A house by a lake with boats.

Osterville Vacation Rentals

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Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Osterville vacation rentals

Beach

1. The Club at New Seabury

The Club at New Seabury
3.5 star property
New Seabury
9.0 out of 10, Wonderful, (367 reviews)
"Overall, very good. Pool and beach area were not the most convenient to access. Short drive required."
United States
Grayson
The price is ￥40,170
￥45,975 total
includes taxes & fees
Sep 7 - Sep 8
The Club at New Seabury
Beach

2. Oceanside Cottage condo next to beach 2bedroom 1bath for 4-6 people

Oceanside Cottage condo next to beach 2bedroom 1bath for 4-6 people
Barnstable
8.6 out of 10, Excellent, (30 reviews)
"It was very comfortable with upgraded kitchen and bathroom. It had all we needed. The owner was very responsive . Easy check in process. The location was perfect, just across from a beautiful ocean beach and very near Hyannis and many attractions. "
United States
Helene M.
Oceanside Cottage condo next to beach 2bedroom 1bath for 4-6 people
Front of property

3. Holly Tree Resort

Holly Tree Resort
3.0 star property
West Yarmouth
9.2 out of 10, Wonderful, (409 reviews)
"Was really good place"
United States
Philip
The price is ￥41,717
￥47,745 total
includes taxes & fees
Aug 30 - Aug 31
Holly Tree Resort
Indoor pool

4. 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, (268 reviews)
"P Indoor pool and hot tub loved and the outdoor Shack was great"
United States
BELKIS
The price is ￥27,714
￥31,718 total
includes taxes & fees
Sep 24 - Sep 25
The Cove at Yarmouth by Westgate Resorts
House (3 Bedrooms) | Interior

5. Bike to Beach: Centerville Home w/ Deck!

Bike to Beach: Centerville Home w/ Deck!
3.0 star property
Centerville
The price is ￥39,420
￥100,752 total
includes taxes & fees
Aug 26 - Aug 27
Bike to Beach: Centerville Home w/ Deck!
Interior

6. Bike to Beach: Centerville Home w/ Deck!

Bike to Beach: Centerville Home w/ Deck!
Centerville
9.6 out of 10, Exceptional, (23 reviews)
"The house was very clean, updated and comfortable. It suited our needs beautifully. Communication was great and check in was very easy. The location was very convenient and it was wonderful to have ample parking."
United States
Jeanne S.
The price is ￥31,313
￥100,418 total
includes taxes & fees
Aug 26 - Aug 27
Bike to Beach: Centerville Home w/ Deck!
Private kitchen

7. Serene Haven w/ No Shared Spaces | Cape Cod

Serene Haven w/ No Shared Spaces | Cape Cod
Marston Mills
10.0 out of 10, Exceptional, (19 reviews)
"Marston Hills is a great location for getting to many great areas of Cape Cod. The house was very clean and nicely furnished. "
United States
Dana S.
The price is ￥35,764
￥59,308 total
includes taxes & fees
Aug 31 - Sep 1
Serene Haven w/ No Shared Spaces | Cape Cod
Interior

8. Waterfront with Kayaks • Amazing Views • Pets • Walk to Craigville Beach

Waterfront with Kayaks • Amazing Views • Pets • Walk to Craigville Beach
Centerville
9.6 out of 10, Exceptional, (54 reviews)
"Excellent location for our needs and good functionality of the house itself also for our needs. Nice landscaping and secure backyard that was very pretty."
United States
Nancy J.
The price is ￥99,980
￥176,462 total
includes taxes & fees
Sep 7 - Sep 8
Waterfront with Kayaks • Amazing Views • Pets • Walk to Craigville Beach
Private kitchen

9. New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!

New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!
Barnstable
10.0 out of 10, Exceptional, (38 reviews)
"It was a great stay and clean home. Recommend people to stay here"
United States
Charbel T.
The price is ￥127,160
￥217,940 total
includes taxes & fees
Aug 25 - Aug 26
New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!
Beach

10. Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis

Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis
Barnstable
8.8 out of 10, Excellent, (9 reviews)
"Nice location, quiet neighborhood, comfortable, and clean with a feeling of newness. Nice time of year to enjoy the porch and there was plenty of room for our group of seven. Three couches in the basement! Easy to get to town or beaches, etc. Host was helpful and communicative."
United States
Jen M.
The price is ￥34,810
￥97,370 total
includes taxes & fees
Sep 7 - Sep 8
Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis
Living area

11. New Seabury Cape Condo + Pool & Beach Escape

New Seabury Cape Condo + Pool & Beach Escape
New Seabury
10.0 out of 10, Exceptional, (87 reviews)
"Great condo, great location. Fully equipped kitchen and awesome patio. "
United States
Jeff V.
The price is ￥15,579
￥53,670 total
includes taxes & fees
Sep 2 - Sep 3
New Seabury Cape Condo + Pool & Beach Escape
Living area

12. Beach Lovers Escape

Beach Lovers Escape
Yarmouth
10.0 out of 10, Exceptional, (49 reviews)
"Just as advertised, lots of room for guests and great backyard area. Would definitely stay again."
United States
alex f.
The price is ￥37,194
￥116,245 total
includes taxes & fees
Aug 30 - Aug 31
Beach Lovers Escape
Beach

13. Adorable beach house! 3 min walk to beach!

Adorable beach house! 3 min walk to beach!
Popponesset
9.8 out of 10, Exceptional, (30 reviews)
"We had a great stay! The place was clean, well decorated, and close to the beach! The property managers were also very nice and easy to reach out to!"
United States
Allison W.
The price is ￥92,986
￥172,459 total
includes taxes & fees
Sep 22 - Sep 23
Adorable beach house! 3 min walk to beach!
Room

