Osterville Vacation Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Osterville vacation rentals

A beach with a clear sky and a lifeguard tower in the distance.

1. Beach pass included • Modern 3BR Osterville retreat, walkable to village center

Beach pass included • Modern 3BR Osterville retreat, walkable to village center
Osterville
10.0 out of 10, Exceptional, (24 reviews)
"Denise was an amazing host and very welcoming! We can’t wait to go back next year!"
United States
Carrie B.
The price is AED 1,781
AED 3,460 total
includes taxes & fees
10 Nov - 11 Nov
Beach pass included • Modern 3BR Osterville retreat, walkable to village center
A golf course with a clubhouse, a lake, and surrounding trees.

2. The Club at New Seabury

The Club at New Seabury
3.5 star property
New Seabury
9.0 out of 10, Wonderful, (372 reviews)
"The New Seabury resort is beautiful & has excellent customer service. The 4/5 stars is because the unit we stayed in needs some updating. However, the layout, cleanliness, & location is good."
United States
Kathleen
The price is AED 541
AED 619 total
includes taxes & fees
10 Nov - 11 Nov
The Club at New Seabury
A pool area with lounge chairs and flags.

3. 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, (273 reviews)
"Everything was great. Very clean room"
United States
Manizheh
The price is AED 395
AED 452 total
includes taxes & fees
10 Nov - 11 Nov
The Cove at Yarmouth by Westgate Resorts
A kitchen with white cabinetry, a double-door refrigerator, and a glass-fronted cabinet with dishes.

4. 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)
"Great place to stay! Close to everything!"
United States
Sarah K.
The price is AED 900
AED 1,383 total
includes taxes & fees
25 Nov - 26 Nov
Serene Haven w/ No Shared Spaces | Cape Cod
A modern kitchen with a large window overlooking a lake, a dining area with chairs, and a living room with a sofa.

5. WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy

WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy
Sandwich
10.0 out of 10, Exceptional, (6 reviews)
"We really enjoyed our stay at this property. The view was amazing and had our own private beach to lounge at!"
United States
Sean H.
The price is AED 591
AED 1,408 total
includes taxes & fees
10 Nov - 11 Nov
WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy
A living room with a sectional sofa, a wooden coffee table, a blue and white rug, and a window with a 'BEACH' sign.

6. Great Home Close to Craigville Beach

Great Home Close to Craigville Beach
Barnstable
10.0 out of 10, Exceptional, (17 reviews)
"Easy booking very clean and convenient for our families wedding event"
United States
James B.
The price is AED 992
AED 2,148 total
includes taxes & fees
16 Nov - 17 Nov
Great Home Close to Craigville Beach
A wide sandy beach with footprints leading to the water, a clear sky, and distant buildings.

7. 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
9.0 out of 10, Wonderful, (11 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 AED 463
AED 1,794 total
includes taxes & fees
10 Nov - 11 Nov
Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis
An aerial view of a beach with a boat dock, a house, and dense forest.

8. Historic 5BR Mid Cape w/ Private Lake Access

Historic 5BR Mid Cape w/ Private Lake Access
Barnstable
10.0 out of 10, Exceptional, (2 reviews)
"We absolutely loved it!!!"
United States
Camila P.
The price is AED 937
AED 2,367 total
includes taxes & fees
12 Nov - 13 Nov
Historic 5BR Mid Cape w/ Private Lake Access
A beach with sand, flowers, and a clear sky.

9. Beach Pass Included!

Beach Pass Included!
Barnstable
9.4 out of 10, Exceptional, (3 reviews)
"The property is gorgeous and inviting from the second you pull in the driveway to the inside of the house. The spacious, fenced in yard was a great feature when traveling with kids and pets. The pool and hot tub kept us entertained the whole vacation; we barely felt the need to leave the house!"
United States
Sara D.
The price is AED 918
AED 1,089 total
includes taxes & fees
10 Nov - 11 Nov
Beach Pass Included!
A modern kitchen with a large island, stainless steel appliances, and grey cabinetry.

10. 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, (41 reviews)
"Beautiful home in a wonderful location!"
United States
Jamie C.
The price is AED 1,837
AED 3,422 total
includes taxes & fees
10 Nov - 11 Nov
New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!
A kitchen with a dining area, a ceiling fan, and a view to an outdoor patio.

11. Cozy 3BR 2 Ba Home, Mins to Sandwich Center, Mashpee, Ocean & Fresh Water Beach

Cozy 3BR 2 Ba Home, Mins to Sandwich Center, Mashpee, Ocean & Fresh Water Beach
Sandwich
The price is AED 735
AED 1,370 total
includes taxes & fees
10 Nov - 11 Nov
Cozy 3BR 2 Ba Home, Mins to Sandwich Center, Mashpee, Ocean & Fresh Water Beach
Private kitchen

12. Entire Hyannis Home - Near Downtown & Beaches

Entire Hyannis Home - Near Downtown & Beaches
Barnstable
8.6 out of 10, Excellent, (4 reviews)
"We had a lovely stay! The location was great, with plenty of bars and restaurants nearby. The place was clean, spacious and had everything we needed. Rebecca made the whole process really easy from start to finish. Thank you for a lovely stay!"
United Kingdom
Ellie M.
The price is AED 646
AED 1,639 total
includes taxes & fees
10 Nov - 11 Nov
Entire Hyannis Home - Near Downtown & Beaches
A kitchen with a central island, white cabinets, a gas stove, and a sink.

