A house by a lake with boats.

Osterville Vacation Rentals

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    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

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.
$865 nightly
The price is $990
Oct 31 - Nov 1
Total with taxes and fees
Beach pass included • Modern 3BR Osterville retreat, walkable to village center
A modern living room with a fireplace, a dining area, and a staircase.

2. Wilton Home - Sunny Retreat, Bike to Beach, Central AC

Wilton Home - Sunny Retreat, Bike to Beach, Central AC
Barnstable
$450 nightly
The price is $515
Nov 10 - Nov 11
Total with taxes and fees
Wilton Home - Sunny Retreat, Bike to Beach, Central AC
A coastal hotel with multiple beachside rooms, a large covered area, and a beach with umbrellas.

3. The Club at New Seabury

The Club at New Seabury
3.5 star property
New Seabury
9.0 out of 10, Wonderful, (371 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
$173 nightly
The price is $198
Nov 15 - Nov 16
Total with taxes and fees
The Club at New Seabury
A pool area with lounge chairs and flags.

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, (270 reviews)
"The property is an older timeshare and dated."
United States
Kim
$106 nightly
The price is $121
Nov 3 - Nov 4
Total with taxes and fees
The Cove at Yarmouth by Westgate Resorts
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, (4 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.
$341 nightly
The price is $390
Oct 31 - Nov 1
Total with taxes and fees
WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy
A backyard with a patio, outdoor seating, a barbecue grill, and a wooden fence.

6. Charming 3-bedroom house in lovely Barnstable

Charming 3-bedroom house in lovely Barnstable
Barnstable
9.6 out of 10, Exceptional, (5 reviews)
"Excellent stay! Loved the home! "
United States
Cailee B.
$528 nightly
The price is $604
Nov 15 - Nov 16
Total with taxes and fees
Charming 3-bedroom house in lovely Barnstable
A portable gas grill with a digital thermometer and control knobs.

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)
"Great place to stay! Close to everything!"
United States
Sarah K.
$348 nightly
The price is $398
Nov 25 - Nov 26
Total with taxes and fees
Serene Haven w/ No Shared Spaces | Cape Cod
A living room with a sectional sofa, a wooden coffee table, a blue and white rug, and a window with a 'BEACH' sign.

8. 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.
$537 nightly
The price is $615
Nov 6 - Nov 7
Total with taxes and fees
Great Home Close to Craigville Beach
A spacious living room with two beige sofas, a coffee table, and a patterned rug.

9. 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.
$447 nightly
The price is $494
Nov 2 - Nov 3
Total with taxes and fees
Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis
A kitchen with a dining area, a ceiling fan, and a view to an outdoor patio.

10. 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
$343 nightly
The price is $393
Oct 31 - Nov 1
Total with taxes and fees
Cozy 3BR 2 Ba Home, Mins to Sandwich Center, Mashpee, Ocean & Fresh Water Beach
Private kitchen

11. 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.
$372 nightly
The price is $426
Nov 1 - Nov 2
Total with taxes and fees
Entire Hyannis Home - Near Downtown & Beaches
A modern kitchen with white cabinetry, a central island with bar stools, a stainless steel sink, and a ceiling fan.

12. Cape Diem ; All new; 1.5m to Criagville, Hyannis beach; with WiFi, AC

Cape Diem ; All new; 1.5m to Criagville, Hyannis beach; with WiFi, AC
Barnstable
10.0 out of 10, Exceptional, (7 reviews)
"Very nice property in a quiet and convenient location. Private backyard with outdoor shower. Interior was completely updated with very nice furnishings and appliances. All in all a great home that we will definitely return to. "
United States
Jim C.
$585 nightly
The price is $670
Oct 31 - Nov 1
Total with taxes and fees
Cape Diem ; All new; 1.5m to Criagville, Hyannis beach; with WiFi, AC
A hot tub with a wooden deck and lounge chairs, a patio area with a fence, and a CINZANO sign.

13. 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.
$270 nightly
The price is $309
Nov 1 - Nov 2
Total with taxes and fees
Beach Pass Included!
A restaurant named 'The Black Cat Food & Spirits' with a signpost indicating directions to various locations.

14. 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.
$225 nightly
The price is $258
Nov 1 - Nov 2
Total with taxes and fees
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.

15. Sal's Place

Sal's Place
2.0 star property
Hyannis
$370 nightly
The price is $406
Nov 1 - Nov 2
Total with taxes and fees
Sal's Place
A kitchen with a central island, white cabinets, a gas stove, and a sink.

16. 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.
$961 nightly
The price is $1,100
Nov 1 - Nov 2
Total with taxes and fees
Spacious Lake House for Large Groups w Private Acre+ short path to Lake
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.

17. 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.
$765 nightly
The price is $832
Nov 18 - Nov 19
Total with taxes and fees
Historic 5BR Mid Cape w/ Private Lake Access
A patio with wicker chairs and a small table, a grassy yard, a wooden fence, and a view of a body of water.

18. 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.
$373 nightly
The price is $426
Nov 1 - Nov 2
Total with taxes and fees
Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!
A modern kitchen with a large island, stainless steel appliances, and grey cabinetry.

19. 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"
United States
steven c.
$853 nightly
The price is $976
Oct 31 - Nov 1
Total with taxes and fees
New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!
A bedroom with a bed, a dresser, a sofa, and a painting on the wall.

20. Charming studio in tranquil Falmouth with AC

Charming studio in tranquil Falmouth with AC
Falmouth
10.0 out of 10, Exceptional, (4 reviews)
"Very clean and comfy place, a short drive to Falmouth center! Communication was very easy and check-in simple."
United States
Harry H.
$207 nightly
The price is $237
Oct 31 - Nov 1
Total with taxes and fees
Charming studio in tranquil Falmouth with AC
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

Summercamp

Summercamp

10/10 Excellent
"The staff was so friendly and hospitable! We loved our wonderful stay! Thank you❣️😃❤️😍"
Jean 2-night trip
Posted 1 hour ago
Summercamp

Find out more about Osterville

Everything you need to know about Osterville vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Osterville vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Osterville vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Osterville vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Osterville. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Osterville in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $121 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Osterville rentals

At Expedia, we put the best Osterville vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Osterville rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Osterville vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Osterville. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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.