
Sep 15 - Sep 16
Total with taxes and fees
Skaket Beach Motel
A poolside area with three lounge chairs, each with a pink towel, and a small table with a pink item on it.
A building with a sign reading "Ship's Knees Inn" and a blue door. There are flower beds with purple and white flowers on either side of the entrance.
A table with a muffin, a glass, and a menu, set against a wall with a sign reading "Ship's Knees Inn".
A beach with waves gently lapping at the shore.

4. Ship's Knees Inn

Ship's Knees Inn
East Orleans
  • Orleans B&B offers seasonal outdoor pool with sun loungers for adults seeking relaxation.
$336 nightly
$385 total
Aug 24 - Aug 25
Total with taxes and fees
Ship's Knees Inn
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 building with a red door, black shutters, and hanging flower baskets.
A sandy beach with gentle waves and a clear sky.

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.
$179 nightly
$205 total
Sep 1 - Sep 2
Total with taxes and fees
Eagle Wing Inn - Cape Cod
An indoor swimming pool with a wooden ceiling, multiple lounge chairs, and a brick floor.
A modern bar area with a central island, bar stools, and hanging pendant lights.
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.

6. 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.
$169 nightly
$193 total
Sep 13 - Sep 14
Total with taxes and fees
Four Points by Sheraton Eastham Cape Cod
A clear swimming pool with blue lounge chairs and a blue umbrella.
A golf course with sand bunkers, trees, and a clear blue sky.
An outdoor patio with tables and chairs, umbrellas, and a view of the ocean.
A restaurant with brick arches, wooden tables, and chairs. There is a bar area with bottles and a television screen.

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.
$195 nightly
$223 total
Sep 20 - Sep 21
Total with taxes and fees
The Villages at Ocean Edge
Three children in a swimming pool wearing different colored goggles.
A hammock between two trees in a grassy area with a building in the background.
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.

8. Ocean Park Inn

Ocean Park Inn
Eastham
  • Retreat offers 2 outdoor pools and an indoor oasis for year-round aquatic relaxation.
$94 nightly
$107 total
Sep 7 - Sep 8
Total with taxes and fees
Ocean Park Inn
A rectangular swimming pool with a diving board, surrounded by lounge chairs and tables, with a wooden fence and trees in the background.
A rustic outdoor seating area with wooden logs, white plastic chairs, and a fire pit.
A room with two wicker chairs, a small white table, and a window with a view.
A campground with multiple cabins, surrounded by tall pine trees and a dirt path.

9. Blue Dolphin Inn

Blue Dolphin Inn
Eastham
  • Soak in the sunshine at this Cape Cod retreat with its sparkling seasonal pool and cozy patios just steps from beautiful beaches.
$98 nightly
$112 total
Sep 15 - Sep 16
Total with taxes and fees
Blue Dolphin Inn
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.

10. Endless Dunes, A Modern Motel

Endless Dunes, A Modern Motel
Eastham
  • Pool paradise for year-round swimmers with indoor and seasonal outdoor water fun.
$139 nightly
$159 total
Sep 7 - Sep 8
Total with taxes and fees
Endless Dunes, A Modern Motel
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Choose what matters most at hotels with a pool in Orleans

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Orleans Hotel Reviews

Hyannis Plaza Hotel

Hyannis Plaza Hotel

10/10 Excellent
"Hot tub"
Alexander 1-night trip
Posted less than an hour ago
Hyannis Plaza Hotel
The Mariner Resort Cape Cod by The Red Collection

The Mariner Resort Cape Cod by The Red Collection

10/10 Excellent
"Nice. Place to stay Clean"
Anne 1-night trip
Posted 2 hours ago
The Mariner Resort Cape Cod by The Red Collection
Red Jacket Beach Resort

