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 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Middlebury - Warren vacation rentals

A house with a grey door, two grey Adirondack chairs, and the number 615 on the 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
$238 nightly
The price is $253
Oct 22 - Oct 23
Total with taxes and fees
Charming one bedroom just minutes to Middlebury!
A wooden deck with blue chairs and a barbecue grill.

2. 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
$202 nightly
The price is $226
Oct 23 - Oct 24
Total with taxes and fees
Glamping hut with WiFi in Ripton, biking, hiking, skiing
A kitchen with a large island, wooden ceiling beams, and various kitchen appliances.

3. 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
$195 nightly
The price is $218
Oct 26 - Oct 27
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.

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.
$369 nightly
The price is $397
Oct 22 - Oct 23
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.

5. Gracious two bedroom just minutes to Middlebury!

Gracious two bedroom just minutes to Middlebury!
New Haven
$331 nightly
The price is $355
Oct 22 - Oct 23
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. 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.
$230 nightly
The price is $258
Oct 22 - Oct 23
Total with taxes and fees
Ski-in/ski-out condo near the slopes with pool, fast WiFi & garden-level patio
A wooden table with a bottle of wine, glasses, and grapes.

7. 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
$319 nightly
The price is $349
Nov 2 - Nov 3
Total with taxes and fees
Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest
A room with a large window overlooking a forest in autumn.

8. Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley
Warren
9.4 out of 10, Exceptional, (51 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
A living room with a fireplace, a television mounted on the wall, and a balcony with outdoor furniture.

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

Ski-in/ski-out condo with mountain view, seasonal pool
Warren
$270 nightly
The price is $303
Oct 22 - Oct 23
Total with taxes and fees
Ski-in/ski-out condo with mountain view, seasonal pool
A spacious room with a large window, a beige sofa, a wooden dining table, and a small coffee table.

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

Four Season Condo: ski, hike, golf, mountain bike & seasonal pool
Warren
10.0 out of 10, Exceptional, (1 review)
"Comfort"
United States
Jamie
Four Season Condo: ski, hike, golf, mountain bike & seasonal pool
A wooden cabin with a snow-covered roof, surrounded by trees and snow.

11. 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 22 - Oct 23
Total with taxes and fees
Robert Frost Mountain Cabins
A wooden deck with a view of a forested mountain range.

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.
$314 nightly
The price is $352
Oct 26 - Oct 27
Total with taxes and fees
Welcoming Condo with Shared Pools, Easy Access to Golf & Slopes
A wooden cabin with a snow-covered roof, a porch with a green door, and a small window on the side.

13. 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.
$319 nightly
The price is $349
Nov 2 - Nov 3
Total with taxes and fees
Inviting timber frame cabin in Vermont's Green Mountains
An outdoor seating area with Adirondack chairs and a fire pit, surrounded by a grassy lawn and trees.

14. 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, (20 reviews)
"Great location and amenities. "
United States
Scott H.
$286 nightly
The price is $321
Oct 26 - Oct 27
Total with taxes and fees
Mountain-view condo with fireplace, 3 pools, tennis & gym - near skiing
A cozy living room with a wooden ceiling, a fireplace, a television, and a comfortable seating area.

15. 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
$319 nightly
The price is $349
Nov 2 - Nov 3
Total with taxes and fees
Charming and meticulously cleaned cabin with panoramic view of the Green Mtns
A large, two-story cabin with a covered porch and a small deck, surrounded by dense forest.

16. 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.
$319 nightly
The price is $349
Nov 2 - Nov 3
Total with taxes and fees
Cozy and pristine timberframe cabin
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
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.

18. 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
$380 nightly
The price is $426
Oct 25 - Oct 26
Total with taxes and fees
Magnificent any time of year
A modern kitchen with a central island, stainless steel appliances, and a large window.

19. 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, (85 reviews)
"A perfect spot for our Middlebury reunion gathering - with great living/gathering space indoors and outdoors. The home is comfortable, clean, convenient, with really nice cozy touches. Thank you!"
United States
Page E.
$691 nightly
The price is $781
Nov 1 - Nov 2
Total with taxes and fees
Updated Middlebury Home! Walk to Town, Sleeps Groups Comfortably
An outdoor patio with wooden flooring, two metal chairs, and a table.

20. 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.
$172 nightly
The price is $192
Nov 17 - Nov 18
Total with taxes and fees
The Hideaway
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 Warren Lodge

The Warren Lodge

10/10 Excellent
"Best river view"
Tushar 1-night trip
Posted 4 hours ago
The Warren 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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