Holiday Rentals in Osterville

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in Osterville

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 price is €715
includes taxes & fees
24 Jul - 25 Jul
The Club at New Seabury

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 €438
includes taxes & fees
11 Jul - 12 Jul
Edgewater Beach Resort, a VRI resort

Brewster Green Resort

3.5 star property
9.4 out of 10, Exceptional, (102)
"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 €389
includes taxes & fees
17 Jul - 18 Jul
Brewster Green Resort

Sea Mist Resort

3.0 star property
8.8 out of 10, Excellent, (127)
"We love the location of the resort. Easy access to restaurants and beaches. The pool area was great. We went to the indoor pool and hot tub. We feel the unit needed updating. It was clean and accommodating but really old. "
The price is €233
includes taxes & fees
31 Jul - 1 Aug
Sea Mist Resort

Holly Tree Resort

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

Renovated Nantucket Style 2 Bed/2 Bath Cottage, Steps to Private Beach, Market..

8.6 out of 10, Excellent, (39)
"Great place for a summer vacation"
Renovated Nantucket Style 2 Bed/2 Bath Cottage, Steps to Private Beach, Market..

Beachside Village Resort

3.0 star property
9.2 out of 10, Wonderful, (95)
"The room is in excellent and clean condition, with easy access to the beach."
The price is €302
includes taxes & fees
14 Jul - 15 Jul
Beachside Village Resort

InnSeason Resorts Captain's Quarters

3.5 star property
9.8 out of 10, Exceptional, (173)
"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, (160)
"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 €380
includes taxes & fees
13 Jul - 14 Jul
Riverview Resort

Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! capeoceanvista

9.6 out of 10, Exceptional, (132)
"Spent a week at this nice condo in mid-January. Cozy and warm, right on the beach. The Cape in mid-winter is very quiet but that is what we had wanted. Our 15 year old Shih-Tzu was comfortable and happy. Nice relaxing week on this terrific property."
Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! capeoceanvista

Steps to the Ocean! Perfect Location!!!

10.0 out of 10, Exceptional, (215)
"We really enjoyed our stay there and can definitely see staying there again. Very convenient to really everything you might want to do. Restaurants nearby as well as the beaches, beautiful places, and boardwalks over the marshes. Also, very clean and comfortable."
Steps to the Ocean! Perfect Location!!!

*Oceanfront Beach Home*

10.0 out of 10, Exceptional, (78)
"Salt Eire was a lovely, cozy home. The beach views were phenomenal. The gas fireplace was perfect for a winter visit! The hosts supplied everything we could possibly need. It was a wonderful weekend getaway. "
*Oceanfront Beach Home*

Steps to private Beach, Golf Course, AC, tandem Kayak for Guests

9.6 out of 10, Exceptional, (23)
"Enjoyed our stay: clean, modern and great location."
Steps to private Beach, Golf Course, AC, tandem Kayak for Guests

Gorgeous Cottage steps from the beach

8.4 out of 10, Very good, (15)
"Great place to stay we loved it"
Gorgeous Cottage steps from the beach

Oldest Town of Cape Cod In The Historic District

9.6 out of 10, Exceptional, (4)
"Staying at Mr Ed's place was a wonderful experience! The apartment was very clean and the beds are incredibly comfortable, making for a great night's sleep. Ed’s was a fantastic host – very responsive to messages and provided helpful recommendations for locals. The location was perfect for exploring, with easy access on everything you need. It was a fantastic stay and I highly recommend it!" "
The price is €454
includes taxes & fees
16 Jul - 17 Jul
Oldest Town of Cape Cod In The Historic District

Charming Waterfront Cape Cottage with Private Beach and Beautiful Water Views

2.0 star property
Charming Waterfront Cape Cottage with Private Beach and Beautiful Water Views

"Awesome Vacation while staying at "HomeAway" from Home"

8.4 out of 10, Very good, (74)
"Great spot for a beach getaway!"
The price is €223
includes taxes & fees
20 Jul - 21 Jul
"Awesome Vacation while staying at "HomeAway" from Home"

Charming Seaside Cottage Central to the Beach and New Seabury Resort Community

2.0 star property
9.4 out of 10, Exceptional, (6)
"Perfect cottage"
Charming Seaside Cottage Central to the Beach and New Seabury Resort Community

Charming updated bungalow with firepit, fast WiFi, & walkable locale near beach

8.4 out of 10, Very good, (35)
"Perfect for one or two people, was great for myself and my dog to stay."
Charming updated bungalow with firepit, fast WiFi, & walkable locale near beach

Charming 3-bedroom house with a pool, AC, WiFi in pleasant East Falmouth

10.0 out of 10, Exceptional, (1)
"Really beautiful place with a lot of space and a very helpful host"
Charming 3-bedroom house with a pool, AC, WiFi in pleasant East Falmouth
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.
Save an average of 15% on thousands of hotels when you're signed in

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?

Oldest Town of Cape Cod In The Historic District: This holiday home rental outside of Osterville is equipped with a BBQ, air conditioning and laundry facilities to help you feel comfortable during your stay. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

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.