Holiday Rentals in Addison County

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Our top choices for Addison County holiday rentals

Exterior
Robert Frost Mountain Cabins

Cabin in Ripton

Robert Frost Mountain Cabins
3.5 star property
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

Holiday Home in Bristol

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

Apartment in Salisbury

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

Apartment in Middlebury

*Downtown Middlebury Waterfall Studio Apartment*
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

Camping in Ripton

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

Cottage in Leicester

Pristine Custom Cottage, Grand Piano, Massage Studio on Site
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

Holiday Home in Monkton

Studio in the country w/Hot Tub
2.0 star property
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

Cabin in Ripton

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

Cabin in Hancock

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

Holiday Home in Ripton

Charming Barn Carriage House in Green Mountains of Vermont Near Middlebury
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

Cabin in Ripton

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

Holiday Home in granville

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

Cabin in Ripton

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

Cabin in Ripton

Cozy and pristine timberframe cabin
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
19 Jan - 20 Jan 2026
Cozy and pristine timberframe cabin
Terrace/patio
Secluded Mountain Getaway with Hot tub and Views!

Holiday Home in Granville

Secluded Mountain Getaway with Hot tub and Views!
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.
The price is €756
includes taxes & fees
7 Jan - 8 Jan 2026
Secluded Mountain Getaway with Hot tub and Views!
Exterior
The Tacklebox on Lake Champlain, Sauna & Hot Tub, near Middlebury

Cabin in Bridport

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

Holiday Home in Bridport

Contemporary Lake house in Bridport w stunning view of Lake Champlain & ADK Mtns
2.0 star property
The price is €919
includes taxes & fees
27 Dec - 28 Dec
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

Holiday Home in Leicester

Lakeside Lodge at Fern Lake: 3BR/1BA Waterfront w/ Dock
The price is €618
includes taxes & fees
23 Dec - 24 Dec
Lakeside Lodge at Fern Lake: 3BR/1BA Waterfront w/ Dock
Microwave, oven, stovetop, dishwasher
Downtown Middlebury River House

Holiday Home in Middlebury

Downtown Middlebury River House
10.0 out of 10, Exceptional, (8)
"Great place right near downtown "
United States
Chris H.
The price is €1,112
includes taxes & fees
28 Dec - 29 Dec
Downtown Middlebury River House
Exterior
Adorable cabin with screened porch and private fire pit

Cabin in Ripton

Adorable cabin with screened porch and private fire pit
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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

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

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

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