A multi-tiered waterfall surrounded by dense forest.

Holiday Rentals in Addison County

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Our top choices for Addison County holiday rentals

Exterior detail

1. Charming one bedroom just minutes to Middlebury!

Charming one bedroom just minutes to Middlebury!
New Haven
10.0 out of 10, Exceptional, (2 reviews)
"Lovely unit, clean, well equipped, quiet location"
United States
Jane
The price is €231
includes taxes & fees
9 Aug - 10 Aug
Charming one bedroom just minutes to Middlebury!
Coffee/tea maker, fridge, microwave, oven

2. 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, (87 reviews)
"Definitely super SUPER clean all throughout! The ambiance is perfect, just a beautiful cottage with all the amenities you might need. Perfect place to stay."
United States
Julian V.
The price is €168
includes taxes & fees
16 Aug - 17 Aug
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Outdoor dining

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

Glamping hut with WiFi in Ripton, biking, hiking, skiing
Ripton
9.6 out of 10, Exceptional, (8 reviews)
"Beautiful, magical location, and prompt communication."
United States
Alex
The price is €203
includes taxes & fees
15 Aug - 16 Aug
Glamping hut with WiFi in Ripton, biking, hiking, skiing
Exterior

4. Robert Frost Mountain Cabins

Robert Frost Mountain Cabins
3.5 star property
Ripton
10.0 out of 10, Exceptional, (42 reviews)
"Very nice place great owner"
United States
Joe
The price is €330
includes taxes & fees
11 Aug - 12 Aug
Robert Frost Mountain Cabins
Interior

5. Tasteful two bedroom just minutes to Middlebury!

Tasteful two bedroom just minutes to Middlebury!
New Haven
The price is €325
includes taxes & fees
31 Aug - 1 Sept
Tasteful two bedroom just minutes to Middlebury!
Interior

6. Gracious two bedroom just minutes to Middlebury!

Gracious two bedroom just minutes to Middlebury!
New Haven
The price is €312
includes taxes & fees
31 Aug - 1 Sept
Gracious two bedroom just minutes to Middlebury!
Property grounds

7. 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, (5 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 €421
includes taxes & fees
9 Aug - 10 Aug
Cozy cabin >> Hottub, WiFi, AC. Easy access to outdoors activities year around
Exterior

8. Charming Barn Carriage House in Green Mountains of Vermont Near Middlebury

Charming Barn Carriage House in Green Mountains of Vermont Near Middlebury
Ripton
9.8 out of 10, Exceptional, (6 reviews)
"The property was very generously provisioned, pet friendly, clean and comfortable."
United States
Lani C.
The price is €239
includes taxes & fees
16 Aug - 17 Aug
Charming Barn Carriage House in Green Mountains of Vermont Near Middlebury
Exterior

9. 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 €376
includes taxes & fees
12 Aug - 13 Aug
Private pet-friendly cabin in the woods w/ private campfire pit & screened porch
Property grounds

10. Studio in the country w/Hot Tub

Studio in the country w/Hot Tub
Monkton
The price is €226
includes taxes & fees
9 Aug - 10 Aug
Studio in the country w/Hot Tub
Smart TV, fireplace, DVD player, books

11. 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 €363
includes taxes & fees
19 Aug - 20 Aug
Charming and meticulously cleaned cabin with panoramic view of the Green Mtns
Interior

12. 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 €340
includes taxes & fees
19 Aug - 20 Aug
Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest
Golf

13. Purple Door Cottage in the heart of Middlebury!

Purple Door Cottage in the heart of Middlebury!
Middlebury
The price is €411
includes taxes & fees
12 Aug - 13 Aug
Purple Door Cottage in the heart of Middlebury!
Coffee/tea maker, fridge, microwave, oven

14. Updated Middlebury Home! Walk to Town, Sleeps Groups Comfortably

Updated Middlebury Home! Walk to Town, Sleeps Groups Comfortably
Middlebury
10.0 out of 10, Exceptional, (80 reviews)
"Lovely property. Will stay again."
United States
Patricia Y.
Updated Middlebury Home! Walk to Town, Sleeps Groups Comfortably
Exterior

15. 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 €376
includes taxes & fees
1 Sept - 2 Sept
Cozy and pristine timberframe cabin
Interior

16. 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 €996
includes taxes & fees
18 Aug - 19 Aug
Beautiful timber frame just minutes to Middlebury!
Exterior

17. 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 €377
includes taxes & fees
26 Aug - 27 Aug
Adorable cabin with screened porch and private fire pit
Exterior

18. Immaculate mountain cabin with awe inspiring sunrise and mountain views

Immaculate mountain cabin with awe inspiring sunrise and mountain views
Ripton
10.0 out of 10, Exceptional, (3 reviews)
"Our cabin was lovely—artfully built, well-stocked, perfectly clean, and very comfortable. We awoke to silence and a beautiful view of the mountains from our screened porch. We are already planning our return!"
United States
Sara S.
The price is €376
includes taxes & fees
12 Aug - 13 Aug
Immaculate mountain cabin with awe inspiring sunrise and mountain views
Exterior

19. 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)
"Welcoming, charming, and very clean cabin with excellent communication with team and fun access to trails, hot tub and game room."
United States
Kelly I.
The price is €363
includes taxes & fees
19 Aug - 20 Aug
Inviting timber frame cabin in Vermont's Green Mountains
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

Hotel Champlain Burlington, Curio Collection by Hilton

Hotel Champlain Burlington, Curio Collection by Hilton

10/10 Excellent
"Fantastic location in the city, well maintained and cleaned rooms with great amenities. Only downside was coffee machines upstairs was off in the morning - whilst the coffee shop downstairs was open… hopefully just bad luck on my part!"
Calum 1-night trip
Posted 2 hours ago
Hotel Champlain Burlington, Curio Collection by Hilton

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Holiday Homes in Addison County

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