Middlebury - Warren Vacation Rentals

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Vacation Rentals in Middlebury - Warren

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
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  | Pillowtop beds, individually decorated, individually furnished
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 ¥37,027
¥40,359 total
includes taxes & fees
May 30 - May 31
Robert Frost Mountain Cabins
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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 ¥31,000
¥58,071 total
includes taxes & fees
May 26 - May 27
Spring, and the peaceful beauty of Vermont in the off-season
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 ¥12,151
¥39,001 total
includes taxes & fees
May 16 - May 17
Comfortable ski-in/out condo with pool, balcony, high-speed WiFi & hiking nearby
Fridge, microwave, stovetop, dishwasher
Modern Open-Concept Retreat w/Luxe King Bed_Minutes2Sugarbush & Fido Stays Free!
10.0 out of 10, Exceptional, (1)
"Everything you need is right there. Ski mountain is 5min, adjacent hostel has a great little restaurant, all maybe 50 meters from Condo, ski shop and snowboard shop 1 block away and gas station / convenience store 3min down the road. Plus, condo was very clean, well organized with anything you need and the host was very accommodating and responsive. 5 stars and I’ve been coming up for years."
Modern Open-Concept Retreat w/Luxe King Bed_Minutes2Sugarbush & Fido Stays Free!
Desk, free WiFi, bed sheets
Sugarbush Tiny House/Cabin on 3.2 Acres at the base of Sugarbush-Mount Ellen
10.0 out of 10, Exceptional, (46)
"We loved our stay at the Sugarbush Tiny House! It was the perfect location, close to great coffee, shops, and restaurants. Very close to outdoor recreation as well. The hosts were friendly and helpful. The property is stunning! We had everything we needed. Would definitely stay here again!"
Sugarbush Tiny House/Cabin on 3.2 Acres at the base of Sugarbush-Mount Ellen
Outdoor spa tub
Private 5BR home, pool, new hot tub, mt views, & fireplace!
10.0 out of 10, Exceptional, (39)
"We loved it! Great location, close to the quaint town of Waitsfield. If you’re lucky with the weather and you have kids- amazing sledding hill! (We did insist the kids wear their ski helmets as it was long and FAST). Kitchen well supplied. The hosts were always helpful and responsive."
Private 5BR home, pool, new hot tub, mt views, & fireplace!
Exterior
Beautiful lodge with furnished deck and views - near skiing
10.0 out of 10, Exceptional, (118)
"This house was the perfect place for a family gathering. It was an architectural dream! The view from the wrap around desk was amazing and the gas fireplace was warm and cozy. The kitchen was extremely well stocked--we lacked for nothing. The house itself offered rooms for large family gatherings while also offering private spaces if someone wanted some quiet time. I would definitely recommend this house to anyone who is interested. In fact, we are trying to find a time next year that we can all...
Beautiful lodge with furnished deck and views - near skiing
Living area | Fireplace, books
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 ¥37,495
¥71,692 total
includes taxes & fees
May 16 - May 17
Stetson Hollow Cabin by Stetson Brook
Fridge, microwave, oven, stovetop
Downtown Middlebury 3 BR Home - Walk Everywhere!
9.8 out of 10, Exceptional, (15)
"This was our second year staying here over Thanksgiving weekend. Had everything we needed to celebrate with our daughter and some friends since they had a hockey tournament at Midd. Easy to walk to restaurants, shops, campus and the TAM. We’ll definitely stay again."
Downtown Middlebury 3 BR Home - Walk Everywhere!
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
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
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
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
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
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
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
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
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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

Reception
White Horse Lodge
3.0 star property
9.4 out of 10, Exceptional, (658)
"The experience was good and in a remote hill top and access way to ski areas. The app I was not able to download and had a little trouble figuring out where to find food (take out) from nearby restaurants and there was no printed guide to the area. The setting was nice. But I never met anyone from the inn which was a different experience than I am used to. Otherwise everything worked fine. And check out via text was perfect. I would go back again."
The price is ¥21,689
¥24,350 total
includes taxes & fees
May 16 - May 17
White Horse Lodge
Exterior
The Warren Lodge
2.5 star property
9.2 out of 10, Wonderful, (515)
"Loved it"
The price is ¥23,580
¥26,474 total
includes taxes & fees
May 19 - May 20
The Warren Lodge
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 ¥24,059
¥26,465 total
includes taxes & fees
May 20 - May 21
Middlebury Inn
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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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.

Recent reviews of Middlebury - Warren properties
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