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Top Holiday Rentals in Osterville

Holly Tree Resort

3.0 star property
9.0 out of 10, Wonderful, (346)
"Very nice place to stay "
Holly Tree Resort

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

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 ฿12,829
฿14,682 total
includes taxes & fees
1 Aug - 2 Aug
Brewster Green Resort

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 ฿6,426
฿7,354 total
includes taxes & fees
7 Aug - 8 Aug
Sea Mist Resort

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 ฿14,436
฿16,522 total
includes taxes & fees
12 Aug - 13 Aug
Edgewater Beach Resort, a VRI resort

The Cove at Yarmouth by VRI Americas

3.5 star property
9.2 out of 10, Wonderful, (307)
"Liked the pool. Eveey"
The Cove at Yarmouth by VRI Americas

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

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 ฿11,258
฿12,884 total
includes taxes & fees
31 Jul - 1 Aug
Riverview Resort

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

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.