Middlebury, VT Condos for Rent

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Our top choices for Middlebury condo rentals

A modern kitchen with white cabinets, a stainless steel refrigerator, and a bar area with stools.

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

Warren

Eric W.

$224 nightly

Nov 12 - Nov 13

Total with taxes and fees

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

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

Warren

$275 nightly

Nov 7 - Nov 8

Total with taxes and fees

A wooden deck with a view of a forested mountain range.

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

Warren

Michael L.

$303 nightly

Nov 8 - Nov 9

Total with taxes and fees

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

Warren

Anonymous traveler

$381 nightly

Nov 7 - Nov 8

Total with taxes and fees

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

Warren

Penney C.

$261 nightly

Nov 7 - Nov 8

Total with taxes and fees

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

Warren

$660 nightly

Nov 9 - Nov 10

Total with taxes and fees

A wooden dock extending into a calm lake, with a view of distant hills.

7. Breathtaking Mountain Views Surround New Lakefront Condo

Hague

Christine M.

$352 nightly

Nov 9 - Nov 10

Total with taxes and fees

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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.

See all hotels in Middlebury

A river with a waterfall, a stone bridge, and buildings in the background.

Top reviews in Middlebury

Swift House Inn

Middlebury

10/10 Excellent

Mark

A large, multi-story hotel with a covered entrance and multiple windows.

Courtyard Middlebury

Middlebury

10/10 Excellent

Shawn

A hotel room with two beds, a TV, and framed pictures on the wall.

Middlebury Sweets Motel

Middlebury

10/10 Excellent

I booked at this motel at the last minute and was very apprehensive because I usually don’t stay in motel. It, since my last minute stay was for one night and the reviews were good, I said ‘hey’ why not. I’m only going to stay overnight! Needless, to say the good reviews this place received were right on point. I was truly surprised by the courtesy and efficiency of this small family owned motel. Room was cleaned and had absolutely everything needed. The candy store couple doors down & candy...

Edith

A white building with green shutters and a sign that reads "Storeham Inn."

Shoreham Inn

Shoreham

10/10 Excellent

Nice inn located in a 200 year old house. Rooms with comfortable beds, no tv, but they do have WiFi. Food is very good and the couple that owns and runs the inn is very friendly and accommodating. Some quirks like squeaky floors and no locks on the doors just add to the charm. Nice fireplace and outdoor deck. Coffee is excellent too. Very nice place to stay you have something going on in the area, or if you want a relaxing low key vacation in picturesque Vermont or nearby upstate NY.

Ron

A two-story house with a porch, surrounded by trees.

Inn at Neshobe River

Brandon

10/10 Excellent

Anonymous traveler

A hotel entrance with three illuminated arches and a flag.

The Lilac Inn

Brandon

10/10 Excellent

Karen

A spacious living room with a stone fireplace, a wooden bench, and a colorful rug.

Strong House Inn

Vergennes

10/10 Excellent

Suzanne

A wooden deck with a bench and a table, leading to a building with a dark exterior.

Madbush Falls

Waitsfield

10/10 Excellent

Richard

A rustic outdoor seating area with Adirondack chairs and a stone fire pit surrounded by trees and a small stream.

The Warren Lodge

Warren

10/10 Excellent

Anonymous traveler

A lakeside setting with a stone fire pit surrounded by logs, a grassy area, and a building with outdoor seating in the background.

Lake Bomoseen Lodge

Bomoseen

10/10 Excellent

Anonymous traveler

A wooden staircase leading to a deck with metal railings and hanging lights, overlooking a green landscape.

Mad River Lodge

Waitsfield

10/10 Excellent

Derek

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.

Search and Rent Middlebury Condos

Bundle & Save

OneKeyCash

Upfront pricing

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

2. 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

4. 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

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

7. Breathtaking Mountain Views Surround New Lakefront Condo

Learn more about Middlebury

Top reviews in Middlebury

Swift House Inn

10/10 Excellent

Frequently Asked Questions

Why book your condo in Middlebury with Expedia?

How can I find cheap condos in Middlebury?

What is there to do in Middlebury near my condo?

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