A house by a lake with boats.

Osterville Holiday Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Osterville holiday rentals

A coastal hotel with multiple beachside rooms, a large covered area, and a beach with umbrellas.

1. The Club at New Seabury

The Club at New Seabury
3.5 star property
New Seabury
9.0 out of 10, Wonderful, (370 reviews)
"The New Seabury resort is beautiful & has excellent customer service. The 4/5 stars is because the unit we stayed in needs some updating. However, the layout, cleanliness, & location is good."
United States
Kathleen
The price is HK$1,685
HK$1,928 total
includes taxes & fees
28 Sept - 29 Sept
The Club at New Seabury
A pool area with lounge chairs and flags.

2. 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, (268 reviews)
"P Indoor pool and hot tub loved and the outdoor Shack was great"
United States
BELKIS
The price is HK$1,091
HK$1,249 total
includes taxes & fees
25 Oct - 26 Oct
The Cove at Yarmouth by Westgate Resorts
A compact living space with a kitchen, dining area, and seating area.

3. 1 Mi to Ferry: 'sea Street Cottage' in Hyannis

1 Mi to Ferry: 'sea Street Cottage' in Hyannis
3.0 star property
Hyannis
8.0 out of 10, Very good, (1 review)
"The cottage is in a great location close to Main Street and the harbor. Easy parking at the cottage and it’s in a walkable area. Decor is cute and nautical, but it does feel like the cottage is missing a few things. It sleeps 4, but there is not enough seating for 4 in the living room. An additional comfortable chair would be nice. A stackable washer and dryer would also be great, but there is very little space for anything- we even had trouble finding spots for our luggage. The fridge door...
United States
Christa
The price is HK$1,341
HK$2,853 total
includes taxes & fees
2 Oct - 3 Oct
1 Mi to Ferry: 'sea Street Cottage' in Hyannis
A beach with sand, flowers, and a clear sky.

4. Sal's Place

Sal's Place
2.0 star property
Hyannis
The price is HK$4,471
HK$6,058 total
includes taxes & fees
28 Sept - 29 Sept
Sal's Place
A living room with teal walls, a brown leather sofa, a wooden coffee table, and a colorful rug.

5. Thompson House Cape Cod

Thompson House Cape Cod
3.0 star property
South Yarmouth
Thompson House Cape Cod
A hot tub with a tiled edge and a metal ladder, surrounded by a carpeted floor and wooden walls.

6. Brewster Green Resort

Brewster Green Resort
3.5 star property
Brewster
9.4 out of 10, Exceptional, (146 reviews)
"Very spacious rooms clean ,great location friendly staff,"
United States
Margaret
The price is HK$1,953
HK$2,235 total
includes taxes & fees
4 Oct - 5 Oct
Brewster Green Resort
A living room with a leather sofa, a TV, a console table with decorative items, and a painting on the wall.

7. 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 HK$2,620
HK$5,231 total
includes taxes & fees
28 Sept - 29 Sept
Walk to Swift's Beach! Classic Cottage w/ Deck
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

Inn on the Square

Inn on the Square

10/10 Excellent
"Wonderful property in a fantastic location. Short walk to the best of Falmouth shopping and dining. Would stay here again next time we visit the Cape. Very helpful staff and management,"
Stephen 3-night trip
Posted 1 hour ago
Inn on the Square

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 holiday rentals in Osterville?

Yes, there are holiday rentals in Osterville close to Stand Up & Paddle Cape Cod, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Osterville has to offer?

Stunning Oceanfront Home With Amazing Views ~ Private Beach! Ocean Beach Vista!: This holiday home rental outside of Osterville is located on the beach, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and an arcade/games room.

How many holiday rentals are there in Osterville?

With 59 Expedia holiday rentals, you're guaranteed 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 wider area.

What’s a holiday rental in Osterville like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Osterville. Holiday rentals offer extras like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from public hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for a family trip or a small group gathering.