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

Find Hotels with a Pool in Orleans, MA

Check availability on Orleans Hotels with a Pool

Tonight
Oct 16 - Oct 17
Tomorrow
Oct 17 - Oct 18
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

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 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.

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
Nov 9 - Nov 10
Total with taxes and fees
Skaket Beach Motel
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a building.
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.
A garden area with a welcome sign, outdoor seating, and a blue umbrella.

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.
$114 nightly
$130 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 kitchen with a white island, a fireplace, and a surfboard decoration.
A building with a red door, black shutters, and hanging flower baskets.

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 18 - Oct 19
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 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.
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.

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 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.
A hotel room with a bed, two chairs, a table, a desk, a mirror, and a door leading to another room.
A row of motel rooms with individual air conditioning units, a covered parking area, and a forested backdrop.

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 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 two-story house with a porch, surrounded by lush greenery and flowering bushes.
A staircase with ornate brass handrails and a mirror.

7. 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 hotel room with two beds, a large mirror, and artwork on the walls.
A black metal wardrobe with multiple shelves, a hanging rack, and a small table.

8. 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 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 campground with multiple cabins, surrounded by tall pine trees and a dirt path.
A room with two wicker chairs, a small white table, and a window with a view.

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.
$99 nightly
$113 total
Oct 30 - Oct 31
Total with taxes and fees
Blue Dolphin Inn
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 bar area with multiple screens displaying sports, surrounded by patrons.
An outdoor patio with tables and chairs, umbrellas, and a bar area.

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

Hyannis Travel Inn

Hyannis Travel Inn

8/10 Good
"The room was clean but dated. The towels were aged the sheets were yellowed but it was definitely clean. The staff were pleasant, friendly and helpful. There is no elevator and the king beds are on the 3rd floor but the staff helped with our luggage. Parking was free and close by. This inn is within walking distance to the ship port for Martha’s Vineyard which was nice because it saved us from paying for parking. The air conditioning worked well as well as the heat. The breakfast was basic continental. The room came with a microwave and a large dorm sized refrigerator. Overall this is a basic friendly clean place to stop to visit nearby sites."
D 2-night trip
Posted 3 hours ago
Hyannis Travel Inn
Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

10/10 Excellent
"The actual facility was beautiful, the rooms were clean and the staff was great Their only fault was how pathetically underwhelming their breakfast buffet was ($16.99 per person). This was the type of breakfast that most ordinary hotels offer as complimentary."
Steven 3-night trip
Posted 4 hours 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 5 hours ago
Uncommoner Hotel by Reverie Boutique Collection
Bayside Resort Hotel

Bayside Resort Hotel

10/10 Excellent
"A little dated but comfortable, clean and a good choice of breakfast. Lovely area outside to the rear of the Hotel and both pool areas were very nice. Absolutely perfect if travelling with children."
judith 3-night trip
Posted 15 hours ago
Bayside Resort Hotel
Hyannis Harbor Hotel

Hyannis Harbor Hotel

8/10 Good
"No amenities"
Ray 1-night trip
Posted 1 day ago
Hyannis Harbor Hotel
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 2 days ago
Chatham Bars Inn
The Villages at Ocean Edge

The Villages at Ocean Edge

8/10 Good
"The room design was spacious and comfortable. However we were on the first floor of Alden area apartment and the second floor guests could be heard walking around, very disturbing when sleeping."
Thomas 3-night trip
Posted 3 days ago
The Villages at Ocean Edge
Hyannis Plaza Hotel

Hyannis Plaza Hotel

10/10 Excellent
"Property is good the bad is that doesn’t have a microwave in room and others use parking from places around and when I want to park there is no parking and I am paying for this hotel."
Franchesca 2-night trip
Posted 4 days ago
Hyannis Plaza Hotel
Cape Cod Family Resort and Parks

Cape Cod Family Resort and Parks

10/10 Excellent
"Excellent experience"
April 2-night trip
Posted 4 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 $121 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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