Search Holiday Rentals in Middlebury

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
12 Sep - 14 Sep
In one month
26 Sep - 28 Sep
In two months
24 Oct - 26 Oct
In three months
21 Nov - 23 Nov

Top Holiday Rentals in Middlebury

Our top choices for Middlebury holiday rentals

Bridges Resort
Condo, 2 Bedrooms (Standard) | Private kitchen

Bridges Resort

3.5 star property
8.0 out of 10, Very good, (12)
"Great condo and excellent proximity to sugarbush. 10/10 would rent again"
The price is 3.980.058 ₫
5.290.512 ₫ total
includes taxes & fees
26 Aug - 27 Aug
Bridges Resort
Trout House Village Resort
Luxury Cabin, 1 Bedroom, Lake View | Living area | 42-inch Smart TV with digital channels, DVD player, streaming services

Trout House Village Resort

3.0 star property
9.8 out of 10, Exceptional, (12)
"Absolutely wonderful place and super friendly staff "
The price is 3.772.304 ₫
4.846.209 ₫ total
includes taxes & fees
2 Sept - 3 Sept
Trout House Village Resort
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.
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

White Horse Lodge

White Horse Lodge

10/10 Excellent
"Everything great Room smells like someone was bad and smoked cigarettes in here, but otherwise awesome. Glad they didn’t try to cover it up with artificial air fresheners. That’d be worse. "
Kareen 1-night trip
Posted 1 day ago
White Horse Lodge

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 14 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 Holy Cow Inc., whereas Green Mountain National Forest and Middlebury Dog Park are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Pulp Mill Covered Bridge and Otter Creek Brewing.

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.