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 21 - Oct 22
Tomorrow
Oct 22 - Oct 23
This weekend
Oct 23 - Oct 25
Next weekend
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 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.
A covered patio with a round table and four chairs.

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 18 - Nov 19
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 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.
$110 nightly
$126 total
Oct 25 - Oct 26
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 modern kitchen with stainless steel appliances, wooden cabinets, and a marble countertop.
A sandy beach with gentle waves and a clear sky.
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.
$129 nightly
$148 total
Oct 22 - Oct 23
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 spacious lobby with a blue patterned carpet, a sofa with blue and white pillows, a glass coffee table, and a blue armchair.
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.

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 28 - Oct 29
Total with taxes and fees
Four Points by Sheraton Eastham Cape Cod
A clear swimming pool with blue lounge chairs and a blue umbrella.
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.
Three children playing in shallow water on a beach.

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.
$160 nightly
$183 total
Nov 8 - Nov 9
Total with taxes and fees
The Villages at Ocean Edge
A swimming pool with a house in the background.
A clear swimming pool with lounge chairs and umbrellas, surrounded by a fence and trees.
A hotel room with a bed, two chairs, a table, a desk, a mirror, and a door leading to another room.
A hotel room with a bed, a desk, a chair, a window with curtains, and a framed picture 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 spa area with a hot tub and a swimming pool, surrounded by large windows and potted plants.
A two-story house with a porch, surrounded by lush greenery and flowering bushes.
A staircase with ornate brass handrails and a mirror.
A spacious living room with a wooden ceiling, large windows, a dining area with a table set for four, and a sofa with cushions.

7. Whalewalk Inn and Spa

Whalewalk Inn and Spa
Eastham
  • Escape to the indoor pool sanctuary at this Cape Cod haven near natural wonders.
$215 nightly
$246 total
Oct 23 - Oct 24
Total with taxes and fees
Whalewalk Inn and Spa
A pool area with lounge chairs and umbrellas, surrounded by trees.
A spacious indoor dining area with multiple tables and wicker chairs, large windows with decorative plates, and an exit sign.
A wooden boardwalk leading to a covered area with a view of the sunset over the ocean.
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.
$170 nightly
$194 total
Oct 29 - Oct 30
Total with taxes and fees
Charm on Main by Ocean Edge
A poolside area with lounge chairs and a clear view of the pool.
An outdoor patio with tables and chairs, umbrellas, and a bar area.
A rooftop bar with outdoor seating and a view of the water.
An outdoor bar area with multiple screens displaying sports, surrounded by patrons.

9. 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.
$246 nightly
$281 total
Nov 15 - Nov 16
Total with taxes and fees
The Mansion at Ocean Edge
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 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.

10. 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.
$110 nightly
$126 total
Oct 22 - Oct 23
Total with taxes and fees
Blue Dolphin Inn
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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

The Corsair & Cross Rip Oceanfront Resort

The Corsair & Cross Rip Oceanfront Resort

10/10 Excellent
"We were there for one night in mid-October 2026. The full kitchen was a surprising addition! The beds were comfortable. A sitting area as you enter through the sliders was a great space to relax. The bathroom and shower were good. Although we did not explore the many pool options available at their multiple properties, the outdoor pool and hot tub in our section (the Corsair) looked fine. There is an outdoor heated pool and an indoor pool in their other buildings. Having a beach to step out onto and walk (a short distance between the two jettes) was a bonus. There are beach chairs provided by the hotel. We have a dog so it is always great to find a pet friendly hotel with nice amenities. The pet fee is $50 per night, which if staying more than a couple of days is steep. We are used to paying between $50 and $100 for a pet fee per stay, not per night. And, there are specific rooms designated as pet friendly, so although we booked a second floor, sea-view room, we had to stay in a first-floor room with a parking lot view. In fairness to the hotel, we had booked through a 3rd party site, and I received an email from the hotel asking that I call about the reservation, so we were informed about the room change prior to arrival. Just a few notes of traveling with a dog. We would return, nice hotel in a great location."
Sharon 1-night trip
Posted 2 hours ago
The Corsair & Cross Rip Oceanfront Resort
Hyannis Harbor Hotel

Hyannis Harbor Hotel

10/10 Excellent
"Great location, staff was extremely helpful"
N. 1-night trip
Posted 5 hours ago
Hyannis Harbor Hotel
Bayside Resort Hotel

Bayside Resort Hotel

8/10 Good
"Tub in the room was awesome. We lost power the morning we were going to check out. About 4 hours with electricity. I called the front desk 2 times. With no response. I know the front staff are not electricians but they could have acknowledged us. Over all. Good stay"
cecilia 2-night trip
Posted 5 hours ago
Bayside Resort Hotel
Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

10/10 Excellent
"The decor is great and it's the rare place that doesn't only value style. Lots of good function too! Thank you for having lots of hooks, many lighting options, and an outlet next to the bed."
Adrienne 1-night trip
Posted 21 hours ago
Uncommoner Hotel by Reverie Boutique Collection
Blue Water Resort

Blue Water Resort

10/10 Excellent
"Great location!"
Mike 1-night trip
Posted 21 hours ago
Blue Water Resort
Cape Sands Inn

Cape Sands Inn

10/10 Excellent
"Very clean rooms with wonderful attentive staff."
Joe 1-night trip
Posted 23 hours ago
Cape Sands Inn
Hyannis Travel Inn

Hyannis Travel Inn

10/10 Excellent
"Great stay. Fantastic location for harbour and Hy-line and eating establishments. Accommodation was excellent and super value for money. The staff bent over backwards to help and support. I wish we’d stayed here longer and bypassed Rhode Island!"
Lindsey 3-night trip
Posted 1 day ago
Hyannis Travel Inn
The Villages at Ocean Edge

The Villages at Ocean Edge

10/10 Excellent
"Great!"
Bradly 3-night trip
Posted 2 days ago
The Villages at Ocean Edge
Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

10/10 Excellent
"We stayed here for a wedding we had off property. Had a fun time. I would stay here again. Water park was clean and many lifeguards on duty."
Jean 2-night trip
Posted 3 days ago
Margaritaville Resort Cape Cod

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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