Middlebury - Warren Holiday Rentals

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Holiday Rentals in Middlebury - Warren

Beautiful 4-Bedroom Home beside Middlebury College
Terrace/patio

Beautiful 4-Bedroom Home beside Middlebury College

9.8 out of 10, Exceptional, (41)
"Great place and location!"
Beautiful 4-Bedroom Home beside Middlebury College
Stetson Hollow Cabin by Stetson Brook
Fireplace, books

Stetson Hollow Cabin by Stetson Brook

9.8 out of 10, Exceptional, (134)
"Cabin had everything we needed and more. We found it to be a great location for the small day trips we did to surrounding towns. Location is just gorgeous. "
The price is HK$1,868
HK$3,670 total
includes taxes & fees
24 Nov - 25 Nov
Stetson Hollow Cabin by Stetson Brook
Beautiful brand new 1-bedroom apt with gorgeous views
Exterior

Beautiful brand new 1-bedroom apt with gorgeous views

10.0 out of 10, Exceptional, (32)
"Gorgeous house/apartment at the end of a lovely road with stunning views! Hosts were so accommodating & the place was well appointed & clean. Very close to Middlebury campus which is just what we needed! We will be back! Thank you!"
Beautiful brand new 1-bedroom apt with gorgeous views
Cozy, updated riverfront home with private hot tub, gas stove & AC
Exterior

Cozy, updated riverfront home with private hot tub, gas stove & AC

9.0 out of 10, Wonderful, (49)
"Everything about this property was incredible! The calming river at night time made for a really great stay for our group’s visit for Alumni Weekend. "
Cozy, updated riverfront home with private hot tub, gas stove & AC
Large multi-family ski home located on the slopes of Sugarbush Resort
Aerial view

Large multi-family ski home located on the slopes of Sugarbush Resort

10.0 out of 10, Exceptional, (21)
"We had four couples coming from four different states. Our stay was during the end of September 2024. This house has ample room both in bedrooms and living space. Super views even with leaves on the trees. We would return to this house."
Large multi-family ski home located on the slopes of Sugarbush Resort
Picturesque mountain view condo with fireplace, balcony, deck, pool, & kitchen
Fridge, microwave, oven, stovetop

Picturesque mountain view condo with fireplace, balcony, deck, pool, & kitchen

9.0 out of 10, Wonderful, (12)
"We came to see the fall colors. Great sunrise from the balcony. Quiet and peaceful. Can lights flicker, need replacement."
Picturesque mountain view condo with fireplace, balcony, deck, pool, & kitchen
Beautiful Private Vermont Home 2 minutes to Sugarbush Resort at Mt. Ellen with views of the slopes
Smart TV, fireplace, DVD player

Beautiful Private Vermont Home 2 minutes to Sugarbush Resort at Mt. Ellen with views of the slopes

10.0 out of 10, Exceptional, (14)
"Excellent home for a family getaway. Clean and as described in listing. Great communication with rental management when needed. Close to swimming and downtown Waitsfield. Drivable to Burlington, Waterbury and Stowe for day trips. Would definitely book again for our family!!!"
Beautiful Private Vermont Home 2 minutes to Sugarbush Resort at Mt. Ellen with views of the slopes
Relaxing Ski Condo with Pools, Hot Tub, and Entertainment - Near Ski Access
TV, fireplace

Relaxing Ski Condo with Pools, Hot Tub, and Entertainment - Near Ski Access

8.8 out of 10, Excellent, (38)
"Very spacious condo, comfortable with old school charm. Basic local cable, but the Roku hook up allows you to login to any streaming service. Good location to Lincoln Peak. Only minor thing is very low water pressure in the showers, not sure the owner or manager can fix that. Check with the fitness club on closing hours if you want to use at night. Overall, good experience and the unit has an accurate description. We would come again."
Relaxing Ski Condo with Pools, Hot Tub, and Entertainment - Near Ski Access
Fantastic ski retreat with mountain views, fireplace & private balcony
Dining

Fantastic ski retreat with mountain views, fireplace & private balcony

8.6 out of 10, Excellent, (18)
"Great view on Sugarbush resort. Close to services : grocery store, gas station… Plenty of linens, pillows and towels. Fireplace is enjoyable after skiing. Many hooks to dry the clothes. Complete set of dishes and cooking tools."
Fantastic ski retreat with mountain views, fireplace & private balcony
Pristene lakefront property - charming, quiet, and rustic for nature lovers.
TV, fireplace, DVD player, stereo

Pristene lakefront property - charming, quiet, and rustic for nature lovers.

