Find Vacation Rentals in Osterville

We have 810 properties to choose from
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Popular Osterville Vacation Rentals

Find the perfect Osterville vacation rental

House Osterville
from $204 per night
House ∙ 16 guests ∙ 6 bedrooms

418 m² House

4.8
Outstanding(53 ratings)
Osterville, Barnstable, Massachusetts, United States
Vrbo
Details
House Osterville
from $807 per night
House ∙ 12 guests ∙ 6 bedrooms

390 m² House

5.0
Outstanding(61 ratings)
Osterville, Barnstable, Massachusetts, United States
Vrbo
Details
House Osterville
from $264 per night
House ∙ 8 guests ∙ 4 bedrooms

158 m² House

4.4
Very good(3 ratings)
Osterville, Barnstable, Massachusetts, United States
Vrbo
Details
House Osterville
from $143 per night
6 guests ∙ 3 bedrooms

House

4.8
Outstanding(34 ratings)
Osterville, Barnstable, Massachusetts, United States
Vrbo
Details
House Osterville
from $591 per night
12 guests ∙ 6 bedrooms

House

4.7
Excellent(31 ratings)
Osterville, Barnstable, Massachusetts, United States
Vrbo
Details
House Osterville
from $1,122 per night
House ∙ 12 guests ∙ 6 bedrooms

253 m² House

4.8
Outstanding(12 ratings)
Osterville, Barnstable, Massachusetts, United States
Vrbo
Details
House Osterville
from $904 per night
House ∙ 12 guests ∙ 4 bedrooms

279 m² House

5.0
Outstanding(44 ratings)
Osterville, Barnstable, Massachusetts, United States
Vrbo
Details
House Osterville
from $377 per night
House ∙ 10 guests ∙ 4 bedrooms

149 m² House

4.9
Outstanding(23 ratings)
Osterville, Barnstable, Massachusetts, United States
Vrbo
Details
House Osterville
from $494 per night
House ∙ 8 guests ∙ 4 bedrooms

315 m² House

4.0
Very good(8 ratings)
Osterville, Barnstable, Massachusetts, United States
Vrbo
Details
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Recommended Rentals With Pools

House  Osterville
from $344 per night
House ∙ 6 guests ∙ 3 bedrooms

188 m² House

5.0
Outstanding(1 rating)
Osterville, Barnstable, Massachusetts, United States
Pool
HomeToGo
Details
House  Osterville
from $375 per night
House ∙ 6 guests ∙ 5 bedrooms

189 m² House

4.7
Excellent(15 ratings)
Osterville, Barnstable, Massachusetts, United States
Pool
Vrbo
Details
House  Osterville
from $1,047 per night
House ∙ 6 guests ∙ 4 bedrooms

153 m² House

5.0
Outstanding(21 ratings)
Osterville, Barnstable, Massachusetts, United States
Pool
Vrbo
Details
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Pet-Friendly Homes and Apartments

House  Osterville
from $1,044 per night
24 guests ∙ 7 bedrooms

House

5.0
Outstanding(1 rating)
Osterville, Barnstable, Massachusetts, United States
Pet-friendly
Vrbo
Details
House  Osterville
from $325 per night
House ∙ 8 guests ∙ 4 bedrooms

226 m² House

4.7
Excellent(26 ratings)
Osterville, Barnstable, Massachusetts, United States
Pet-friendly
Vrbo
Details
House  Osterville
from $314 per night
House ∙ 10 guests ∙ 4 bedrooms

139 m² House

5.0
Outstanding(83 ratings)
Osterville, Barnstable, Massachusetts, United States
Pet-friendly
Vrbo
Details
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Vacation rentals with a balcony

House  Osterville
from $545 per night
House ∙ 7 guests ∙ 4 bedrooms

186 m² House

4.2
Very good(12 ratings)
Osterville, Barnstable, Massachusetts, United States
Balcony
Vacasa
Details
House  Osterville
from $376 per night
House ∙ 8 guests ∙ 4 bedrooms

204 m² House

4.9
Outstanding(13 ratings)
Osterville, Barnstable, Massachusetts, United States
Balcony
Vrbo
Details
House  Osterville
from $311 per night
House ∙ 5 guests ∙ 3 bedrooms

122 m² House

5.0
Outstanding(2 ratings)
Osterville, Barnstable, Massachusetts, United States
Balcony
Vrbo
Details
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Frequently Asked Questions

How much does a night in a vacation rental cost in Osterville on average?

You can book a vacation rental in Osterville for as little as $143 per night.

Is it possible to compare different vacation rentals in Osterville?

Currently, there are 810 vacation rentals available for you to compare and book.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Vacation Rentals in Osterville

Save hundreds with a vacation home rental from Tripping.com and forget the hotel room. For the ultimate getaway, Osterville offers 102 affordable vacation rentals with a price to match your budget and accommodation needs. Prices in Osterville start at an average price of $438 a night with long-term rentals averaging $25 a month. These vacation rentals offer a range of amenities, so you’ll feel right at home. For those looking to stay in a corporate rental, 95 of Osterville’s rentals offer high speed WiFi Internet so you can easily keep in touch with your company or team. Go for a swim at one of the 16 properties complete with pool or jacuzzi, or relax with a night of cable TV in any of our 96 vacation home rentals. Traveling with your dog or cat? Choose from 28 pet-friendly rentals in Osterville that allow you to bring your extended family along.Tripping.com’s home rentals offer far more room and comfort than a hotel, providing a safe and spacious place for you and your pets. Many properties allow you to book directly online, so once you find that perfect vacation rental, you’ll be all set to go! Search properties from 3 vacation rental sites in Osterville where the top providers in that area are HomeAway, TripAdvisor, and WeNeedAVacation. There are 66 HomeAway rentals, 34 TripAdvisor short term rentals and 2 WeNeedAVacation vacation rentals.

Popular Day Trips Near Osterville

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