Holiday Rentals in Addison County

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Our top choices for Addison County holiday rentals

Exterior
Robert Frost Mountain Cabins

Robert Frost Mountain Cabins

Robert Frost Mountain Cabins
3.5 star property
Ripton
10.0 out of 10, Exceptional, (40)
"Ammazing,would go again!"
United States
Joseph
The price is €260
includes taxes & fees
4 Jan - 5 Jan 2026
Robert Frost Mountain Cabins
Outdoor dining
Cozy Tiny Home in charming Bristol VT, close to major ski areas

Cozy Tiny Home in charming Bristol VT, close to major ski areas

Cozy Tiny Home in charming Bristol VT, close to major ski areas
Bristol
9.8 out of 10, Exceptional, (15)
"Small but cozy and welcoming space. Brenda is very kind and you will be comfortable here with 1-2 adults."
United States
Scott D.
The price is €141
includes taxes & fees
23 Dec - 24 Dec
Cozy Tiny Home in charming Bristol VT, close to major ski areas
Exterior
Doc's Lake house 1st floor, 2 bedroom apartment

Doc's Lake house 1st floor, 2 bedroom apartment

Doc's Lake house 1st floor, 2 bedroom apartment
Salisbury
10.0 out of 10, Exceptional, (72)
"Doc runs a great place for all to enjoy. "
United States
William D.
The price is €180
includes taxes & fees
3 Jan - 4 Jan 2026
Doc's Lake house 1st floor, 2 bedroom apartment
Exterior
*Downtown Middlebury Waterfall Studio Apartment*

*Downtown Middlebury Waterfall Studio Apartment*

*Downtown Middlebury Waterfall Studio Apartment*
Middlebury
10.0 out of 10, Exceptional, (7)
"fantastic!"
United States
Diana L.
The price is €248
includes taxes & fees
8 Jan - 9 Jan 2026
*Downtown Middlebury Waterfall Studio Apartment*
Property grounds
Glamping hut with WiFi in Ripton, biking, hiking, skiing

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, (2)
"Super cute and cozy! It was perfect."
United States
Sarah D.
The price is €146
includes taxes & fees
24 Dec - 25 Dec
Glamping hut with WiFi in Ripton, biking, hiking, skiing
Fridge, microwave, oven, stovetop
Pristine Custom Cottage, Grand Piano, Massage Studio on Site

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, (67)
"Very pleasant stay, at a unique and interesting property."
United States
Steve P.
The price is €190
includes taxes & fees
4 Jan - 5 Jan 2026
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Property grounds
Studio in the country w/Hot Tub

Studio in the country w/Hot Tub

Studio in the country w/Hot Tub
2.0 star property
Monkton
The price is €173
includes taxes & fees
23 Dec - 24 Dec
Studio in the country w/Hot Tub
Exterior
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

Private pet-friendly cabin in the woods w/ private campfire pit & screened porch
Ripton
10.0 out of 10, Exceptional, (12)
"Excellent facilities enjoyed staying there very much"
United States
Linda
The price is €303
includes taxes & fees
5 Jan - 6 Jan 2026
Private pet-friendly cabin in the woods w/ private campfire pit & screened porch
Outdoor spa tub
Cozy cabin >> Hottub, WiFi, AC. Easy access to outdoors activities year around

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, (1)
"This place was great, and perfect for our night’s stay. The hot tub was clean and in excellent condition and we loved having that amenity! The owner was easy to get in touch with and replied to my questions very quickly. We’d love to visit again!"
United States
Stephanie F.
The price is €357
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy cabin >> Hottub, WiFi, AC. Easy access to outdoors activities year around
Outdoor dining
Charming Barn Carriage House in Green Mountains of Vermont Near Middlebury

Charming Barn Carriage House in Green Mountains of Vermont Near Middlebury

Charming Barn Carriage House in Green Mountains of Vermont Near Middlebury
Ripton
10.0 out of 10, Exceptional, (3)
"This is a lovely property. The host was really nice and there were no issues at all. "
United States
James B.
The price is €308
includes taxes & fees
24 Dec - 25 Dec
Charming Barn Carriage House in Green Mountains of Vermont Near Middlebury
Exterior
Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest

