
House vacation rentals in Middlebury
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Top-rated house rentals in Middlebury
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Popular amenities for Middlebury house rentals
House rentals with a pool

Luxury Condo Tucked in the Heart of Killington
We really enjoyed our stay at this super cute Airbnb! The location was perfect — just a quick drive to everywhere we wanted to go, which made exploring the area super convenient. The space itself was clean, cozy, and had such a charming vibe. One thing to note is that there’s no AC, which I didn’t realize ahead of time. It wasn’t a dealbreaker by any means, but as a cold sleeper, it was a bit warm for me in June — just something to keep in mind depending on the season. Overall, it was a lovely place and a great spot for a getaway!

Luxurious Lake George Getaway
We had a fantastic stay! The location was perfect—just a short drive to Lake George Village and only 10 minutes from a wedding we attended in Queensbury. The house itself is absolutely beautiful; the photos don’t do it justice. It was even better in person—clean, spacious, and well-appointed. Would definitely stay here again!

Ranch at Mendon Mt Orchards
We enjoyed our stay. we felt at home. very spacious and cozy. this house has everything you need for your stay. Very close to Rutland. The fresh baked apple pie was a bonus. It was so delicious. Everything was perfect for us! Thank you! We will definitely be back again!

Spruce Peak Lodge Studio Mnnt Views! | 1516
We really enjoyed our stay! Very quiet and relaxing. Everything thing you need is right at the resort, or a short drive into town. We will be back!

The Vista - 180º Mt. views w/Pool 12min to Stowe
Look no further if you're traveling with toddlers—this Airbnb is a dream for families! The location is perfect: tucked just outside of Stowe, it offers peaceful country vibes, a spacious backyard, and stunning mountain views from every window—all while being just a short drive from town. What really sets this home apart is how toddler-friendly it is. It's a BabyQuip heaven—stocked with everything from a high chair and nugget couch (iykyk!), to Fisher Price Little People toys, coloring supplies, a train set, games, and more. Our toddler had a blast and was perfectly content spending evenings at the house, thanks to the endless entertainment options. The host went above and beyond—the home was spotless, and the kitchen was fully equipped with all the essentials. Highly recommend for any family looking for a relaxing, kid-friendly escape in Vermont!

Charming Sugarbush Standalone Condo
Great location and lots of space. We were able to ski in/out (look for "Cliff's Road" sign when skiing back) fairly easily, which was nice. Would definitely stay here again. Thanks!

Stunning Mountain Top Cabin
My wife, our dog, and I had a wonderful stay at Shyra's place. The home was clean, warm, and welcoming—our dog felt right at home. Waking up to stunning views of the high peaks from the backyard was truly unforgettable. Short drives to Schroon Lake and Ticonderoga. A great home base of you're looking to hike any of the Adirondack high peaks. Shyra was communicative and very responsive throughout our stay. We’re already looking forward to our next visit! Thank you for having us!

EPIC Stowe Getaway - Great For Families & Friends
weekend family trip for 6 of us and our dog(4 adults and 2 kids), plenty of space for everyone, and much larger than I expected! we enjoyed cooking in the well stocked kitchen, playing board games on the large dining room table, swimming in the pool and soaking in the hot tub, wrapping the nights up with a movie on their Roku TV! Kristin was very responsive in her communication, we had a lovely time and would love to plan future trips here again!
Weekly house rentals

Champlain Lakehouse
Beautiful house with a beautiful view with all the amenities you need for a weekend away. Difficult spot for a swim but nice to be right on the water. Great sized bedrooms but would caution that there are some windows without shades so it’s difficult to sleep past sunrise. The parking area is pretty small, we had a Tahoe and it stuck out into the road a little bit. Luckily it’s not a busy road. My husband and I stayed with our 4 month old and father in law. Would not recommend this place for a baby since there isn’t a spot that stays dark enough for the pack and play. Also not a great place for anyone with mobility issues if they want to get down to the water. We enjoyed our stay but this would be a perfect place for four adults, with a sedan, who like to wake up with the sun :)

3 story contemporary log cabin
The place was spotless and just as described. Check-in was super easy, and the host was incredibly responsive and flexible with our arrival time. Great experience overall—would definitely stay again!

Unique Serenity - 10 mins from Middlebury College
Gary and Emily's beautifully decorated home was exactly as described and exceeded our expectations! The interior design showed excellent taste, with stylish fixtures and thoughtful touches throughout. Gary and Emily were incredibly responsive and attentive during our stay. The house was equipped with everything we could possibly need - from bug spray to Nespresso coffee pods. These small but considerate touches made our stay so much more comfortable and enjoyable. The kitchen was well-stocked, and the attention to detail in both functionality and aesthetics was impressive. We really appreciated the modern, well-appointed space and would absolutely recommend Gary and Emily's property to anyone looking for a wonderful stay!

