Photo by David Alpert

Middlebury Holiday Rentals

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Check prices for these dates

Tonight
19 Nov - 20 Nov
Tomorrow
20 Nov - 21 Nov
This weekend
21 Nov - 23 Nov
Next weekend
28 Nov - 30 Nov

Holiday Rentals in Middlebury

Exterior
Cozy Loft for two with Hot Tub & Mtn Views

Cabin in Granville

10.0 out of 10, Exceptional, (271)
"Perfect size to spend a couple days taking in the nature of Vermont. Has everything you need for the perfect weekend. The host responded very quickly throughout the booking process and during the stay. If you like what you see, you’re gonna have a great trip here!"
United States
Andrew M.
Cozy Loft for two with Hot Tub & Mtn Views
Private kitchen
Bridges Resort

Condo resort in Warren

3.5 star property
8.2 out of 10, Very good, (16)
"Great condo and excellent proximity to sugarbush. 10/10 would rent again"
United States
Jesse
The price is HK$1,243
HK$1,653 total
includes taxes & fees
1 Dec - 2 Dec
Bridges Resort
TV, fireplace, DVD player, books
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater

Cabin in Granville

10.0 out of 10, Exceptional, (525)
"We just love the quiet and beauty of the area. We love to come here because our hosts very easy to communicate and enjoy being on vacation."
United States
Tom D.
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
Living area
Trout House Village Resort

Cabin in Hague

3.0 star property
9.8 out of 10, Exceptional, (18)
"Beautiful views and wonderful staff. Provides an atmosphere for activities and relaxation while being able to access anywhere on the lake."
United States
John
The price is HK$1,130
HK$1,449 total
includes taxes & fees
20 Nov - 21 Nov
Trout House Village Resort
Ultimate relaxing vacation

Cabin in Orwell

9.8 out of 10, Exceptional, (213)
"The cabin was wonderful and the view is to die for. Walking down to the dock and then taking it all in was a wonderful experience. "
United States
J
The price is HK$1,088
HK$1,393 total
includes taxes & fees
24 Nov - 25 Nov
Ultimate relaxing vacation
Property grounds
Lake George Water Front Cabin Spectacular Views

Cabin in Ticonderoga

9.6 out of 10, Exceptional, (35)
"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!"
United States
Jillian B.
The price is HK$4,198
HK$8,776 total
includes taxes & fees
22 Nov - 23 Nov
Lake George Water Front Cabin Spectacular Views
Fireplace, books
Stetson Hollow Cabin by Stetson Brook

Cabin in Warren

9.8 out of 10, Exceptional, (159)
"Close to everything - downtown Warren/Waitsfield, swimming, and biking trails. Perfect space for the weekend. "
United States
Elizabeth B.
The price is HK$1,679
HK$3,396 total
includes taxes & fees
24 Nov - 25 Nov
Stetson Hollow Cabin by Stetson Brook
Smart TV, fireplace
The Vines - 6000 sq. ft. Luxury Estate with Hot Tub & Mountain Views

Holiday Home in East Warren

2.0 star property
The Vines - 6000 sq. ft. Luxury Estate with Hot Tub & Mountain Views
Property grounds
Direct lakefront cottage with wood burning fireplace in great room. Pet friendly

Cottage in Putnam Station

8.4 out of 10, Very good, (18)
"We had everything we needed to enjoy a few days on lake George. Great private location. We felt very comfortable the entire time and would recommend it to anyone looking to bring their boat"
United States
Doug S.
Direct lakefront cottage with wood burning fireplace in great room. Pet friendly
Outdoor dining
Cozy Tiny Home in charming Bristol VT, close to major ski areas

Holiday Home in Bristol

9.8 out of 10, Exceptional, (15)
"Great spot for 1-2 people and maybe a child. It was clean and affordable and had everything you need. "
United States
David G.
The price is HK$595
HK$1,276 total
includes taxes & fees
1 Dec - 2 Dec
Cozy Tiny Home in charming Bristol VT, close to major ski areas
Exterior
Classic Vermont Farmhouse near Sugarbush Resort