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)
"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 €303
includes taxes & fees
7 Jan - 8 Jan 2026
Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest
Property grounds
5/2 Old Farmhome-Beautiful Valley Views-Near Skiing-Sugarbush

5/2 Old Farmhome-Beautiful Valley Views-Near Skiing-Sugarbush

5/2 Old Farmhome-Beautiful Valley Views-Near Skiing-Sugarbush
granville
9.4 out of 10, Exceptional, (83)
"Great place! Comfortable and conveniently located. "
United States
Violet R.
The price is €377
includes taxes & fees
11 Jan - 12 Jan 2026
5/2 Old Farmhome-Beautiful Valley Views-Near Skiing-Sugarbush
Exterior
Charming and meticulously cleaned cabin with panoramic view of the Green Mtns

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)
"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 €308
includes taxes & fees
4 Jan - 5 Jan 2026
Charming and meticulously cleaned cabin with panoramic view of the Green Mtns
Exterior
Cozy and pristine timberframe cabin

Cozy and pristine timberframe cabin

Cozy and pristine timberframe cabin
Ripton
10.0 out of 10, Exceptional, (4)
"It is a gorgeous property with lots of fun amenities...perfect for a winter getaway"
United States
Karen H.
The price is €303
includes taxes & fees
7 Jan - 8 Jan 2026
Cozy and pristine timberframe cabin
Terrace/patio
Secluded Mountain Getaway with Hot tub and Views!

Secluded Mountain Getaway with Hot tub and Views!

Secluded Mountain Getaway with Hot tub and Views!
Granville
10.0 out of 10, Exceptional, (3)
"Very nice place & convenient to Sugarbush & Rochester.We had 10 guys mountain biking in the area and worked out perfectly."
United States
Clint F.
Secluded Mountain Getaway with Hot tub and Views!
Exterior
The Tacklebox on Lake Champlain, Sauna & Hot Tub, near Middlebury

The Tacklebox on Lake Champlain, Sauna & Hot Tub, near Middlebury

The Tacklebox on Lake Champlain, Sauna & Hot Tub, near Middlebury
Bridport
10.0 out of 10, Exceptional, (5)
"It was a great place to relax. We enjoyed the lake front property with our dogs and chilled in the sauna and full tub with a view. The kitchen was well stocked so we were able to cook. We spent the nights by the solo fire. Would definitely stay there again."
United States
Andy P.
The Tacklebox on Lake Champlain, Sauna & Hot Tub, near Middlebury
Terrace/patio
Contemporary Lake house in Bridport w stunning view of Lake Champlain & ADK Mtns

Contemporary Lake house in Bridport w stunning view of Lake Champlain & ADK Mtns

Contemporary Lake house in Bridport w stunning view of Lake Champlain & ADK Mtns
2.0 star property
Bridport
The price is €919
includes taxes & fees
5 Jan - 6 Jan 2026
Contemporary Lake house in Bridport w stunning view of Lake Champlain & ADK Mtns
Property grounds
Lakeside Lodge at Fern Lake: 3BR/1BA Waterfront w/ Dock

Lakeside Lodge at Fern Lake: 3BR/1BA Waterfront w/ Dock

Lakeside Lodge at Fern Lake: 3BR/1BA Waterfront w/ Dock
Leicester
Lakeside Lodge at Fern Lake: 3BR/1BA Waterfront w/ Dock
Microwave, oven, stovetop, dishwasher
Downtown Middlebury River House

Downtown Middlebury River House

Downtown Middlebury River House
Middlebury
10.0 out of 10, Exceptional, (8)
"Great place right near downtown "
United States
Chris H.
Downtown Middlebury River House
Exterior
Adorable cabin with screened porch and private fire pit

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)
"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 €303
includes taxes & fees
6 Jan - 7 Jan 2026
Adorable cabin with screened porch and private fire pit
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 Addison County Hotel Reviews

Green Mountain Suites Hotel

Green Mountain Suites Hotel

10/10 Excellent
"My room was comfortable and quiet. Excellent stay."
Richard 6-night trip
Posted 2 days ago
Green Mountain Suites Hotel

Find out more about Addison County

Holiday Homes in Addison County

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