8.0 out of 10, Very good, (69)
"We stayed four days and enjoyed the views and the house. Very roomy and the beds were comfortable. We had a wonderful time!"
Pristene lakefront property - charming, quiet, and rustic for nature lovers.
Tranquil Vermont Farmhouse Condo with Hot Tub, Ski Haven
Exterior

Tranquil Vermont Farmhouse Condo with Hot Tub, Ski Haven

9.8 out of 10, Exceptional, (16)
"Everything was very good but we had a broken coffee pot and no dinner plates had to go out to purchase plates. Management notified but did nothing. "
Tranquil Vermont Farmhouse Condo with Hot Tub, Ski Haven
Spacious updated condo close to the slopes (Paradise condo)
Exterior

Spacious updated condo close to the slopes (Paradise condo)

10.0 out of 10, Exceptional, (40)
"Our second time staying here. Great, clean and spacious condo. Quiet secluded location. We will be back."
Spacious updated condo close to the slopes (Paradise condo)
Modern Open-Concept Retreat w/Luxe King Bed_Minutes2Sugarbush & Fido Stays Free!
Property grounds

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!
Dog-friendly mountain home w/wood stove, deck, firepit, grill, washer/dryer
Fridge, microwave, oven, stovetop

Dog-friendly mountain home w/wood stove, deck, firepit, grill, washer/dryer

9.6 out of 10, Exceptional, (27)
"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
Charming Sugarbush Farmhouse Condo with Hot Tub Oasis
Fridge, microwave, oven, stovetop

Charming Sugarbush Farmhouse Condo with Hot Tub Oasis

9.6 out of 10, Exceptional, (5)
"We loved this place. Location was perfect for all of our fall exploring. Can’t wait to return! "
Charming Sugarbush Farmhouse Condo with Hot Tub Oasis
Beautiful lodge with furnished deck and views - near skiing
Outdoor dining

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
Ski home in the woods with a private hot tub & mountain views
Outdoor spa tub

Ski home in the woods with a private hot tub & mountain views

9.8 out of 10, Exceptional, (38)
"We had a wonderful visit to this house during peak fall foliage. It has great views of Mad River Valley and the Mad River ski area. You can walk to hiking trail access points. The property is private and serene, but also just a quick drive to Waitsfield. Plenty of seating in living room and for dining four group of 8. Nice, large entryway to keep gear in. Hot tub was wonderful. Our group of friends likes to cook and we really appreciated the fully stocked kitchen and grill. All the appliances,...
Ski home in the woods with a private hot tub & mountain views
Charming cabin located one minute from the base of Sugarbush Resort
Outdoor dining

Charming cabin located one minute from the base of Sugarbush Resort

9.6 out of 10, Exceptional, (17)
"Property was very nice the area surrounding was absolutely stunning "
Charming cabin located one minute from the base of Sugarbush Resort
Mountain-view home next to ski resorts, hiking trails, & lakes
Property grounds

Mountain-view home next to ski resorts, hiking trails, & lakes

7.0 out of 10, Good, (16)
"Very close to mountain, easy to find and great check-in process."
Mountain-view home next to ski resorts, hiking trails, & lakes
Cozy townhome with on-site pools, hot tub, tennis, game room & gym
Property grounds

Cozy townhome with on-site pools, hot tub, tennis, game room & gym

9.0 out of 10, Wonderful, (54)
"Very nice "
The price is HK$521
HK$2,431 total
includes taxes & fees
26 Nov - 27 Nov
Cozy townhome with on-site pools, hot tub, tennis, game room & gym
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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Other types of properties in Middlebury - Warren you may be interested in

Middlebury Inn
Exterior

Middlebury Inn

3.0 star property
9.0 out of 10, Wonderful, (1005)
"Close se to downtown area. Rooms are outdated but the service was excellent "
The price is HK$1,065
HK$1,171 total
includes taxes & fees
17 Dec - 18 Dec
Middlebury Inn
White Horse Lodge
Reception

White Horse Lodge

3.0 star property
9.4 out of 10, Exceptional, (722)
"The property is neat and clean and the staff very friendly. 24 hour coffee and tea and cookies!"
The price is HK$983
HK$1,101 total
includes taxes & fees
30 Nov - 1 Dec
White Horse Lodge
Courtyard Middlebury
Exterior

Courtyard Middlebury

3.0 star property
8.8 out of 10, Excellent, (471)
"Quiet "
The price is HK$1,082
HK$1,190 total
includes taxes & fees
1 Dec - 2 Dec
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.
Beautiful view of the beach with palm trees

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Frequently asked questions

Can I find holiday rentals in Middlebury?

Yes, we give you a choice of holiday rentals where you'll be close to the most popular sights in Middlebury, or you can choose a more remote option if you're looking for relaxation. 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 wider area, you’ll find popular places such as Sugarbush Ski Resort and Green Mountain National Forest.

What’s a holiday rental in Middlebury like?

A holiday rental is a private property you can stay in for a couple of days or longer in Middlebury. Holiday rentals provide amenities such as laundry facilities and kitchens so you'll have everything you want. If you're concerned about cleanliness, a holiday rental can offer a sense of security away from shared hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for a family getaway.