Find Hotels with a Pool in Osterville, MA
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check availability on Osterville Hotels with a Pool
Tonight
Aug 22 - Aug 23Tomorrow
Aug 23 - Aug 24Next weekend
Aug 28 - Aug 30In two weeks
Sep 4 - Sep 6Our top choices for Osterville hotels with a pool
1. Holiday Inn Express Hyannis Cape Cod by IHG
Holiday Inn Express Hyannis Cape Cod by IHGHyannis
- Splash into an aquatic escape at this Cape Cod hotel featuring both an indoor pool and dedicated children's pool for all-ages fun.
₩166,300
₩190,330 total
includes taxes & fees
Sep 7 - Sep 8
2. Hyannis Travel Inn
Hyannis Travel InnHyannis
- Splash into summer at this Cape Cod oasis with refreshing indoor and outdoor pools.
₩151,055
₩172,882 total
includes taxes & fees
Sep 3 - Sep 4
3. Holiday Inn Hyannis by IHG
Holiday Inn Hyannis by IHGHyannis
- Splash into poolside perfection with dual swimming options and a steamy hot tub escape.
₩192,630
₩220,457 total
includes taxes & fees
Sep 7 - Sep 8
4. Craigville Beach Inn
Craigville Beach InnCenterville
- Splash into beachside bliss with an indoor pool and complimentary beach shuttle service.
₩269,336
₩308,250 total
includes taxes & fees
Aug 30 - Aug 31
5. Fairfield Inn & Suites by Marriott Cape Cod Hyannis
Fairfield Inn & Suites by Marriott Cape Cod HyannisHyannis
- Serene indoor pool sanctuary beckons for a relaxing Cape Cod escape after a day of harbor exploration.
₩212,173
₩242,832 total
includes taxes & fees
Aug 30 - Aug 31
6. Courtyard Resort
Courtyard ResortHyannis
- Resort relaxation awaits with hot tub, indoor pool at Cape Cod getaway near Hyannis Harbor.
₩178,772
₩204,604 total
includes taxes & fees
Sep 21 - Sep 22
7. Cape Sands Inn
Cape Sands InnWest Yarmouth
- Dive into year-round aquatic bliss with indoor and seasonal outdoor pools, complemented by a relaxing hot tub and sauna.
₩117,947
₩134,988 total
includes taxes & fees
Sep 20 - Sep 21
8. Americas Best Value Inn & Suites Hyannis Cape Cod
Americas Best Value Inn & Suites Hyannis Cape CodHyannis
- Plunge into year-round aquatic bliss with heated indoor and outdoor pools steps from beaches and harbor.
₩123,339
₩141,161 total
includes taxes & fees
Sep 21 - Sep 22
View all properties
Top Osterville Hotel Reviews
Holiday Hill Inn & Suites
8/10 Good
"Yes it’s good"
Freebird Motor Lodge by Reverie Boutique Collection
10/10 Excellent
"Thoroughly enjoyed our 2 night stay at the freebird, which has a nice quirky vibe and was ideal for our whistle-stop tour of the cape. Room was spotless and welll equipped."
Bayside Resort Hotel
10/10 Excellent
"We had a wonderful stay at the Bayside Resort in West Yarmouth! The entire property was exceptionally clean, including our room. We especially loved having both an indoor and outdoor pool to enjoy, and the kids had so much fun playing in the arcade! The staff was excellent—friendly, attentive, and responsive to all of our needs. We also appreciated the thoughtful touches throughout the resort, especially the Adirondack chairs overlooking Lewis Bay and the cozy fire pits at night. The complimentary breakfast each morning was another wonderful amenity and made our stay even more enjoyable. Bayside Resort is a beautiful, relaxing, and family-friendly place to stay. We would absolutely return!"
Iris Hotel Cape Cod
10/10 Excellent
"The room was excellent! It was very clean and well maintained. The staff was friendly and extremely helpful considering we arrived very late in the evening."
Hyannis Harbor Hotel
10/10 Excellent
"Our family of 5 had a wonderful time here. Across from the ferry Restaurants and Town center within walking distance. Lots of shopping in the town center Central Cape Cod location Best Ice cream right across the street Black Cat Restaurant is a must! They have a takeout window, a back area for casual dining, and main restaurant for upscale dining."
Sea Crest Beach Resort
10/10 Excellent
"Everything was excellent, but the last three times we've been there ( every year we book two rooms for 1 week in August) check-in is supposed to be at four and for past three years we've had to wait until almost 6 PM. I just can't understand it. They make you leave at 11 o'clock in the morning on the dot at check out but the rooms are never ready until 6 PM so why rush out if not ready or even started cleaning until probably 4? As a courtesy, if they make you wait two hours, they should automatically give you a late checkout or give you a complementary breakfast?"
The Mariner Resort Cape Cod by The Red Collection
8/10 Good
"Great place for a family. The room was very clean. The only thing I would comment on was the bathroom was very small especially if you’re helping a child. It also needs some upgrades. I would definitely stay there again"
Holiday Inn Express Hyannis Cape Cod by IHG
10/10 Excellent
"This hotel is the cleanest I’ve ever been to. The staff are very nice & friendly. And best of all it’s Pet Friendly. The only negative thing to me was the $40 a day pet fee. The last Holiday Inn Express I stayed at in Warwick, RI last week was only a $50 one time per stay fee which is more reasonable I would travel a lot more if the fee was lower. Other than that Holiday Inn express is my place to go to!! And the breakfast is out of this world. Although I don’t eat much in the morning."
Uncommoner Hotel by Reverie Boutique Collection
10/10 Excellent
"Clean and quiet. Excellent cafe on site."