Osterville Vacation Rentals

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Check prices for these dates

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

Our top choices for Osterville vacation rentals

A modern kitchen with white cabinets, stainless steel appliances, a marble countertop, and a wooden dining table.

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 ￥76,635
￥148,833 total
includes taxes & fees
Nov 15 - Nov 16
Beach pass included • Modern 3BR Osterville retreat, walkable to village center
A row of white lounge chairs with blue cushions, arranged under a white canopy, overlooking the sea.

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 ￥23,351
￥26,726 total
includes taxes & fees
Nov 17 - Nov 18
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 ￥16,984
￥19,439 total
includes taxes & fees
Nov 15 - Nov 16
The Cove at Yarmouth by Westgate Resorts
A portable gas grill with a digital thermometer and control knobs.

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 ￥34,841
￥61,578 total
includes taxes & fees
Nov 25 - Nov 26
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 ￥24,018
￥58,956 total
includes taxes & fees
Nov 11 - Nov 12
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 ￥42,790
￥92,687 total
includes taxes & fees
Nov 16 - Nov 17
Great Home Close to Craigville Beach
A spacious living room with two beige sofas, a coffee table, and a patterned rug.

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 ￥19,198
￥76,372 total
includes taxes & fees
Nov 11 - Nov 12
Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis
A dining area with a round table set for four, surrounded by wooden chairs. There is a chandelier above the table, and a wooden cabinet with decorative items on the wall.

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 ￥31,602
￥91,167 total
includes taxes & fees
Nov 15 - Nov 16
Historic 5BR Mid Cape w/ Private Lake Access
A hot tub with a wooden deck and lounge chairs, a patio area with a fence, and a CINZANO sign.

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 ￥39,503
￥48,829 total
includes taxes & fees
Nov 11 - Nov 12
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 ￥79,005
￥146,845 total
includes taxes & fees
Nov 15 - Nov 16
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 ￥31,602
￥58,955 total
includes taxes & fees
Nov 11 - Nov 12
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 ￥25,440
￥70,350 total
includes taxes & fees
Nov 11 - Nov 12
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 ￥78,215
￥170,354 total
includes taxes & fees
Nov 11 - Nov 12
Spacious Lake House for Large Groups w Private Acre+ short path to Lake
A patio with wicker chairs and a small table, a grassy yard, a wooden fence, and a view of a body of water.

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 ￥24,887
￥68,449 total
includes taxes & fees
Nov 15 - Nov 16
Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!
A restaurant named 'The Black Cat Food & Spirits' with a signpost indicating directions to various locations.

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 ￥21,963
￥38,880 total
includes taxes & fees
Nov 15 - Nov 16
Secluded-Entire 2nd floor Suite with Private Bath
A hot tub with a wooden deck and lounge chairs, a patio area with a fence, and a CINZANO sign.

16. Sal's Place

Sal's Place
2.0 star property
Hyannis
The price is ￥39,503
￥64,173 total
includes taxes & fees
Nov 11 - Nov 12
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 ￥82,126
￥175,194 total
includes taxes & fees
Nov 11 - Nov 12
Lakefront Stunning Cape Cod Views w Private Lake Beach - Backyard is the Lake !
A deck with wicker furniture and a potted plant.

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 ￥75,055
￥127,315 total
includes taxes & fees
Nov 13 - Nov 14
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 ￥16,117
￥61,584 total
includes taxes & fees
Nov 12 - Nov 13
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 ￥23,702
￥54,977 total
includes taxes & fees
Dec 1 - Dec 2
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 man sitting at a table with a laptop, overlooking a pool area with chairs and tables.
Hyannis Travel Inn

Hyannis Travel Inn

Hyannis Travel Inn
Hyannis

10/10 Excellent

The location is everything as it is 1 street over from main street. The room was a nice size with 2 double beds and was clean with a large private balcony overlooking the street. The room had a mini fridge, a TV with limited cable, a telephone, great air conditioning and lighting. The bathroom was small with a very small and low toilet, low water pressure and a very small shower head, but the water temperature was good. Also limited counter space. The beds were very uncomfortable , uneven And...
United States
Luis
Reviewed June 21, 2024
Hyannis Travel Inn

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:

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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 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.