Photo by David Alpert

Search and Rent Middlebury Condos

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Find vacation rentals that suit your style

Check prices for these dates

Our top choices for Middlebury condo rentals

1. 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.
$224 nightly
The price is $251
Nov 12 - Nov 13
Total with taxes and fees
Mountainside 63 first-floor ski-in/ski-out condo with garden-level patio

2. 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
$275 nightly
The price is $308
Nov 7 - Nov 8
Total with taxes and fees
Out to Lunch trail ski-in/ski-out condo with balcony and heated pool

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.
$303 nightly
The price is $340
Nov 8 - Nov 9
Total with taxes and fees
The Bridges condo with forested views, three pools and two saunas

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
$381 nightly
The price is $427
Nov 7 - Nov 8
Total with taxes and fees
Condo with secure ski locker, study and central A/C, a half mile from Sugarbush

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.
$261 nightly
The price is $292
Nov 7 - Nov 8
Total with taxes and fees
Ground-floor ski-in/ski-out condo with balcony and heated in-ground pool

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

Sugarbush Townhouse — Shuttle to the Slopes - Near Biking and Hiking Trails
Warren
$660 nightly
The price is $739
Nov 9 - Nov 10
Total with taxes and fees
Sugarbush Townhouse — Shuttle to the Slopes - Near Biking and Hiking Trails

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.

Learn more about Middlebury

Nestled between the Green Mountains and Lake Champlain, this college town offers Vermont's best fall foliage and maple syrup tasting. Hike the Trail Around Middlebury for valley views, then explore the historic downtown where local artisans sell crafts at the farmers' market.

A river with a waterfall, a stone bridge, and buildings in the background.
Photo by David Alpert
Open Photo by David Alpert

Top reviews in Middlebury

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