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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
$329 nightly
The price is $359
Oct 12 - Oct 13
Total with taxes and fees
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
$197 nightly
The price is $220
Oct 5 - Oct 6
Total with taxes and fees
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.
$395 nightly
The price is $426
Oct 5 - Oct 6
Total with taxes and fees
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
$365 nightly
The price is $393
Oct 5 - Oct 6
Total with taxes and fees
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
$320 nightly
The price is $350
Nov 2 - Nov 3
Total with taxes and fees
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
$320 nightly
The price is $350
Nov 2 - Nov 3
Total with taxes and fees
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.
$320 nightly
The price is $350
Nov 2 - Nov 3
Total with taxes and fees
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.
$320 nightly
The price is $350
Nov 2 - Nov 3
Total with taxes and fees
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
$204 nightly
The price is $228
Oct 8 - Oct 9
Total with taxes and fees
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
$366 nightly
The price is $410
Oct 18 - Oct 19
Total with taxes and fees
Magnificent any time of year
A log cabin with a stone foundation, a porch with chairs, and a stack of firewood outside.

11. Stetson Hollow Cabin by Stetson Brook

Stetson Hollow Cabin by Stetson Brook
Warren
9.8 out of 10, Exceptional, (180 reviews)
"Jill was very attentive to make sure we had everything we needed very nice stay!"
United States
Kathy B.
$429 nightly
The price is $480
Oct 19 - Oct 20
Total with taxes and fees
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.
$422 nightly
The price is $473
Nov 2 - Nov 3
Total with taxes and fees
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, (42 reviews)
"We skied at Sugarbush. The location was great. Very nice place to stay!"
United States
Laurie K.
$356 nightly
The price is $399
Oct 20 - Oct 21
Total with taxes and fees
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
$268 nightly
The price is $300
Nov 2 - Nov 3
Total with taxes and fees
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.
$660 nightly
The price is $739
Oct 27 - Oct 28
Total with taxes and fees
Handcrafted Log Cabin • Walk to Lake • Private Backyard w/Fire Pit • Sleeps 8
A living room with a fireplace, a bookshelf, and a dining area with chairs.

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

Four Season Condo: ski, hike, golf, mountain bike & seasonal pool
Warren
$200 nightly
The price is $224
Oct 13 - Oct 14
Total with taxes and fees
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.
$339 nightly
The price is $380
Nov 1 - Nov 2
Total with taxes and fees
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.
$343 nightly
The price is $385
Oct 20 - Oct 21
Total with taxes and fees
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

White Horse Lodge

White Horse Lodge

10/10 Excellent
"The place is comfortable and tastefully decorated. The home made cookies and coffee bar are delicious and a real nice touch. We also were thrilled with the location. There are a lot of fun amenities, such as pool and other game options, but not fitness center or work out equipment. The only downside was the number of emailed we received prior to and after our stay."
Andrew 1-night trip
Posted 10 hours ago
White Horse Lodge

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 $185 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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