Osterville Vacation Rentals

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Check prices for these dates

In two weeks
Jun 5 - Jun 7
In two months
Jul 17 - Jul 19
In three months
Aug 14 - Aug 16
In four months
Sep 11 - Sep 13

Our top choices for Osterville vacation rentals

Interior

1 Mi to Ferry: 'sea Street Cottage' in Hyannis

1 Mi to Ferry: 'sea Street Cottage' in Hyannis
3.0 star property
Hyannis
The price is P8,826
P22,416 total
includes taxes & fees
May 20 - May 21
1 Mi to Ferry: 'sea Street Cottage' in Hyannis
Lounge

Sal's Place

Sal's Place
2.0 star property
Hyannis
The price is P45,472
P59,451 total
includes taxes & fees
May 20 - May 21
Sal's Place
Private beach nearby, beach bar

The Club at New Seabury

The Club at New Seabury
3.5 star property
New Seabury
9.0 out of 10, Wonderful, (355 reviews)
"Our stay was great and Amy at the front desk is a god send she was absolutely the best."
United States
Jasmine
The price is P14,300
P16,367 total
includes taxes & fees
May 26 - May 27
The Club at New Seabury
Indoor spa tub

Brewster Green Resort

Brewster Green Resort
3.5 star property
Brewster
9.4 out of 10, Exceptional, (130 reviews)
"Mike is the best. Very clean environment and family welcome"
United States
Catherine
Brewster Green Resort
Indoor pool, seasonal outdoor pool

The Cove at Yarmouth by Westgate Resorts

The Cove at Yarmouth by Westgate Resorts
3.0 star property
West Yarmouth
9.2 out of 10, Wonderful, (264 reviews)
"Clean rooms and pool. Great family resort."
United States
Julie
The price is P11,081
P12,683 total
includes taxes & fees
May 20 - May 21
The Cove at Yarmouth by Westgate Resorts
3 bedrooms, desk

Coastal Haven in West Dennis -15

Coastal Haven in West Dennis -15
2.0 star property
West Dennis
Coastal Haven in West Dennis -15
Interior

Wareham Cottage w/ Deck, Walk to Swift's Beach

Wareham Cottage w/ Deck, Walk to Swift's Beach
3.0 star property
Wareham
The price is P12,098
P33,543 total
includes taxes & fees
May 31 - Jun 1
Wareham Cottage w/ Deck, Walk to Swift's Beach
Interior

Walk to Beaches & Dining: Classic Cape Cod Cottage

Walk to Beaches & Dining: Classic Cape Cod Cottage
3.0 star property
Dennis Port
The price is P6,791
P27,002 total
includes taxes & fees
May 26 - May 27
Walk to Beaches & Dining: Classic Cape Cod Cottage
Interior

Bike to Beach: Centerville Home w/ Deck!

Bike to Beach: Centerville Home w/ Deck!
3.0 star property
Centerville
The price is P13,581
P39,095 total
includes taxes & fees
Jun 7 - Jun 8
Bike to Beach: Centerville Home w/ Deck!
5 bedrooms

Water Access 5-bed 2-bath Retreat

Water Access 5-bed 2-bath Retreat
2.0 star property
Hyannis
Water Access 5-bed 2-bath Retreat
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

Mansion House Inn And Spa

Mansion House Inn And Spa

10/10 Excellent
"Staff was amazing and very helpful with navigating island via bus lines!"
Karen 2-night trip
Posted 1 hour ago
Mansion House Inn And Spa

Find out more about Osterville

Search for holiday rentals in Osterville on Expedia! You can easily find your home rentals, villas, holiday apartments in Osterville using one of the methods below:

  • View our selection of featured holiday rentals in Osterville
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Look no further and take a look at our great range of rental properties in Osterville!

Frequently asked questions

Can I find vacation rentals in Osterville?

Yes, we give you a choice of vacation rentals in Osterville close to Stand Up & Paddle Cape Cod, or you can select a more remote option if you'd like a relaxing place to stay.

How many vacation rentals are there in Osterville?

With 67 Expedia vacation rentals, you're sure to find just the right place for your Osterville stay.

What’s there to see and do in Osterville?

Cape Cod Beaches and Dowses Beach are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Stand Up & Paddle Cape Cod. Public Beach and Main Street are a couple of places you'll find in the larger area.

What’s a vacation rental in Osterville like?

Vacation rentals are private properties you can book for a short or long stay in Osterville. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so you'll have everything you need. If you're concerned about cleanliness, vacation rentals can provide a sense of privacy away from public hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for a family trip.