Find Hotels with a Pool in Osterville, MA

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Check availability on Osterville Hotels with a Pool

Tonight
22 Jun - 23 Jun
Tomorrow
23 Jun - 24 Jun
Next weekend
27 Jun - 29 Jun
In two weeks
4 Jul - 6 Jul

Top Osterville Hotels with a Pool

Brewster Green Resort
Indoor pool, outdoor pool

Brewster Green Resort

3.5 star property
9.4 out of 10, Exceptional, (100)
"The property itself was wonderful! A nice little getaway. Loved the fact that it was actually a little bit away from town so it was quiet. Family friendly, clean, and great staff! You have a choice between and indoor or outdoor pool (latter of which is seasonal). Will come back again!"
The price is SAR 1,535
SAR 1,756 total
includes taxes & fees
26 Jun - 27 Jun
Brewster Green Resort
Winstead Inn
Seasonal outdoor pool, pool umbrellas, sun loungers

Winstead Inn

4.0 star property
9.4 out of 10, Exceptional, (114)
"Quiet, comfortable, breakfast included"
The price is SAR 816
SAR 991 total
includes taxes & fees
23 Jun - 24 Jun
Winstead Inn
Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA
Indoor pool, outdoor pool

Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA

10.0 out of 10, Exceptional, (27)
"Easy to find, simple check in. Great location."
The price is SAR 1,179
SAR 1,894 total
includes taxes & fees
23 Jun - 24 Jun
Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA
The Mansion at Ocean Edge
Terrace/patio

The Mansion at Ocean Edge

4.0 star property
8.2 out of 10, Very Good, (1001)
"We had a wonderful stay, and although the stuff seemed to just be wrapping up for the summer, they did a wonderful job and met all of our dynamic needs as a large group. We will be back!"
The price is SAR 1,829
SAR 2,225 total
includes taxes & fees
23 Jun - 24 Jun
The Mansion at Ocean Edge
The Villages at Ocean Edge
Poolside bar

The Villages at Ocean Edge

3.5 star property
8.4 out of 10, Very Good, (1000)
"Amazing property by the beach. We stayed lil far from the main villa. Even that area had its own pool and restaurant. Apartment was clean and spacious. Definitely recommend stay here "
The price is SAR 1,144
SAR 1,438 total
includes taxes & fees
29 Jun - 30 Jun
The Villages at Ocean Edge
Pelham on Earle
Seasonal outdoor pool

Pelham on Earle

3.0 star property
9.6 out of 10, Exceptional, (62)
"A wonderful location and excellent staff."
The price is SAR 1,234
SAR 1,526 total
includes taxes & fees
23 Jun - 24 Jun
Pelham on Earle
A Beach Breeze Inn
Outdoor pool, pool umbrellas, sun loungers

A Beach Breeze Inn

2.5 star property
9.6 out of 10, Exceptional, (252)
"Very nice value for money property with great management "
The price is SAR 690
SAR 790 total
includes taxes & fees
23 Jun - 24 Jun
A Beach Breeze Inn
Captain Freeman Inn
Outdoor pool, open 7:00 AM to 7:00 PM, pool umbrellas, sun loungers

Captain Freeman Inn

4.0 star property
10.0 out of 10, Exceptional, (70)
"The room I stayed in was gorgeous. "
The price is SAR 1,482
SAR 1,696 total
includes taxes & fees
23 Jun - 24 Jun
Captain Freeman Inn
The Corsair & Cross Rip Oceanfront Resort
Indoor pool, 2 outdoor pools, pool umbrellas, sun loungers

The Corsair & Cross Rip Oceanfront Resort

2.5 star property
8.6 out of 10, Excellent, (159)
"We had a great stay! The staff in particular were great and what a view of the ocean!"
The price is SAR 1,032
SAR 1,213 total
includes taxes & fees
23 Jun - 24 Jun
The Corsair & Cross Rip Oceanfront Resort
Bluebird Dennisport
Dining room

Bluebird Dennisport

3.0 star property
8.6 out of 10, Excellent, (150)
"Great property with beach just a few minutes away. Awesome staff and clean room. "
The price is SAR 688
SAR 862 total
includes taxes & fees
24 Jun - 25 Jun
Bluebird Dennisport
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

What's it like visiting Osterville?
If lounging next to a pool is your idea of the perfect getaway, you might want to think about Osterville, which has 5 places to stay with pools. During your trip, you can explore sights such as Hyannis Harbor and Mayflower Beach, and then relax poolside at one of the accommodations in Osterville that guests like for their pools.
What are some accommodations with pools in Osterville?
Sea Crest Beach Resort: Hotel, 2-minute walk from Cape Cod Beaches. Features a children's pool, a seasonal outdoor pool, and a private beach. Summercamp: Hotel located near Cape Cod Beaches. Provides daily, an indoor pool, and complimentary wired internet access. Fairfield Inn & Suites by Marriott Cape Cod Hyannis: Features a seasonal outdoor pool, an indoor pool, and a sauna. Cape Sands Inn: Hotel, 6-minute walk from Cape Cod Beaches. Offers a children's pool, a seasonal outdoor pool, and complimentary wireless internet access. Hyannis Harbor Hotel: Resort steps from Cape Codder Water Park. Features a children's pool, an outdoor pool, and a water park.
How many pool hotels should I expect to find in Osterville?
Expedia has 5 hotels in Osterville for your poolside break.
What is there to see and do in Osterville?
Make a point to visit attractions like Cape Cod Beaches and Stand Up & Paddle Cape Cod. Discover sights such as Dowses Beach and Public Beach during your stay.
When is the best time to book a hotel with a pool in Osterville?
Taking into account the local weather in Osterville can help you maximize your time at the pool during your trip. The hottest months are usually August and July with an average temp of 67°F, while the coldest months are February and January with an average of 37°F. Average annual precipitation for Osterville is 52 inches.