A house by a lake with boats.

Search Holiday Rentals in Osterville

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Save instantly and earn perks with One Key
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Osterville holiday rentals

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.
The price is £478
includes taxes & fees
26 Aug - 27 Aug
Bike to Beach: Centerville Home w/ Deck!

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

Bike to Beach: Centerville Home w/ Deck!
3.0 star property
Centerville
The price is £470
includes taxes & fees
26 Aug - 27 Aug
Bike to Beach: Centerville Home w/ Deck!

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.
The price is £295
includes taxes & fees
1 Sept - 2 Sept
Serene Haven w/ No Shared Spaces | Cape Cod

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.
The price is £402
includes taxes & fees
19 Aug - 20 Aug
Oceanside Cottage condo next to beach 2bedroom 1bath for 4-6 people

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.
The price is £259
includes taxes & fees
2 Sept - 3 Sept
New Seabury Cape Condo + Pool & Beach Escape

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.
The price is £612
includes taxes & fees
16 Aug - 17 Aug
Next to Cragville beach with warm sea water at a quiet and family friendly villa

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

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.
The price is £1,002
includes taxes & fees
10 Aug - 11 Aug
New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!

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
The price is £238
includes taxes & fees
7 Sept - 8 Sept
The Club at New Seabury

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.
The price is £553
includes taxes & fees
1 Sept - 2 Sept
Contemporary coastal retreat nearby Falmouth beaches! w/ spacious living area

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.
The price is £888
includes taxes & fees
13 Aug - 14 Aug
Adorable beach house! 3 min walk to beach!

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
The price is £270
includes taxes & fees
14 Aug - 15 Aug
1 Mi to Ferry: 'sea Street Cottage' in Hyannis

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
The price is £444
includes taxes & fees
7 Sept - 8 Sept
Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis

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.
The price is £576
includes taxes & fees
27 Aug - 28 Aug
Spacious 4BR Cape Escape! Modern Tranquil house close to town, beaches, shops

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.
The price is £417
includes taxes & fees
1 Sept - 2 Sept
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

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.
The price is £236
includes taxes & fees
13 Aug - 14 Aug
The Cape Cod Loft | Near Beaches & Canal

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.
The price is £741
includes taxes & fees
6 Sept - 7 Sept
Cape Cod Hyannis Rendezvous'

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.
The price is £935
includes taxes & fees
26 Aug - 27 Aug
Walk to beaches & ferries ★ Snow's Creek Waterview

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.
The price is £642
includes taxes & fees
7 Sept - 8 Sept
Walk to the Beach - Modern Home w/ FirePit, Bikes, Office, Grill + More!

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.
The price is £669
includes taxes & fees
8 Sept - 9 Sept
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Osterville Hotel Reviews

Find out more about Osterville

Everything you need to know about Osterville holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Osterville holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Osterville holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Osterville holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Osterville holiday rentals we have selected for you start as low as £238 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Osterville rentals

At Expedia, we put the best Osterville holiday 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 holiday.

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 holiday rentals in Osterville?

Yes, there are holiday rentals in Osterville close to Stand Up & Paddle Cape Cod, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Osterville has to offer?

Private Sandy Beach, Truly Oceanfront,Private Decks, Free Kayak, Sleeps 5: This holiday home rental outside of Osterville is located on the beach, and has a balcony, a selection of games and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals are there in Osterville?

With 61 Expedia holiday rentals, you're guaranteed 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 wider area.

What’s a holiday rental in Osterville like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Osterville. Holiday rentals offer extras like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from public hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for a family trip or a small group gathering.