Search Hotels with Pool in Osterville

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Check availability on Osterville Hotels with Pool

This weekend
29 May - 31 May
Next weekend
5 Jun - 7 Jun

Our top choices for Osterville hotels with a pool

Exterior

Charm on Main by Ocean Edge

Charm on Main by Ocean Edge
2.5 star property
Sea Pines
10.0 out of 10, Exceptional, (2 reviews)
  • cleanliness
    Escape to a white sand beach retreat with a seasonal outdoor pool, sun loungers, and umbrellas just steps from the shore.
The price is 4.512.674 ₫
5.164.755 ₫ total
includes taxes & fees
1 Jun - 2 Jun
Charm on Main by Ocean Edge
Children’s activities

Blue Rock Resort

Blue Rock Resort
3.0 star property
South Yarmouth
8.8 out of 10, Excellent, (647 reviews)
  • cleanliness
    Enjoy peaceful days by a seasonal outdoor pool surrounded by manicured gardens at this tranquil Cape Cod retreat.
The price is 2.346.538 ₫
2.712.609 ₫ total
includes taxes & fees
1 Jun - 2 Jun
Blue Rock Resort
Restaurant

Hyannis Travel Inn

Hyannis Travel Inn
2.5 star property
Hyannis
9.6 out of 10, Exceptional, (1,004 reviews)
  • cleanliness
    Splash into summer at this Cape Cod oasis with refreshing indoor and outdoor pools.
The price is 2.870.624 ₫
3.285.416 ₫ total
includes taxes & fees
31 May - 1 Jun
Hyannis Travel Inn
Front of property

Dennis Port Surf Club (Boutique Hotel)

Dennis Port Surf Club (Boutique Hotel)
3.0 star property
Dennis Port
10.0 out of 10, Exceptional, (3 reviews)
  • cleanliness
    Seasonal outdoor pool offers refreshing oceanside swims after coastal adventures.
The price is 3.418.413 ₫
3.912.476 ₫ total
includes taxes & fees
29 May - 30 May
Dennis Port Surf Club (Boutique Hotel)
Seasonal outdoor pool, pool umbrellas, pool loungers

Holiday Hill Inn & Suites

Holiday Hill Inn & Suites
2.0 star property
Dennis Port
8.4 out of 10, Very good, (958 reviews)
  • cleanliness
    Sparkling family-friendly pool oasis awaits at this beach-convenient motel with mini golf fun.
The price is 3.028.640 ₫
3.466.277 ₫ total
includes taxes & fees
31 May - 1 Jun
Holiday Hill Inn & Suites
Indoor pool, seasonal outdoor pool

Hyannis Harbor Hotel

Hyannis Harbor Hotel
3.5 star property
Hyannis
8.0 out of 10, Very good, (1,000 reviews)
  • cleanliness
    Splash into seaside fun with three distinct pools and a poolside bar steps away from Hyannis Harbour.
The price is 3.251.443 ₫
4.866.628 ₫ total
includes taxes & fees
31 May - 1 Jun
Hyannis Harbor Hotel
Indoor spa tub

Sandwich Lodge & Resort

Sandwich Lodge & Resort
2.0 star property
Sandwich
8.6 out of 10, Excellent, (1,002 reviews)
  • cleanliness
    Take a splash indoors or out at this dual-pool resort offering both year-round and seasonal aquatic escapes.
The price is 3.397.344 ₫
3.888.261 ₫ total
includes taxes & fees
31 May - 1 Jun
Sandwich Lodge & Resort
Property grounds

The Escape Inn

The Escape Inn
2.5 star property
Bass River
9.4 out of 10, Exceptional, (694 reviews)
  • cleanliness
    Immerse in a refreshing summer retreat at this clean, seasonal pool oasis with beach-themed charm.
The price is 2.613.058 ₫
2.990.716 ₫ total
includes taxes & fees
1 Jun - 2 Jun
The Escape Inn
Outdoor pool

GuestLodge

GuestLodge
2.0 star property
West Dennis
8.0 out of 10, Very good, (518 reviews)
  • cleanliness
    Refreshing pool oasis awaits at Cape Cod motel with aquatic fun just steps from beaches.
The price is 1.908.043 ₫
2.183.781 ₫ total
includes taxes & fees
31 May - 1 Jun
GuestLodge
Seasonal outdoor pool, pool umbrellas, pool loungers

A Beach Breeze Inn

A Beach Breeze Inn
2.5 star property
West Harwich
9.6 out of 10, Exceptional, (275 reviews)
  • cleanliness
    Tranquil outdoor pool creates a shaded sanctuary amid Cape Cod attractions and ocean breezes.
The price is 3.792.384 ₫
4.340.436 ₫ total
includes taxes & fees
31 May - 1 Jun
A Beach Breeze 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.
View all properties

Choose what matters most at hotels with a pool in Osterville

Breakfast included
4 stars

Top Osterville Hotel Reviews

Hyannis Travel Inn

Hyannis Travel Inn

10/10 Excellent
"Staff were exceptional , pleasant and smiling . They were so helpful and greeted you with a smile. Excellent location.. The hotel was sparking clean, with good sized rooms, easy parking and so close to downtown shopping. They focused on the small details and went the extra mile to make the stay special. Rates were very reasonable, especially for a family.I couldn’t have asked for a better place. I would definitely stay there again and recommend it to anyone that asked."
Terri 1-night trip
Posted 2 hours ago
Hyannis Travel Inn

Frequently asked questions

What is there to see and do in Osterville?
Explore places such as Cape Cod Beaches while you're in Osterville. Make a point to visit attractions such as Dowses Beach and Stand Up & Paddle Cape Cod.
When is the best time to book a hotel with a pool in Osterville?
Taking the local weather in Osterville into account can help you maximise your time at the pool during your trip. The hottest months are usually August and July, with an average temperature of 20°C, while the coldest months are February and January, with an average of 3°C. Average annual precipitation for Osterville is 1328 mm.