A house by a lake with boats.

Osterville Vacation Rentals

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Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Osterville vacation rentals

Interior

1. 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.
$559 nightly
The price is $640
Aug 26 - Aug 27
Total with taxes and fees
Bike to Beach: Centerville Home w/ Deck!
House (3 Bedrooms) | Interior

2. 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!
Coffee/tea maker, fridge, microwave, oven

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

Serene Haven w/ No Shared Spaces | Cape Cod
Marston Mills
10.0 out of 10, Exceptional, (18 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.
$333 nightly
The price is $381
Aug 24 - Aug 25
Total with taxes and fees
Serene Haven w/ No Shared Spaces | Cape Cod
Beach nearby, sun loungers, beach towels

4. 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
8.8 out of 10, Excellent, (29 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.
$470 nightly
The price is $537
Aug 19 - Aug 20
Total with taxes and fees
Oceanside Cottage condo next to beach 2bedroom 1bath for 4-6 people
TV

5. New Seabury Cape Condo + Pool & Beach Escape

New Seabury Cape Condo + Pool & Beach Escape
New Seabury
10.0 out of 10, Exceptional, (85 reviews)
"Great condo, great location. Fully equipped kitchen and awesome patio. "
United States
Jeff V.
$303 nightly
The price is $347
Sep 2 - Sep 3
Total with taxes and fees
New Seabury Cape Condo + Pool & Beach Escape
Beach

6. Next to Cragville beach with warm sea water at a quiet and family friendly villa

Next to Cragville beach with warm sea water at a quiet and family friendly villa
Barnstable
9.4 out of 10, Exceptional, (14 reviews)
"Great stay! Close to the beach!"
United States
Heather L.
$709 nightly
The price is $811
Aug 16 - Aug 17
Total with taxes and fees
Next to Cragville beach with warm sea water at a quiet and family friendly villa
Dining

7. 4BD/2BA. Tranquil Cape Getaway for family

4BD/2BA. Tranquil Cape Getaway for family
Barnstable
10.0 out of 10, Exceptional, (36 reviews)
"The house was perfect! "
United States
Lynn S.
4BD/2BA. Tranquil Cape Getaway for family
Coffee/tea maker, fridge, microwave, oven

8. 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, (34 reviews)
"It was a great stay and clean home. Recommend people to stay here"
United States
Charbel T.
$1,200 nightly
The price is $1,373
Aug 10 - Aug 11
Total with taxes and fees
New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!
Private beach nearby, beach bar

9. The Club at New Seabury

The Club at New Seabury
3.5 star property
New Seabury
9.0 out of 10, Wonderful, (365 reviews)
"The condo had everything we needed, and was clean, however there were a lot of ants on the main floor, mostly in the kitchen. This should definitely be looked into and maybe some traps set. There was a washer/dryer which was great and room service each day to change towels."
Canada
Rylea
$281 nightly
The price is $321
Sep 7 - Sep 8
Total with taxes and fees
The Club at New Seabury
Beach

10. Contemporary coastal retreat nearby Falmouth beaches! w/ spacious living area

Contemporary coastal retreat nearby Falmouth beaches! w/ spacious living area
Falmouth
10.0 out of 10, Exceptional, (17 reviews)
"This is a beautiful and unique home with plenty of space and activities for the family. The photos were accurate and there was so much space for everyone to relax. We enjoyed our stay so much. "
United States
Lisa F.
$661 nightly
The price is $757
Sep 1 - Sep 2
Total with taxes and fees
Contemporary coastal retreat nearby Falmouth beaches! w/ spacious living area
Beach nearby, sun loungers

11. 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.
$1,046 nightly
The price is $1,197
Aug 13 - Aug 14
Total with taxes and fees
Adorable beach house! 3 min walk to beach!
Cottage (2 Bedrooms) | Interior

