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Check prices for these dates

In two weeks
13 Feb - 15 Feb
In two months
27 Mar - 29 Mar
In three months
24 Apr - 26 Apr
In four months
22 May - 24 May

Our top choices for Middlebury holiday rentals

Apartment, 2 Bedrooms | Private kitchen

Bridges Resort

Bridges Resort
3.5 star property
Warren
8.4 out of 10, Very good, (17 reviews)
"The stay at Bridges Resort was great. It was a very nice place to unwind and relax. "
United States
Timeka
The price is 6.180.249 ₫
8.215.126 ₫ total
includes taxes & fees
25 Feb - 26 Feb
Bridges Resort
Condo, 1 Bedroom | Property grounds

208 Village Gate Studio Bedroom Condo by RedAwning

208 Village Gate Studio Bedroom Condo by RedAwning
3.5 star property
Warren
8.0 out of 10, Very good, (3 reviews)
"Did not get the door code in the emails. Had to call and ask. Other then that top notch experience. "
United States
Paul
The price is 11.673.891 ₫
28.686.331 ₫ total
includes taxes & fees
17 Feb - 18 Feb
208 Village Gate Studio Bedroom Condo by RedAwning
Exterior

Robert Frost Mountain Cabins

Robert Frost Mountain Cabins
3.5 star property
Ripton
10.0 out of 10, Exceptional, (40 reviews)
"Ammazing,would go again!"
United States
Joseph
The price is 7.275.483 ₫
7.930.277 ₫ total
includes taxes & fees
1 Feb - 2 Feb
Robert Frost Mountain Cabins
Cabin, 1 Bedroom, Non Smoking, Lake View | Egyptian cotton sheets, premium bedding, individually decorated

Trout House Village Resort

Trout House Village Resort
3.0 star property
Hague
9.8 out of 10, Exceptional, (22 reviews)
"Great updated cabin. "
United States
Diane
The price is 5.585.693 ₫
6.852.045 ₫ total
includes taxes & fees
31 Jan - 1 Feb
Trout House Village Resort
House, 4 Bedrooms | Living area | Smart TV

Clyde's Cabin 4 Bedroom Home

Clyde's Cabin 4 Bedroom Home
3.0 star property
Warren
Clyde's Cabin 4 Bedroom Home
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
22 Village Run 3 Bedroom Condo by RedAwning
Condo, 3 Bedrooms | Property grounds

41 Summit Condo Near Mountain Shuttle by RedAwning

41 Summit Condo Near Mountain Shuttle by RedAwning
3.5 star property
Warren
8.0 out of 10, Very good, (1 review)
The price is 7.679.155 ₫
26.517.106 ₫ total
includes taxes & fees
2 Feb - 3 Feb
41 Summit Condo Near Mountain Shuttle by RedAwning
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
100 Snow Creek 2 Bedroom Condo
Condo, 2 Bedrooms | Exterior

Glades 13 2 Bedroom Condo

Glades 13 2 Bedroom Condo
3.0 star property
Warren
The price is 17.819.979 ₫
42.326.745 ₫ total
includes taxes & fees
19 Feb - 20 Feb
Glades 13 2 Bedroom Condo
Condo, 3 Bedrooms | Living area | Smart TV

Club Sugarbush #8 3 Bedroom Condo

Club Sugarbush #8 3 Bedroom Condo
3.0 star property
Warren
The price is 10.137.434 ₫
30.563.185 ₫ total
includes taxes & fees
23 Feb - 24 Feb
Club Sugarbush #8 3 Bedroom Condo
Condo, 3 Bedrooms | Private kitchen | Fridge, oven, coffee/tea maker, toaster

Orsinis At Mad House 3 Bedroom Condo by RedAwning

Orsinis At Mad House 3 Bedroom Condo by RedAwning
3.0 star property
Warren
Orsinis At Mad House 3 Bedroom Condo by RedAwning
Condo, 1 Bedroom | Living area | Smart TV

Bridges 19 1 Bedroom Condo

Bridges 19 1 Bedroom Condo
3.0 star property
Warren
Bridges 19 1 Bedroom Condo
Condo, 4 Bedrooms | Property grounds

La Pasta At Mad House 4 Bedroom Condo by RedAwning

La Pasta At Mad House 4 Bedroom Condo by RedAwning
3.0 star property
Warren
The price is 25.502.263 ₫
61.359.294 ₫ total
includes taxes & fees
17 Feb - 18 Feb
La Pasta At Mad House 4 Bedroom Condo by RedAwning
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.
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Top Middlebury Hotel Reviews

Bridges Resort

Bridges Resort

10/10 Excellent
"Cute, cozy little condo - well equipped and comfortable. Very convenient location - you can practically walk to Sugarbush/Lincoln Peak. We've stayed at the Bridges before and you really can't go wrong."
Robert 2-night trip
Posted 2 days ago
Bridges Resort

Frequently asked questions

Are there holiday rentals in Middlebury?

Yes, there are holiday rentals in Middlebury close to Danforth Pewter, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Middlebury has a good selection of restaurants. Make sure you have time to check out the architecture and university setting during your trip.

How many holiday rentals are there in Middlebury?

Expedia has 12 holiday rentals for your stay in Middlebury.

What’s there to see and do in Middlebury?

Cultural attractions include National Museum of the Morgan Horse and Henry Sheldon Museum of Vermont History, whereas Green Mountain National Forest and Middlebury Falls are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Kevin P. Mahaney '84 Center for the Arts and UVM Morgan Horse Farm.

What’s a holiday rental in Middlebury like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Middlebury. Holiday rentals feature extras like WiFi and washers and dryers so you'll have everything you need. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy front desks while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular option for a small group gathering.