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 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Middlebury - Warren vacation rentals

Coffee/tea maker, fridge, microwave, oven

1. 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.
$170 nightly
The price is $190
Sep 10 - Sep 11
Total with taxes and fees
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Exterior detail

2. 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
$236 nightly
The price is $251
Sep 16 - Sep 17
Total with taxes and fees
Charming one bedroom just minutes to Middlebury!
Exterior

3. 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
$338 nightly
The price is $368
Sep 9 - Sep 10
Total with taxes and fees
Robert Frost Mountain Cabins
Outdoor dining

4. 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
$201 nightly
The price is $225
Sep 6 - Sep 7
Total with taxes and fees
Glamping hut with WiFi in Ripton, biking, hiking, skiing
Golf

5. 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.
$496 nightly
The price is $540
Sep 10 - Sep 11
Total with taxes and fees
Purple Door Cottage in the heart of Middlebury!
Interior

6. Gracious two bedroom just minutes to Middlebury!

Gracious two bedroom just minutes to Middlebury!
New Haven
$370 nightly
The price is $399
Sep 22 - Sep 23
Total with taxes and fees
Gracious two bedroom just minutes to Middlebury!
Exterior

7. Charming Barn Carriage House in Green Mountains of Vermont Near Middlebury

Charming Barn Carriage House in Green Mountains of Vermont Near Middlebury
Ripton
9.8 out of 10, Exceptional, (6 reviews)
"The property was very generously provisioned, pet friendly, clean and comfortable."
United States
Lani C.
$221 nightly
The price is $248
Sep 10 - Sep 11
Total with taxes and fees
Charming Barn Carriage House in Green Mountains of Vermont Near Middlebury
Apartment, 2 Bedrooms | Private kitchen

8. 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 7 - Sep 8
Total with taxes and fees
Bridges Resort
Coffee/tea maker, fridge, microwave, oven

9. 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, (82 reviews)
"Lovely property. Will stay again."
United States
Patricia Y.
$673 nightly
The price is $760
Sep 10 - Sep 11
Total with taxes and fees
Updated Middlebury Home! Walk to Town, Sleeps Groups Comfortably
Terrace/patio

10. 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.
$286 nightly
The price is $321
Sep 11 - Sep 12
Total with taxes and fees
Mountain-view condo with fireplace, 3 pools, tennis & gym - near skiing
Coffee/tea maker, fridge, microwave, oven

11. 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
$332 nightly
The price is $371
Sep 7 - Sep 8
Total with taxes and fees
Magnificent any time of year
Property grounds

12. 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.
$316 nightly
The price is $354
Sep 12 - Sep 13
Total with taxes and fees
Welcoming Condo with Shared Pools, Easy Access to Golf & Slopes
Interior

13. 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.
$231 nightly
The price is $259
Sep 7 - Sep 8
Total with taxes and fees
Ski-in/ski-out condo near the slopes with pool, fast WiFi & garden-level patio
Exterior

14. 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
$395 nightly
The price is $432
Sep 8 - Sep 9
Total with taxes and fees
Private pet-friendly cabin in the woods w/ private campfire pit & screened porch
2 bedrooms, travel crib, WiFi, bed sheets

15. 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.
$308 nightly
The price is $348
Sep 8 - Sep 9
Total with taxes and fees
Go Skiing or Hiking from an Enchanting, Light-Filled Home
Outdoor dining

16. The Hideaway

The Hideaway
Hinesburg
9.0 out of 10, Wonderful, (18 reviews)
"Good setup for us, convenient and quiet location. Glad to have efficient air-conditioning as it was a very hot and humid week! Would have liked a second washcloth. (There was only one for 2 people). Rooms were clean and comfortable. Thanks!"
United States
David
$211 nightly
The price is $236
Sep 9 - Sep 10
Total with taxes and fees
The Hideaway
Interior

17. 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.
$370 nightly
The price is $405
Sep 13 - Sep 14
Total with taxes and fees
Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest
Coffee/tea maker, fridge, microwave, oven

18. 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
Sep 8 - Sep 9
Total with taxes and fees
Dreamy Artist Chalet in Secluded Historic Village
Smart TV, fireplace, DVD player, books

19. 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
$393 nightly
The price is $430
Sep 16 - Sep 17
Total with taxes and fees
Charming and meticulously cleaned cabin with panoramic view of the Green Mtns
TV, video library

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

Ski-in/ski-out condo with mountain view, seasonal pool
Warren
$271 nightly
The price is $304
Sep 7 - Sep 8
Total with taxes and fees
Ski-in/ski-out condo with mountain view, seasonal pool
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

Stetson Hollow Cabin by Stetson Brook

Stetson Hollow Cabin by Stetson Brook

10/10 Excellent
"This well-appointed, storybook cabin is situated close to a magnificent brook, yet close to access to a highway. My dog and I walked the brook trail everyday and enjoyed the outdoor fire pit and sitting area along this gurgling river. The casual cabin contained all the items we could possibly need. I slept in the pull out couch because the two delightful lofts with skylights to heaven were accessible by wooden ladders that I chose not to navigate at night. The couch worked well for me. The lofts would be ideal for families with older children, two couples or younger solo travelers. The hosts were very kind, accommodating and responsive. Love that it is close to Warren, Waitsfield, and many other delightful vermont villages."
Margaret S. 5-night trip
Posted 17 hours ago
Stetson Hollow Cabin by Stetson Brook

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 $195 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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