Middlebury Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out
    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
Oct 10 - Oct 12
In two months
Nov 21 - Nov 23
In three months
Dec 19 - Dec 21
In four months
Jan 16 - Jan 18

Vacation Rentals in Middlebury

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
9.6 out of 10, Exceptional, (14)
"Very friendly owner and beautiful views"
The price is ￥17,318
￥22,914 total
includes taxes & fees
Oct 20 - Oct 21
Trout House Village Resort
Cozy Loft for two with Hot Tub & Mtn Views
Exterior

Cozy Loft for two with Hot Tub & Mtn Views

10.0 out of 10, Exceptional, (260)
"The perfect spot, great amenities. We had the best time getting away for one on one time."
Cozy Loft for two with Hot Tub & Mtn Views
Bridges Resort
Condo, 2 Bedrooms (Standard) | Private kitchen

Bridges Resort

3.5 star property
8.2 out of 10, Very Good, (13)
"Great condo and excellent proximity to sugarbush. 10/10 would rent again"
The price is ￥24,755
￥32,906 total
includes taxes & fees
Oct 20 - Oct 21
Bridges Resort
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
TV, fireplace, DVD player, books

Romantic Retreat: Mt. Views, Hot Tub, Movie Theater

10.0 out of 10, Exceptional, (513)
"Fantastic, will be back!"
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
Ultimate relaxing vacation

Ultimate relaxing vacation

9.8 out of 10, Exceptional, (204)
"The cottage was so cozy and comfy."
The price is ￥20,665
￥26,451 total
includes taxes & fees
Sep 29 - Sep 30
Ultimate relaxing vacation
Lake George Water Front Cabin Spectacular Views
Property grounds

Lake George Water Front Cabin Spectacular Views

9.6 out of 10, Exceptional, (33)
"The house was perfect for my family! The teens loved kayaking! The view was absolutely stunning! Wish we could have stayed longer! Will stay again next year!"
The price is ￥56,859
￥136,191 total
includes taxes & fees
Sep 25 - Sep 26
Lake George Water Front Cabin Spectacular Views
Lake George Waterfront Paradise Dock Slip
View from property

Lake George Waterfront Paradise Dock Slip

10.0 out of 10, Exceptional, (2)
"Beautiful house, amazing stay, great views! We enjoyed it!"
Lake George Waterfront Paradise Dock Slip
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Fridge, microwave, oven, stovetop

Pristine Custom Cottage, Grand Piano, Massage Studio on Site

10.0 out of 10, Exceptional, (60)
"My husband and I couldn't have been happier at Camp Tiger Ted. Our host was wonderful in every way, welcoming and responsive to us, clear about caring for his beautiful property, and helpful whenever we reached out. It was a bonus to have the lovely piano, which I took advantage of on several occasions. We visit this area of Vermont often and we certainly will consider staying again, and we've already recommended it to others!Thank you, David, for such a delightful visit."
The price is ￥17,270
￥27,609 total
includes taxes & fees
Sep 28 - Sep 29
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Beatiful Custom Log Home " Bear Lodge"
TV

Beatiful Custom Log Home " Bear Lodge"

10.0 out of 10, Exceptional, (67)
"Great place, perfect support and communication from the hosts, beautifully maintained and well appointed property with nice views!"
The price is ￥35,869
￥59,547 total
includes taxes & fees
Sep 28 - Sep 29
Beatiful Custom Log Home " Bear Lodge"
BEAUTIFUL SECLUDED RUSTIC camp site. Waterfall, creek, swimming hole & trails.
Terrace/patio

BEAUTIFUL SECLUDED RUSTIC camp site. Waterfall, creek, swimming hole & trails.

8.0 out of 10, Very Good, (5)
"We had a wonderful stay. The property was just as advertised and the hosts provided clear instructions and directions about getting there, where to park, accessing the camp site, etc. We stayed on the overlook site, which had a raised wood platform for the tent and was warmer at night for camping in cold temperatures. Was fun to explore the swimming hole and nearby trails."
The price is ￥5,166
￥9,174 total
includes taxes & fees
Sep 28 - Sep 29
BEAUTIFUL SECLUDED RUSTIC camp site. Waterfall, creek, swimming hole & trails.
Ski-in/ski-out ground floor condo near slopes, balcony, fireplace, pool, wifi
A heated pool

Ski-in/ski-out ground floor condo near slopes, balcony, fireplace, pool, wifi

The price is ￥14,761
￥42,422 total
includes taxes & fees
Sep 28 - Sep 29
Ski-in/ski-out ground floor condo near slopes, balcony, fireplace, pool, wifi
Moose Lodge - Rustic and Cozy
Interior

Moose Lodge - Rustic and Cozy

9.8 out of 10, Exceptional, (58)
"I had a great stay at the Moose Lodge. The host was very responsive and accommodating. The house was clean and neat and close to town. "
The price is ￥34,246
￥82,066 total
includes taxes & fees
Oct 22 - Oct 23
Moose Lodge - Rustic and Cozy
Beautiful Lake House with whole house renovation & fresh modern appeal!
Property grounds

Beautiful Lake House with whole house renovation & fresh modern appeal!

