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
Oct 17 - Oct 18
Tomorrow
Oct 18 - Oct 19
Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1

Our top choices for Orleans hotels with a pool

A swimming pool with a fenced area, lounge chairs, and a building in the background.
A bathroom with a toilet, sink, and shower.
A brick building with a white picket fence, a lawn, and a sign for Skaket Beach Motel.
A hotel room with two beds, a desk with a television, a red chair, and a window with green curtains.

1. 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.
$113 nightly
$129 total
Oct 28 - Oct 29
Total with taxes and fees
Skaket Beach Motel
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a building.
A garden area with a welcome sign, outdoor seating, and a blue umbrella.
A bathroom with a shower curtain, a bathtub, and a tiled wall with a marble-like pattern.
A hotel room with a large bed, two bedside tables, a wall-mounted painting, and a patterned carpet.

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.
$110 nightly
$126 total
Oct 20 - Oct 21
Total with taxes and fees
Rodeway Inn Orleans - Cape Cod
An aerial view of a residential property with a swimming pool, a gazebo, and a well-maintained lawn.
A sandy beach with gentle waves and a clear sky.
A building with a red door, black shutters, and hanging flower baskets.
A modern kitchen with stainless steel appliances, wooden cabinets, and a marble countertop.

3. 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
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 modern bar area with a central island, bar stools, and hanging pendant lights.
A hotel room with a bed, a desk, a sofa, a window with a view of a pool, and framed pictures on the wall.

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
Oct 25 - Oct 26
Total with taxes and fees
Four Points by Sheraton Eastham Cape Cod
A clear swimming pool with blue lounge chairs and a blue umbrella.
Three children playing in shallow water on a beach.
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.

5. 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.
$148 nightly
$169 total
Nov 8 - Nov 9
Total with taxes and fees
The Villages at Ocean Edge
A clear swimming pool with lounge chairs and umbrellas, surrounded by a fence and trees.
A modern bathroom with a white sink, a toilet, a glass-enclosed shower, and a mirror with a light.
A row of motel rooms with individual air conditioning units, a covered parking area, and a forested backdrop.
A living room with a flat-screen TV mounted on the wall, a window with patterned curtains, a sofa with patterned cushions, and an air conditioning unit on the wall.

6. Wilder Inn South Wellfleet, Outset Collection by Hilton

Wilder Inn South Wellfleet, Outset Collection by Hilton
Wellfleet
$106 nightly
$121 total
Nov 1 - Nov 2
Total with taxes and fees
Wilder Inn South Wellfleet, Outset Collection by Hilton
A rectangular swimming pool with a diving board, surrounded by lounge chairs and tables, with a wooden fence and trees in the background.
A campground with multiple cabins, surrounded by tall pine trees and a dirt path.
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.

7. 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.
$99 nightly
$113 total
Oct 31 - Nov 1
Total with taxes and fees
Blue Dolphin Inn
A spa area with a hot tub and a swimming pool, surrounded by large windows and potted plants.
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.
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.

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 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 beach with a sandy shore and a grassy cliff.
A hotel room with two beds, a large mirror, and artwork on the walls.

9. 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 18 - Oct 19
Total with taxes and fees
Endless Dunes, A Modern Motel
A poolside area with lounge chairs and a clear view of the pool.
A rooftop bar with outdoor seating and a view of the water.
An outdoor patio with tables and chairs, umbrellas, and a bar area.
An outdoor bar area with multiple screens displaying sports, surrounded by patrons.

10. The Mansion at Ocean Edge

The Mansion at Ocean Edge
Brewster
  • Dive into aquatic paradise with five pristine pools and poolside bars that elevate luxury relaxation to new heights.
$242 nightly
$277 total
Nov 15 - Nov 16
Total with taxes and fees
The Mansion at Ocean Edge
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

Cape Sands Inn

Cape Sands Inn

8/10 Good
"The room was very clean and bathroom . No issues"
Melanie 1-night trip
Posted 4 hours ago
Cape Sands Inn
The Villages at Ocean Edge

The Villages at Ocean Edge

10/10 Excellent
"Absolutely spotless villa. Shuttle buses were fantastic to and from villas but I tended to walk as a gorgeous walk via golf course from villas to mansion house. Shop was within walking distance which sold fab steaks. I stayed Arbor which is furthest away so 1.8 miles but shuttles run every 10 mins or so. No croissants breakfast which was a shame. Gorgeous old fashioned bar great lounge. No public transport so Ubers needed or your own car. If you play golf then fab venue. Beach by ocean view is fab. I was disappointed that they hadn’t huge outdoor pool as quite small although there are indoor pools."
Ann Marie 4-night trip
Posted 21 hours ago
The Villages at Ocean Edge
Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

8/10 Good
"Didn’t like the room next to the pool, especially on the first floor. No privacy. No fresh air. No sunlight. Had a damp feeling in the room the whole week. But we did like Nate the bar tender!"
James 4-night trip
Posted 1 day ago
Margaritaville Resort Cape Cod
Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

10/10 Excellent
"Beautiful hotel. I’d stay again"
Ediley 3-night trip
Posted 2 days ago
Uncommoner Hotel by Reverie Boutique Collection
Chatham Bars Inn

Chatham Bars Inn

10/10 Excellent
"We liked everything. The service was amazing and the resort is beautiful."
Linda 3-night trip
Posted 4 days ago
Chatham Bars Inn
Cape Cod Family Resort and Parks

Cape Cod Family Resort and Parks

10/10 Excellent
"Excellent experience"
April 2-night trip
Posted 5 days ago
Cape Cod Family Resort and Parks

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 $113 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