Vacation Rentals in Addison County

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Our top choices for Addison County vacation rentals

Robert Frost Mountain Cabins

Robert Frost Mountain Cabins
3.5 star property
Ripton
10.0 out of 10, Exceptional, (41 reviews)
"Very nice place great owner"
United States
Joe
The price is ¥40,745
¥44,412 total
includes taxes & fees
May 20 - May 21
Robert Frost Mountain Cabins

Adorable cabin with screened porch and private fire pit

Adorable cabin with screened porch and private fire pit
Ripton
10.0 out of 10, Exceptional, (5 reviews)
"Wonderful place to stay tucked away in the woods. The owners are extremely thoughtful and personable. Can’t wait to go back. "
United States
Sorin
The price is ¥40,631
¥55,370 total
includes taxes & fees
May 25 - May 26
Adorable cabin with screened porch and private fire pit

Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest

Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest
Ripton
9.4 out of 10, Exceptional, (12 reviews)
"Our group booked this place for a ski trip to sugarbush. A remote area, but the cabin was very cool and our host were the best. The warm cinnamon twists in the morning were a big hit and the hot tub was perfect after a day of skiing. Would definitely look into booking this in the summer/fall. "
United States
John H.
The price is ¥40,631
¥54,659 total
includes taxes & fees
May 20 - May 21
Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest

Charming and meticulously cleaned cabin with panoramic view of the Green Mtns

Charming and meticulously cleaned cabin with panoramic view of the Green Mtns
Ripton
10.0 out of 10, Exceptional, (17 reviews)
"Beautiful place. Lots to do around the cabin and in the area. The hosts are very helpful. The cabin has everything you could want for a great stay. "
United States
Susan
The price is ¥40,631
¥54,659 total
includes taxes & fees
May 20 - May 21
Charming and meticulously cleaned cabin with panoramic view of the Green Mtns

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 ¥12,865
¥26,861 total
includes taxes & fees
Jun 1 - Jun 2
Cozy Tiny Home in charming Bristol VT, close to skiing, hiking, swimming holes

Cozy and pristine timberframe cabin

Cozy and pristine timberframe cabin
Ripton
10.0 out of 10, Exceptional, (4 reviews)
"It is a gorgeous property with lots of fun amenities...perfect for a winter getaway"
United States
Karen H.
The price is ¥40,631
¥54,659 total
includes taxes & fees
May 20 - May 21
Cozy and pristine timberframe cabin

Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Leicester
10.0 out of 10, Exceptional, (75 reviews)
"Great place to stay for a Vermont getaway! "
United States
Jeremy H.
The price is ¥14,938
¥25,624 total
includes taxes & fees
May 25 - May 26
Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Beautiful timber frame just minutes to Middlebury!

Beautiful timber frame just minutes to Middlebury!
New Haven
10.0 out of 10, Exceptional, (1 review)
"We were 8 people coming to VT to watch our girls play lacrosse at Middlebury. The house is as pictured and perfect for large groups. We really had a great time, it was spacious and perfect for hanging out with a large group. We wished the weather was better so we could use the fire pit. The owner of the property was very easy to deal with and very accommodating. We would all definitely stay here again and recommend a stay at this house. Some of us even said it would be perfect for a small...
United States
Suzanne L.
The price is ¥46,352
¥114,648 total
includes taxes & fees
May 20 - May 21
Beautiful timber frame just minutes to Middlebury!

Paradise! A sweet little slice of paradise in this 1 bedroom apartment.

Paradise! A sweet little slice of paradise in this 1 bedroom apartment.
Leicester
The price is ¥22,729
¥29,014 total
includes taxes & fees
May 28 - May 29
Paradise! A sweet little slice of paradise in this 1 bedroom apartment.

