Find Vacation Rentals in Middlebury, Middlebury

We have 107 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
from $241 per night
Apartment ∙ 2 guests ∙ 1 bedroom
Middlebury, Addison County, Vermont, United States
Details
Vrbo
Details
Details
House Middlebury
from $455 per night
House ∙ 7 guests ∙ 3 bedrooms
4.9
Outstanding (22 ratings)
Middlebury, Addison County, Vermont, United States
Details
Vrbo
Details
Details
House Middlebury
from $213 per night
House ∙ 8 guests ∙ 4 bedrooms
4.8
Outstanding (50 ratings)
Middlebury, Addison County, Vermont, United States
Details
Vrbo
Details
Details
House Middlebury
from $1,019 per night
House ∙ 8 guests ∙ 3 bedrooms
5.0
Outstanding (20 ratings)
Middlebury, Addison County, Vermont, United States
Details
Vrbo
Details
Details
House Middlebury
from $673 per night
House ∙ 6 guests ∙ 4 bedrooms
5.0
Outstanding (25 ratings)
Middlebury, Addison County, Vermont, United States
Details
Vrbo
Details
Details
Apartment Middlebury
from $263 per night
Apartment ∙ 7 guests ∙ 3 bedrooms
5.0
Outstanding (26 ratings)
Middlebury, Addison County, Vermont, United States
Details
Vrbo
Details
Details
Apartment Middlebury
from $225 per night
Apartment ∙ 6 guests ∙ 2 bedrooms
5.0
Outstanding (26 ratings)
Middlebury, Addison County, Vermont, United States
Details
Vrbo
Details
Details
House Middlebury
from $427 per night
House ∙ 8 guests ∙ 3 bedrooms
5.0
Outstanding (80 ratings)
Middlebury, Addison County, Vermont, United States
Details
Vrbo
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Details
House Middlebury
from $415 per night
House ∙ 6 guests ∙ 3 bedrooms
Middlebury, Addison County, Vermont, United States
Details
Vrbo
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Vacation rentals and apartments with air conditioning

House  Middlebury
from $591 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding (30 ratings)
Middlebury, Addison County, Vermont, United States
Air conditioning
Details
Vrbo
Details
Details
Bed and breakfast  Middlebury
from $265 per night
Bed and breakfast ∙ 3 guests ∙ 1 bedroom
3.6
Good
Middlebury, Addison County, Vermont, United States
Air conditioning
Details
Agoda
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Motel  Middlebury
from $176 per night
Motel ∙ 2 guests ∙ 1 bedroom
Middlebury, Addison County, Vermont, United States
Air conditioning
Details
Agoda
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Best vacation rentals with a balcony

House  Middlebury
from $410 per night
House ∙ 6 guests ∙ 4 bedrooms
5.0
Outstanding (75 ratings)
Middlebury, Addison County, Vermont, United States
Balcony
Details
Vrbo
Details
Details
House  Middlebury
from $432 per night
House ∙ 5 guests ∙ 2 bedrooms
5.0
Outstanding (36 ratings)
Middlebury, Addison County, Vermont, United States
Balcony
Details
Vrbo
Details
Details
Cabin  Middlebury
from $352 per night
Cabin ∙ 6 guests ∙ 1 bedroom
5.0
Outstanding (36 ratings)
Middlebury, Addison County, Vermont, United States
Balcony
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HomeToGo
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Apartments and vacation rentals with a kitchen

House  Middlebury
from $336 per night
House ∙ 6 guests ∙ 3 bedrooms
Middlebury, Addison County, Vermont, United States
Kitchen
Details
Vrbo
Details
Details
House  Middlebury
from $456 per night
House ∙ 10 guests ∙ 4 bedrooms
5.0
Outstanding (11 ratings)
Middlebury, Addison County, Vermont, United States
Kitchen
Details
Vrbo
Details
Details
Cabin  Middlebury
from $281 per night
Cabin ∙ 6 guests ∙ 2 bedrooms
5.0
Outstanding (26 ratings)
Middlebury, Addison County, Vermont, United States
Kitchen
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 $127 per night.

Are there any vacation rentals available to book in Middlebury?

At the moment there are 107 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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