Search Condo Rentals in Middlebury

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
6 Feb - 8 Feb
In two months
20 Mar - 22 Mar
In three months
17 Apr - 19 Apr
In four months
15 May - 17 May

Our top choices for Middlebury condo rentals

TV, fireplace, stereo

Inviting condo near skiing and golf, with fireplace and deck

Inviting condo near skiing and golf, with fireplace and deck
Warren
8.6 out of 10, Excellent, (11 reviews)
"Location, close to everything"
United States
Dave D.
The price is AED 327
AED 1,015 total
includes taxes & fees
29 Jan - 30 Jan
Inviting condo near skiing and golf, with fireplace and deck
Terrace/patio

Mountain-view condo with fireplace, 3 pools, hot tub, tennis & gym - near skiing

Mountain-view condo with fireplace, 3 pools, hot tub, tennis & gym - near skiing
Warren
8.8 out of 10, Excellent, (15 reviews)
"We travel to the area every year for the VT Gran Fondo and love staying at bridges. The amenities are wonderful for families."
United States
LILIA R.
The price is AED 595
AED 1,778 total
includes taxes & fees
23 Feb - 24 Feb
Mountain-view condo with fireplace, 3 pools, hot tub, tennis & gym - near skiing
Fridge, microwave, oven, stovetop

Ski getaway near the slopes with private balcony & mountain views

Ski getaway near the slopes with private balcony & mountain views
Warren
8.8 out of 10, Excellent, (23 reviews)
"Ideally located for any season "
United States
Alison M.
The price is AED 224
AED 1,255 total
includes taxes & fees
26 Jan - 27 Jan
Ski getaway near the slopes with private balcony & mountain views
Fridge, oven, stovetop, dishwasher

Ski-in/ski-out condo near the slopes with pool, fast WiFi & garden-level patio

Ski-in/ski-out condo near the slopes with pool, fast WiFi & garden-level patio
Warren
9.2 out of 10, Wonderful, (18 reviews)
"Great place"
United States
Jonathan M.
The price is AED 220
AED 1,083 total
includes taxes & fees
25 Jan - 26 Jan
Ski-in/ski-out condo near the slopes with pool, fast WiFi & garden-level patio
Property grounds

Ski condo with locker, shuttle, fast WiFi, fireplace, washer/dryer & AC

Ski condo with locker, shuttle, fast WiFi, fireplace, washer/dryer & AC
Warren
8.8 out of 10, Excellent, (9 reviews)
"We enjoyed our stay at Paradise away very much. The apartment was spotless and well equipped and our whole family enjoyed the amenities nearby. The property is well maintained by caretakers who come by each morning to plow the parking lot after snowfalls and clear pathways. We would gladly stay here again."
United States
Paul F.
The price is AED 400
AED 1,722 total
includes taxes & fees
11 Feb - 12 Feb
Ski condo with locker, shuttle, fast WiFi, fireplace, washer/dryer & AC
TV, video library

Ski-in/ski-out condo with mountain view, seasonal pool

Ski-in/ski-out condo with mountain view, seasonal pool
Warren
8.4 out of 10, Very Good, (30 reviews)
"Easy to get in and parking."
United States
Richard H.
The price is AED 320
AED 1,300 total
includes taxes & fees
3 Feb - 4 Feb
Ski-in/ski-out condo with mountain view, seasonal pool
TV, fireplace

Charming mountainside condo with fireplace, skiing, balcony, & washer/dryer

Charming mountainside condo with fireplace, skiing, balcony, & washer/dryer
Warren
7.8 out of 10, Good, (12 reviews)
"Super clean and comfortable home. Would definitely stay here again!"
United States
Stephanie P.
The price is AED 463
AED 1,262 total
includes taxes & fees
8 Feb - 9 Feb
Charming mountainside condo with fireplace, skiing, balcony, & washer/dryer
Condo, 1 Bedroom | Living area | Smart TV

Bridges 19 1 Bedroom Condo

Bridges 19 1 Bedroom Condo
3.0 star property
Warren
The price is AED 955
AED 2,937 total
includes taxes & fees
3 Feb - 4 Feb
Bridges 19 1 Bedroom Condo
Smart TV, fireplace, books

Bridges Resort Condo with Pools, Hot Tub & Sugarbush Access

Bridges Resort Condo with Pools, Hot Tub & Sugarbush Access
Warren
8.0 out of 10, Very Good, (2 reviews)
"Cozy and convenient spot for skiing. Would give 5 stars except the hot tub wasn’t working, which had been a key criteria in what we were looking/paying for in a rental. Made the most of it and enjoyed our stay. "
United States
Sarah B.
The price is AED 887
AED 1,964 total
includes taxes & fees
3 Feb - 4 Feb
Bridges Resort Condo with Pools, Hot Tub & Sugarbush Access
Exterior

Fresh Powder: Modern Style Near Sugarbush!