Glamping hut with WiFi in Ripton, biking, hiking, skiing

Glamping hut with WiFi in Ripton, biking, hiking, skiing
Ripton
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful, magical location, and prompt communication."
United States
Alex
The price is ¥14,128
¥26,491 total
includes taxes & fees
May 21 - May 22
Glamping hut with WiFi in Ripton, biking, hiking, skiing

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 ¥51,289
¥118,993 total
includes taxes & fees
May 28 - May 29
Waterfront 3 Bedroom 3 Bathroom Large House in Bridport—Fire pit, Grill, Deck

*Downtown Middlebury Waterfall Studio Apartment*

*Downtown Middlebury Waterfall Studio Apartment*
Middlebury
9.8 out of 10, Exceptional, (10 reviews)
"fantastic!"
United States
Diana L.
The price is ¥16,447
¥49,863 total
includes taxes & fees
May 20 - May 21
*Downtown Middlebury Waterfall Studio Apartment*

Downtown Middlebury 3 BR Home - Walk Everywhere!

Downtown Middlebury 3 BR Home - Walk Everywhere!
Middlebury
9.6 out of 10, Exceptional, (32 reviews)
"Great location, very clean"
United States
Karyn M.
The price is ¥21,814
¥57,201 total
includes taxes & fees
May 31 - Jun 1
Downtown Middlebury 3 BR Home - Walk Everywhere!

Cozy cabin >> Hottub, WiFi, AC. Easy access to outdoors activities year around

Cozy cabin >> Hottub, WiFi, AC. Easy access to outdoors activities year around
Hancock
10.0 out of 10, Exceptional, (4 reviews)
"The host was easy to communicate with, gracious and helpful. Amenities were generous and everything was in excellent condition. Really enjoyed the quiet treed setting and the hot tub."
United States
Elizabeth N.
The price is ¥24,158
¥61,034 total
includes taxes & fees
May 31 - Jun 1
Cozy cabin >> Hottub, WiFi, AC. Easy access to outdoors activities year around

Gracious two bedroom just minutes to Middlebury!

Gracious two bedroom just minutes to Middlebury!
New Haven
The price is ¥22,700
¥50,956 total
includes taxes & fees
May 20 - May 21
Gracious two bedroom just minutes to Middlebury!

Tasteful two bedroom just minutes to Middlebury!

Tasteful two bedroom just minutes to Middlebury!
New Haven
The price is ¥21,124
¥49,027 total
includes taxes & fees
May 20 - May 21
Tasteful two bedroom just minutes to Middlebury!

Purple Door Cottage in the heart of Middlebury!

Purple Door Cottage in the heart of Middlebury!
Middlebury
The price is ¥19,854
¥52,182 total
includes taxes & fees
May 20 - May 21
Purple Door Cottage in the heart of Middlebury!

Inviting timber frame cabin in Vermont's Green Mountains

Inviting timber frame cabin in Vermont's Green Mountains
Ripton
10.0 out of 10, Exceptional, (7 reviews)
"This is a very special place. Close to Middleburyyetfar away. "
United States
Jim P.
The price is ¥40,631
¥54,659 total
includes taxes & fees
May 20 - May 21
Inviting timber frame cabin in Vermont's Green Mountains

Private pet-friendly cabin in the woods w/ private campfire pit & screened porch

Private pet-friendly cabin in the woods w/ private campfire pit & screened porch
Ripton
10.0 out of 10, Exceptional, (12 reviews)
"Excellent facilities enjoyed staying there very much"
United States
Linda
The price is ¥36,880
¥50,220 total
includes taxes & fees
May 28 - May 29
Private pet-friendly cabin in the woods w/ private campfire pit & screened porch

Modern Woodland Escape w Wshr dryer and Large Yard

Modern Woodland Escape w Wshr dryer and Large Yard
Ripton
The price is ¥18,890
¥55,499 total
includes taxes & fees
Jun 10 - Jun 11
Modern Woodland Escape w Wshr dryer and Large Yard
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Addison County Hotel Reviews

Find out more about Addison County

Vacation Apartments in Addison County

Search for Vacation rentals in Addison County on Expedia! You can easily find your home rentals, villas, Vacation apartments in Addison County using one of the methods below:

  • View our selection of featured Vacation rentals in Addison County
  • Use the map to find apartments and other Vacation homes in the Addison County neighbourhood you prefer
  • Enter your travel dates to view the best deals on Vacation rentals in Addison County while they last

Look no further and take a look at our great range of rental properties in Addison County!