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Check prices for these dates

In two weeks
1 May - 3 May
In two months
12 Jun - 14 Jun
In three months
10 Jul - 12 Jul
In four months
7 Aug - 9 Aug

Our top choices for Middlebury holiday homes

Exterior

Purple Door Cottage in the heart of Middlebury!

Purple Door Cottage in the heart of Middlebury!
Middlebury
The price is HK$1,574
HK$3,192 total
includes taxes & fees
21 Apr - 22 Apr
Purple Door Cottage in the heart of Middlebury!
Interior

Cozy Tiny Home in charming Bristol VT, close to skiing, hiking, swimming holes

Cozy Tiny Home in charming Bristol VT, close to skiing, hiking, swimming holes
Bristol
9.8 out of 10, Exceptional, (21 reviews)
"This is a cozy place to stay. It is well cared for and in a pleasant location. We enjoyed our stay."
United States
Sue T.
The price is HK$705
HK$1,403 total
includes taxes & fees
4 May - 5 May
Cozy Tiny Home in charming Bristol VT, close to skiing, hiking, swimming holes
Smart TV

Moose Lodge - Rustic and Cozy

Moose Lodge - Rustic and Cozy
Ticonderoga
9.8 out of 10, Exceptional, (60 reviews)
"This was an excellent, comfortable place for our non-profit members to split while participating at a Fort Ticonderoga event. The layout can't be beat for camaraderie but privacy, group decisions but breakout nooks, views but convenience. We all wished we could stay longer! "
United States
Christine B.
The price is HK$1,903
HK$4,478 total
includes taxes & fees
26 Apr - 27 Apr
Moose Lodge - Rustic and Cozy
Smart TV, fireplace

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

Beautiful Lake House with whole house renovation & fresh modern appeal!
Crown Point
10.0 out of 10, Exceptional, (11 reviews)
"Awesome place with incredible lake views! The host was very attentive and thoughtful about our needs. I highly recommend!"
United States
Phillip K.
The price is HK$2,996
HK$4,270 total
includes taxes & fees
20 Apr - 21 Apr
Beautiful Lake House with whole house renovation & fresh modern appeal!
Interior

Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley
Warren
9.6 out of 10, Exceptional, (43 reviews)
"Very convenient to Warren center. This house served us well as we were able to bring our dog over the Christmas holiday. Perfect house for a family. "
United States
Monica R.
Beautiful home located in the Mad River Valley
Property grounds

Studio in the country w/Hot Tub

Studio in the country w/Hot Tub
Monkton
The price is HK$853
HK$1,648 total
includes taxes & fees
20 Apr - 21 Apr
Studio in the country w/Hot Tub
Exterior

Beautiful timber frame just minutes to Middlebury!

Beautiful timber frame just minutes to Middlebury!
New Haven
The price is HK$2,224
HK$5,302 total
includes taxes & fees
3 May - 4 May
Beautiful timber frame just minutes to Middlebury!
Exterior

Cozy A-frame with loft, deck and easy ski access

Cozy A-frame with loft, deck and easy ski access
Waitsfield
7.4 out of 10, Good, (8 reviews)
"The property had plenty of space for our group. I would suggest some steps be put in and some more care be spent on snow removal but we had fun sliding downhill to the entrance."
United States
Jason F.
The price is HK$830
HK$3,890 total
includes taxes & fees
30 Apr - 1 May
Cozy A-frame with loft, deck and easy ski access
Fridge, microwave, oven, stovetop

Light-filled retreat in Mad River Valley with internet & deck

Light-filled retreat in Mad River Valley with internet & deck
Fayston
10.0 out of 10, Exceptional, (5 reviews)
"Enjoyed the comfortable home. Had just about everything we needed for our stay. Loved the location and the view was great. Close to things we wanted to do and see."
United States
Anonymous traveller
The price is HK$1,253
HK$4,760 total
includes taxes & fees
20 Apr - 21 Apr
Light-filled retreat in Mad River Valley with internet & deck
Property grounds

New build near Sugarbush and Warren Village, ADA Accessibility

New build near Sugarbush and Warren Village, ADA Accessibility
East Warren
The price is HK$1,508
HK$3,815 total
includes taxes & fees
20 Apr - 21 Apr
New build near Sugarbush and Warren Village, ADA Accessibility
Interior

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

Charming 3-bedroom house in Crown Point with WiFi and AC
Crown Point
9.8 out of 10, Exceptional, (7 reviews)
"We had a very good stay at this property. Very clean and beautiful view of the lake. Overall a relaxing stay with family "
United States
Kaitlynd K.
The price is HK$2,193
HK$4,248 total
includes taxes & fees
20 May - 21 May
Charming 3-bedroom house in Crown Point with WiFi and AC
Exterior

