Middlebury - Warren Vacation Rentals

Save an average of 15% on thousands of properties with Expedia Rewards

Most properties are fully refundable. Because flexibility matters.

Search over 2.9 million properties and 550 airlines worldwide

Vacation Rentals in Middlebury - Warren

Fridge, microwave, oven, stovetop
Dog-friendly cottage on acreage with nearby creek & wood stove
9.0 out of 10, Wonderful, (52)
"The place provided the space we needed for all our family members, and we found all the amenities we needed. It was a great home away from home as we travelled to different sites in Vermont. Thanks"
Dog-friendly cottage on acreage with nearby creek & wood stove
Property grounds
Inviting & secluded condo with a balcony - short hike to Mad River, near skiing
9.4 out of 10, Exceptional, (17)
"Close to the mtn and quiet"
Inviting & secluded condo with a balcony - short hike to Mad River, near skiing
Living area
Stetson Hollow Cabin by Stetson Brook
9.8 out of 10, Exceptional, (122)
"Stayed here to access the Sugarbush ski area. Easy 10-15 minute drive with on-site parking at cabin. Super cute with fire wood provided for use in both the inside fire place and outside fire pit. Cabin abuts the river which makes a nice coffee spot. Easy access to hiking trails. Only things to consider is that beds require climbing a ladder to access so keep that in mind if people have mobility issues. Also no TV so bring your own device if you have something you would like to watch."
The price is CA $328
CA $627 total
includes taxes & fees
May 21 - May 22
Stetson Hollow Cabin by Stetson Brook
Save an average of 15% on thousands of hotels when you're signed in
TV, fireplace, DVD player, stereo
Pristene lakefront property - charming, quiet, and rustic for nature lovers.
8.0 out of 10, Very good, (61)
"This rental property was recently refurbished and in excellent condition. Access and communication with the property manager was perfect. A wonderful experience for the whole family. "
Pristene lakefront property - charming, quiet, and rustic for nature lovers.
Property grounds
Beautiful 4-Bedroom Home beside Middlebury College
9.6 out of 10, Exceptional, (29)
"We were adult family members in town to visit our mother. Really comfortable house with a lot of space. Centrally located. Would highly recommend."
Beautiful 4-Bedroom Home beside Middlebury College
Fridge, microwave, oven, stovetop
Downtown Middlebury 3 BR Home - Walk Everywhere!
9.8 out of 10, Exceptional, (15)
"My sister, my partner, her boyfriend, and I shared this space for a long weekend! Great space and fantastic location — easy to walk onto middlebury campus and into town where we watched our brother play tennis!!"
Downtown Middlebury 3 BR Home - Walk Everywhere!
Outdoor dining
Lovely condo near skiing with 3 pools, hot tub, sauna, fitness room & balcony
8.4 out of 10, Very good, (58)
"Overall nice place to stay! They did have an updated couch and chair which were nice! Location to mountain was great!"
The price is CA $76
CA $273 total
includes taxes & fees
May 20 - May 21
Lovely condo near skiing with 3 pools, hot tub, sauna, fitness room & balcony
Property grounds
Ski home in the woods with a private hot tub, fireplace, & mountain views
9.8 out of 10, Exceptional, (34)
"Super stay, really cool house, fantastic kitchen and big hot tub. Highly recommended"
Ski home in the woods with a private hot tub, fireplace, & mountain views
Sugarbush Resort; Spectacular Town Home! Discounts available at the Après Chalet
9.8 out of 10, Exceptional, (33)
"Location and amenities were great. Hope to book again for the next class reunion."
Sugarbush Resort; Spectacular Town Home! Discounts available at the Après Chalet
Iron/ironing board, internet, bed sheets
Renovated condo with fireplace, pool, tennis & sauna - near Sugarbush
10.0 out of 10, Exceptional, (5)
"Nice and quiet, very clean."
Renovated condo with fireplace, pool, tennis & sauna - near Sugarbush
Interior
Cozy mountain herb on an organic farm
8.2 out of 10, Very good, (21)
"I atayed warm in a noreaster without any trouble!!"
Cozy mountain herb on an organic farm
Exterior
Beautiful brand new 1-bedroom apt with gorgeous views
10.0 out of 10, Exceptional, (18)
"Beautiful, clean apartment has everything you need. Lovely setting, awesome views, and plenty of space for two + a dog. Only four miles to Middlebury. We thoroughly enjoyed our stay!"
Beautiful brand new 1-bedroom apt with gorgeous views
Cabin 1 (Pet Free) - Peak Perspective
Robert Frost Mountain Cabins
3.5 star property
10.0 out of 10, Exceptional, (38)
"Owners are super helpful and cinnamon rolls were yummy. Off the beaten path and lovely"
The price is CA $324
CA $353 total
includes taxes & fees
May 23 - May 24
Robert Frost Mountain Cabins
Property grounds
Waitsfield Home w/ Hot Tub - Close to Sugarbush!
9.0 out of 10, Wonderful, (36)
"This property was amazingly big!!! We all had our our space and bedroom. It was clean beyond our expectations and the hosts were available with any questions at all. We loved the hot tub and fire pit and enjoyed the great kitchen as well. Can’t wait to go back!!"
Waitsfield Home w/ Hot Tub - Close to Sugarbush!
Fridge, microwave, oven, stovetop
Dog-friendly mountain home w/wood stove, deck, firepit, grill, washer/dryer
9.6 out of 10, Exceptional, (26)
"Absolutely perfect for our early 20s children on a ski weekend with us. Proximity to Mad River Glen cannot be beat. Great set up with bedrooms and kitchen is perfect and we loved the great room set up."
Dog-friendly mountain home w/wood stove, deck, firepit, grill, washer/dryer
Exterior
Cozy, updated riverfront home with private hot tub, gas stove & AC
9.2 out of 10, Wonderful, (43)
"Location to Sugarbush was short drive to mountain and town. House was very comfortable and hot tub on river was really nice extra. I’m sure would be nice also in summer and fall also"
Cozy, updated riverfront home with private hot tub, gas stove & AC
Property grounds
Spring, and the peaceful beauty of Vermont in the off-season
10.0 out of 10, Exceptional, (14)
"We enjoyed our stay at this beautiful and modern yet rustic home. Josh was very friendly. We will return in the future."
The price is CA $272
CA $504 total
includes taxes & fees
May 20 - May 21
Spring, and the peaceful beauty of Vermont in the off-season
Property grounds
Beautiful home located in the Mad River Valley
9.8 out of 10, Exceptional, (31)
"We had a nice stay. The house was clean and had everything we needed. Easy drive to Sugarbush and Mt Ellen."
Beautiful home located in the Mad River Valley
Property grounds
Comfortable ski-in/out condo with pool, balcony, high-speed WiFi & hiking nearby
10.0 out of 10, Exceptional, (2)
"Nice homey setting right next to the slopes of Sugarbush. Quiet location with well equipped kitchen and fireplace to relax after a day on the slopes."
The price is CA $106
CA $345 total
includes taxes & fees
May 18 - May 19
Comfortable ski-in/out condo with pool, balcony, high-speed WiFi & hiking nearby
A heated pool
Contemporary home with pool and tennis court, 3 mins from Sugarbush
9.6 out of 10, Exceptional, (4)
"Good setting for a large family group. Beautiful views. The mountain and weather were good."
Contemporary home with pool and tennis court, 3 mins from Sugarbush
Don't see what you're looking for?
See all available properties in Middlebury - Warren
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.

