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Compare 220 Vacation Homes in Middlebury with updated reviews, rates, and availability.

Beautiful 4-Bedroom Home beside Middlebury College
9.6 out of 10, Exceptional, 29 reviews
"We were adult family members in town to visit our mother. Really comfortable house with a lot of space. Centrally located. Would highly recommend."
Beautiful 4-Bedroom Home beside Middlebury College
Remodeled Barn in Champlain Valley, Essex, NY
10.0 out of 10, Exceptional, 40 reviews
"Always a great stay!"
Remodeled Barn in Champlain Valley, Essex, NY
Dog-friendly home near Lake George with deck, grill, media room, fireplace, W/D
Dog-friendly home near Lake George with deck, grill, media room, fireplace, W/D
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Waterfront Lake Champlain Vacation Rental!
8.0 out of 10, Very Good, 2 reviews
"The house & location were beautiful, but there were some cleanliness issues that definitely blemished the stay a bit. *Dirty upstairs hall bathroom (we had to clean) *Dirty bathroom in upstairs en suite (we had to clean) *Coffee maker had old, moldy filer/coffee in basket *Towels with holes *Bugs/webs in the bedroom with the twin beds facing the lake"
Waterfront Lake Champlain Vacation Rental!
Lake side retreat
8.8 out of 10, Excellent, 5 reviews
"Pictures online undersell this little cottage. The layout is family friendly and also completely suitable for a couple or even individual stay. The owner was very responsive and the property showed pride in ownership. Plenty of towels and bedding were provided. The kitchen was well stocked with utensils and such. Checkout was easy and uncomplicated, as was check-in. We were happy to be greeted with an already warm cottage when we arrived in unseasonably chilly temps. The deck overlooking the...
Lake side retreat
Waitsfield Home w/ Hot Tub - Close to Sugarbush!
9.0 out of 10, Wonderful, 36 reviews
"I had good communication with the owner but admit was disappointed by the over all experience. For such a high cleaning fee, I did not expect to have to make the beds when I arrived, but did find it was in the fine print. The house is in decent condition, but having the furniture all covered with furniture blankets made it feel cheap. The heating was erratic(hot upstairs and cold down), and I was awakened one night with water noises, which turned out to be a flushing of the water system right...
Waitsfield Home w/ Hot Tub - Close to Sugarbush!
Middlebury Gem open concept and 5 minutes from town
10.0 out of 10, Exceptional, 60 reviews
"Our stay was perfect! The house was clean and well prepared for our arrival. Close to town and campus. Hosts were very responsive to our one question! Thank you!!"
Middlebury Gem open concept and 5 minutes from town
1888 3 story Farmhouse w/ great views 15 min. from Midd campus
10.0 out of 10, Exceptional, 16 reviews
"Our son’s wedding was at the Wedding Barn. It was my wife and I first time to Vermont so included a mini vacation out of the trip. Les and Jenny were awesome! We had a great time. I highly recommend."
1888 3 story Farmhouse w/ great views 15 min. from Midd campus
Stunning Modern Retreat in Warren Village
10.0 out of 10, Exceptional, 2 reviews
"### Review of Our Stay in Warren, VT - VRBO Property **Rating: ⭐️⭐️⭐️⭐️⭐️** From the moment we arrived at this charming Warren retreat, it was clear we had chosen the perfect spot for our stay. Nestled in a serene location, the house offered sweeping views of the Mad River, providing a picturesque backdrop that was a daily delight. The proximity to our home renovation project was incredibly convenient, making it easy to manage the work while having a comfortable base to return to. Each...
The price is $260
$832 total
includes taxes & fees
Jun 18 - Jun 19
Stunning Modern Retreat in Warren Village
Beautiful Farmhouse Close to Warren Village and Sugarbush Resort
10.0 out of 10, Exceptional, 6 reviews
"Did not disappoint! Take a glider ride in Waitsfield for a whole new Fall experience."
Beautiful Farmhouse Close to Warren Village and Sugarbush Resort
