Osterville Holiday Rentals

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Check prices for these dates

Tonight
30 Jul - 31 Jul
Tomorrow
31 Jul - 1 Aug
This weekend
1 Aug - 3 Aug
Next weekend
8 Aug - 10 Aug

Holiday Rentals in Osterville

Holly Tree Resort
Surrounded by lush landscaping, the resort offers a serene environment with a unique curved facade.

Holly Tree Resort

3.0 star property
9.0 out of 10, Wonderful, (347)
"Very nice place to stay "
Holly Tree Resort
The Club at New Seabury
Enjoy beachside cabanas and umbrellas, a covered pavilion, and scenic views amidst lush greenery.

The Club at New Seabury

3.5 star property
9.0 out of 10, Wonderful, (325)
"Great stay! Didn't notice it being dated or dirty at all like some reviews said. We loved it!"
The Club at New Seabury
Brewster Green Resort
Relax by the spacious pool surrounded by lounge chairs and tables, with umbrellas providing shade and a non-slip surface for a secure swim.

Brewster Green Resort

3.5 star property
9.4 out of 10, Exceptional, (104)
"The property itself was wonderful! A nice little getaway. Loved the fact that it was actually a little bit away from town so it was quiet. Family friendly, clean, and great staff! You have a choice between and indoor or outdoor pool (latter of which is seasonal). Will come back again!"
The price is S$587
includes taxes & fees
7 Aug - 8 Aug
Brewster Green Resort
Sea Mist Resort
Relax by the pool, surrounded by comfortable lounge chairs.

Sea Mist Resort

3.0 star property
8.8 out of 10, Excellent, (131)
"The rooms are spacious if somewhat dated. Good value. "
The price is S$294
includes taxes & fees
7 Aug - 8 Aug
Sea Mist Resort
Edgewater Beach Resort, a VRI resort
Guests can enjoy ocean views from the hotel's guest rooms, with a lawn and outdoor seating area perfect for al fresco dining.

Edgewater Beach Resort, a VRI resort

3.5 star property
8.8 out of 10, Excellent, (281)
"All around a great place to stay!"
The price is S$661
includes taxes & fees
12 Aug - 13 Aug
Edgewater Beach Resort, a VRI resort
The Cove at Yarmouth by VRI Americas
Experience the hotel's rooftop pool area with scenic views of the surrounding water.

The Cove at Yarmouth by VRI Americas

3.5 star property
9.2 out of 10, Wonderful, (308)
"All and all the property was decent. Not really located by any rea"
The Cove at Yarmouth by VRI Americas
InnSeason Resorts Captain's Quarters
Enjoy a serene beach experience with a gentle slope leading to the calm sea.

InnSeason Resorts Captain's Quarters

3.5 star property
9.8 out of 10, Exceptional, (174)
"Excellent location! Close to the Ferry and downtown !"
InnSeason Resorts Captain's Quarters
Riverview Resort
Relax by the tranquil river with a scenic view, sun loungers, and a wooden deck.

Riverview Resort

3.0 star property
9.2 out of 10, Wonderful, (161)
"The property was very nice very clean beautiful area a lot of parking very nice when you walk in front desk was sweet Only thing they need a new play ground for the kids kinda old but other then that beautiful "
The price is S$427
includes taxes & fees
31 Jul - 1 Aug
Riverview Resort
Southcape Resort Mashpee a Ramada by Wyndham
Houses with brick exteriors and white trim stand amidst well-manicured lawns and trees.

Southcape Resort Mashpee a Ramada by Wyndham

3.0 star property
8.6 out of 10, Excellent, (200)
"Enjoyed our stay."
Southcape Resort Mashpee a Ramada by Wyndham
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

Summercamp

Summercamp

10/10 Excellent
"Staff is amazing which makes this place my number one hotel in Martha’s Vineyard. Clean and modern atmosphere. Will return again. "
Nancy Bonin 2-night trip
Posted 21 hours ago
Summercamp

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.

How many holiday rentals are there in Osterville?

With 76 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.