13. Spacious Lake House for Large Groups w Private Acre+ short path to Lake

Spacious Lake House for Large Groups w Private Acre+ short path to Lake
Barnstable
8.4 out of 10, Very good, (10 reviews)
"Easy check in, lots of room for people. Needs a little updating and it will be perfect."
United States
Austin S.
The price is AED 1,818
AED 3,960 total
includes taxes & fees
10 Nov - 11 Nov
Spacious Lake House for Large Groups w Private Acre+ short path to Lake
A boat docked at a concrete pier with a sandy shore in the background.

14. Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!

Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!
Seconsett Island
10.0 out of 10, Exceptional, (45 reviews)
"Great place with kayaks and paddle boards, beach, close to Mashpee Commons. Host was great and place was clean and quaint."
United States
Michele M.
The price is AED 579
AED 1,604 total
includes taxes & fees
10 Nov - 11 Nov
Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!
A beach with a boat labeled MS1284HB and a covered area.

15. Secluded-Entire 2nd floor Suite with Private Bath

Secluded-Entire 2nd floor Suite with Private Bath
Barnstable
9.4 out of 10, Exceptional, (6 reviews)
"Great host, great place!"
United States
Brandon S.
The price is AED 511
AED 904 total
includes taxes & fees
15 Nov - 16 Nov
Secluded-Entire 2nd floor Suite with Private Bath
A beach with sand, flowers, and a clear sky.

16. Sal's Place

Sal's Place
2.0 star property
Hyannis
The price is AED 918
AED 1,492 total
includes taxes & fees
10 Nov - 11 Nov
Sal's Place
A wooden deck with a table and chairs, overlooking a body of water and trees.

17. Lakefront Stunning Cape Cod Views w Private Lake Beach - Backyard is the Lake !

Lakefront Stunning Cape Cod Views w Private Lake Beach - Backyard is the Lake !
Barnstable
7.6 out of 10, Good, (5 reviews)
"We loved staying Conduit. The location is incredible. The lake is gorgeous. We canoed and swam. There are hiking trails across the street. It was 20 minutes to gorgeous beaches. We had 14 of us very comfortably in the house. Stephanie was a great host. We would definitely come back."
United States
Molly R.
The price is AED 1,909
AED 4,072 total
includes taxes & fees
10 Nov - 11 Nov
Lakefront Stunning Cape Cod Views w Private Lake Beach - Backyard is the Lake !
A wooden deck with a wooden bench, a railing, and a window.

18. Hyannis Hideaway in Cape Cod

Hyannis Hideaway in Cape Cod
Barnstable
9.8 out of 10, Exceptional, (11 reviews)
"Extremely clean house. A great location. We were happy with the house. Great communication with the host."
United States
Nathalie M.
The price is AED 1,745
AED 2,968 total
includes taxes & fees
10 Nov - 11 Nov
Hyannis Hideaway in Cape Cod
A wooden interior with a dining area set for a meal, featuring a table with plates, glasses, and cutlery.

19. Charming Family-friendly Getaway in Sandwich!

Charming Family-friendly Getaway in Sandwich!
3.0 star property
Sandwich
The price is AED 375
AED 1,432 total
includes taxes & fees
10 Nov - 11 Nov
Charming Family-friendly Getaway in Sandwich!
A fire pit surrounded by white chairs and a table, set on a gravel area with trees in the background.

20. Cozy, vacation home in a charming duplex cottage

Cozy, vacation home in a charming duplex cottage
Yarmouth
9.6 out of 10, Exceptional, (10 reviews)
"Amazingly clean, comfortable and a great location. We didn’t want to leave!"
United States
Sarah B.
The price is AED 551
AED 1,278 total
includes taxes & fees
1 Dec - 2 Dec
Cozy, vacation home in a charming duplex cottage
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

A hotel room with two beds, a desk, a chair, a TV, and a bathroom.
The Ocean View

The Ocean View

The Ocean View
Centerville

10/10 Excellent

Great location. Just steps away from Craigville. Rooms are clean and quaint. We loved hanging out on our private patio. We got a partial ocean view room, which basically means downstairs room. Next time we stay we are going to pay the extra money for a ocean view room , which is an upstairs room with a balcony and they must have really great views. The staff was pleasant and accommodating. They gave us a tour of their regatta suite and we would really love to stay there for our anniversary....
United States
Anonymous traveler
Reviewed June 23, 2015
The Ocean View

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?

Stunning Oceanfront Home With Amazing Views ~ Private Beach! Ocean Beach Vista!: This vacation home rental outside of Osterville is located on the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and an arcade game room.

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.