Find Vacation Rentals in Middlebury, Middlebury

We have 113 properties to choose from
Middlebury
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Middlebury
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Popular Middlebury Vacation Rentals

Find the perfect Middlebury vacation rental

Apartment Middlebury
$311 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Middlebury, Addison County, Vermont, United States
Details
Vrbo
Details
Details
Apartment Middlebury
$157 per night
Apartment ∙ 6 guests ∙ 2 bedrooms
5.0
Outstanding (26 ratings)
Middlebury, Addison County, Vermont, United States
Details
Vrbo
Details
Details
House Middlebury
$221 per night
House ∙ 10 guests ∙ 4 bedrooms
4.8
Outstanding (49 ratings)
Middlebury, Addison County, Vermont, United States
Details
Vrbo
Details
Details
House Middlebury
$282 per night
House ∙ 8 guests ∙ 3 bedrooms
5.0
Outstanding (77 ratings)
Middlebury, Addison County, Vermont, United States
Details
Vrbo
Details
Details
House Middlebury
$560 per night
House ∙ 6 guests ∙ 4 bedrooms
5.0
Outstanding (22 ratings)
Middlebury, Addison County, Vermont, United States
Details
Vrbo
Details
Details
Apartment Middlebury
$215 per night
Apartment ∙ 8 guests ∙ 3 bedrooms
5.0
Outstanding (24 ratings)
Middlebury, Addison County, Vermont, United States
Details
Vrbo
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Details
House Middlebury
$429 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding (31 ratings)
Middlebury, Addison County, Vermont, United States
Details
Vrbo
Details
Details
Apartment Middlebury
$619 per night
Apartment ∙ 6 guests ∙ 2 bedrooms
5.0
Outstanding (10 ratings)
Middlebury, Addison County, Vermont, United States
Details
Vrbo
Details
Details
House Middlebury
$1,010 per night
House ∙ 8 guests ∙ 3 bedrooms
5.0
Outstanding (15 ratings)
Middlebury, Addison County, Vermont, United States
Details
Vrbo
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Best vacation rentals with a balcony

Cabin  Middlebury
$258 per night
Cabin ∙ 8 guests ∙ 1 bedroom
4.5
Excellent (45 ratings)
Middlebury, Addison County, Vermont, United States
Balcony
Details
Expedia
Details
Details
House  Middlebury
$377 per night
House ∙ 6 guests ∙ 4 bedrooms
5.0
Outstanding (77 ratings)
Middlebury, Addison County, Vermont, United States
Balcony
Details
Vrbo
Details
Details
Cabin  Middlebury
$258 per night
Cabin ∙ 6 guests ∙ 1 bedroom
5.0
Outstanding (35 ratings)
Middlebury, Addison County, Vermont, United States
Balcony
Details
HomeToGo
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Vacation Homes With Terraces

Cabin  Middlebury
$206 per night
Cabin ∙ 4 guests ∙ 2 bedrooms
4.9
Outstanding (92 ratings)
Middlebury, Addison County, Vermont, United States
Balcony/Patio
Details
Vrbo
Details
Details
Cabin  Middlebury
$273 per night
Cabin ∙ 6 guests ∙ 2 bedrooms
5.0
Outstanding (18 ratings)
Middlebury, Addison County, Vermont, United States
Balcony/Patio
Details
Vrbo
Details
Details
House  Middlebury
$255 per night
House ∙ 8 guests ∙ 4 bedrooms
5.0
Outstanding (20 ratings)
Middlebury, Addison County, Vermont, United States
Balcony/Patio
Details
Vrbo
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Details
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Vacation Properties for Fishing

Cabin  Middlebury
$246 per night
Cabin ∙ 6 guests ∙ 2 bedrooms
5.0
Outstanding (6 ratings)
Middlebury, Addison County, Vermont, United States
Fishing
Details
Vrbo
Details
Details
Cabin  Middlebury
$273 per night
Cabin ∙ 6 guests ∙ 2 bedrooms
5.0
Outstanding (26 ratings)
Middlebury, Addison County, Vermont, United States
Fishing
Details
Vrbo
Details
Details
House  Middlebury
$360 per night
House ∙ 10 guests ∙ 5 bedrooms
4.7
Excellent (48 ratings)
Middlebury, Addison County, Vermont, United States
Fishing
Details
Vrbo
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Details
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Frequently Asked Questions

Is renting a vacation home in Middlebury expensive?

Vacation rentals in Middlebury are priced starting at $132 per night.

Are there any vacation rentals available to book in Middlebury?

At the moment there are 113 vacation rentals available for you to choose from.

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 Middlebury

Find the best Middlebury vacation rentals on Tripping.com. With over 41 home rentals, take your pick from a wide variety of choices including studio apartments, luxury condos, and cozy cabin rentals. Prices in Middlebury range from $98 a night. Many rentals can also be booked directly online. Vacation home rentals found on Tripping.com offer more amenities than the average hotel room along with many of the comforts of home. Going on a business trip or need to stay connected? 37 homes in Middlebury offer high-speed WiFi Internet so you won’t miss a beat. Travelling with kids? Let them splash around in any of the 4 rentals with pool or jacuzzi, or relax with the family in one of the 36 homes with cable TV. For all those pet owners with dogs or cats, Middlebury offers 12 pet-friendly vacation rentals for your extended family. Find the perfect vacation rental that matches your budget and style on Tripping.com. Search properties from 5 vacation rental sites in Middlebury where the top providers in that area are HomeAway, Booking.com, and TripAdvisor. There are 19 HomeAway rentals, 10 Booking.com short term rentals and 6 TripAdvisor vacation rentals.

Popular Day Trips Near Middlebury

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