A wooden pier extending into a lake, surrounded by lush greenery and a prominent lighthouse on a small island.

Search and Rent Middlebury Condos

Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Middlebury condo rentals

A living room with a fireplace, a television mounted on the wall, and a balcony with outdoor furniture.

1. Out to Lunch trail ski-in/ski-out condo with balcony and heated pool

Out to Lunch trail ski-in/ski-out condo with balcony and heated pool
Warren
$272 nightly
The price is $304
Nov 4 - Nov 5
Total with taxes and fees
Out to Lunch trail ski-in/ski-out condo with balcony and heated pool
A modern kitchen with white cabinets, a stainless steel refrigerator, and a bar area with stools.

2. Mountainside 63 first-floor ski-in/ski-out condo with garden-level patio

Mountainside 63 first-floor ski-in/ski-out condo with garden-level patio
Warren
9.4 out of 10, Exceptional, (23 reviews)
"Enjoyable stay"
United States
Eric W.
$221 nightly
The price is $248
Nov 4 - Nov 5
Total with taxes and fees
Mountainside 63 first-floor ski-in/ski-out condo with garden-level patio
A wooden deck with a view of a forested mountain range.

3. The Bridges condo with forested views, three pools and two saunas

The Bridges condo with forested views, three pools and two saunas
Warren
9.4 out of 10, Exceptional, (38 reviews)
"Nice view - Well-stocked kitchen - Nice pool and tennis courts "
United States
Michael L.
$300 nightly
The price is $336
Nov 4 - Nov 5
Total with taxes and fees
The Bridges condo with forested views, three pools and two saunas
A building with a wooden deck leading to a door marked 'Paradise.'

4. Condo with secure ski locker, study and central A/C, a half mile from Sugarbush

Condo with secure ski locker, study and central A/C, a half mile from Sugarbush
Warren
9.0 out of 10, Wonderful, (14 reviews)
"Very convenient and clean. The property manager was accessible and very helpful."
United States
Anonymous traveler
$377 nightly
The price is $423
Nov 4 - Nov 5
Total with taxes and fees
Condo with secure ski locker, study and central A/C, a half mile from Sugarbush
A residential building with a stone retaining wall, a grassy yard, and a swimming pool.

5. Ground-floor ski-in/ski-out condo with balcony and heated in-ground pool

Ground-floor ski-in/ski-out condo with balcony and heated in-ground pool
Warren
8.0 out of 10, Very good, (1 review)
"This condo was so charming and perfect for what we needed. Clean and comfortable. Hosts were very easy to contact and quick to respond."
United States
Penney C.
$258 nightly
The price is $289
Nov 4 - Nov 5
Total with taxes and fees
Ground-floor ski-in/ski-out condo with balcony and heated in-ground pool
A covered outdoor seating area with wicker furniture and a table, overlooking a residential street.

6. Sugarbush Townhouse — Shuttle to the Slopes - Near Biking and Hiking Trails

Sugarbush Townhouse — Shuttle to the Slopes - Near Biking and Hiking Trails
Warren
$632 nightly
The price is $708
Nov 4 - Nov 5
Total with taxes and fees
Sugarbush Townhouse — Shuttle to the Slopes - Near Biking and Hiking Trails
A spacious living room with a stone fireplace, wooden beams, large windows, and a cozy seating area.

7. Breathtaking Mountain Views Surround New Lakefront Condo

Breathtaking Mountain Views Surround New Lakefront Condo
Hague
9.8 out of 10, Exceptional, (108 reviews)
"Great location! Ideal deck that overlooks the water! Can't wait to come back!"
United States
Christine M.
$352 nightly
The price is $391
Nov 9 - Nov 10
Total with taxes and fees
Breathtaking Mountain Views Surround New Lakefront 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

Courtyard Middlebury

Courtyard Middlebury

10/10 Excellent
"This an independently owned location. Easy to get to. Good looking location. Good area. Place is very clean inside and outside. As far as Northern Vermont is concerned there is a lot of stores & restaurants in the immediate area however keep in mind Northern Vermont so most stuff will be closed by 8pm. If I go to this area again I would stay here again."
Patrick 1-night trip
Posted 4 hours ago
Courtyard Middlebury

Find out more about Middlebury

Middlebury Condo Rentals information

Number of reviews
184
Accommodation
138 Condo Rentals
Lowest Price
$248
Highest Price
$708

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.
What is there to do in Middlebury near my condo?
No matter your interests, Middlebury has tons of things to keep you going. National Museum of the Morgan Horse, UVM Morgan Horse Farm and Halpin Covered Bridge are on most travelers' sightseeing itineraries. You shouldn't miss Pulp Mill Covered Bridge, Otter Creek Brewing and Henry Sheldon Museum of Vermont History either. With Expedia's Middlebury condo deals, you can discover even more popular attractions like these with the money you save.

Explore a world of travel with Expedia