12. 1 Mi to Ferry: 'sea Street Cottage' in Hyannis

1 Mi to Ferry: 'sea Street Cottage' in Hyannis
3.0 star property
Hyannis
8.0 out of 10, Very Good, (1 review)
"The cottage is in a great location close to Main Street and the harbor. Easy parking at the cottage and it’s in a walkable area. Decor is cute and nautical, but it does feel like the cottage is missing a few things. It sleeps 4, but there is not enough seating for 4 in the living room. An additional comfortable chair would be nice. A stackable washer and dryer would also be great, but there is very little space for anything- we even had trouble finding spots for our luggage. The fridge door...
United States
Christa
$318 nightly
The price is $364
Aug 14 - Aug 15
Total with taxes and fees
1 Mi to Ferry: 'sea Street Cottage' in Hyannis
Beach nearby

13. 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)
"This was an amazing property and our host was awesome and checked in to make sure everything was going well. Would definitely stay here again! Thank you! "
United States
Kim
$546 nightly
The price is $605
Sep 7 - Sep 8
Total with taxes and fees
Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis
Interior

14. Spacious 4BR Cape Escape! Modern Tranquil house close to town, beaches, shops

Spacious 4BR Cape Escape! Modern Tranquil house close to town, beaches, shops
Falmouth
10.0 out of 10, Exceptional, (16 reviews)
"Super neat and clean rental with plenty of space for our large group. We were only there one night but would definitely stay again if in the area!"
United States
Laura K.
$690 nightly
The price is $790
Aug 27 - Aug 28
Total with taxes and fees
Spacious 4BR Cape Escape! Modern Tranquil house close to town, beaches, shops
TV, DVD player, offices

15. Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
Dennis Port
9.0 out of 10, Wonderful, (26 reviews)
"Loved this property. "
United States
Carol S.
$487 nightly
The price is $557
Sep 1 - Sep 2
Total with taxes and fees
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
Beach nearby

16. The Cape Cod Loft | Near Beaches & Canal

The Cape Cod Loft | Near Beaches & Canal
Bourne
10.0 out of 10, Exceptional, (22 reviews)
"Really good place to stay close to Cape Cod and enjoy to visit the place ! Beautiful neighborhood and beautiful loft! Will come back for sure"
Canada
Olivier S.
$273 nightly
The price is $312
Aug 13 - Aug 14
Total with taxes and fees
The Cape Cod Loft | Near Beaches & Canal
Terrace/patio

17. Cape Cod Hyannis Rendezvous'

Cape Cod Hyannis Rendezvous'
Barnstable
10.0 out of 10, Exceptional, (11 reviews)
"Nice stay close to town"
United States
Daniel m.
$752 nightly
The price is $861
Aug 10 - Aug 11
Total with taxes and fees
Cape Cod Hyannis Rendezvous'
6 bedrooms, desk, iron/ironing board, WiFi (free)

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.
$1,107 nightly
The price is $1,266
Aug 26 - Aug 27
Total with taxes and fees
Walk to beaches & ferries ★ Snow's Creek Waterview
Coffee/tea maker, fridge, microwave, oven

19. Walk to the Beach - Modern Home w/ FirePit, Bikes, Office, Grill + More!

Walk to the Beach - Modern Home w/ FirePit, Bikes, Office, Grill + More!
Yarmouth
10.0 out of 10, Exceptional, (13 reviews)
"We had a great stay! Home was exactly as listed, beautiful, and clean. Conveniently located. We would stay again. "
United States
Allison V.
$804 nightly
The price is $891
Sep 7 - Sep 8
Total with taxes and fees
Walk to the Beach - Modern Home w/ FirePit, Bikes, Office, Grill + More!
Smart TV

20. 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.
$810 nightly
The price is $927
Sep 8 - Sep 9
Total with taxes and fees
Beach Lovers Escape
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 Hill Inn & Suites

Holiday Hill Inn & Suites

10/10 Excellent
"Excellent all around"
Alexander 2-night trip
Posted 1 hour ago
Holiday Hill Inn & Suites

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 $321 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 61 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.