A house by a lake with boats.

Osterville Vacation Rentals

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Our top choices for Osterville holiday rentals

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 RM2,058
RM2,355 total
includes taxes & fees
15 Jul - 16 Jul
The Club at New Seabury

3 Mi to Beaches: Peaceful Wareham Getaway

3 Mi to Beaches: Peaceful Wareham Getaway
3.0 star property
Wareham
The price is RM632
RM1,040 total
includes taxes & fees
23 Jul - 24 Jul
3 Mi to Beaches: Peaceful Wareham Getaway

Water Access 5-bed 2-bath Retreat

Water Access 5-bed 2-bath Retreat
2.5 star property
Hyannis
The price is RM2,625
RM4,942 total
includes taxes & fees
15 Jul - 16 Jul
Water Access 5-bed 2-bath Retreat

5 Mi to Beach: Cape Cod Getaway w/ Grill

5 Mi to Beach: Cape Cod Getaway w/ Grill
3.0 star property
Sandwich
5 Mi to Beach: Cape Cod Getaway w/ Grill

Coastal Haven in West Dennis -15

Coastal Haven in West Dennis -15
2.0 star property
West Dennis
The price is RM1,620
RM3,448 total
includes taxes & fees
12 Jul - 13 Jul
Coastal Haven in West Dennis -15

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 price is RM820
RM1,623 total
includes taxes & fees
21 Jul - 22 Jul
1 Mi to Ferry: 'sea Street Cottage' in Hyannis

Pet-friendly Wareham Retreat Near Onset Beach!

Pet-friendly Wareham Retreat Near Onset Beach!
3.0 star property
Wareham
The price is RM632
RM1,040 total
includes taxes & fees
12 Jul - 13 Jul
Pet-friendly Wareham Retreat Near Onset Beach!

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 RM1,362
RM2,719 total
includes taxes & fees
8 Aug - 9 Aug
Walk to Swift's Beach! Classic Cottage w/ Deck

3 Mi to Onset Beach & Village! Pet-friendly Apt

3 Mi to Onset Beach & Village! Pet-friendly Apt
3.0 star property
Wareham
The price is RM632
RM1,040 total
includes taxes & fees
13 Jul - 14 Jul
3 Mi to Onset Beach & Village! Pet-friendly Apt

3 Mi to Main Street: Newly Renovated Wareham Apt!

3 Mi to Main Street: Newly Renovated Wareham Apt!
3.0 star property
Wareham
The price is RM632
RM1,040 total
includes taxes & fees
26 Jul - 27 Jul
3 Mi to Main Street: Newly Renovated Wareham Apt!
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

Find out more about Osterville

Search for holiday rentals in Osterville on Expedia.co.uk! 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.

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.