Find Vacation Rentals in Osterville

We have 556 properties to choose from
Osterville
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Osterville
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Popular Osterville Vacation Rentals

Find the perfect Osterville vacation rental

House Osterville
from $386 per night
House ∙ 8 guests ∙ 3 bedrooms
4.4
Very good (23 ratings)
Osterville, Barnstable, Massachusetts, United States
Details
Vacasa
Details
Details
House Osterville
from $530 per night
House ∙ 4 guests ∙ 2 bedrooms
5.0
Outstanding
Osterville, Barnstable, Massachusetts, United States
Details
Vacasa
Details
Details
House Osterville
from $643 per night
House ∙ 8 guests ∙ 4 bedrooms
4.0
Very good (8 ratings)
Osterville, Barnstable, Massachusetts, United States
Details
Vrbo
Details
Details
House Osterville
from $265 per night
House ∙ 6 guests ∙ 3 bedrooms
4.9
Outstanding (53 ratings)
Osterville, Barnstable, Massachusetts, United States
Details
Vacasa
Details
Details
House Osterville
from $168 per night
House ∙ 4 guests ∙ 2 bedrooms
4.8
Outstanding (13 ratings)
Osterville, Barnstable, Massachusetts, United States
Details
Vrbo
Details
Details
House Osterville
from $537 per night
House ∙ 8 guests ∙ 4 bedrooms
5.0
Outstanding (12 ratings)
Osterville, Barnstable, Massachusetts, United States
Details
Vrbo
Details
Details
House Osterville
from $195 per night
House ∙ 7 guests ∙ 4 bedrooms
4.8
Outstanding (111 ratings)
Osterville, Barnstable, Massachusetts, United States
Details
Vrbo
Details
Details
House Osterville
from $605 per night
House ∙ 10 guests ∙ 5 bedrooms
5.0
Outstanding
Osterville, Barnstable, Massachusetts, United States
Details
Vacasa
Details
Details
House Osterville
from $476 per night
House ∙ 12 guests ∙ 4 bedrooms
5.0
Outstanding (8 ratings)
Osterville, Barnstable, Massachusetts, United States
Details
Vrbo
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Recommended Rentals With Pools

House  Osterville
from $612 per night
House ∙ 8 guests ∙ 4 bedrooms
4.4
Very good (6 ratings)
Osterville, Barnstable, Massachusetts, United States
Pool
Details
Vrbo
Details
Details
House  Osterville
from $483 per night
House ∙ 8 guests ∙ 3 bedrooms
Osterville, Barnstable, Massachusetts, United States
Pool
Details
Vrbo
Details
Details
House  Osterville
from $846 per night
House ∙ 12 guests ∙ 5 bedrooms
5.0
Outstanding (12 ratings)
Osterville, Barnstable, Massachusetts, United States
Pool
Details
Vrbo
Details
Details
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Pet-Friendly Homes and Apartments

House  Osterville
from $413 per night
House ∙ 8 guests ∙ 3 bedrooms
4.4
Very good (23 ratings)
Osterville, Barnstable, Massachusetts, United States
Pet-friendly
Details
Vrbo
Details
Details
House  Osterville
from $164 per night
House ∙ 6 guests ∙ 2 bedrooms
4.2
Very good (5 ratings)
Osterville, Barnstable, Massachusetts, United States
Pet-friendly
Details
Vrbo
Details
Details
House  Osterville
from $359 per night
House ∙ 8 guests ∙ 4 bedrooms
5.0
Outstanding (2 ratings)
Osterville, Barnstable, Massachusetts, United States
Pet-friendly
Details
Vrbo
Details
Details
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Best vacation rentals with a balcony

Cottage  Osterville
from $268 per night
Cottage ∙ 6 guests ∙ 2 bedrooms
4.8
Outstanding (79 ratings)
Osterville, Barnstable, Massachusetts, United States
Balcony
Details
Vrbo
Details
Details
House  Osterville
from $709 per night
House ∙ 8 guests ∙ 4 bedrooms
5.0
Outstanding (18 ratings)
Osterville, Barnstable, Massachusetts, United States
Balcony
Details
Vrbo
Details
Details
House  Osterville
from $751 per night
House ∙ 10 guests ∙ 5 bedrooms
5.0
Outstanding (26 ratings)
Osterville, Barnstable, Massachusetts, United States
Balcony
Details
Vrbo
Details
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 $147 per night.

Is it possible to compare different vacation rentals in Osterville?

Currently, there are 556 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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