10.0 out of 10, Exceptional, (6)
The price is ￥38,128
￥56,929 total
includes taxes & fees
Sep 25 - Sep 26
Beautiful Lake House with whole house renovation & fresh modern appeal!
Direct lakefront cottage with wood burning fireplace in great room. Pet friendly
Property grounds

Direct lakefront cottage with wood burning fireplace in great room. Pet friendly

8.4 out of 10, Very Good, (17)
"The spectacular views from the back porch were amazing. We were in the area for a retirement party so we did not spend as much time at the house as we would have like to. "
Direct lakefront cottage with wood burning fireplace in great room. Pet friendly
Water front home with large two tiered deck! 2 bathrooms 😂
Property grounds

Water front home with large two tiered deck! 2 bathrooms 😂

9.4 out of 10, Exceptional, (105)
"My family enjoyed their stay very much. "
Water front home with large two tiered deck! 2 bathrooms 😂
Unplug at Davey Fallls! Water view, Private waterfall & large swimming area.
Fridge, microwave, oven, stovetop

Unplug at Davey Fallls! Water view, Private waterfall & large swimming area.

9.4 out of 10, Exceptional, (16)
"Exactly what we were looking for, beautiful property, lots of views and sites to see down the trails, and especially the quiet being in seclusion. I will definitely be booking again."
Unplug at Davey Fallls! Water view, Private waterfall & large swimming area.
Escape from reality away to this beautiful off grid cabin located in Ticonderoga
Stovetop, coffee/tea maker, cookware/dishes/utensils, paper towels

Escape from reality away to this beautiful off grid cabin located in Ticonderoga

8.8 out of 10, Excellent, (8)
"I was in the area for the 250th anniversary of the Green Mountain Boys' assault on Fort Ticonderoga and stayed for two nights at "Camp Howard".I had the best time, it's a really cute yet very spacious cottage, remote and yet easily accessible along a private road.It was truly refreshing to not have cell service, it took me a few hours before I truly relaxed.There is a river down below the back of the cottage and I fell asleep at night hearing the noise of the water.Great property in a wonderful...
Escape from reality away to this beautiful off grid cabin located in Ticonderoga
Gorgeous lakeview retreat with wraparound porch, wood stove, & WiFi - dogs OK
Property grounds

Gorgeous lakeview retreat with wraparound porch, wood stove, & WiFi - dogs OK

9.6 out of 10, Exceptional, (42)
"We had a great time in this clean, beautiful home!"
Gorgeous lakeview retreat with wraparound porch, wood stove, & WiFi - dogs OK
Cozy Tiny Home in charming Bristol VT, close to major ski areas
Outdoor dining

Cozy Tiny Home in charming Bristol VT, close to major ski areas

10.0 out of 10, Exceptional, (11)
"The camper was the perfect size, in the perfect location. Everything was truly perfect. The owners were welcoming and helpful. I would be delighted to stay again."
The price is ￥11,292
￥24,221 total
includes taxes & fees
Oct 1 - Oct 2
Cozy Tiny Home in charming Bristol VT, close to major ski areas
Charming cabin located one minute from the base of Sugarbush Resort
Outdoor dining

Charming cabin located one minute from the base of Sugarbush Resort

9.2 out of 10, Wonderful, (23)
"We loved the experience of staying at a small cabin near Sunday River! The place was clean and had everything you needed. There were 43 electric outlets for such a small place! We want to come back again during the Summer."
Charming cabin located one minute from the base of Sugarbush 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.
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

Brandon Inn

Brandon Inn

10/10 Excellent
"The room was clean and lovely! "
Kimberly 1-night trip
Posted 5 days ago
Brandon Inn

Find out more about Middlebury

Find out more about Middlebury

Search for holiday rentals in Middlebury on Expedia! You can easily find your home rentals, villas, holiday apartments in Middlebury using one of the methods below:

  • View our selection of featured holiday rentals in Middlebury
  • Use the map to find apartments and other holiday homes in the Middlebury neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Middlebury while they last

Look no further and take a look at our great range of rental properties in Middlebury!

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Middlebury?

Yes, we offer vacation rentals in Middlebury close to Danforth Pewter, or you can select a more remote option if you want a relaxing stay. Our travelers say Middlebury has a good selection of restaurants. Make sure you have time to check out the architecture and university setting during your trip.

What are some of the best vacation home rentals that Middlebury has to offer?

Moose Lodge - Rustic and Cozy: You might want to consider this vacation home rental near Middlebury, which is located on a lake and has a garden, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Middlebury?

Expedia has 14 vacation 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 vacation rental in Middlebury like?

Vacation rentals are private properties you can stay in for a couple of days or more in Middlebury. Vacation rentals feature amenities like WiFi and washers and dryers so you'll have everything you need. If you're concerned about a sanitized environment, a vacation rental can provide a sense of seclusion away from public hotel elevators and busy concierge desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for family trips.