Red Jacket Beach Resort

10/10 Excellent
"Fabulous family vacation destination that is very well staffed with polite and professional employees. Everything is convenient and there are "plenty" in terms of pools (one is indoor, two are outdoor), pool chairs, beach loungers, etc. The "Bean Box" on the beach is a nice touch as is the multiple water stations throughout the property for hydration. Beach umbrellas were set up by the staff at no extra charge. Beach attendants (for lunch, drinks and cocktails) were attentive, friendly and polite. The Sam Adams Beach Bar is terrific - easy to access and perfect for those who want to stay on the beach during lunch. The food offereings were limited but good. Close to town with a lot of different shops, restaurants, etc. Can't beat the location of this resort - and we hope to return again soon."
Frances 4-night trip
Posted 4 hours ago
Red Jacket Beach Resort
Holiday Hill Inn & Suites

Holiday Hill Inn & Suites

8/10 Good
"Yes it’s good"
xin 1-night trip
Posted 15 hours ago
Holiday Hill Inn & Suites
Freebird Motor Lodge by Reverie Boutique Collection

Freebird Motor Lodge by Reverie Boutique Collection

10/10 Excellent
"Thoroughly enjoyed our 2 night stay at the freebird, which has a nice quirky vibe and was ideal for our whistle-stop tour of the cape. Room was spotless and welll equipped."
Philip 2-night trip
Posted 16 hours ago
Freebird Motor Lodge by Reverie Boutique Collection
Bayside Resort Hotel

Bayside Resort Hotel

10/10 Excellent
"We had a wonderful stay at the Bayside Resort in West Yarmouth! The entire property was exceptionally clean, including our room. We especially loved having both an indoor and outdoor pool to enjoy, and the kids had so much fun playing in the arcade! The staff was excellent—friendly, attentive, and responsive to all of our needs. We also appreciated the thoughtful touches throughout the resort, especially the Adirondack chairs overlooking Lewis Bay and the cozy fire pits at night. The complimentary breakfast each morning was another wonderful amenity and made our stay even more enjoyable. Bayside Resort is a beautiful, relaxing, and family-friendly place to stay. We would absolutely return!"
Shannon 5-night trip
Posted 18 hours ago
Bayside Resort Hotel
Hyannis Harbor Hotel

Hyannis Harbor Hotel

10/10 Excellent
"Our family of 5 had a wonderful time here. Across from the ferry Restaurants and Town center within walking distance. Lots of shopping in the town center Central Cape Cod location Best Ice cream right across the street Black Cat Restaurant is a must! They have a takeout window, a back area for casual dining, and main restaurant for upscale dining."
Nathaniel 3-night trip
Posted 19 hours ago
Hyannis Harbor Hotel
Holiday Inn Express Hyannis Cape Cod by IHG

Holiday Inn Express Hyannis Cape Cod by IHG

10/10 Excellent
"This hotel is the cleanest I’ve ever been to. The staff are very nice & friendly. And best of all it’s Pet Friendly. The only negative thing to me was the $40 a day pet fee. The last Holiday Inn Express I stayed at in Warwick, RI last week was only a $50 one time per stay fee which is more reasonable I would travel a lot more if the fee was lower. Other than that Holiday Inn express is my place to go to!! And the breakfast is out of this world. Although I don’t eat much in the morning."
Carolyn 2-night trip
Posted 1 day ago
Holiday Inn Express Hyannis Cape Cod by IHG

Frequently asked questions

How much does a hotel with outdoor pool in Orleans cost?
Enjoy staying in a hotel in Orleans with an outdoor pool. You can find a great deal from $107 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.
What are some of the best Orleans hotels with outdoor pools and scenic views?
Ship's Knees Inn is a charming 3-star hotel that offers a delightful outdoor pool surrounded by sun loungers, great for basking in the scenic views of the ocean. Guests rave about the stunning vistas, making it an ideal spot for families looking to unwind and enjoy the beauty of Orleans.In addition to the inviting pool area, this hotel provides complimentary breakfast options, including a continental spread to kickstart your day. The free Wi-Fi and toiletries add to the convenient and quality experience that families appreciate.
Is it cheaper to book flights and a Orleans 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 Orleans for you.

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