Find Hotels with a Pool in Osterville, MA

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Check availability on Osterville Hotels with a Pool

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Nov 24 - Nov 25
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Nov 25 - Nov 26
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Nov 28 - Nov 30
Next weekend
Dec 5 - Dec 7

Top Osterville Hotels with a Pool

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, (1525)
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.
$84 nightly
The price is $96
Dec 17 - Dec 18
Total with taxes and fees
Bayside Resort Hotel
Indoor pool
Iris Hotel Cape Cod

Iris Hotel Cape Cod

3.0 star property
Falmouth
  • Indoor pool
  • Near the beach
8.6 out of 10, Excellent, (149)
Swimmers enjoy year-round access to the pristine indoor pool, a perfect complement to nearby Falmouth Heights Beach explorations. Jones Tavern serves dinner while adventurous guests can arrange kayaking, sailing, and hiking excursions along the scenic coast.
$76 nightly
The price is $87
Dec 21 - Dec 22
Total with taxes and fees
Iris Hotel Cape Cod
Aerial view
Anchor In Distinctive Waterfront Lodging

Anchor In Distinctive Waterfront Lodging

3.0 star property
Hyannis
  • Pool loungers
  • Near the beach
9.4 out of 10, Exceptional, (1003)
Seasonal swimming beckons from this harborside retreat's sun-drenched pool deck, complete with comfortable loungers and shady umbrellas. Beyond refreshing dips, guests appreciate clean rooms, waterfront vistas, and complimentary bicycles for coastal exploration.
$138 nightly
The price is $158
Dec 8 - Dec 9
Total with taxes and fees
Anchor In Distinctive Waterfront Lodging
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
8.0 out of 10, Very Good, (239)
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.
$145 nightly
The price is $166
Dec 11 - Dec 12
Total with taxes and fees
Sea Crest Beach Resort
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, (648)
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.
$90 nightly
The price is $103
Nov 25 - Nov 26
Total with taxes and fees
The Escape Inn
Seasonal outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas
Parker Beach Lodge

Parker Beach Lodge

3.0 star property
Bass River
  • Pool loungers
  • Near the beach
8.4 out of 10, Very Good, (365)
Sparkling waters beckon at the immaculately maintained seasonal outdoor pool, perfect for cooling off after beach adventures. Freshly remodeled rooms with premium bedding complement this peaceful getaway that consistently earns praise for its cleanliness.
$90 nightly
The price is $103
Nov 25 - Nov 26
Total with taxes and fees
Parker Beach Lodge
Indoor pool
Courtyard Resort

Courtyard Resort

2.0 star property
Hyannis
  • Indoor pool
  • Hot tub
8.0 out of 10, Very Good, (37)
Refreshing adventures await in the indoor pool, where aquatic bliss flows from morning to evening. Rejuvenating soaks in the hot tub complement balcony-equipped rooms, creating a perfect coastal sanctuary near Hyannis Harbor.
$104 nightly
The price is $120
Dec 19 - Dec 20
Total with taxes and fees
Courtyard Resort
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, (961)
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.
$75 nightly
The price is $86
Dec 25 - Dec 26
Total with taxes and fees
Hyannis Plaza Hotel
Front of property - evening/night
Best Western Cape Cod Hotel

Best Western Cape Cod Hotel

2.5 star property
Hyannis
  • Indoor pool
  • Children's pool
7.4 out of 10, Good, (1004)
Refreshing aquatic adventures await at the pristine indoor pool while children enjoy their own special swimming area. Travelers appreciate the added relaxation of an on-site sauna, complemented by quiet, comfortable accommodations praised by families.
$98 nightly
The price is $112
Nov 28 - Nov 29
Total with taxes and fees
Best Western Cape Cod 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, (1007)
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.
$89 nightly
The price is $102
Nov 25 - Nov 26
Total with taxes and fees
Hyannis Travel Inn
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

Sandwich Inn and Suites

Sandwich Inn and Suites

10/10 Excellent
"Always a pleasure to stay here, very clean and the staff is so kind. "
jennifer 1-night trip
Posted 2 days ago
Sandwich Inn and Suites

Frequently asked questions

What are some accommodations with pools in Osterville?
Fairfield Inn & Suites by Marriott Cape Cod Hyannis: Features daily, an indoor pool, and complimentary wired internet access. Cape Sands Inn: Offers a seasonal outdoor pool, an indoor pool, and a sauna. Falmouth Inn: Provides daily, a pool, and free self parking. Margaritaville Resort Cape Cod: Features a children's pool, an outdoor pool, and a water park. Iris Hotel Cape Cod: Offers a snack bar/deli, an indoor pool, and free self parking.
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.

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