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 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Middlebury - Warren vacation rentals

A historic town with a river, buildings with traditional architecture, and a waterfall.

1. *Downtown Middlebury Waterfall Studio Apartment*

*Downtown Middlebury Waterfall Studio Apartment*
Middlebury
9.8 out of 10, Exceptional, (10 reviews)
"This is the first review I have ever written. The property and the ownership were fantastic. I found the property to be better than advertised and can’t wait to stay there again. Highly recommended! "
United States
Steve S.
$302 nightly
The price is $333
Sep 30 - Oct 1
Total with taxes and fees
*Downtown Middlebury Waterfall Studio Apartment*
A two-story house with a porch, two red doors, and a blue exterior.

2. Downtown Middlebury 3 BR Home - Walk Everywhere!

Downtown Middlebury 3 BR Home - Walk Everywhere!
Middlebury
9.6 out of 10, Exceptional, (34 reviews)
"Great location, very clean"
United States
Karyn M.
$288 nightly
The price is $317
Sep 28 - Sep 29
Total with taxes and fees
Downtown Middlebury 3 BR Home - Walk Everywhere!
A house with a grey door, two grey Adirondack chairs, and the number 615 on the wall.

3. 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
$225 nightly
The price is $239
Sep 29 - Sep 30
Total with taxes and fees
Charming one bedroom just minutes to Middlebury!
A kitchen with a large island, wooden ceiling beams, and various kitchen appliances.

4. 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, (94 reviews)
"The cottage was just lovely. Very comfortable. And the host was really nice and helpful. A wonderful stay!"
United States
Laura Ann
$197 nightly
The price is $220
Oct 18 - Oct 19
Total with taxes and fees
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
A wooden deck with blue chairs and a barbecue grill.

5. 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
$202 nightly
The price is $226
Sep 23 - Sep 24
Total with taxes and fees
Glamping hut with WiFi in Ripton, biking, hiking, skiing
A modern kitchen with stainless steel appliances, a dining area with a table and chairs, and a living room with a sofa.

6. Gracious two bedroom just minutes to Middlebury!

Gracious two bedroom just minutes to Middlebury!
New Haven
$317 nightly
The price is $340
Sep 23 - Sep 24
Total with taxes and fees
Gracious two bedroom just minutes to Middlebury!
A wooden cabin with a snow-covered roof, surrounded by trees and snow.

7. 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
$334 nightly
The price is $364
Oct 5 - Oct 6
Total with taxes and fees
Robert Frost Mountain Cabins
A living room with a fireplace, a television mounted on the wall, and a balcony with outdoor furniture.

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

Ski-in/ski-out condo with mountain view, seasonal pool
Warren
$262 nightly
The price is $293
Sep 25 - Sep 26
Total with taxes and fees
Ski-in/ski-out condo with mountain view, seasonal pool
An outdoor patio with wooden flooring, two metal chairs, and a table.

9. The Hideaway

The Hideaway
Hinesburg
9.0 out of 10, Wonderful, (19 reviews)
"Stayed one night on business. The place was great ! Clean quiet modern. Ill be back!"
United States
Carl H.
$200 nightly
The price is $224
Sep 23 - Sep 24
Total with taxes and fees
The Hideaway
A large grassy field with a historic building in the background.

10. Purple Door Cottage in the heart of Middlebury!

Purple Door Cottage in the heart of Middlebury!
Middlebury
10.0 out of 10, Exceptional, (2 reviews)
"Lovely home in a great location. Very comfortable and we had a great stay"
United States
carol m.
$463 nightly
The price is $503
Oct 20 - Oct 21
Total with taxes and fees
Purple Door Cottage in the heart of Middlebury!
An outdoor patio area with wooden tables and benches, a barbecue grill, and a wooden shelter.

11. Lovely cabin nestled in the woods one minute from Sugarbush Resort

Lovely cabin nestled in the woods one minute from Sugarbush Resort
Warren
9.8 out of 10, Exceptional, (29 reviews)
"Hot tub was enjoyable and location was great"
United States
Linnea P.
Lovely cabin nestled in the woods one minute from Sugarbush Resort

12. Beautiful brand new cabin one minute from Sugarbush Resort

Beautiful brand new cabin one minute from Sugarbush Resort
Warren
10.0 out of 10, Exceptional, (24 reviews)
"Place was great, exactly what we needed."
United States
Andrew D.
Beautiful brand new cabin one minute from Sugarbush Resort
A modern kitchen with a central island, built-in appliances, and a dining area with a view.

