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Osterville Vacation Rentals

Find 638 available offers from 6 partners
Osterville
Anytime
Guests
Osterville
Anytime
Guests

Popular Filters to find the Perfect Rental in Osterville

2 Adults
1 Bedroom
4 Adults
Pets allowed
Pool
House
Internet

Vacation Houses with Pools

House  Osterville
Jun 7 - Jun 14
-99%
$1,739
$23 per night
House ∙ 9 guests ∙ 4 bedrooms

Vacation Home with Pool & BBQ

5.0
Outstanding (22 ratings)
Osterville, Barnstable, Massachusetts, United States
Pool
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House  Osterville
Jun 21 - Jun 28
-61%
$850
$336 per night
House ∙ 8 guests ∙ 3 bedrooms

Vacation Home with Barbeque & Pool

Osterville, Barnstable, Massachusetts, United States
Pool
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House  Osterville
Sept 7 - Sept 14
-31%
$1,526
$1,057 per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation Home with Grill & Pool

5.0
Outstanding (3 ratings)
Osterville, Barnstable, Massachusetts, United States
Pool
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Dog-Friendly Vacation Rentals

House  Osterville
Aug 17 - Aug 24
$567 per night
House ∙ 8 guests ∙ 3 bedrooms

Vacation Home with Terrace & Grill | Good for Workation

4.7
Excellent (28 ratings)
Osterville, Barnstable, Massachusetts, United States
Pet-friendly
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House  Osterville
Sept 21 - Sept 28
-26%
$415
$308 per night
House ∙ 5 guests ∙ 2 bedrooms

Charming Vacation Home | Dogs Allowed

Osterville, Barnstable, Massachusetts, United States
Pet-friendly
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House  Osterville
Sept 2 - Sept 9
$578 per night
House ∙ 8 guests ∙ 3 bedrooms

Children-Friendly Charming House with Yard, Terrace & Barbecue | Lake View | Suitable for Remote Work | Pets Are Welcome

4.5
Excellent (31 ratings)
Osterville, Barnstable, Massachusetts, United States
Pet-friendly
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Best vacation rentals with a balcony

House  Osterville
Sept 2 - Sept 9
-17%
$581
$485 per night
House ∙ 8 guests ∙ 3 bedrooms

Fully Equipped Vacation Home with Yard & Barbeque

4.9
Outstanding (44 ratings)
Osterville, Barnstable, Massachusetts, United States
Balcony
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House  Osterville
Sept 2 - Sept 9
$1,317 per night
House ∙ 10 guests ∙ 4 bedrooms

Family-Friendly Big Vacation Home with Patio, Garden & BBQ | Lake View | Perfect for Remote Work

5.0
Outstanding (35 ratings)
Osterville, Barnstable, Massachusetts, United States
Balcony
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House  Osterville
Sept 2 - Sept 9
$1,818 per night
House ∙ 9 guests ∙ 4 bedrooms

House with Barbecue & Terrace

5.0
Outstanding (2 ratings)
Osterville, Barnstable, Massachusetts, United States
Balcony
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Best Vacation Home Deals in Osterville

Save up to 74%

House Osterville
Aug 22 - Aug 29
-7%
$587
$545 per night
House ∙ 6 guests ∙ 2 bedrooms

Pleasant House with BBQ | Close to the Beach

4.5
Excellent (37 ratings)
Osterville, Barnstable, Massachusetts, United States
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House Osterville
Dec 7 - Dec 14
-74%
$3,160
$816 per night
House ∙ 12 guests ∙ 5 bedrooms

Child-Friendly House with Private Pool & Grill | Sea View | Beach Nearby

5.0
Outstanding (9 ratings)
Osterville, Barnstable, Massachusetts, United States
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House Osterville
Aug 22 - Aug 29
-8%
$533
$490 per night
House ∙ 7 guests ∙ 3 bedrooms

Child-Friendly Big House with Yard, Patio & BBQ | Lake View

4.7
Excellent (81 ratings)
Osterville, Barnstable, Massachusetts, United States
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Search through the 638 vacation rentals listed in Osterville and discover a wonderful place for your vacation. HomeToGo instantaneously shows the best offers by comparing all of the available vacation homes in Osterville from its various partners.

Recommended Vacation Rentals in Osterville

Find your perfect vacation rental in Osterville: from $312 per night

House Osterville
Aug 22 - Aug 29
$777 per night
House ∙ 10 guests ∙ 3 bedrooms

Vacation Home with Patio

Osterville, Barnstable, Massachusetts, United States
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House Osterville
Aug 30 - Sept 6
$973 per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation Home with Barbecue

5.0
Outstanding (4 ratings)
Osterville, Barnstable, Massachusetts, United States
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Cottage Osterville
Aug 22 - Aug 29
$806 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage with Yard, Terrace & BBQ | Next to the Beach

5.0
Outstanding (4 ratings)
Osterville, Barnstable, Massachusetts, United States
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House Osterville
Sept 2 - Sept 9
$508 per night
House ∙ 8 guests ∙ 3 bedrooms

Child-Friendly Vacation Home for Family Getaway with Grill, Garden & Terrace | City View | Suitable for Remote Work

