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 11 - Sep 12
Tomorrow
Sep 12 - Sep 13
This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20

Our top choices for Orleans hotels with a pool

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 5 - Oct 6
Total with taxes and fees
Olde Tavern Motel And Inn

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

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.
$121 nightly
$138 total
Oct 12 - Oct 13
Total with taxes and fees
Skaket Beach Motel

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

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

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

7. Endless Dunes, A Modern Motel

Endless Dunes, A Modern Motel
Eastham
  • Pool paradise for year-round swimmers with indoor and seasonal outdoor water fun.
$89 nightly
$102 total
Oct 11 - Oct 12
Total with taxes and fees
Endless Dunes, A Modern Motel

8. 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

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.
$82 nightly
$94 total
Sep 27 - Sep 28
Total with taxes and fees
Blue Dolphin Inn

10. Ocean Park Inn

Ocean Park Inn
Eastham
  • Retreat offers 2 outdoor pools and an indoor oasis for year-round aquatic relaxation.
$88 nightly
$101 total
Sep 23 - Sep 24
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

Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

10/10 Excellent
"This quaint little hidden gem didn’t disappoint. We got exactly what was advertised. The gypsy theme was cute not too kitschy or overdone. The staff was friendly and quietly made sure everything was in its place and guests were comfortable. While we were there for a couples getaway there were quite a few families there to enjoy the last weekend of summer. Tbh I was a bit concerned as we were unloading the car, but between the 2 pools and the various outdoor areas we were able to enjoy a relaxing stay that wasn’t crowded by kids. We will definitely be back."
Najah 1-night trip
Posted 5 hours ago
Uncommoner Hotel by Reverie Boutique Collection
Cape Sands Inn

Cape Sands Inn

10/10 Excellent
"Everything was good"
Rupinder 3-night trip
Posted 5 hours ago
Cape Sands Inn
Hyannis Harbor Hotel

Hyannis Harbor Hotel

10/10 Excellent
"This was amazing! From the moment we walked in the lobby we felt so welcome! We booked a king room with a pullout couch for the 5 of us, 2 adults and 3 kids and the woman at the front desk asked if we would prefer 2 queen beds instead bc there was more room for the 5 of us to sleep on. We accepted and we were so grateful. The beds were so comfortable. The people are so polite, beautiful room, AMAZING location! We spent a little more than we wanted on this trip for the room but it was worth it 10000%. My daughter fell and got hurt and an employee asked was asking if she was ok. She said if you need anything please let us know. We walked back to our room and sat my daughter down and decided to call and ask the front desk if they had ice packs and someone brought ice to our room, bandaids and water bottles, and asked if we needed anything else. Staff was amazing! I felt safe here. The only thing I didnt like was that there were so many stairs. There were different levels. That was the only negative thing I have to say about this place! Will definitely be coming back!!!"
Sean 2-night trip
Posted 14 hours ago
Hyannis Harbor Hotel
Sunbird ANNEX Resort

Sunbird ANNEX Resort

8/10 Good
"Very clean, well appointed motel. Staff friendly and accommodating. Breakfast was fresh and delicious. A very good value for Cape Cod."
Paul 1-night trip
Posted 1 day ago
Sunbird ANNEX Resort
Chatham Bars Inn

Chatham Bars Inn

10/10 Excellent
"Exceptional"
Thomas 1-night trip
Posted 1 day ago
Chatham Bars 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 $94 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