A yellow house with a stone tower, surrounded by a gravel driveway and green grass.

Middlebury - Warren Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Middlebury - Warren vacation rentals

A wooden cabin with a snow-covered roof, surrounded by trees and snow.

1. Robert Frost Mountain Cabins

Robert Frost Mountain Cabins
3.5 star property
Ripton
10.0 out of 10, Exceptional, (43 reviews)
"Very nice place great owner"
United States
Joe
The price is ￥55,489
￥60,483 total
includes taxes & fees
Oct 8 - Oct 9
Robert Frost Mountain Cabins
A kitchen with a large island, wooden ceiling beams, and various kitchen appliances.

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, (96 reviews)
"The cottage was just lovely. Very comfortable. And the host was really nice and helpful. A wonderful stay!"
United States
Laura Ann
The price is ￥22,434
￥34,296 total
includes taxes & fees
Oct 18 - Oct 19
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
A large grassy field with a historic building in the background.

3. Purple Door Cottage in the heart of Middlebury!

Purple Door Cottage in the heart of Middlebury!
Middlebury
9.4 out of 10, Exceptional, (3 reviews)
"Lovely home in a great location. Very comfortable and we had a great stay"
United States
carol m.
The price is ￥31,178
￥68,454 total
includes taxes & fees
Oct 27 - Oct 28
Purple Door Cottage in the heart of Middlebury!
A modern kitchen with stainless steel appliances, a dining area with a table and chairs, and a living room with a sofa.

4. Gracious two bedroom just minutes to Middlebury!

Gracious two bedroom just minutes to Middlebury!
New Haven
The price is ￥34,106
￥67,751 total
includes taxes & fees
Nov 2 - Nov 3
Gracious two bedroom just minutes to Middlebury!
A cozy living room with a wooden ceiling, a fireplace, a television, and a comfortable seating area.

5. 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 ￥40,449
￥55,299 total
includes taxes & fees
Nov 2 - Nov 3
Charming and meticulously cleaned cabin with panoramic view of the Green Mtns
A wooden table with a bottle of wine, glasses, and grapes.

6. 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, (13 reviews)
"It is a beautiful location in a fully equipped cabin off the beaten path."
United States
Steven
The price is ￥40,449
￥55,299 total
includes taxes & fees
Nov 2 - Nov 3
Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest
A wooden cabin with a snow-covered roof, a porch with a green door, and a small window on the side.

7. 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 ￥40,449
￥55,299 total
includes taxes & fees
Nov 2 - Nov 3
Inviting timber frame cabin in Vermont's Green Mountains
A large, two-story cabin with a covered porch and a small deck, surrounded by dense forest.

8. 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 ￥40,449
￥55,299 total
includes taxes & fees
Nov 2 - Nov 3
Cozy and pristine timberframe cabin
A wooden deck with blue chairs and a barbecue grill.

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

Glamping hut with WiFi in Ripton, biking, hiking, skiing
Ripton
9.4 out of 10, Exceptional, (9 reviews)
"Beautiful, magical location, and prompt communication."
United States
Alex
The price is ￥14,011
￥35,969 total
includes taxes & fees
Oct 11 - Oct 12
Glamping hut with WiFi in Ripton, biking, hiking, skiing
A modern kitchen with wooden beams, a dining area with a table and chairs, and large windows offering a view of the forest.

10. Magnificent any time of year

Magnificent any time of year
East Warren
10.0 out of 10, Exceptional, (50 reviews)
"The location was perfect for attending a wedding at Sugarbush."
United States
Sheila
The price is ￥26,763
￥64,534 total
includes taxes & fees
Oct 18 - Oct 19
Magnificent any time of year
A cozy cabin interior with a stone fireplace, wooden beams, a rocking chair, and a blue sofa.

11. Stetson Hollow Cabin by Stetson Brook

Stetson Hollow Cabin by Stetson Brook
Warren
9.8 out of 10, Exceptional, (179 reviews)
"Jill was very attentive to make sure we had everything we needed very nice stay!"
United States
Kathy B.
The price is ￥37,783
￥75,642 total
includes taxes & fees
Oct 19 - Oct 20
Stetson Hollow Cabin by Stetson Brook
A modern kitchen with a large island, stainless steel appliances, and a herringbone-patterned backsplash.

12. Dreamy Artist Chalet in Secluded Historic Village

Dreamy Artist Chalet in Secluded Historic Village
East Warren
9.8 out of 10, Exceptional, (22 reviews)
"Great little place, love the ambiance. Host sent perfect directions and instructions."
United States
Jonathan B.
The price is ￥57,822
￥98,263 total
includes taxes & fees
Oct 18 - Oct 19
Dreamy Artist Chalet in Secluded Historic Village
A living room with a sofa, a coffee table, and a patterned rug. There is a dining area with a table and chairs. The kitchen is visible with white cabinets and a refrigerator.

