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
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

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, (42 reviews)
"Very nice place great owner"
United States
Joe
$337 nightly
The price is $368
Sep 10 - Sep 11
Total with taxes and fees
Robert Frost Mountain Cabins
A modern kitchen with a central island, stainless steel appliances, and a large window.

2. 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, (81 reviews)
"Lovely property. Will stay again."
United States
Patricia Y.
$679 nightly
The price is $767
Sep 7 - Sep 8
Total with taxes and fees
Updated Middlebury Home! Walk to Town, Sleeps Groups Comfortably
A historic town with a river, buildings with traditional architecture, and a waterfall.

3. *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.
$304 nightly
The price is $335
Sep 30 - Oct 1
Total with taxes and fees
*Downtown Middlebury Waterfall Studio Apartment*
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
10.0 out of 10, Exceptional, (1 review)
"Lovely home in a great location. Very comfortable and we had a great stay"
United States
carol m.
$432 nightly
The price is $468
Aug 31 - Sep 1
Total with taxes and fees
Purple Door Cottage in the heart of Middlebury!
A two-story house with a porch, two red doors, and a blue exterior.

5. 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.
$332 nightly
The price is $366
Sep 17 - Sep 18
Total with taxes and fees
Downtown Middlebury 3 BR Home - Walk Everywhere!
A kitchen with a large island, wooden ceiling beams, and various kitchen appliances.

6. 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, (89 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.
$187 nightly
The price is $209
Aug 31 - Sep 1
Total with taxes and fees
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
A cozy living room with a wooden ceiling, a fireplace, a television, and a comfortable seating area.

7. 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
$398 nightly
The price is $435
Sep 1 - Sep 2
Total with taxes and fees
Charming and meticulously cleaned cabin with panoramic view of the Green Mtns
A house with a grey door, two grey Adirondack chairs, and the number 615 on the wall.

8. 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
$230 nightly
The price is $245
Aug 31 - Sep 1
Total with taxes and fees
Charming one bedroom just minutes to Middlebury!
A log cabin with a gravel driveway leading to it, surrounded by dense forest.

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
$396 nightly
The price is $433
Sep 8 - Sep 9
Total with taxes and fees
Private pet-friendly cabin in the woods w/ private campfire pit & screened porch
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, (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.
$371 nightly
The price is $406
Sep 13 - Sep 14
Total with taxes and fees
Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest
A modern kitchen with stainless steel appliances, a dining area with a table and chairs, and a living room with a sofa.

11. Gracious two bedroom just minutes to Middlebury!

Gracious two bedroom just minutes to Middlebury!
New Haven
$359 nightly
The price is $386
Aug 31 - Sep 1
Total with taxes and fees
Gracious two bedroom just minutes to Middlebury!
A modern kitchen with a central island, built-in appliances, and a dining area with a view.

12. 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
$352 nightly
The price is $384
Sep 7 - Sep 8
Total with taxes and fees
Bridges Resort
A large, two-story cabin with a covered porch and a small deck, surrounded by dense forest.

13. 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.
$349 nightly
The price is $381
Sep 9 - Sep 10
Total with taxes and fees
Cozy and pristine timberframe cabin
A wooden staircase leading to a covered outdoor area with a view of a green lawn and trees.

14. 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, (6 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.
$512 nightly
The price is $574
Aug 31 - Sep 1
Total with taxes and fees
Cozy cabin >> Hottub, WiFi, AC. Easy access to outdoors activities year around
A cozy cabin interior with a stone fireplace, wooden beams, a rocking chair, and a blue sofa.

15. Stetson Hollow Cabin by Stetson Brook

Stetson Hollow Cabin by Stetson Brook
Warren
9.8 out of 10, Exceptional, (174 reviews)
"Jill was very attentive to make sure we had everything we needed very nice stay!"
United States
Kathy B.
$407 nightly
The price is $456
Aug 31 - Sep 1
Total with taxes and fees
Stetson Hollow Cabin by Stetson Brook
A wooden deck with blue chairs and a barbecue grill.

16. 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
$205 nightly
The price is $230
Aug 31 - Sep 1
Total with taxes and fees
Glamping hut with WiFi in Ripton, biking, hiking, skiing
A modern kitchen with a large island, stainless steel appliances, and a herringbone-patterned backsplash.

17. Dreamy Artist Chalet in Secluded Historic Village

Dreamy Artist Chalet in Secluded Historic Village
East Warren
9.8 out of 10, Exceptional, (21 reviews)
"Loved the property. Clean, modern, great location."
United States
Richard
$362 nightly
The price is $406
Aug 31 - Sep 1
Total with taxes and fees
Dreamy Artist Chalet in Secluded Historic Village
A modern kitchen with wooden beams, a dining area with a table and chairs, and large windows offering a view of the forest.

18. Magnificent any time of year

Magnificent any time of year
East Warren
10.0 out of 10, Exceptional, (49 reviews)
"The location was perfect for attending a wedding at Sugarbush."
United States
Sheila
$342 nightly
The price is $382
Sep 7 - Sep 8
Total with taxes and fees
Magnificent any time of year
A neatly made bed with striped bedding, a beige throw blanket, and patterned pillows. There are two bedside lamps on wooden nightstands.

19. 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.
$312 nightly
The price is $352
Sep 9 - Sep 10
Total with taxes and fees
Go Skiing or Hiking from an Enchanting, Light-Filled Home
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.

20. 1830 Enchanting, Light-Filled Farmhouse Apartment

1830 Enchanting, Light-Filled Farmhouse Apartment
Waitsfield
9.8 out of 10, Exceptional, (40 reviews)
"We skied at Sugarbush. The location was great. Very nice place to stay!"
United States
Laurie K.
$323 nightly
The price is $365
Aug 31 - Sep 1
Total with taxes and fees
1830 Enchanting, Light-Filled Farmhouse Apartment
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

Courtyard Middlebury

Courtyard Middlebury

10/10 Excellent
"It was a very convenient location. There is a restaurant/bar, which was nice. The woman at the desk was incredibly friendly and helpful. We were very pleased with our stay and would stay there again."
Nancy 2-night trip
Posted 20 hours ago
Courtyard Middlebury

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.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Middlebury - Warren vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

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 $186 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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