Historic Schoolhouse in Rural Vermont Beauty Spot
10.0 out of 10, Exceptional, 19 reviews
"We stayed for 4 nights, having come from the UK to visit family in Vermont. Excellent communication with Terrie before our trip and Philip visited soon after our arrival to peronally welcome us. Peaceful, comfortable and comprehensively equipped, it was perfectly located for access to town and for exploring the local area. As a retired primary teacher, it was wonderful to see all the old school furniture, equipment and books."
Historic Schoolhouse in Rural Vermont Beauty Spot
Lincoln Gap Mountain House
Lincoln Gap Mountain House
Lakeview Retreat in Ticonderoga, NY
Lakeview Retreat in Ticonderoga, NY
Fort View Lake Champlain
Fort View Lake Champlain
Ranch home close to down town
Ranch home close to down town
Newly Renovated Lake House w/Pvt Beach & Dock - Now Booking FALL & WINTER 2024.
9.2 out of 10, Wonderful, 102 reviews
"The title of this home is perfect... Newly renovated lake house... It was our most comfortable VRBO rental ever, where the pictures UNDERstate the size and comfort of the living area, dining room (with a gorgeous table for 10!), and bedrooms (super comfortable beds and linens)! We loved our morning kayaks on the lake and sunset drinks on the deck!"
Newly Renovated Lake House w/Pvt Beach & Dock - Now Booking FALL & WINTER 2024.
Dog-friendly mountain home w/wood stove, deck, firepit, grill, washer/dryer
9.6 out of 10, Exceptional, 26 reviews
"Absolutely perfect for our early 20s children on a ski weekend with us. Proximity to Mad River Glen cannot be beat. Great set up with bedrooms and kitchen is perfect and we loved the great room set up."
Dog-friendly mountain home w/wood stove, deck, firepit, grill, washer/dryer
ADK Retreat with Large Deck and Yard - one Mile to Lake George. Pet Friendly
9.8 out of 10, Exceptional, 6 reviews
"We went offseason, but enjoyed our rustic stay in this rental"
ADK Retreat with Large Deck and Yard - one Mile to Lake George. Pet Friendly
Dog-friendly forest home on 2.6 acres with hot tub, EV charger & woodstove
7.8 out of 10, Good, 7 reviews
"The property itself is lovely and as advertised, though as other reviews point out, the hot tub is in an enclosed, insulated hut. This trades views of the scenery (which are great, but not from the hot tub) for privacy (which our group enjoyed). What the listing does not say is that the property is approx 3/4 miles up a 7% grade dirt road that is heavily rutted with mud. We made it work, but Vacasa (the property management company) remained very strict on their 10am departure and were unwilling...
Dog-friendly forest home on 2.6 acres with hot tub, EV charger & woodstove
Park Model Rental in Campground.
9.0 out of 10, Wonderful, 35 reviews
"All we needed and more- grill, outdoor seating, full kitchen, restaurant on site. Older style camper, clean, comfy, good shower. Very kind, courteous owner."
Park Model Rental in Campground.
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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.

Other property types in Middlebury

Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
10.0 out of 10, Exceptional, 449 reviews
"Great place to stay and get away. Everything you need in a quaint location. Loved the hot tub, seats on the porch, and having the ability to use the projector to watch sports/movies!"
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
Ultimate relaxing vacation
9.8 out of 10, Exceptional, 153 reviews
"Very quiet, very spacious, huge outside deck. "
The price is $140
$174 total
includes taxes & fees
Jun 5 - Jun 6
Ultimate relaxing vacation
Cozy Loft for two with Hot Tub
10.0 out of 10, Exceptional, 194 reviews
"Cabin was so wonderful, fire place was lovely right next to the hot tub. Host was great with communication. Very pleasant stay. Cozy, quiet, clean cabin."
Cozy Loft for two with Hot Tub
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.

Middlebury Vacation Homes information

Number of reviews
337
Accommodation
220 Vacation Homes
Lowest Price
$260
Highest Price
$260

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