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
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Middlebury - Warren vacation rentals

A modern kitchen with white cabinets, a coffee machine, and a wooden accent wall.

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
$227 nightly
The price is $241
Oct 27 - Oct 28
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.

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, (97 reviews)
"The cottage was just lovely. Very comfortable. And the host was really nice and helpful. A wonderful stay!"
United States
Laura Ann
$186 nightly
The price is $208
Nov 22 - Nov 23
Total with taxes and fees
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
A snow-covered house with a lit entrance and a small outdoor light feature.

3. 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, (10 reviews)
"Beautiful, magical location, and prompt communication."
United States
Alex
$204 nightly
The price is $228
Oct 27 - Oct 28
Total with taxes and fees
Glamping hut with WiFi in Ripton, biking, hiking, skiing
A large grassy field with a historic building in the background.

4. 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.
$343 nightly
The price is $367
Oct 27 - Oct 28
Total with taxes and fees
Purple Door Cottage in the heart of Middlebury!
A modern kitchen with stainless steel appliances, a granite countertop, and pendant lighting.

5. Gracious two bedroom just minutes to Middlebury!

Gracious two bedroom just minutes to Middlebury!
New Haven
$312 nightly
The price is $333
Oct 27 - Oct 28
Total with taxes and fees
Gracious two bedroom just minutes to Middlebury!
A modern kitchen with white cabinets, a stainless steel refrigerator, and a bar area with stools.

6. Mountainside 63 first-floor ski-in/ski-out condo with garden-level patio

Mountainside 63 first-floor ski-in/ski-out condo with garden-level patio
Warren
9.4 out of 10, Exceptional, (23 reviews)
"Enjoyable stay"
United States
Eric W.
$231 nightly
The price is $259
Oct 27 - Oct 28
Total with taxes and fees
Mountainside 63 first-floor ski-in/ski-out condo with garden-level patio
A living room with a fireplace, a television mounted on the wall, and a balcony with outdoor furniture.

7. Out to Lunch trail ski-in/ski-out condo with balcony and heated pool

Out to Lunch trail ski-in/ski-out condo with balcony and heated pool
Warren
$271 nightly
The price is $304
Oct 27 - Oct 28
Total with taxes and fees
Out to Lunch trail ski-in/ski-out condo with balcony and heated pool
An outdoor seating area with Adirondack chairs and a fire pit, surrounded by a grassy lawn and trees.

8. Light-filled Bridges condo overlooking the mountains, by the free shuttle

Light-filled Bridges condo overlooking the mountains, by the free shuttle
Warren
8.8 out of 10, Excellent, (20 reviews)
"Great location and amenities. "
United States
Scott H.
$287 nightly
The price is $322
Oct 27 - Oct 28
Total with taxes and fees
Light-filled Bridges condo overlooking the mountains, by the free shuttle
A wooden deck with a view of a forested mountain range.

9. The Bridges condo with forested views, three pools and two saunas

The Bridges condo with forested views, three pools and two saunas
Warren
9.4 out of 10, Exceptional, (38 reviews)
"Nice view - Well-stocked kitchen - Nice pool and tennis courts "
United States
Michael L.
$316 nightly
The price is $354
Oct 27 - Oct 28
Total with taxes and fees
The Bridges condo with forested views, three pools and two saunas
A wooden table with a bottle of wine, glasses, and grapes.

10. 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
$322 nightly
The price is $352
Nov 2 - Nov 3
Total with taxes and fees
Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest
An outdoor patio with wooden flooring, two metal chairs, and a table.

11. The Hideaway

The Hideaway
Hinesburg
9.0 out of 10, Wonderful, (19 reviews)
"Easy check in and perfect amenities for our trip!"
United States
Zac B.
$145 nightly
The price is $162
Nov 19 - Nov 20
Total with taxes and fees
The Hideaway
A rustic cabin with a dirt path leading to it, surrounded by autumn foliage.

12. Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley
Warren
9.0 out of 10, Wonderful, (12 reviews)
"We had a great stay - Quiet, clean, cozy, and a great location, we'll definitely stay here again for future trips!"
United States
Sloan S.
Beautiful home located in the Mad River Valley
A wooden cabin with a snow-covered roof, surrounded by trees and snow.

13. 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
$352 nightly
The price is $384
Oct 27 - Oct 28
Total with taxes and fees
Robert Frost Mountain Cabins
A log cabin interior with a kitchen, dining area, and a large window.

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

Handcrafted Vermont Chalet • Walk to Lake • Fire Pit • Private Deck • AC
East Warren
9.4 out of 10, Exceptional, (3 reviews)
"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.
$339 nightly
The price is $380
Nov 9 - Nov 10
Total with taxes and fees
Handcrafted Vermont Chalet • Walk to Lake • Fire Pit • Private Deck • AC
A modern kitchen with wooden beams, a dining area with a table and chairs, and large windows offering a view of the forest.

15. Magnificent any time of year

Magnificent any time of year
East Warren
10.0 out of 10, Exceptional, (51 reviews)
"Lovely quiet modern cottage near town "
United States
Chris C.
$387 nightly
The price is $433
Nov 23 - Nov 24
Total with taxes and fees
Magnificent any time of year
A building with a wooden deck leading to a door marked 'Paradise.'

16. Condo with secure ski locker, study and central A/C, a half mile from Sugarbush

Condo with secure ski locker, study and central A/C, a half mile from Sugarbush
Warren
9.0 out of 10, Wonderful, (14 reviews)
"Very convenient and clean. The property manager was accessible and very helpful."
United States
Anonymous traveler
$396 nightly
The price is $444
Oct 27 - Oct 28
Total with taxes and fees
Condo with secure ski locker, study and central A/C, a half mile from Sugarbush
A wooden cabin with a snow-covered roof, a porch with a green door, and a small window on the side.

17. 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.
$322 nightly
The price is $352
Nov 2 - Nov 3
Total with taxes and fees
Inviting timber frame cabin in Vermont's Green Mountains
A cozy living room with a wooden ceiling, a fireplace, a television, and a comfortable seating area.

18. 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
$322 nightly
The price is $352
Nov 2 - Nov 3
Total with taxes and fees
Charming and meticulously cleaned cabin with panoramic view of the Green Mtns
A rural property with a wooden shed, a small cabin, and a well-maintained lawn.

19. Studio in the country w/Hot Tub

Studio in the country w/Hot Tub
Monkton
$230 nightly
The price is $257
Oct 27 - Oct 28
Total with taxes and fees
Studio in the country w/Hot Tub
A large, two-story cabin with a covered porch and a small deck, surrounded by dense forest.

20. 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.
$322 nightly
The price is $352
Nov 2 - Nov 3
Total with taxes and fees
Cozy and pristine timberframe cabin
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

The Waitsfield Inn

The Waitsfield Inn

10/10 Excellent
"It’s a great inn. We really enjoyed our stay here and highly recommend it!"
Shourya 2-night trip
Posted 7 hours ago
The Waitsfield Inn

Find out more about Middlebury - Warren

Everything you need to know about Middlebury - Warren vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Middlebury - Warren vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

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

Whenever you want to travel, a warm welcome awaits you in Middlebury - Warren. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Middlebury - Warren in high season.

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 $228 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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