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

Find Hotels with a Pool in Orleans, 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 Orleans Hotels with a Pool

Tonight
Sep 8 - Sep 9
Tomorrow
Sep 9 - Sep 10
This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20

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 kitchen with a brick stove, a white countertop, and a sign labeled "POOL TOWELS".
A dining area with round tables and chairs, floral centerpieces, and decorative wall signs.
A hotel room with a large bed, teal walls, and a wooden headboard. There are two bedside tables with lamps and small plants.

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.
$110 nightly
$126 total
Oct 4 - Oct 5
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 room with a large bed, two bedside tables, a wall-mounted painting, and a patterned carpet.
A hotel reception area with a blue wall, a reception desk, a large window, and a welcome mat.
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.
$106 nightly
$121 total
Oct 1 - Oct 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 covered patio with a round table and four chairs.
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.

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.
$130 nightly
$149 total
Oct 7 - Oct 8
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 table with a muffin, a glass, and a menu, set against a wall with a sign reading "Ship's Knees Inn".
A cozy room with a TV, wicker furniture, and a white wall with a hanging robe.
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.

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.
$307 nightly
$351 total
Oct 4 - Oct 5
Total with taxes and fees
Ship's Knees Inn
An indoor swimming pool with a wooden ceiling, multiple lounge chairs, and a brick floor.
A spacious lobby with a blue patterned carpet, a sofa with blue and white pillows, a glass coffee table, and a blue armchair.
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 restaurant with hexagonal patterned flooring, booth seating, and pendant lighting.

5. 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.
$144 nightly
$164 total
Oct 4 - Oct 5
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 modern kitchen with stainless steel appliances, wooden cabinets, and a marble countertop.
A building with a red door, black shutters, and hanging flower baskets.
A kitchen with a white island, a fireplace, and a surfboard decoration.

6. 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.
$169 nightly
$193 total
Oct 7 - Oct 8
Total with taxes and fees
Eagle Wing Inn - 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.
Three children playing in shallow water on a beach.

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.
$181 nightly
$207 total
Sep 27 - Sep 28
Total with taxes and fees
The Villages at Ocean Edge
Three children in a swimming pool wearing different colored goggles.
A hotel room with two beds, a desk, and a chair.
A hammock between two trees in a grassy area with a building in the background.
A sign for Ocean Park Inn with a clear view of the surrounding greenery and a building in the background.

8. Ocean Park Inn

Ocean Park Inn
Eastham
  • Retreat offers 2 outdoor pools and an indoor oasis for year-round aquatic relaxation.
$78 nightly
$89 total
Oct 5 - Oct 6
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 hotel room with two beds, a desk, a chair, a wardrobe, and a window with curtains.
A room with two wicker chairs, a small white table, and a window with a view.
A rustic outdoor seating area with wooden logs, white plastic chairs, and a fire pit.

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.
$81 nightly
$93 total
Sep 22 - Sep 23
Total with taxes and fees
Blue Dolphin Inn
A covered outdoor pool area with lounge chairs and a glass-enclosed structure.
A hotel room with two beds, a large mirror, and artwork on the walls.
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.

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.
$149 nightly
$171 total
Sep 27 - Sep 28
Total with taxes and fees
Endless Dunes, A Modern Motel
View all properties

Choose what matters most at hotels with a pool in Orleans

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Orleans Hotel Reviews

Bayside Resort Hotel

Bayside Resort Hotel

10/10 Excellent
"It was close to the ferry. Rooms well maintained. Friendly staff"
Meline 4-night trip
Posted less than an hour ago
Bayside Resort Hotel
Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

10/10 Excellent
"Room as beautiful. There was a lot to do with young kids as well! Will come again. Great location to"
Sara-Rose 3-night trip
Posted less than an hour ago
Margaritaville Resort Cape Cod
All Seasons Resort, Trademark Collection by Wyndham

All Seasons Resort, Trademark Collection by Wyndham

10/10 Excellent
"Wonderful stay for our girls trip! Would absolutely come back."
Bernice 3-night trip
Posted less than an hour ago
All Seasons Resort, Trademark Collection by Wyndham
Cape Sands Inn

Cape Sands Inn

8/10 Good
"Location was great"
Linda 2-night trip
Posted 1 hour ago
Cape Sands Inn
Skaket Beach Motel

Skaket Beach Motel

10/10 Excellent
"I really liked this Motel, one of the best Motels I ever stayed in. and my son agrees! I typically fon't like to stay in mOtels and I am not sure all rooms were like the one we stayed in, but was remodeled, super clean, loved that there was a deck. staff super friendly, family owned. they care and i met some folks that stay there every year bc they love it. comfy beds, great bathroom. super dafe area, we leaved our bikes in the lower deack overnight for a couple nights and was perfect ok. did some bike around the area and some restaurants are walking distance and shaws accross the st. and beach is 6 min drive or if not carrying much can bike to the beach too. I would go back there, also love the Skaket beach, was my firts time there and is one of the best in Mass."
Jucelia 2-night trip
Posted 2 hours ago
Skaket Beach Motel
Dune Crest Hotel

Dune Crest Hotel

10/10 Excellent
"The resort has been renovated and it is a delightful spot with great amenities. I particularly enjoyed the yoga classes, the pool and the complementary breakfast."
Maria 3-night trip
Posted 16 hours ago
Dune Crest Hotel
Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

10/10 Excellent
"Had a pleasant stay at the hotel!!! Cannot wait to come back !"
Myrielle 3-night trip
Posted 17 hours ago
Uncommoner Hotel by Reverie Boutique Collection
Sunbird ANNEX Resort

Sunbird ANNEX Resort

10/10 Excellent
"This place a wonderful place to stay for the weekend summer fun. Its very family friendly, clean & safe for kids to run around & play. We absolutly loved the BBQ area & the warm water indoor pool. The breakfast was also very nice & full of every different choices. We will definatly return to this resort next summer."
Highnoosh 2-night trip
Posted 17 hours ago
Sunbird ANNEX Resort
Holiday Hill Inn & Suites

Holiday Hill Inn & Suites

10/10 Excellent
"We went for the weekend. Staff was great answering all my questions. Bed was comfortable. Room was clean. Housekeeping came every day with fresh towels. Pool was taken care of very well. It sparkled.. close to the beach. Quiet. Just a short drive to activities and shops"
Mary 3-night trip
Posted 18 hours ago
Holiday Hill Inn & Suites

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 $89 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.

Explore a world of travel with Expedia