Renovated East Middlebury House
Nice accommodation for us to attend a graduation at middlebury college. Very quiet place and roomy place for 4 adults. We had a great stay for 2 nights.

cozy home for a relaxing summer getaway
Clover was the best host! Extra accomodating and very responsive. This house was sparkling clean and open and airy. The house was only 5 minutes from Snow Bowl, it was perfect! We will definitely stay here again!

Bristol Falls Cozy Getaway
Warm, peaceful home in a beautiful little town. We stayed in winter with a big snow storm, house was Very comfortable, with delightfully chosen furnishings. Two nice coffee shops just down the street and wonderful restaurants in the area

The Little House
My family had a fantastic stay at Andrea and Jeremy’s house! The home is cozy, comfortable, and had everything we needed, and the location could not be better for our visit because it’s very close to the college campus. I highly recommend the property! We are looking forward to returning hopefully soon!

The Willow House: a Modern Vermont Retreat
Beautiful setting and such an adorable space! So peaceful and relaxing. I used it as a writing retreat space and it was perfect. Well-stocked with everything I needed. Marcus was super-responsive and accommodating when I needed a date change and when I ran into trouble getting the microwave to work, Amanda came right over and immediately fixed the issue. Highly recommend!!
Private house rentals

Vantage Point Guest House Mountain Views
This home was absolutely lovely and a perfect location for our trip to Fort Ticonderoga and Mount Independence! Jennifer was so responsive when we had any questions plus the maple syrup, farm fresh eggs and butter were such a warm gift! We would definitely like to stay in their home again, thank you!

Vermont Country Guest Cottage
We thoroughly enjoyed our stay. The view was terrific, ample space for three os, well stocked kitchen, gas grill on porch. Host was friendly and responsive. Clear instruction manual.

Quiet Contemporary Farmhouse
The posted photos are very revealing and accurate. Everything is spacious in this place, even though we were three couples. Interesting art and a wall of very good books! Kitchen functioned well and was well-stocked by AirBnB standards. Bucolic views from each of the grand windows.

Golden Hour on Lake Dunmore; Near Middlebury
This is my third time staying at Golden Hour. It is a lovely place on the lake. Morgan has furnished it nicely and the kitchen has all of the necessary items you will ever need for your stay. I love this place and I'll be back!

Comfortable, sunny artist home
Stayed here to attend a wedding. Lovely accommodations. Explored nearby Fort Ticonderoga the day we left.

Mountain view house
My sister and I stayed in Tatanka’s charming house during the weekend of my son’s graduation from Middlebury College, but it would have been a great place to stay just for a peaceful base to spend time in one of the most beautiful parts of Vermont. The property is completely private with a view of nothing but green lawn, green trees, and the Green Mountains. All its furnishings and appliances are solid, good quality, and work. The owner generously left us food in the freezer, milk in the fridge and ample supply of Green Mountain Coffee. A 5 in every aspect.

Walk Everywhere and Enjoy a Historic Vermont Home
Jeffrey’s place was great. Quite walkable to all - close to campus and good restaurants. .Very cool place. I loved it. Had a small problem with the dryer and all was addressed asap. I would highly recommend! Great to be back in middlebury after all these years.

3-bedroom getaway 15 minutes from Middlebury
We spent my son's graduation weekend at Katie's place. We were so happy and pleased with everything! Thank you!!!
Quick stats about house rentals in Middlebury
Total rentals
30 properties
Nightly prices starting at
ﺩ.ﺇ257 before taxes and fees
Total number of reviews
1.2K reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi
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- Sugarbush Resort
- Okemo Mountain Resort
- Smugglers' Notch Resort
- Gore Mountain
- Bolton Valley Resort
- Spruce Peak
- Pico Mountain Ski Resort
- Cochran's Ski Area
- Autumn Mountain Winery
- Fort Ticonderoga
- Whiteface Mountain Ski Resort
- Northeast Slopes Ski Tow
- Country Club of Vermont
- Leahy Center for Lake Champlain
- Ethan Allen Homestead Museum
- Vermont National Country Club
- Fox Run Golf Club
- Killington Adventure Center
- Adirondack Extreme Adventure Course
- Lucky Bugger Vineyard & Winery
- Burlington Country Club
- Lincoln Peak Vineyard
- Montshire Museum of Science