5.0
Outstanding (28 ratings)
Osterville, Barnstable, Massachusetts, United States
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House Osterville
Aug 22 - Aug 29
$946 per night
House ∙ 6 guests ∙ 3 bedrooms

House with Terrace, Grill & Yard | Lake View

5.0
Outstanding (32 ratings)
Osterville, Barnstable, Massachusetts, United States
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House Osterville
Aug 17 - Aug 24
$698 per night
House ∙ 10 guests ∙ 4 bedrooms

House with Patio & Barbecue

4.8
Outstanding (10 ratings)
Osterville, Barnstable, Massachusetts, United States
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House Osterville
Aug 17 - Aug 24
$615 per night
House ∙ 8 guests ∙ 3 bedrooms

House with Garden, Barbeque & Patio | Nature View

Osterville, Barnstable, Massachusetts, United States
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House Osterville
Aug 22 - Aug 29
$1,563 per night
House ∙ 12 guests ∙ 4 bedrooms

Family-Oriented Nice Vacation Home with Barbecue & Patio | Nature View

5.0
Outstanding (44 ratings)
Osterville, Barnstable, Massachusetts, United States
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House Osterville
Aug 17 - Aug 24
$1,152 per night
House ∙ 10 guests ∙ 5 bedrooms

Child-Friendly House with Yard, Barbecue & Terrace | Nature View

4.8
Outstanding (23 ratings)
Osterville, Barnstable, Massachusetts, United States
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Budget-friendly Rentals in Osterville

Find Fantastic yet Inexpensive Rentals

House Osterville
Sept 2 - Sept 9
$535 per night
House ∙ 5 guests ∙ 3 bedrooms

House with Terrace & BBQ

4.7
Excellent (6 ratings)
Osterville, Barnstable, Massachusetts, United States
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House Osterville
Aug 22 - Aug 29
$1,151 per night
House ∙ 10 guests ∙ 4 bedrooms

House with Barbecue & Garden

5.0
Outstanding (26 ratings)
Osterville, Barnstable, Massachusetts, United States
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House Osterville
Aug 17 - Aug 24
$975 per night
House ∙ 5 guests ∙ 3 bedrooms

Child-Friendly Vacation Home with Patio, Garden & Barbecue | Nature View | Next to the Beach

5.0
Outstanding (4 ratings)
Osterville, Barnstable, Massachusetts, United States
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Top-Rated Offers and Accommodations in Osterville

Book Vacation Rentals with the Highest User Rating

House Osterville
Aug 22 - Aug 29
$590 per night
House ∙ 6 guests ∙ 2 bedrooms

Vacation Home with Patio, Barbecue & Garden

4.6
Excellent (56 ratings)
Osterville, Barnstable, Massachusetts, United States
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House Osterville
Aug 17 - Aug 24
$1,499 per night
House ∙ 10 guests ∙ 3 bedrooms

House with Patio, BBQ & Yard

5.0
Outstanding (46 ratings)
Osterville, Barnstable, Massachusetts, United States
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Cottage Osterville
Sept 2 - Sept 9
$660 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage with Yard, Barbeque & Terrace | Nature View

5.0
Outstanding (36 ratings)
Osterville, Barnstable, Massachusetts, United States
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Popular Rental Amenities in Osterville

  • Pool (99)
  • Air conditioning (603)
  • Pet-friendly (169)
  • WiFi (611)
  • Kitchen (579)
  • Washing machine (518)
  • Parking (46)
  • TV (592)
  • No smoking (590)
  • Balcony/patio (318)
  • Grill (519)
  • Dishwasher (469)

More than a quarter of the vacation homes in Osterville are pet-friendly, which makes it a great vacation spot for pet owners. Most pet-friendly vacation rentals in Osterville are cottage. Furthermore, pet-friendly rentals there have an average price of $1,044. There's no need to look only outside the city for a rental, as one-third of the pet-friendly vacation homes have a central location (less than 2 kilometres from the city centre).

Appreciate Cape Cod with Osterville vacation homes

Your comfortable vacation rental in Osterville, Massachusetts locates you in a charming seaside resort that blends small town affability with the sublime scenery of Cape Cod. The beach is never far away in this picturesque village, which is amply served with exciting seasonal events, especially for its size.

Information about vacation rentals in Osterville

🏡 Vacation rentals available 638 rentals
🌙 Nightly prices starting at $312
⭐ Popular amenities Pool, Air conditioning and Pets allowed
🐾 Pet friendly homes 179 homes
🏊 Vacation rentals with pools 103 homes

Frequently Asked Questions

What is the typical availability of vacation rentals in Osterville?

At the moment, there are 638 vacation homes from 7 different providers in Osterville.

What are the most popular vacation home amenities in Osterville?

The most popular amenities for rentals in Osterville include vacation homes with Pool, Air conditioning, or Pets allowed.

Are there pet-friendly vacation rentals in Osterville?

Yes, there are 179 pet-friendly vacation rentals in Osterville, with an average nightly price of $1,044.

What's the best month to visit Osterville?

If you're looking for balmy weather, July and August are typically the hottest months in Osterville with temperatures around 27 °C. January and February in Osterville are the coldest, with -4 °C on average.

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