A house by a lake with boats.

Osterville Vacation Rentals

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Check prices for these dates

In two weeks
Jul 24 - Jul 26
In two months
Sep 4 - Sep 6
In three months
Oct 2 - Oct 4
In four months
Oct 30 - Nov 1

Our top choices for Osterville vacation rentals

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, (362 reviews)
"The condo had everything we needed, and was clean, however there were a lot of ants on the main floor, mostly in the kitchen. This should definitely be looked into and maybe some traps set. There was a washer/dryer which was great and room service each day to change towels."
Canada
Rylea
The price is P30,998
P35,478 total
includes taxes & fees
Jul 7 - Jul 8
The Club at New Seabury
Interior

Walk to Swift's Beach! Classic Cottage w/ Deck

Walk to Swift's Beach! Classic Cottage w/ Deck
3.0 star property
Wareham
10.0 out of 10, Exceptional, (1 review)
"3 of us had a great time in Wareham. The cottage was exactly as advertised and close to many beaches"
United States
Tracy
The price is P13,760
P33,416 total
includes taxes & fees
Jul 7 - Jul 8
Walk to Swift's Beach! Classic Cottage w/ Deck
Indoor spa tub

Brewster Green Resort

Brewster Green Resort
3.5 star property
Brewster
9.4 out of 10, Exceptional, (136 reviews)
"Mike is the best. Very clean environment and family welcome"
United States
Catherine
The price is P23,895
P27,348 total
includes taxes & fees
Jul 7 - Jul 8
Brewster Green Resort
Private beach

Edgewater Beach Resort

Edgewater Beach Resort
3.5 star property
Dennis Port
9.0 out of 10, Wonderful, (328 reviews)
"Clean rooms, excellent staff. "
United States
Jessica
Edgewater Beach Resort
Interior

Pet-friendly Wareham Retreat Near Onset Beach!

Pet-friendly Wareham Retreat Near Onset Beach!
3.0 star property
Wareham
The price is P9,521
P15,672 total
includes taxes & fees
Jul 27 - Jul 28
Pet-friendly Wareham Retreat Near Onset Beach!
3 bedrooms, desk

Coastal Haven in West Dennis -15

Coastal Haven in West Dennis -15
2.5 star property
West Dennis
The price is P30,506
P59,732 total
includes taxes & fees
Jul 13 - Jul 14
Coastal Haven in West Dennis -15
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

Lighthouse Inn

Lighthouse Inn

10/10 Excellent
"Good location"
susan 1-night trip
Posted 1 hour ago
Lighthouse Inn

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:

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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 61 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.