Photo by David Alpert
Search Vacation Homes in Middlebury
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Middlebury vacation homes
Purple Door Cottage in the heart of Middlebury!
Purple Door Cottage in the heart of Middlebury!Middlebury
The price is AED 514
AED 1,294 total
includes taxes & fees
19 May - 20 May
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 holesBristol
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."
Sue T.
The price is AED 324
AED 651 total
includes taxes & fees
19 May - 20 May
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!"
Phillip K.
The price is AED 744
AED 1,152 total
includes taxes & fees
26 May - 27 May
Cozy A-frame with loft, deck and easy ski access
Cozy A-frame with loft, deck and easy ski accessWaitsfield
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."
Jason F.
The price is AED 327
AED 1,740 total
includes taxes & fees
17 May - 18 May
Moose Lodge - Rustic and Cozy
Moose Lodge - Rustic and CozyTiconderoga
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! "
Christine B.
The price is AED 962
AED 2,192 total
includes taxes & fees
27 May - 28 May
Charming 3-bedroom house in Crown Point with WiFi and AC
Charming 3-bedroom house in Crown Point with WiFi and ACCrown 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 "
Kaitlynd K.
The price is AED 926
AED 1,859 total
includes taxes & fees
28 May - 29 May
Light-filled retreat in Mad River Valley with internet & deck
Light-filled retreat in Mad River Valley with internet & deckFayston
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."
Anonymous traveler
The price is AED 588
AED 2,245 total
includes taxes & fees
16 May - 17 May
New build near Sugarbush and Warren Village, ADA Accessibility
New build near Sugarbush and Warren Village, ADA AccessibilityEast Warren
The price is AED 707
AED 1,789 total
includes taxes & fees
16 May - 17 May
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.
Find vacation rentals that suit your style
Cabins
Private vacation homes
Save an average of 15% on thousands of hotels when you're signed in
Top Middlebury Hotel Reviews
Courtyard Middlebury
10/10 Excellent
