Find Vacation Rentals in Winchendon

We have 15 properties to choose from
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Popular Winchendon Vacation Rentals

Find the perfect Winchendon vacation rental

House Winchendon
from $624 per night
House ∙ 13 guests ∙ 4 bedrooms

247 m² House

4.9
Outstanding(50 ratings)
Winchendon, Worcester County, Massachusetts, United States
Details
House Winchendon
from $739 per night
14 guests ∙ 3 bedrooms

House

5.0
Outstanding(13 ratings)
Winchendon, Worcester County, Massachusetts, United States
Details
Cabin Winchendon
from $797 per night
18 guests ∙ 4 bedrooms

Cabin

5.0
Outstanding(8 ratings)
Winchendon, Worcester County, Massachusetts, United States
Details
House Winchendon
from $258 per night
House ∙ 6 guests ∙ 3 bedrooms

102 m² House

4.9
Outstanding(48 ratings)
Winchendon, Worcester County, Massachusetts, United States
Details
House Winchendon
from $247 per night
6 guests ∙ 3 bedrooms

House

5.0
Outstanding(60 ratings)
Winchendon, Worcester County, Massachusetts, United States
Details
House Winchendon
from $793 per night
14 guests ∙ 5 bedrooms

House

5.0
Outstanding(5 ratings)
Winchendon, Worcester County, Massachusetts, United States
Details
House Winchendon
from $291 per night
House ∙ 5 guests ∙ 2 bedrooms

61 m² House

5.0
Outstanding(5 ratings)
Winchendon, Worcester County, Massachusetts, United States
Details
Cabin Winchendon
from $316 per night
Cabin ∙ 5 guests ∙ 2 bedrooms

61 m² Cabin

Winchendon, Worcester County, Massachusetts, United States
Details
House Winchendon
from $620 per night
House ∙ 9 guests ∙ 3 bedrooms

181 m² House

5.0
Outstanding(2 ratings)
Winchendon, Worcester County, Massachusetts, United States
Details
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Frequently Asked Questions

How much does it cost to book a vacation rental in Winchendon?

In Winchendon, vacation rentals start at $247 per night.

Is there a wide selection of vacation rentals in Winchendon?

Our large collection of vacation homes makes it easy to filter and compare 15 offers in Winchendon.

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 Winchendon

Save hundreds with a vacation home rental from Tripping.com and forget the hotel room. For the ultimate getaway, Winchendon offers 58 affordable vacation rentals with a price to match your budget and accommodation needs. Prices in Winchendon start at an average price of $257 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, 46 of Winchendon’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 6 properties complete with pool or jacuzzi, or relax with a night of cable TV in any of our 48 vacation home rentals. Traveling with your dog or cat? Choose from 25 pet-friendly rentals in Winchendon 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 5 vacation rental sites in Winchendon where the top providers in that area are HomeAway, Booking.com, and TripAdvisor. There are 38 HomeAway rentals, 8 Booking.com short term rentals and 4 TripAdvisor vacation rentals.

Popular Day Trips Near Winchendon

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