13. 1830 Enchanting, Light-Filled Farmhouse Apartment

1830 Enchanting, Light-Filled Farmhouse Apartment
Waitsfield
10.0 out of 10, Exceptional, (41 reviews)
"We skied at Sugarbush. The location was great. Very nice place to stay!"
United States
Laurie K.
The price is ￥30,367
￥62,820 total
includes taxes & fees
Oct 25 - Oct 26
1830 Enchanting, Light-Filled Farmhouse Apartment
A living room with a fireplace, a television mounted on the wall, and a balcony with outdoor furniture.

14. Ski-in/ski-out condo with mountain view, seasonal pool

Ski-in/ski-out condo with mountain view, seasonal pool
Warren
The price is ￥12,611
￥48,493 total
includes taxes & fees
Oct 28 - Oct 29
Ski-in/ski-out condo with mountain view, seasonal pool
A log cabin interior with a living room, dining area, and kitchen.

15. Handcrafted Log Cabin • Walk to Lake • Private Backyard w/Fire Pit • Sleeps 8

Handcrafted Log Cabin • Walk to Lake • Private Backyard w/Fire Pit • Sleeps 8
East Warren
10.0 out of 10, Exceptional, (3 reviews)
"The house is amazing. The hosts clearly love it, and it shows in how well it is set up and stocked. Highly recommended."
United States
Greg E.
The price is ￥56,891
￥116,816 total
includes taxes & fees
Oct 29 - Oct 30
Handcrafted Log Cabin • Walk to Lake • Private Backyard w/Fire Pit • Sleeps 8
A spacious room with a large window, a beige sofa, a wooden dining table, and a small coffee table.

16. Four Season Condo: ski, hike, golf, mountain bike & seasonal pool

Four Season Condo: ski, hike, golf, mountain bike & seasonal pool
Warren
The price is ￥15,042
￥35,291 total
includes taxes & fees
Oct 14 - Oct 15
Four Season Condo: ski, hike, golf, mountain bike & seasonal pool
A log cabin interior with a kitchen, dining area, and a large window.

17. Handcrafted Vermont Chalet • Walk to Lake • Fire Pit • Private Deck • AC

Handcrafted Vermont Chalet • Walk to Lake • Fire Pit • Private Deck • AC
East Warren
10.0 out of 10, Exceptional, (1 review)
"Daisy has put the time and thought into making her chalet welcoming, with all of the conveniences of home and some extra small touches that invite comfort and relaxation. Her great communication made the entire visit easy from check-in to check-out."
United States
Beth Y.
The price is ￥23,705
￥60,001 total
includes taxes & fees
Nov 1 - Nov 2
Handcrafted Vermont Chalet • Walk to Lake • Fire Pit • Private Deck • AC
A neatly made bed with striped bedding, a beige throw blanket, and patterned pillows. There are two bedside lamps on wooden nightstands.

18. Go Skiing or Hiking from an Enchanting, Light-Filled Home

Go Skiing or Hiking from an Enchanting, Light-Filled Home
Waitsfield
9.8 out of 10, Exceptional, (50 reviews)
"Excellent Location ! "
United States
Luke A.
The price is ￥28,839
￥60,859 total
includes taxes & fees
Oct 20 - Oct 21
Go Skiing or Hiking from an Enchanting, Light-Filled Home
A room with a large window overlooking a deck with two chairs and a table.

19. Luxurious Vermont home minutes from Sugarbush Resort

Luxurious Vermont home minutes from Sugarbush Resort
Warren
10.0 out of 10, Exceptional, (44 reviews)
"Perfect location for ski vacation. House was clean, close to resort. Quick drive to restaurants, looking forward to staying again! "
United States
Noah S.
Luxurious Vermont home minutes from Sugarbush Resort
A room with a large window overlooking a forest in autumn.

20. Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley
Warren
9.4 out of 10, Exceptional, (49 reviews)
"Nice location off of Route 100 there was a little road noise but the house is situated a bit back. The seating was super comfy and the kitchen was nicely stocked for cooking. It was awesome to be able to bring our pup! "
United States
Melissa P.
Beautiful home located in the Mad River Valley
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 Middlebury - Warren Hotel Reviews

Middlebury Inn

Middlebury Inn

10/10 Excellent
"Amazing!"
Fred 1-night trip
Posted 8 hours ago
Middlebury Inn

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