Holiday Homes in Middlebury

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Check prices for these dates

In two weeks
17 Oct - 19 Oct
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec
In four months
23 Jan - 25 Jan

Featured Holiday Homes in Middlebury and around

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
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 😂
Charming 3-bedroom house in Crown Point with WiFi and AC
Property grounds

Charming 3-bedroom house in Crown Point with WiFi and AC

10.0 out of 10, Exceptional, (2)
"Beautiful home and setting. Quiet and relaxing. Close to various points of interest. Thank you for sharing your home. We loved our stay."
Charming 3-bedroom house in Crown Point with WiFi and AC
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 €352
includes taxes & fees
5 Oct - 6 Oct
Beatiful Custom Log Home " Bear Lodge"
Beautiful 4-Bedroom Home beside Middlebury College
Terrace/patio

Beautiful 4-Bedroom Home beside Middlebury College

9.8 out of 10, Exceptional, (56)
"Great place and location!"
Beautiful 4-Bedroom Home beside Middlebury College
Breathtaking Views 7 Bedroom Estate w/Hot Tub
Outdoor spa tub

Breathtaking Views 7 Bedroom Estate w/Hot Tub

2.0 star property
10.0 out of 10, Exceptional, (8)
"I would 100% rent this property again. I felt at home here and had everything we needed for a weekend away. Would definitely recommend!"
The price is €864
includes taxes & fees
2 Oct - 3 Oct
Breathtaking Views 7 Bedroom Estate w/Hot Tub
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, (12)
"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 €144
includes taxes & fees
2 Oct - 3 Oct
Cozy Tiny Home in charming Bristol VT, close to major ski areas
Lakeside heavenly isolation
Property grounds

Lakeside heavenly isolation

9.6 out of 10, Exceptional, (114)
"Charming cottage just steps from the lake. Loved watching the chipmunks play!"
Lakeside heavenly isolation
Beautiful Waterfront Home with stuning views Across from Roger's Rock
Beach

Beautiful Waterfront Home with stuning views Across from Roger's Rock

9.8 out of 10, Exceptional, (34)
"This was the 4th time we stayed on this property and it was fantastic. Our favorite spot on the lake by far."
Beautiful Waterfront Home with stuning views Across from Roger's Rock
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, (8)
The price is €476
includes taxes & fees
13 Oct - 14 Oct
Beautiful Lake House with whole house renovation & fresh modern appeal!
Dog-friendly home near Lake George with deck, grill, media room, fireplace, W/D
Terrace/patio

Dog-friendly home near Lake George with deck, grill, media room, fireplace, W/D

9.2 out of 10, Wonderful, (12)
"Everything was perfect"
Dog-friendly home near Lake George with deck, grill, media room, fireplace, W/D
BRAND NEW: Beautifully Restored Timber Frame Barn w/ Hot Tub & Movie Theater
Fridge, microwave, oven, stovetop

BRAND NEW: Beautifully Restored Timber Frame Barn w/ Hot Tub & Movie Theater

10.0 out of 10, Exceptional, (1)
"This place is amazing! Great location. Very smooth check in and check out . Good communication with owners. Very clean and new! "
BRAND NEW: Beautifully Restored Timber Frame Barn w/ Hot Tub & Movie Theater
Brand new 2021 Reno of Federal Style House, steps from Downtown Brandon
Fridge, microwave, oven, stovetop

Brand new 2021 Reno of Federal Style House, steps from Downtown Brandon

10.0 out of 10, Exceptional, (66)
"The perfect place for our friends and family to stay!"
Brand new 2021 Reno of Federal Style House, steps from Downtown Brandon
Historic home on 1 acre with snowmobile trails in backyard & mountain views
TV, fireplace, table football, books

Historic home on 1 acre with snowmobile trails in backyard & mountain views

10.0 out of 10, Exceptional, (22)
"Fantastic stay. Loved the area and plan to come back over winter period for skiing."
Historic home on 1 acre with snowmobile trails in backyard & mountain views
Crisp and Clean Lakefront Home sleeps 8 in 4 Bedrooms
Terrace/patio

Crisp and Clean Lakefront Home sleeps 8 in 4 Bedrooms

10.0 out of 10, Exceptional, (18)
"It was a wonderful stay in a beautiful home close to all of the places we wanted to spend time!"
Crisp and Clean Lakefront Home sleeps 8 in 4 Bedrooms
Cheerful 3 bed/2.5 bath home w/ hot tub - sleeps 9
Exterior

Cheerful 3 bed/2.5 bath home w/ hot tub - sleeps 9

9.6 out of 10, Exceptional, (4)
"Super cute home at the end of a short dirt road."
Cheerful 3 bed/2.5 bath home w/ hot tub - sleeps 9
Cute, Renovated Historic Home on River, Walk to Downtown
Fridge, microwave, oven, stovetop

Cute, Renovated Historic Home on River, Walk to Downtown

9.8 out of 10, Exceptional, (11)
"Great location to restaurants and shops downtown. We were visiting for a wedding at the Lilac Inn. Would definitely stay here again. "
Cute, Renovated Historic Home on River, Walk to Downtown
Gorgeous lakeview retreat with wraparound porch, wood stove, & WiFi - dogs OK
Fridge, microwave, oven, stovetop

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
Lake George Waterfront with Dock Space, fire pit and game room!
Smart TV, fireplace, DVD player, ping pong

Lake George Waterfront with Dock Space, fire pit and game room!

9.8 out of 10, Exceptional, (24)
"If you are looking for a quiet spot on Lake George, this is a great house. We had a great family reunion where we barbecued every evening. We also rented a pontoon boat, which enabled us to really enjoy the lake. We hope to be back!"
Lake George Waterfront with Dock Space, fire pit and game room!
Lake Front Home w/ BOAT SLIP and Family Friendly Amenities on Lake George
Marina

Lake Front Home w/ BOAT SLIP and Family Friendly Amenities on Lake George

9.6 out of 10, Exceptional, (12)
"Property was great, 100’ from the lake, kids absolutely loved it. Jennifer was great and house was stocked with everything you need, just bring your food 😁"
Lake Front Home w/ BOAT SLIP and Family Friendly Amenities on Lake George
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

Trout House Village Resort

Trout House Village Resort

10/10 Excellent
"WE ENJOYED STAYING IN THE ADIRONDACK COTTAGE."
ERIN 1-night trip
Posted 2 days ago
Trout House Village Resort

Find out more about Middlebury

Find out more about Middlebury

Middlebury Holiday Homes information

Number of reviews
538
Accommodation
287 Holiday Homes
Lowest Price
€144
Highest Price
€864

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