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
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 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 dining area with round tables and chairs, floral centerpieces, and decorative wall signs.
A modern bathroom with a glass-enclosed shower, a white sink, and a towel rack with folded towels.
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.
$99 nightly
$113 total
Oct 6 - Oct 7
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 garden area with a welcome sign, outdoor seating, and a blue umbrella.
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.

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.
$104 nightly
$120 total
Oct 8 - Oct 9
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 bathroom with a toilet, sink, and shower.
A hotel room with two beds, a desk with a television, a red chair, and a window with green curtains.
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.
$112 nightly
$128 total
Oct 13 - Oct 14
Total with taxes and fees
Skaket Beach Motel
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.

4. 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
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.

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.
$135 nightly
$155 total
Nov 1 - Nov 2
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.

6. 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
A poolside area with lounge chairs and a clear view of the pool.
A large, red-roofed building with a stone facade, surrounded by well-maintained gardens and a cobblestone driveway.
An outdoor bar area with multiple screens displaying sports, surrounded by patrons.
A rooftop bar with outdoor seating and a view of the water.

7. 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.
$222 nightly
$254 total
Oct 25 - Oct 26
Total with taxes and fees
The Mansion at Ocean Edge
A pool area with lounge chairs and umbrellas, surrounded by trees.
A wooden boardwalk leading to a covered area with a view of the sunset over the ocean.
A bedroom with a large bed, two wall-mounted picture frames, a window with a view, and a wicker chair.
A two-story house with a covered porch, a brick pathway leading to the entrance, and a well-maintained lawn.

8. Charm on Main by Ocean Edge

Charm on Main by Ocean Edge
Sea Pines
  • Escape to a white sand beach retreat with a seasonal outdoor pool, sun loungers, and umbrellas just steps from the shore.
$146 nightly
$167 total
Oct 19 - Oct 20
Total with taxes and fees
Charm on Main by Ocean Edge
A spa area with a hot tub and a swimming pool, surrounded by large windows and potted plants.
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 two-story house with a porch, surrounded by lush greenery and flowering bushes.
A staircase with ornate brass handrails and a mirror.

9. 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 16 - Oct 17
Total with taxes and fees
Whalewalk Inn and Spa
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 sign for Ocean Park Inn with a clear view of the surrounding greenery and a building in the background.
A hotel room with two beds, a desk, and a chair.

10. 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
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
"Loved my stay here. Outdoor pool was open great hours, considering it was late in the season. Indoor pool and hot tub were clean, also with great hours. Breakfast had a much larger selection than usual continental breakfast menu. Loved the onsite bar, and the outdoor firepit area right on the edge of the saltmarsh. Rooms were clean, with a comfortable bed. Staff were very helpful and kind. I'm looking forward to staying again sometime soon!"
Laura 2-night trip
Posted 13 hours ago
Bayside Resort Hotel
Red Jacket Beach Resort

Red Jacket Beach Resort

10/10 Excellent
"Loved staying here. Definitely will be back!"
Kevin 1-night trip
Posted 13 hours ago
Red Jacket Beach Resort
Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

10/10 Excellent
"Loved the hotel and can’t speak more highly of the staff. Only disappointment was the restaurant and grounds were closed our second night due to a private function. Our first night was rained out so giving up our last night to a private party was unfortunate. Maybe in the future they will open some part of the property for hotel guests to enjoy while accommodating a private party."
Melissa 2-night trip
Posted 15 hours ago
Uncommoner Hotel by Reverie Boutique Collection
Holiday Hill Inn & Suites

Holiday Hill Inn & Suites

10/10 Excellent
"Absolutely fabulous spot. Perfect for the off season when there isn't much traffic. We absolutely loved our room and found it really convenient. We loved having a nice cream store and an arcade in the same parking lot, it was a fantastic room, and the staff were lovely and helpful."
Deana 2-night trip
Posted 16 hours ago
Holiday Hill Inn & Suites
Riviera Beach Resort

Riviera Beach Resort

10/10 Excellent
"Great property and excellent location!"
Brian 2-night trip
Posted 1 day ago
Riviera Beach Resort
Sunbird ANNEX Resort

Sunbird ANNEX Resort

10/10 Excellent
"Great area, fun spot, cozy. I suggest getting the cottages is very nice. We loved it"
Jose 1-night trip
Posted 2 days ago
Sunbird ANNEX Resort
Hyannis Travel Inn

Hyannis Travel Inn

10/10 Excellent
"The staff were friendly and helpful. Great location. I would definitely stay again!"
Tracy 3-night trip
Posted 2 days ago
Hyannis Travel Inn
Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

8/10 Good
"It was a nice place to stay."
Norine 2-night trip
Posted 2 days ago
Margaritaville Resort Cape Cod
Cape Sands Inn

Cape Sands Inn

8/10 Good
"Accommodation was clean, basic but quite acceptable."
Wendy 7-night trip
Posted 3 days ago
Cape Sands Inn

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 $99 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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