Other types of properties in Middlebury - Warren you may be interested in

Exterior
Middlebury Inn
3.0 star property
8.8 out of 10, Excellent, (1001)
"Spacious room, comfortable beds, easy walk to town"
The price is CA $210
CA $231 total
includes taxes & fees
May 20 - May 21
Middlebury Inn
Reception
White Horse Lodge
3.0 star property
9.4 out of 10, Exceptional, (658)
"Quick drive into town for restaurants and shopping. Quiet place. The rooms are small but the bed was comfortable and it was suitable for what we needed. If you're looking to hang out in your room, it will probably be a bit small for that but the common areas are really nice. We would absolutely stay again."
The price is CA $190
CA $213 total
includes taxes & fees
May 20 - May 21
White Horse Lodge
Exterior
Courtyard Middlebury
3.0 star property
8.8 out of 10, Excellent, (439)
" Very nice and quiet. "
The price is CA $190
CA $209 total
includes taxes & fees
Jun 9 - Jun 10
Courtyard Middlebury
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.

Frequently asked questions

Can I find vacation rentals in Middlebury?

Yes, you can find vacation rentals close to top local attractions in Middlebury, or you can go with a secluded option if you want a relaxing place to stay. Nature enthusiasts will enjoy the riverfront in Middlebury. Make sure you have time to check out the architecture and university setting during your trip.

What’s there to see and do in Middlebury?

Cultural attractions to visit include Town Hall Theater and Kevin P. Mahaney '84 Center for the Arts. In the larger area, you’ll find popular places like Sugarbush Ski Resort and Green Mountain National Forest.

What’s a vacation rental in Middlebury like?

A vacation rental is a private property you can book for a long or short time in Middlebury. Vacation rentals feature extras like WiFi and washers and dryers so you'll feel right at home. If you're concerned about a clean environment, a vacation rental can provide a sense of security away from shared hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for a family trip or a small group gathering.