Fresh Powder: Modern Style Near Sugarbush!
Warren
9.6 out of 10, Exceptional, (18 reviews)
"Great property"
United States
Richard
The price is AED 1,018
AED 2,580 total
includes taxes & fees
3 Feb - 4 Feb
Fresh Powder: Modern Style Near Sugarbush!
Interior

Modern condo w/ resort access & fireplace

Modern condo w/ resort access & fireplace
Warren
10.0 out of 10, Exceptional, (12 reviews)
"Great and close to Sugarbush. Clean condo and ample space for family of 5"
United States
Doug M.
The price is AED 1,126
AED 2,763 total
includes taxes & fees
2 Feb - 3 Feb
Modern condo w/ resort access & fireplace
Exterior

Summer Haven Hideaway

Summer Haven Hideaway
Warren
8.8 out of 10, Excellent, (22 reviews)
"The stay here was amazing. The rental is just what we were looking for"
United States
Michael H.
Summer Haven Hideaway
Exterior

Sugarbush Escape Fireplace and Shuttle Access

Sugarbush Escape Fireplace and Shuttle Access
Warren
The price is AED 2,311
AED 3,938 total
includes taxes & fees
19 Feb - 20 Feb
Sugarbush Escape Fireplace and Shuttle Access
Property grounds

Ski-in/ski-out ground floor condo near slopes, balcony, fireplace, pool, wifi

Ski-in/ski-out ground floor condo near slopes, balcony, fireplace, pool, wifi
Warren
The price is AED 411
AED 1,168 total
includes taxes & fees
25 Jan - 26 Jan
Ski-in/ski-out ground floor condo near slopes, balcony, fireplace, pool, wifi
Interior

Cozy Sugarbush condo w/ ski-in/ski-out

Cozy Sugarbush condo w/ ski-in/ski-out
Warren
The price is AED 4,136
AED 6,376 total
includes taxes & fees
12 Feb - 13 Feb
Cozy Sugarbush condo w/ ski-in/ski-out
Smart TV, books

Mountain condo by Sugarbush w/ fireplace

Mountain condo by Sugarbush w/ fireplace
Warren
10.0 out of 10, Exceptional, (4 reviews)
"Great location in Sugarbush, all of the bedrooms had bathrooms and the place was great. I will look to staying there next time I go to Sugarbush. "
United States
William O.
The price is AED 1,205
AED 2,926 total
includes taxes & fees
26 Jan - 27 Jan
Mountain condo by Sugarbush w/ fireplace
Exterior

Tranquil Farmhouse Condo w/ Hot Tub + Dog-Friendly

Tranquil Farmhouse Condo w/ Hot Tub + Dog-Friendly
Warren
9.8 out of 10, Exceptional, (30 reviews)
"Outstanding"
United States
Gregory H.
The price is AED 3,543
AED 6,576 total
includes taxes & fees
17 Feb - 18 Feb
Tranquil Farmhouse Condo w/ Hot Tub + Dog-Friendly
Condo, 3 Bedrooms | View from property

22 Village Run 3 Bedroom Condo by RedAwning

22 Village Run 3 Bedroom Condo by RedAwning
3.0 star property
Warren
The price is AED 1,041
AED 3,947 total
includes taxes & fees
3 Feb - 4 Feb
22 Village Run 3 Bedroom Condo by RedAwning
Fridge, microwave, oven, stovetop

Charming Sugarbush Farmhouse Condo with Hot Tub Oasis

Charming Sugarbush Farmhouse Condo with Hot Tub Oasis
Warren
9.6 out of 10, Exceptional, (13 reviews)
"This is a perfect place to stay. Very clean, uncluttered and great location. Would definitely recommend this place!"
United States
dawn p.
The price is AED 3,176
AED 6,111 total
includes taxes & fees
17 Feb - 18 Feb
Charming Sugarbush Farmhouse Condo with Hot Tub Oasis
Condo, 2 Bedrooms | Interior

100 Snow Creek 2 Bedroom Condo

100 Snow Creek 2 Bedroom Condo
3.0 star property
Warren
"The problem was not the property. We don’t know how it was. An hour after booking the property for that evening through Expedia, I got an email that I didn’t read because I was driving to the condo, stating that the condo management company, RedAwning Guest Services, cancelled the reservation because they are unable to accept bookings for this property within 48 hours of arrival. We learned of the cancelation when we tried to check in. Huge hassle trying to fine another place in an area of...
United States
Martin
The price is AED 4,453
AED 9,223 total
includes taxes & fees
12 Feb - 13 Feb
100 Snow Creek 2 Bedroom Condo
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Middlebury Hotel Reviews

Cozy Loft for two with Hot Tub & Mtn Views

Cozy Loft for two with Hot Tub & Mtn Views

10/10 Excellent
"Jeff was very helpful and accommodating. I always enjoy my stay here!"
Sarah G. 2-night trip
Posted 4 days ago
Cozy Loft for two with Hot Tub & Mtn Views

Frequently asked questions

Why book your condo in Middlebury with Expedia?
Expedia makes it easy to find your ideal condo in Middlebury. After a luxury escape? Make the most of our filters to search for properties that have a 5-star rating. If you're sticking to a budget, click on how much you'd like to spend and then check out our fabulous deals. We'll help you find the perfect fit whatever your getaway looks like.
How can I find cheap condos in Middlebury?
An excellent way to find cheap condos in Middlebury is with Expedia's user-friendly filter tool. Narrow down your search results by budget, star rating and amenities to grab awesome rates in just a few clicks.