Charming 3-bedroom house with AC and WiFi in serene Westport with attached ADU

Charming 3-bedroom house with AC and WiFi in serene Westport with attached ADU
Westport
10.0 out of 10, Exceptional, (3 reviews)
"Pleasant house with an accommodating host. You can't ask for more!"
United States
David E.
The price is HK$1,804
HK$3,853 total
includes taxes & fees
28 Apr - 29 Apr
Charming 3-bedroom house with AC and WiFi in serene Westport with attached ADU
Interior

Maple Castle – Cozy Riverside Retreat with Hot Tub, Trails & Fireplace

Maple Castle – Cozy Riverside Retreat with Hot Tub, Trails & Fireplace
Hancock
10.0 out of 10, Exceptional, (1 review)
"The maple castle was awesome! Definitely the most unique house I have ever stayed in. You can sit in the hot tub and watch the river or you can walk down a tiny hill to tie up a tube and float in it. The owners were extremely helpful and responsive. Would definitely recommend. "
United States
Katie H.
The price is HK$4,691
HK$8,509 total
includes taxes & fees
4 May - 5 May
Maple Castle – Cozy Riverside Retreat with Hot Tub, Trails & Fireplace
Interior

Luxurious Vermont home minutes from Sugarbush Resort

Luxurious Vermont home minutes from Sugarbush Resort
Warren
10.0 out of 10, Exceptional, (42 reviews)
"The house was perfect for two families, close to the mountain, ample bedrooms and bathrooms, great mudroom for ski gear"
United States
Becca J.
Luxurious Vermont home minutes from Sugarbush Resort
Interior

Large multi-family ski home located on the slopes of Sugarbush Resort

Large multi-family ski home located on the slopes of Sugarbush Resort
Warren
10.0 out of 10, Exceptional, (30 reviews)
"Clean, spacious, great location. "
United States
Sarah G.
Large multi-family ski home located on the slopes of Sugarbush Resort
Terrace/patio

Waterfront 3 Bedroom 3 Bathroom Large House in Bridport—Fire pit, Grill, Deck

Waterfront 3 Bedroom 3 Bathroom Large House in Bridport—Fire pit, Grill, Deck
Bridport
10.0 out of 10, Exceptional, (1 review)
"This house has literally everything you would ever need. Even had a pack n play, kids towels, baby wipes, and a kids play mat. Would be nice to stay in warmer months to enjoy the lake."
United States
Nicholas A.
The price is HK$2,023
HK$5,213 total
includes taxes & fees
22 Apr - 23 Apr
Waterfront 3 Bedroom 3 Bathroom Large House in Bridport—Fire pit, Grill, Deck
Terrace/patio

Classic Vermont Farmhouse near Sugarbush Resort

Classic Vermont Farmhouse near Sugarbush Resort
Warren
9.6 out of 10, Exceptional, (50 reviews)
"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
Property grounds

Entire Enchanting, Light-Filled 1830 Farmhouse

Entire Enchanting, Light-Filled 1830 Farmhouse
Waitsfield
9.8 out of 10, Exceptional, (9 reviews)
"We came up to Vermont for a wedding and the "farm house" was just what we needed. Thank you! Much appreciated the easy check in and allowing us to arrive a bit earlier to get ready for the wedding bash. P. Murray"
United States
Patti M.
The price is HK$2,505
HK$5,340 total
includes taxes & fees
22 Apr - 23 Apr
Entire Enchanting, Light-Filled 1830 Farmhouse
Exterior detail

Modern Lake Champlain Lake House with Private Beach and Docks

Modern Lake Champlain Lake House with Private Beach and Docks
Charlotte
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful home hosted by Scott! We had so much fun, the house is well stocked with everything (cooking, games, etc.). We can’t wait to come back."
United States
Michael W.
The price is HK$2,976
HK$6,746 total
includes taxes & fees
26 Apr - 27 Apr
Modern Lake Champlain Lake House with Private Beach and Docks
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

Brandon Inn

Brandon Inn

10/10 Excellent
"Breakfast was amazing"
Mark 1-night trip
Posted 5 hours ago
Brandon Inn

Find out more about Middlebury

Middlebury Vacation Homes information

Number of reviews
259
Accommodation
306 Vacation Homes
Lowest Price
HK$1,403
Highest Price
HK$8,509

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