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Vacation rentals in Middlebury

Vacation rentals in Middlebury

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Middlebury

Guests agree: these stays are highly rated for location, cleanliness, and more.

  • Centrally-located Victorian carriage house
    SUPERHOSTEntire guest house · 4 guests · 1 bed · 1 bathroom
    Centrally-located Victorian carriage house

    This cozy, private one-bedroom two-level Victorian carriage house is down the street from the Middlebury Inn. A short walk downtown Middlebury in one direction or fields and woods in the other, this is a comfortable and charming retreat in a great location.

    What guests are saying:

    “This place was wonderful! I stayed in the dead of winter when the temps dipped below freezing. The space was warm and the shower was hot. And the bed was so very comfortable. The hosts also provided a variety of Keurig coffee and teas, cream in the fridge, plates and utensils, etc. There is even an induction stove top (that I didn't use). And the location in Middlebury was perfect. I appreciated my host coming out to greet me and offer local restaurant tips, etc. She was so friendly. Perfect stay.”

  • Gratitude Rm A with A/C Middlebury Good Location
    SUPERHOSTPrivate room · 2 guests · 2 beds · 1 private bathroom
    Gratitude Rm A with A/C Middlebury Good Location

    Guests (limited to 2) have private bedroom & bath en suite. Room is spacious with a queen bed, cherry chest of drawers, air conditioning. Guests can use the kitchen, dining room, & deck. Keyless entry via front door. WiFi, Roku & Netflix. I live on lower level in my home. Home is very close to the local bus route, McDonalds, Hannaford, TJMaxx & Olympia Sports. Middlebury College is less than 1 mile. Skiing, snowboarding, hiking, fishing, & water sports are a short distance from Middlebury.

    What guests are saying:

    “Deb's place seems designed for Airbnb guests. A bathroom is right next to the bedroom for private use. Deb's house is conveniently located near Middlebury College. Enjoyed meeting Deb and her playful pup.”

  • Private Suite, Close to Nature, Middlebury, VT
    SUPERHOSTPrivate room · 2 guests · 1 bed · 1 private bathroom
    Private Suite, Close to Nature, Middlebury, VT

    We have a warm cozy, private suite with a private bath and entrance in a beautiful rural setting surrounded by the lovely Green Mountains and many recreational options. We are just 15 minutes from Middlebury, Vermont. We're a 20 min drive to Middlebury Snow Bowl Ski Area, an hour to Burlington, and an hour from Rutland . Middlebury, Vermont is home to Middlebury College with a nice variety of dining options and a movie theater. Our home is a mobile home in case that puts you off.

    What guests are saying:

    “This place is very clean and private. Super reasonable price, We enjoyed out stay. Stephen and Toria were super nice. Always very quick to response if we needed help. Also Stephen was there to welcome us , which was so nice. The Killington and Pico ski resort are less then an hour away. Also 15 min away is Brendon where you can find shops and pubs. Rutland is about 30min away. Very convenient. We certainly hope to come back.”

Holiday rentals for every style

Get the amount of space that is right for you.

  • Homes
  • Hotels
  • Unique stays

Popular amenities for Middlebury holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Middlebury

Centrally-located Victorian carriage house
SUPERHOSTEntire guest house
Centrally-located Victorian carriage house
Price:£65 / night
Gratitude Rm A with A/C Middlebury Good Location
SUPERHOSTPrivate room
Gratitude Rm A with A/C Middlebury Good Location
Price:£49 / night
Private Apartment in Middlebury
SUPERHOSTEntire guest suite
Private Apartment in Middlebury
Price:£77 / night
Gigi’s Country House
Entire guest suite
Gigi’s Country House
Price:£59 / night
Private Suite, Close to Nature, Middlebury, VT
SUPERHOSTPrivate room
Private Suite, Close to Nature, Middlebury, VT
Price:£30 / night
In the Hollow
SUPERHOSTEntire flat
In the Hollow
Price:£89 / night
Private, Fully Equipped in Town Apartment
Entire flat
Private, Fully Equipped in Town Apartment
Price:£93 / night
Beautiful Location - East Middlebury River House
SUPERHOSTEntire flat
Beautiful Location - East Middlebury River House
Price:£58 / night
Middlebury Studio - 10 Minute Walk to Town
SUPERHOSTEntire flat
Middlebury Studio - 10 Minute Walk to Town
Price:£55 / night
Dorothy & Harriett’s Room
SUPERHOSTPrivate room
Dorothy & Harriett’s Room
Price:£36 / night
Gratitude Rm B with A/C, Middlebury Good Location
SUPERHOSTPrivate room
Gratitude Rm B with A/C, Middlebury Good Location
Price:£49 / night
Sunrise over South Mountain
SUPERHOSTEntire guest house
Sunrise over South Mountain
Price:£50 / night
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