Addison County Holiday Rentals

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Our top choices for Addison County holiday 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 HK$2,185
HK$2,382 total
includes taxes & fees
26 May - 27 May
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 HK$2,005
HK$2,732 total
includes taxes & fees
25 May - 26 May
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 HK$2,005
HK$2,732 total
includes taxes & fees
25 May - 26 May
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 HK$2,005
HK$2,732 total
includes taxes & fees
25 May - 26 May
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 HK$634
HK$1,325 total
includes taxes & fees
2 Jun - 3 Jun
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 HK$2,005
HK$2,732 total
includes taxes & fees
25 May - 26 May
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, (76 reviews)
"Great place to stay for a Vermont getaway! "
United States
Jeremy H.
The price is HK$737
HK$1,264 total
includes taxes & fees
25 May - 26 May
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 HK$3,266
HK$6,903 total
includes taxes & fees
27 May - 28 May
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
10.0 out of 10, Exceptional, (1 review)
"Our hosts were fabulous and extremely accessible. They left us home made treats and fresh eggs from their chickens. And no, roosters did not wake us up in the morning LOL. The property is absolutely gorgeous. The apartment was immaculate and had everything we needed . We were there just before the pool opening but they were busy getting everything ready and I wish we could go back to enjoy that fabulous space. There is also a massive game room but we were too busy to enjoy that space."
United States
Debra
The price is HK$1,121
HK$1,431 total
includes taxes & fees
28 May - 29 May
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 HK$697
HK$1,307 total
includes taxes & fees
25 May - 26 May
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 HK$2,529
HK$5,868 total
includes taxes & fees
27 May - 28 May
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 HK$811
HK$2,486 total
includes taxes & fees
25 May - 26 May
*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 HK$1,067
HK$2,803 total
includes taxes & fees
26 May - 27 May
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 HK$1,191
HK$3,019 total
includes taxes & fees
1 Jun - 2 Jun
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 HK$1,183
HK$2,646 total
includes taxes & fees
10 Jun - 11 Jun
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 HK$1,089
HK$2,506 total
includes taxes & fees
26 May - 27 May
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 HK$1,222
HK$2,945 total
includes taxes & fees
26 May - 27 May
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 HK$2,005
HK$2,732 total
includes taxes & fees
25 May - 26 May
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 HK$1,819
HK$2,503 total
includes taxes & fees
28 May - 29 May
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 HK$932
HK$2,791 total
includes taxes & fees
10 Jun - 11 Jun
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.
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Top Addison County Hotel Reviews