House vacation rentals in Middlebury

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Popular amenities for Middlebury house rentals

House rentals with a pool

Guest favorite
Home in Killington
4.91 out of 5 average rating, 213 reviews

Luxury Condo Tucked in the Heart of Killington

JessicaRating, 5 stars2 days ago
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!
Top guest favorite
Home in Lake George
4.98 out of 5 average rating, 62 reviews

Luxurious Lake George Getaway

MelissaRating, 5 stars1 month ago
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!
Top guest favorite
Home in Mendon
4.89 out of 5 average rating, 247 reviews

Ranch at Mendon Mt Orchards

RobinRating, 5 stars1 month ago
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!
Guest favorite
Home in Stowe
4.97 out of 5 average rating, 139 reviews

Spruce Peak Lodge Studio Mnnt Views! | 1516

JustinRating, 5 stars2 days ago
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!
Top guest favorite
Home in Morristown
5 out of 5 average rating, 7 reviews

The Vista - 180º Mt. views w/Pool 12min to Stowe

GaryRating, 5 stars2 weeks ago
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!
Superhost
Home in Warren
4.82 out of 5 average rating, 117 reviews

Charming Sugarbush Standalone Condo

PerryRating, 5 stars3 months ago
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!
Top guest favorite
Home in Crown Point
5 out of 5 average rating, 20 reviews

Stunning Mountain Top Cabin

Jan MichaelRating, 5 stars1 week ago
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!
Top guest favorite
Home in Stowe
4.98 out of 5 average rating, 268 reviews

EPIC Stowe Getaway - Great For Families & Friends

KatieRating, 5 stars3 weeks ago
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

Superhost
Home in Colchester
4.93 out of 5 average rating, 289 reviews

Champlain Lakehouse

MorganRating, 5 stars2 weeks ago
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 :)
Top guest favorite
Home in Middlebury
5 out of 5 average rating, 34 reviews

3 story contemporary log cabin

AllieRating, 5 stars3 weeks ago
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!
Top guest favorite
Home in New Haven
4.97 out of 5 average rating, 39 reviews

Unique Serenity - 10 mins from Middlebury College

AmitRating, 5 stars2 days ago
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!
Top guest favorite
Home in Middlebury
5 out of 5 average rating, 30 reviews

Renovated East Middlebury House

MarkRating, 5 stars4 weeks ago
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.
Guest favorite
Home in Ripton
4.97 out of 5 average rating, 91 reviews

cozy home for a relaxing summer getaway

CourteneyRating, 5 stars4 months ago
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!
Guest favorite
Home in Bristol
4.95 out of 5 average rating, 86 reviews

Bristol Falls Cozy Getaway

PatrickRating, 5 stars4 months ago
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
Top guest favorite
Home in Middlebury
5 out of 5 average rating, 95 reviews

The Little House

DesiRating, 5 stars2 weeks ago
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!
Top guest favorite
Home in Sharon
4.99 out of 5 average rating, 105 reviews

The Willow House: a Modern Vermont Retreat

CatRating, 5 starstoday
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

Top guest favorite
Home in Shoreham
5 out of 5 average rating, 76 reviews

Vantage Point Guest House Mountain Views

AlisonRating, 5 stars2 days ago
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!
Guest favorite
Home in Vergennes
4.9 out of 5 average rating, 41 reviews

Vermont Country Guest Cottage

DanielRating, 5 stars6 days ago
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.
Guest favorite
Home in Cornwall
4.96 out of 5 average rating, 48 reviews

Quiet Contemporary Farmhouse

AlanRating, 5 stars1 month ago
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.
Top guest favorite
Home in Salisbury
4.98 out of 5 average rating, 54 reviews

Golden Hour on Lake Dunmore; Near Middlebury

KimRating, 5 stars2 weeks ago
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!
Top guest favorite
Home in New Haven
5 out of 5 average rating, 13 reviews

Comfortable, sunny artist home

AndersRating, 5 stars2 weeks ago
Stayed here to attend a wedding. Lovely accommodations. Explored nearby Fort Ticonderoga the day we left.
Top guest favorite
Home in Lincoln
4.96 out of 5 average rating, 45 reviews

Mountain view house

ThomasRating, 5 stars4 weeks ago
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.
Top guest favorite
Home in Middlebury
4.96 out of 5 average rating, 82 reviews

Walk Everywhere and Enjoy a Historic Vermont Home

LeahRating, 5 stars2 weeks ago
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.
Top guest favorite
Home in Shoreham
5 out of 5 average rating, 23 reviews

3-bedroom getaway 15 minutes from Middlebury

AdeleRating, 5 stars4 weeks ago
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

Destinations to explore

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  4. Addison County
  5. Middlebury
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