14. Dream beach home on Lewis Bay with ocean views & amazing outdoor areas

Dream beach home on Lewis Bay with ocean views & amazing outdoor areas
West Yarmouth
9.2 out of 10, Wonderful, (33 reviews)
"Great stay"
United States
Christian Z.
The price is ￥54,520
￥150,829 total
includes taxes & fees
Sep 7 - Sep 8
Dream beach home on Lewis Bay with ocean views & amazing outdoor areas
Beach

15. New Seabury Home with Private Dock close to Beach, Golf Tennis, BOAT OPTIONAL

New Seabury Home with Private Dock close to Beach, Golf Tennis, BOAT OPTIONAL
Little Neck Bay
9.8 out of 10, Exceptional, (51 reviews)
"A wonderful home in a fabulous setting. The home has spacious & well laid out with a variety of beautiful outdoor spaces. Comfortable, with sufficient spaces inside and out; everyone had space to enjoy the property. We stayed for a week and never tired of the outdoor views. Convenient to great shopping and excellent beaches."
United States
Eric S.
The price is ￥119,213
￥228,127 total
includes taxes & fees
Aug 29 - Aug 30
New Seabury Home with Private Dock close to Beach, Golf Tennis, BOAT OPTIONAL
Room

16. George and Pearl's Cape House

George and Pearl's Cape House
South Yarmouth
George and Pearl's Cape House
Exterior

17. Luxurious 7BR Estate Includes - Tennis Crt, Pool, Hot Tub, Home Theater, & Gym!

Luxurious 7BR Estate Includes - Tennis Crt, Pool, Hot Tub, Home Theater, & Gym!
West Barnstable
10.0 out of 10, Exceptional, (143 reviews)
"The host was amazing and very responsive. He checked in to see if everyone was happy, of course we were! We got married this weekend and booked this property for all of our family from out of town. This property is beautiful! We couldn’t be happier and will definitely book again when our family comes to town. Best wedding weekend ever! "
United States
Nicole T.
The price is ￥157,361
￥276,699 total
includes taxes & fees
Sep 7 - Sep 8
Luxurious 7BR Estate Includes - Tennis Crt, Pool, Hot Tub, Home Theater, & Gym!
Room

18. Walk to beaches & ferries ★ Snow's Creek Waterview

Walk to beaches & ferries ★ Snow's Creek Waterview
Barnstable
10.0 out of 10, Exceptional, (10 reviews)
"We thoroughly enjoyed our time at this property. There were 11 adults/teens across 3 families. Easy access to the beach and downtown. It really was perfect! I would stay again in a heartbeat."
United States
Jessica H.
The price is ￥93,542
￥200,565 total
includes taxes & fees
Aug 26 - Aug 27
Walk to beaches & ferries ★ Snow's Creek Waterview
Beach

19. SANDTRAP! BEACH short walk! Marinas, Golf, Shopping & Restaurants short drive!

SANDTRAP! BEACH short walk! Marinas, Golf, Shopping & Restaurants short drive!
Yarmouth
10.0 out of 10, Exceptional, (62 reviews)
"The house was wonderful. Everything was decorated perfectly for a beach house. The beds were plenty comfortable. There wasn’t anything we needed that wasn’t already in the house and I was in contact with the owner and she was very responsive quickly and very nice. I would recommend this house for anybody to stay in and I will definitely book it again."
United States
Deborah
The price is ￥44,204
￥88,977 total
includes taxes & fees
Sep 8 - Sep 9
SANDTRAP! BEACH short walk! Marinas, Golf, Shopping & Restaurants short drive!
Beach

20. Edgewater Beach Resort

Edgewater Beach Resort
3.5 star property
Dennis Port
9.0 out of 10, Wonderful, (337 reviews)
"Great place! Everything was lovely"
United States
Susan
The price is ￥43,063
￥49,286 total
includes taxes & fees
Aug 30 - Aug 31
Edgewater Beach Resort
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

The Mariner Resort Cape Cod by The Red Collection

The Mariner Resort Cape Cod by The Red Collection

10/10 Excellent
"A good place to rest and relax; good service, comfort, and cleanliness."
Alejandra 3-night trip
Posted less than an hour ago
The Mariner Resort Cape Cod by The Red Collection

Find out more about Osterville

Search for holiday rentals in Osterville on Expedia! You can easily find your home rentals, villas, holiday apartments in Osterville using one of the methods below:

  • View our selection of featured holiday rentals in Osterville
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  • Enter your travel dates to view the best deals on holiday rentals in Osterville while they last

Look no further and take a look at our great range of rental properties in Osterville!

Frequently asked questions

Can I find vacation rentals in Osterville?

Yes, we give you a choice of vacation rentals in Osterville close to Stand Up & Paddle Cape Cod, or you can select a more remote option if you'd like a relaxing place to stay.

What are some of the best vacation rentals that Osterville has to offer?

Private Sandy Beach, Truly Oceanfront,Private Decks, Free Kayak, Sleeps 5: This vacation home rental outside of Osterville is located on the beach and has a balcony, a selection of games, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

How many vacation rentals are there in Osterville?

With 59 Expedia vacation rentals, you're sure 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 larger area.

What’s a vacation rental in Osterville like?

Vacation rentals are private properties you can book for a short or long stay in Osterville. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so you'll have everything you need. If you're concerned about cleanliness, vacation rentals can provide a sense of privacy away from public hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for a family trip.