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

A coastal hotel with multiple beachside rooms, a large covered area, and a beach with umbrellas.

1. The Club at New Seabury

The Club at New Seabury
3.5 star property
New Seabury
9.0 out of 10, Wonderful, (366 reviews)
"Overall, very good. Pool and beach area were not the most convenient to access. Short drive required."
United States
Grayson
$253 nightly
The price is $289
Sep 7 - Sep 8
Total with taxes and fees
The Club at New Seabury
A coastal residential area with houses and a 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.
$568 nightly
The price is $650
Aug 22 - Aug 23
Total with taxes and fees
Oceanside Cottage condo next to beach 2bedroom 1bath for 4-6 people
A modern building with a curved glass facade, surrounded by well-manicured gardens and a sign indicating it is a hotel.

3. Holly Tree Resort

Holly Tree Resort
3.0 star property
West Yarmouth
9.2 out of 10, Wonderful, (408 reviews)
"Was really good place"
United States
Philip
$246 nightly
The price is $282
Aug 30 - Aug 31
Total with taxes and fees
Holly Tree Resort
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, (268 reviews)
"P Indoor pool and hot tub loved and the outdoor Shack was great"
United States
BELKIS
$154 nightly
The price is $176
Sep 21 - Sep 22
Total with taxes and fees
The Cove at Yarmouth by Westgate Resorts
A spacious kitchen with a central island, wooden dining table, and bar stools.

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

Bike to Beach: Centerville Home w/ Deck!
3.0 star property
Centerville
$554 nightly
The price is $634
Aug 26 - Aug 27
Total with taxes and fees
Bike to Beach: Centerville Home w/ Deck!
A spacious kitchen with a central island, wooden dining table, and bar stools.

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.
$552 nightly
The price is $632
Aug 26 - Aug 27
Total with taxes and fees
Bike to Beach: Centerville Home w/ Deck!
A kitchen with white cabinetry, a double-door refrigerator, and a glass-fronted cabinet with dishes.

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.
$318 nightly
The price is $364
Sep 1 - Sep 2
Total with taxes and fees
Serene Haven w/ No Shared Spaces | Cape Cod
A living room with a white sofa, a coffee table with a glass vase, and a view of the outdoors through a large window.

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.
$970 nightly
The price is $1,110
Sep 7 - Sep 8
Total with taxes and fees
Waterfront with Kayaks • Amazing Views • Pets • Walk to Craigville Beach
A modern kitchen with a large island, stainless steel appliances, and grey cabinetry.

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, (36 reviews)
"It was a great stay and clean home. Recommend people to stay here"
United States
Charbel T.
$1,199 nightly
The price is $1,372
Aug 23 - Aug 24
Total with taxes and fees
New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!
A wide sandy beach with footprints leading to the water, a clear sky, and distant buildings.

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.
$553 nightly
The price is $613
Sep 7 - Sep 8
Total with taxes and fees
Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis
A modern living room with a sofa, chairs, a coffee table, and a dining area.

11. New Seabury Cape Condo + Pool & Beach Escape

New Seabury Cape Condo + Pool & Beach Escape
New Seabury
10.0 out of 10, Exceptional, (86 reviews)
"Great condo, great location. Fully equipped kitchen and awesome patio. "
United States
Jeff V.
$295 nightly
The price is $338
Sep 2 - Sep 3
Total with taxes and fees
New Seabury Cape Condo + Pool & Beach Escape
A spacious living room with a large sectional sofa, a coffee table, and a patterned rug. There is a kitchen area with white cabinets and a dining table. A wooden staircase leads to an upper level.

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.
$639 nightly
The price is $731
Aug 30 - Aug 31
Total with taxes and fees
Beach Lovers Escape
A beach with a clear sky and a crescent moon.

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.
$948 nightly
The price is $1,085
Sep 21 - Sep 22
Total with taxes and fees
Adorable beach house! 3 min walk to beach!
A bedroom with a bed, bedside table, lamp, and a view through the window.

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.
$838 nightly
The price is $959
Sep 15 - Sep 16
Total with taxes and fees
Dream beach home on Lewis Bay with ocean views & amazing outdoor areas
A beach with clear water and a sandy shore.

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.
$1,250 nightly
The price is $1,431
Aug 29 - Aug 30
Total with taxes and fees
New Seabury Home with Private Dock close to Beach, Golf Tennis, BOAT OPTIONAL

16. George and Pearl's Cape House

George and Pearl's Cape House
South Yarmouth
$782 nightly
The price is $895
Sep 1 - Sep 2
Total with taxes and fees
George and Pearl's Cape House
An aerial view of a large house with a swimming pool, a tennis court, and a well-maintained lawn.

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.
$1,521 nightly
The price is $1,741
Sep 7 - Sep 8
Total with taxes and fees
Luxurious 7BR Estate Includes - Tennis Crt, Pool, Hot Tub, Home Theater, & Gym!
A bedroom with a bed, nightstands, a window with a view, and a red curtain.

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.
$1,103 nightly
The price is $1,262
Aug 26 - Aug 27
Total with taxes and fees
Walk to beaches & ferries ★ Snow's Creek Waterview
A beach with a wooden structure, clear sky, and calm sea.

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
$525 nightly
The price is $601
Sep 8 - Sep 9
Total with taxes and fees
SANDTRAP! BEACH short walk! Marinas, Golf, Shopping & Restaurants short drive!
Beach chairs arranged in rows facing the ocean.

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
$265 nightly
The price is $303
Sep 1 - Sep 2
Total with taxes and fees
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

Holiday Inn Express Hyannis Cape Cod by IHG

Holiday Inn Express Hyannis Cape Cod by IHG

10/10 Excellent
"This hotel is the cleanest I’ve ever been to. The staff are very nice & friendly. And best of all it’s Pet Friendly. The only negative thing to me was the $40 a day pet fee. The last Holiday Inn Express I stayed at in Warwick, RI last week was only a $50 one time per stay fee which is more reasonable I would travel a lot more if the fee was lower. Other than that Holiday Inn express is my place to go to!! And the breakfast is out of this world. Although I don’t eat much in the morning."
Carolyn 2-night trip
Posted less than an hour ago
Holiday Inn Express Hyannis Cape Cod by IHG

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 $268 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?

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.