Middlebury College Snow Bowl Ski Area Vacation Rentals

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May 15 - May 16
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May 24 - May 26

Vacation Rentals in Middlebury College Snow Bowl Ski Area

Cozy Loft for two with Hot Tub
Exterior
Cozy Loft for two with Hot Tub
10.0 out of 10, Exceptional, (193)
"Cozy, welcoming environment. We enjoyed the privacy and quietness of the location. Jeff was very responsive and pleasant. We would definitely recommend to anyone looking for the tiny home experience and would certainly stay there again."
Cozy Loft for two with Hot Tub
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
Interior
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
10.0 out of 10, Exceptional, (446)
"Great!"
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
Gorgeous cabin with Pack 'n Play, private dock, lovely deck, firepit, wood stove
Interior
Gorgeous cabin with Pack 'n Play, private dock, lovely deck, firepit, wood stove
10.0 out of 10, Exceptional, (2)
"Amenities were awesome...had everything available to feel at home. Firepit and deck with outdoor table and grill were definitely a plus. Everything was very clean. Hoping to book again and bring my grandchildren."
Gorgeous cabin with Pack 'n Play, private dock, lovely deck, firepit, wood stove
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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, (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
Robert Frost Mountain Cabins
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
Luxurious Secluded Cottage Massage Studio on Site November & December Discounts
Fridge, microwave, oven, stovetop
Luxurious Secluded Cottage Massage Studio on Site November & December Discounts
10.0 out of 10, Exceptional, (34)
"Beautiful cottage equipped with everything you might need. Incredibly clean, comfortable and a helpful, friendly host."
The price is CA $225
CA $330 total
includes taxes & fees
May 19 - May 20
Luxurious Secluded Cottage Massage Studio on Site November & December Discounts
Sugarbush Tiny House/Cabin on 3.2 Acres at the base of Sugarbush-Mount Ellen
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
Beautiful lodge with furnished deck and views - near skiing
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
Doc's Lake house 1st floor, 2 bedroom apartment
Exterior
Doc's Lake house 1st floor, 2 bedroom apartment
10.0 out of 10, Exceptional, (55)
"We really enjoyed staying at this cozy, well-equipped lake house. Everything was available to make the stay an enjoyable one. The driveway entrance and property were cleared for our arrival following a significant snowstorm. Communicating with the owner was a pleasure, with every a phone call or text message answered. Who would’ve thought seeing the solar eclipse of 2024 would be so easy and exciting! It was the owner and accommodations that made it all possible for planning the trip. We truly...
The price is CA $253
CA $374 total
includes taxes & fees
May 16 - May 17
Doc's Lake house 1st floor, 2 bedroom apartment
Stetson Hollow Cabin by Stetson Brook
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 16 - May 17
Stetson Hollow Cabin by Stetson Brook
Post & Beam Home Ideal for families or Groups
Interior
Post & Beam Home Ideal for families or Groups
9.8 out of 10, Exceptional, (114)
"A wonderful home, abundant firewood, very clear instructions, TV worked great. Highly recommended."
Post & Beam Home Ideal for families or Groups
Classic Vermont Cabin on 2.5 acres Lake Frontage
Classic Vermont Cabin on 2.5 acres Lake Frontage
9.8 out of 10, Exceptional, (91)
"We can not say enough wonderful things about our stay. Brian was there to meet us and do a walk though of the property and even helped us out with local places to go. He is a gem! Although it rained it was absolutely perfect. The yard gave our pups a place to run free but there was also cute areas to walk them all around the area. The views of the water are incredible. Just sad it was too cold to jump in... maybe next time. October was the perfect time to see all the leaves changing and breathe...
Classic Vermont Cabin on 2.5 acres Lake Frontage
Killington area home - 4-seasons & hot tub. Sleeps 12+
Property grounds
Killington area home - 4-seasons & hot tub. Sleeps 12+
9.8 out of 10, Exceptional, (108)
"My family and I have been renting ski homes for many years. David’s home was, by far, the cleanest property we have ever stayed at. My mother-in-law would have been impressed with the cleanliness of this home. The house was perfectly appointed and was perfect from the time we walked in until the time we left. Thank you David! We are looking forward to next year."
Killington area home - 4-seasons & hot tub. Sleeps 12+
Beautiful 4-Bedroom Home beside Middlebury College
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
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, (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
Rustic Roxbury Ski Farmhouse with Trails!
Interior
Rustic Roxbury Ski Farmhouse with Trails!
9.6 out of 10, Exceptional, (4)
"Overall a great experience. Owner was communicative and everything was as advertised."
Rustic Roxbury Ski Farmhouse with Trails!
Charming cabin located one minute from the base of Sugarbush Resort
Outdoor dining
Charming cabin located one minute from the base of Sugarbush Resort
9.4 out of 10, Exceptional, (14)
"My wife and I stayed at this cabin for a weekend ski trip. We had friends in the area with additional space so we did not need to spend a lot of time in the cabin, so it perfectly met our needs. We also had our doggo with us and he seemed to settle in quickly."
Charming cabin located one minute from the base of Sugarbush Resort
Dog-Friendly Cottage with Deck & Beautiful Views - Close to Golf, Skiing & Trail
Property grounds
Dog-Friendly Cottage with Deck & Beautiful Views - Close to Golf, Skiing & Trail
9.2 out of 10, Wonderful, (58)
"Bob’s bungalow was a perfect homebase for our ski trip. It had all the necessities we needed for cooking sleeping, and just plain hanging out after a long day of skiing."
Dog-Friendly Cottage with Deck & Beautiful Views - Close to Golf, Skiing & Trail
Dog-friendly cottage on acreage with nearby creek & wood stove
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
Waitsfield Home w/ Hot Tub - Close to Sugarbush!
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!
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See all available properties in Middlebury College Snow Bowl Ski Area
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 College Snow Bowl Ski Area you may be interested in

White Horse Lodge
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 16 - May 17
White Horse Lodge
Middlebury Inn
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 $195
CA $215 total
includes taxes & fees
May 19 - May 20
Middlebury Inn
Courtyard Middlebury
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.

Everything you need to know about Middlebury College Snow Bowl Ski Area 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 College Snow Bowl Ski Area vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Middlebury College Snow Bowl Ski Area vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Middlebury College Snow Bowl Ski Area vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Middlebury College Snow Bowl Ski Area. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Middlebury College Snow Bowl Ski Area vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Middlebury College Snow Bowl Ski Area vacation rentals we have selected for you start as low as CA $126 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Middlebury College Snow Bowl Ski Area rentals

At Expedia, we put the best Middlebury College Snow Bowl Ski Area vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Middlebury College Snow Bowl Ski Area rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Middlebury College Snow Bowl Ski Area vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Middlebury College Snow Bowl Ski Area. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Recent reviews of Middlebury College Snow Bowl Ski Area properties
Expedia verified reviews

Waybury Inn

Waybury Inn

5/5 Excellent
Quintessential Vermont Inn
"Warm cookies, delicious breakfast packed especially for me as I had I leave very early in the morning. Friendly and accommodating. Will return for a longer visit. "
A verified traveller stayed at Waybury Inn
Posted 3 days ago
Waybury Inn