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Check prices for these dates

In two weeks
24 Apr - 26 Apr
In two months
5 Jun - 7 Jun
In three months
3 Jul - 5 Jul
In four months
31 Jul - 2 Aug

Our top choices for Osterville holiday rentals

Cottage (3 Bedrooms) | 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 2.896.410 ₫
11.517.443 ₫ total
includes taxes & fees
20 Apr - 21 Apr
Walk to Beaches & Dining: Classic Cape Cod Cottage
Indoor spa tub

Brewster Green Resort

Brewster Green Resort
3.5 star property
Brewster
9.4 out of 10, Exceptional, (128 reviews)
"Mike is the best. Very clean environment and family welcome"
United States
Catherine
The price is 6.029.799 ₫
6.901.106 ₫ total
includes taxes & fees
13 Apr - 14 Apr
Brewster Green Resort
House | 3 bedrooms, desk

Coastal Haven in West Dennis -15

Coastal Haven in West Dennis -15
2.0 star property
West Dennis
The price is 9.391.160 ₫
21.791.288 ₫ total
includes taxes & fees
16 Apr - 17 Apr
Coastal Haven in West Dennis -15
Family House, Private Bathroom, Pool View | Lounge

Sal's Place

Sal's Place
2.0 star property
Hyannis
The price is 10.532.400 ₫
15.214.052 ₫ total
includes taxes & fees
13 Apr - 14 Apr
Sal's Place
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, (257 reviews)
"Great stay"
United States
Kathleen
The price is 3.663.669 ₫
4.193.069 ₫ total
includes taxes & fees
13 Apr - 14 Apr
The Cove at Yarmouth by Westgate Resorts
Cottage (2 Bedrooms) | 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 3.765.333 ₫
9.562.893 ₫ total
includes taxes & fees
8 May - 9 May
1 Mi to Ferry: 'sea Street Cottage' in Hyannis
House | 5 bedrooms

Water Access 5-bed 2-bath Retreat

Water Access 5-bed 2-bath Retreat
2.0 star property
Hyannis
The price is 15.123.380 ₫
33.153.793 ₫ total
includes taxes & fees
2 May - 3 May
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

All Seasons Resort, Trademark Collection by Wyndham

All Seasons Resort, Trademark Collection by Wyndham

10/10 Excellent
"Nice,clean."
Gulnara 1-night trip
Posted 3 hours ago
All Seasons Resort, Trademark Collection by Wyndham

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 68 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.