Hotels with Swimming Pool in Osterville, Massachusetts

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Check availability on Osterville Hotels with Swimming Pool

Top Osterville Hotels with Swimming Pool

Property grounds
The Escape Inn

The Escape Inn

2.5 star property
Bass River
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
  • Business services
9.4 out of 10, Exceptional, (645)
Plunge into summer fun at the seasonal outdoor pool, open May through September. Beyond the hotel's aquatic oasis, adventurous guests can explore sailing, kayaking, parasailing, and surfing at nearby West Dennis Beach.
The price is P5,290
P6,055 total
includes taxes & fees
Nov 19 - Nov 20
The Escape Inn
Indoor pool, seasonal outdoor pool
Sea Crest Beach Resort

Sea Crest Beach Resort

3.5 star property
North Falmouth
  • Indoor pool
  • Poolside bar
  • Children's pool
  • On private beach
7.8 out of 10, Good, (238)
Refreshing dips await in 3 pools‚ indoor, outdoor, and children's‚ complemented by beachside and poolside bars. Families appreciate the private beach with sun loungers and umbrellas while enjoying oceanfront dining with stunning sunset views.
The price is P5,613
P9,796 total
includes taxes & fees
Dec 11 - Dec 12
Sea Crest Beach Resort
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers
Bayside Resort Hotel

Bayside Resort Hotel

3.0 star property
West Yarmouth
  • Indoor pool
  • 2 poolside bars
  • Pool loungers
  • Near the beach
  • Hot tub
8.8 out of 10, Excellent, (1519)
Aquatic adventures await at both indoor and seasonal outdoor pools flanked by inviting loungers and umbrellas. Two poolside bars serve refreshing drinks while a hot tub and sauna provide perfect relaxation after exploring nearby Cape Cod beaches.
The price is P4,372
P5,679 total
includes taxes & fees
Dec 17 - Dec 18
Bayside Resort Hotel
Indoor pool, outdoor pool
Hyannis Travel Inn

Hyannis Travel Inn

2.5 star property
Hyannis
  • Outdoor pool
  • Indoor pool
  • Hot tub
9.6 out of 10, Exceptional, (1010)
Seasonal swimming thrives at dual pools complemented by a relaxing hot tub, just steps from Hyannis Harbor. Spacious rooms with private balconies offer harbor views, creating a peaceful sanctuary after exploring nearby beaches and Main Street attractions.
The price is P5,247
P6,005 total
includes taxes & fees
Nov 20 - Nov 21
Hyannis Travel Inn
Exterior
Hyannis Plaza Hotel

Hyannis Plaza Hotel

2.5 star property
Hyannis
  • Outdoor pool
  • Pool loungers
  • Near the beach
7.0 out of 10, Good, (960)
Pool enthusiasts will adore the pristine seasonal outdoor pool, open May through October with comfortable sun loungers. Spacious, individually furnished rooms boast premium bedding, while Hyannis Harbor attractions wait just beyond this clean, well-maintained property.
The price is P4,167
P5,358 total
includes taxes & fees
Dec 17 - Dec 18
Hyannis Plaza Hotel
View from property
All Seasons Resort, Trademark Collection by Wyndham

All Seasons Resort, Trademark Collection by Wyndham

3.0 star property
Bass River
  • Indoor pool
  • Pool loungers
  • Hot tub
8.4 out of 10, Very Good, (299)
Swimming options abound with both an indoor pool and seasonal outdoor swimming area complemented by a rejuvenating hot tub and sauna. Families appreciate the playground and kid-friendly amenities while enjoying spacious rooms with premium bedding.
The price is P5,993
P7,668 total
includes taxes & fees
Nov 30 - Dec 1
All Seasons Resort, Trademark Collection by Wyndham
Exterior
Cape Sands Inn

Cape Sands Inn

2.5 star property
West Yarmouth
  • Indoor pool
  • Pool loungers
  • Hot tub
8.2 out of 10, Very Good, (1010)
Sparkling waters await at dual swimming venues, where sun loungers and umbrellas enhance the seasonal outdoor experience. Beyond poolside pleasures, guests discover pristine gardens, beautiful bay views, and a welcoming fire pit for evening relaxation.
The price is P4,395
P5,031 total
includes taxes & fees
Nov 20 - Nov 21
Cape Sands Inn
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers
Hampton Inn & Suites Cape Cod-West Yarmouth

Hampton Inn & Suites Cape Cod-West Yarmouth

2.5 star property
West Yarmouth
  • Indoor pool
  • Poolside bar
  • Pool loungers
  • Near the beach
  • Hot tub
8.8 out of 10, Excellent, (1002)
Aquatic adventures await with pristine indoor and outdoor swimming options complemented by a relaxing hot tub. Active travelers appreciate the 24-hour fitness center, while sun-seekers enjoy pool loungers under umbrellas with cold drinks from the poolside bar.
The price is P5,906
P6,759 total
includes taxes & fees
Dec 1 - Dec 2
Hampton Inn & Suites Cape Cod-West Yarmouth
Indoor pool, seasonal outdoor pool, sun loungers
Aiden by Best Western Cape Cod - West Yarmouth

Aiden by Best Western Cape Cod - West Yarmouth

3.0 star property
West Yarmouth
  • Indoor pool
  • Poolside bar
  • Pool loungers
  • Near the beach
8.0 out of 10, Very Good, (1004)
Splash into refreshment at dual swimming venues, where loungers and a poolside bar elevate the aquatic experience. Beyond the pools, guests praise the spotless rooms, excellent Indian restaurant, and prime location near Hyannis Harbor.
The price is P5,711
P6,536 total
includes taxes & fees
Dec 8 - Dec 9
Aiden by Best Western Cape Cod - West Yarmouth
Indoor pool, sun loungers
Hampton Inn Cape Cod Canal

Hampton Inn Cape Cod Canal

2.5 star property
Buzzards Bay
  • Indoor pool
  • Pool loungers
9.2 out of 10, Wonderful, (628)
Saline waters welcome swimmers year-round at the pristine indoor pool, complete with comfortable sun loungers and peaceful surroundings. Beyond aquatic relaxation, this Art Deco hotel delights with a fitness center, outdoor firepit lounge, and scenic canal views.
The price is P6,553
P7,500 total
includes taxes & fees
Dec 10 - Dec 11
Hampton Inn Cape Cod Canal
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.
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Top Osterville Hotel Reviews

Hyannis Travel Inn

Hyannis Travel Inn

10/10 Excellent
"Yes"
pamela 2-night trip
Posted 2 days ago
Hyannis Travel Inn

Frequently asked questions

What are some accommodations with pools in Osterville?
Iris Hotel Cape Cod: Features a snack bar/deli, an indoor pool, and free self parking. Fairfield Inn & Suites by Marriott Cape Cod Hyannis: Offers daily, an indoor pool, and complimentary wired internet access. Cape Sands Inn: Provides a seasonal outdoor pool, an indoor pool, and a sauna. Falmouth Inn: Features daily, a pool, and free self parking. Red Jacket Beach Resort: Offers a children's pool, a seasonal outdoor pool, and a private beach.
What is there to see and do in Osterville?
Surround yourself with nature at Cape Cod Beaches and Dowses Beach. Discover sights such as Stand Up & Paddle Cape Cod 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.