13. Bridges Resort

Bridges Resort
2.0 star property
Warren
8.2 out of 10, Very good, (30 reviews)
"close to the mountain"
United States
Brian Shultis
$360 nightly
The price is $393
Sep 25 - Sep 26
Total with taxes and fees
Bridges Resort
A rustic cabin surrounded by autumn foliage.

14. Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley
Warren
9.8 out of 10, Exceptional, (27 reviews)
"We had a great time! "
United States
Allie T.
Beautiful home located in the Mad River Valley
A modern kitchen with white cabinets, a stainless steel refrigerator, and a bar area with stools.

15. Ski-in/ski-out condo near the slopes with pool, fast WiFi & garden-level patio

Ski-in/ski-out condo near the slopes with pool, fast WiFi & garden-level patio
Warren
9.4 out of 10, Exceptional, (23 reviews)
"Enjoyable stay"
United States
Eric W.
$228 nightly
The price is $255
Oct 19 - Oct 20
Total with taxes and fees
Ski-in/ski-out condo near the slopes with pool, fast WiFi & garden-level patio
An outdoor seating area with Adirondack chairs and a fire pit, surrounded by a grassy lawn and trees.

16. Mountain-view condo with fireplace, 3 pools, tennis & gym - near skiing

Mountain-view condo with fireplace, 3 pools, tennis & gym - near skiing
Warren
8.8 out of 10, Excellent, (18 reviews)
"Great location and amenities. "
United States
Scott H.
$285 nightly
The price is $319
Sep 29 - Sep 30
Total with taxes and fees
Mountain-view condo with fireplace, 3 pools, tennis & gym - near skiing
A wooden deck with a view of a forested mountain range.

17. Welcoming Condo with Shared Pools, Easy Access to Golf & Slopes

Welcoming Condo with Shared Pools, Easy Access to Golf & Slopes
Warren
9.4 out of 10, Exceptional, (38 reviews)
"Nice view - Well-stocked kitchen - Nice pool and tennis courts "
United States
Michael L.
$319 nightly
The price is $357
Sep 29 - Sep 30
Total with taxes and fees
Welcoming Condo with Shared Pools, Easy Access to Golf & Slopes
A kitchen with white cabinets, a stainless steel sink, a microwave, and a stove.

18. Ski getaway near the slopes with private balcony & mountain views

Ski getaway near the slopes with private balcony & mountain views
Warren
9.0 out of 10, Wonderful, (29 reviews)
"Our stay was great! Beautiful location and the place was thoroughly cleaned with a lot of things already there for us to use! "
United States
Catie C.
$288 nightly
The price is $322
Oct 18 - Oct 19
Total with taxes and fees
Ski getaway near the slopes with private balcony & mountain views
A log cabin with a star decoration on the roof, two chairs outside, and a sign that reads "BUNNY HILL".

19. Charming cabin located one minute from the base of Sugarbush Resort

Charming cabin located one minute from the base of Sugarbush Resort
Warren
9.2 out of 10, Wonderful, (33 reviews)
"Very cozy, loved the hot tub, super convenient to get to sugarbush"
United States
Gabriel P.
Charming cabin located one minute from the base of Sugarbush Resort
A neatly made bed with striped bedding, a beige throw blanket, and patterned pillows. There are two bedside lamps on wooden nightstands.

20. 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.
$321 nightly
The price is $360
Sep 23 - Sep 24
Total with taxes and fees
Go Skiing or Hiking from an Enchanting, Light-Filled Home
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

Mad River Inn

Mad River Inn

10/10 Excellent
"Love the hosts. Great amenities. Excellent breakfast. Such a charming place and great location."
Allison 2-night trip
Posted 5 hours ago
Mad River Inn

Find out more about Middlebury - Warren

Everything you need to know about Middlebury - Warren vacation rentals

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Middlebury - Warren vacation rentals: An excellent choice for every season

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Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $193 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

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