Middlebury - Warren Holiday Rentals

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Holiday Rentals in Middlebury - Warren

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$1,864
HK$3,628 total
includes taxes & fees
6 Jan - 7 Jan 2025
Stetson Hollow Cabin by Stetson Brook

Dog-friendly cottage on acreage with nearby creek & wood stove

9.0 out of 10, Wonderful, (55)
"The house was cute, and the location was good. We liked the woods and stream around the house and the quiet road it was on. The views of the woods out the windows were lovely. There were a few old board games for the kids, but not much else for them to do when it was raining. The TV worked well, and we had internet. The bed downstairs was a little hard and the sheets looked old. Some of the furniture was obviously old, but we didn't use a lot of it anyway. The kids stayed in the loft and...
Dog-friendly cottage on acreage with nearby creek & wood stove

Walk to lifts condo near Sugarbush Resort at Mt. Ellen with pool

8.4 out of 10, Very good, (31)
"This was a nice cozy place to stay at. The place was very quiet. The house was clean and it had a very nice view of the mountains. Locations was perfect. Only about 10-15 minutes into town."
Walk to lifts condo near Sugarbush Resort at Mt. Ellen with pool

Sugarbush Tiny House/Cabin on 3.2 Acres at the base of Sugarbush-Mount Ellen

10.0 out of 10, Exceptional, (48)
"Cute house, neat and tidy both inside and out. All the conveniences of home tucked away inside. The sofa bed was comfortable, and the shower area was spacious. The host responded quickly to any questions. Great location within a couple miles of the town itself. We had a great stay!"
Sugarbush Tiny House/Cabin on 3.2 Acres at the base of Sugarbush-Mount Ellen

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

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.

Beautiful 4-Bedroom Home beside Middlebury College

9.8 out of 10, Exceptional, (42)
"This adorable house was just right for what my family needed. The location was perfect as well- quiet and with easy access to nearby town and walking trails. We very much appreciated how the bedrooms offered plenty of privacy and the shared spaces were very nice as well— I can highly recommend! "
Beautiful 4-Bedroom Home beside Middlebury College

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

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

Ski-in/ski-out condo near the slopes with pool, fast WiFi & garden-level patio

9.4 out of 10, Exceptional, (11)
"Modern, clean one bedroom unit. First floor, which make moving in/out easy. Nice small brook in the back sitting area. My disappointment was the advertised gas fireplace. It had a large tag on it saying it did not pass inspection Oct 11th, "Do Not Use". I was never told this."
Ski-in/ski-out condo near the slopes with pool, fast WiFi & garden-level patio

Snowy Paradise Awaits: Walk to Sugarbush Mountain

9.6 out of 10, Exceptional, (28)
"The condo was very clean inside and conveniently located. It was very warm for September and no air conditioning. So, the bedroom in the loft area was especially warm. We discovered fans under the beds when we were cleaning up for check out. I wish the fact that fans are located under the beds had been included in the instruction notebook. We looked in closets etc. but did not think to look under the beds."
Snowy Paradise Awaits: Walk to Sugarbush Mountain

Dog-friendly, three-story home with fireplace and washer/dryer - near Sugarbush

9.8 out of 10, Exceptional, (7)
"Great house with beautiful scenery! We loved this stay"
Dog-friendly, three-story home with fireplace and washer/dryer - near Sugarbush

Mad River Valley Ski Cabin

8.8 out of 10, Excellent, (3)
"Beautiful property in a beautiful area. Quiet and serene. Check in and Check out was seamless, and the owners provided everything we needed for the weekend."
Mad River Valley Ski Cabin

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

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

Modern Mountain Escape - minutes to town & mountains

9.8 out of 10, Exceptional, (9)
"We had an amazing stay. The owner is very nice to accommodate when needed. The property is unique and great with teenagers"
Modern Mountain Escape - minutes to town & mountains

Charming mountainside condo with fireplace, skiing, balcony, & washer/dryer

8.0 out of 10, Very good, (6)
The price is HK$1,088
HK$2,805 total
includes taxes & fees
5 Jan - 6 Jan 2025
Charming mountainside condo with fireplace, skiing, balcony, & washer/dryer

Secluded Vermont Home with Stunning Private View! Prime Location!

10.0 out of 10, Exceptional, (11)
"Beautiful house and great views, serene and relaxing."
Secluded Vermont Home with Stunning Private View! Prime Location!

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!

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
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

3.0 star property
9.0 out of 10, Wonderful, (1000)
"Very charming inn. Excellent restaurant. Check-in staff exceptionally friendly and helpful."
The price is HK$1,118
HK$1,230 total
includes taxes & fees
15 Jan - 16 Jan 2025
Middlebury Inn

Courtyard Middlebury

3.0 star property
8.8 out of 10, Excellent, (479)
"Great facility managed by very friendly people! Really appreciated the guest laundry facilities. "
The price is HK$1,080
HK$1,188 total
includes taxes & fees
20 Jan - 21 Jan 2025
Courtyard Middlebury

White Horse Lodge

3.0 star property
9.4 out of 10, Exceptional, (725)
"The host was excellent, very responsive, kind and welcoming, could not have asked for a better experience. We will be back. "
The price is HK$981
HK$1,099 total
includes taxes & fees
15 Jan - 16 Jan 2025
White Horse Lodge
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 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.