Holiday Home in Warren

9.6 out of 10, Exceptional, (43)
"Charming older home, clearly well loved. Enjoyed eating on the back porch, the generous living room space, and the sinks in every bedroom!"
United States
Nathalie B.
Classic Vermont Farmhouse near Sugarbush Resort
Exterior
Tranquil Farmhouse Condo w/ Hot Tub + Dog-Friendly

Condo in Warren

9.8 out of 10, Exceptional, (28)
"Very nice property and lots of space for the family."
United States
Aimee M.
The price is HK$2,705
HK$6,609 total
includes taxes & fees
30 Nov - 1 Dec
Tranquil Farmhouse Condo w/ Hot Tub + Dog-Friendly
Interior
Vermont Post & Beam w/Hot Tub & Stunning Views

Holiday Home in Waitsfield

9.6 out of 10, Exceptional, (16)
"This property was exactly what we needed, a space for our entire family to gather. Located in a great little town."
United States
Banton H.
Vermont Post & Beam w/Hot Tub & Stunning Views
Exterior
SPACIOUS CHALET!! Ski, Golf, Tennis, Hiking, Mountain Biking!! Early discounts!

Chalet in Waitsfield

9.8 out of 10, Exceptional, (52)
"We stayed here with friends in the summer! Plenty of space for kids, and they loved the loft space! Would be a great ski location with lots of beds!"
United States
Kate C.
SPACIOUS CHALET!! Ski, Golf, Tennis, Hiking, Mountain Biking!! Early discounts!
View from property
Lake George Waterfront Paradise Dock Slip

Holiday Home in Putnam Station

10.0 out of 10, Exceptional, (5)
"Beautiful house, amazing stay, great views! We enjoyed it!"
United States
Dawid R.
Lake George Waterfront Paradise Dock Slip
Beach towels
ADK Retreat - Northern Lake George - Sleeps 8 - Boating, Hiking, & History

Holiday Home in Ticonderoga

2.0 star property
8.0 out of 10, Very good, (1)
"Amazing house, exceptionally clean! Very responsive hosts! "
United States
Chuck C.
ADK Retreat - Northern Lake George - Sleeps 8 - Boating, Hiking, & History
Fridge, microwave, oven, stovetop
Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Cottage in Leicester

10.0 out of 10, Exceptional, (65)
"Very clean, cozy environment. Property owner was very nice and helped with any questions we had. 100% would book again!!"
United States
Demissie
The price is HK$665
HK$1,180 total
includes taxes & fees
20 Nov - 21 Nov
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Exterior
COZY CUB CABIN Brookside • Lake George, Hot Tub, 24 acres w/ Brook

Cabin in Hague

10.0 out of 10, Exceptional, (42)
"Cozy cabin, close to great hikes."
United States
Melissa L.
COZY CUB CABIN Brookside • Lake George, Hot Tub, 24 acres w/ Brook
Property grounds
Water front home with large two tiered deck! 2 bathrooms 😂

Holiday Home in Castleton

9.4 out of 10, Exceptional, (107)
"My family enjoyed their stay very much. "
United States
Miriam N.
Water front home with large two tiered deck! 2 bathrooms 😂
Property grounds
Cozy Cottage on Beautiful Lake Champlain.

Cottage in Bridport

9.6 out of 10, Exceptional, (185)
"We had the most lovely weekend on this property and hope to come back in the future for more lake getaways!"
United States
Ian F.
Cozy Cottage on Beautiful Lake Champlain.
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

White Horse Lodge

White Horse Lodge

10/10 Excellent
"Very nice closet rooms to Mt.Ellen"
Peter 1-night trip
Posted 4 days ago
White Horse Lodge

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!

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.

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

Lake George Waterfront Paradise Dock Slip: This holiday home rental outside of Middlebury is located on the beach, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Middlebury?

Expedia has 13 holiday rentals for your stay in Middlebury.

What’s there to see and do in Middlebury?

Cultural attractions include Town Hall Theater 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 UVM Morgan Horse Farm and Halpin Covered Bridge.

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.