Spread over 39.2 square miles (101.5 square kilometers), Middlebury has been featured in several films. The prominent Middlebury College that brought in international students was briefly mentioned in The Simpsons and American Graffiti. The city’s impressive Middlebury Falls, an 18-feet (5.49-meter) urban waterfall along Otter Creek, was featured in Me, Myself, and Irene. Addison County’s seat has, indeed, captured the hearts of visitors and cinema viewers alike. This town has produced some of America’s prominent personalities, including the award-winning author Julia Alvarez, the inventor and manufacturer John Deere, and several other senators and athletes. Discover the beauty and wonder of this shire town by staying at one of the town’s many vacation rentals. Not sure where to start? We’ve rounded up a list of the top Airbnb vacation rentals in Middlebury, Vermont, that will allow you to enjoy everything this shire town has to offer.
1. Stylish cottage near Middlebury College (from USD 425)
Accommodating six people, the stylish white-walled cottage features a bath, lounge, free private parking and kitchenette that includes microwave, refrigerator, coffee maker. Guests can’t help but admire the beautiful French doors that open up to the balcony. Guests also love the convenience of the property’s location. Middlebury College and the village center are within walking distance from this three-bedroom Airbnb vacation rental. If you don’t want to skip appointments with the college, stay at this stylish cottage.
The Barn at MiddleburyMiddlebury, Vermont, United StatesSuperhost
Accommodates: 6
Top guest reviews
Amenities & Room:
it was wonderful the flowers wine and cheese delicious breakfasts gorgeous linensif you thought you knew what a savory or sweet breakfast bun tasted like you are wrongcozy gas stoves comfortable furnishings amazingly comfortable beds with linens that rivaled any luxury hoteldon't turn down that breakfast invite :)after three wonderful nights it was tough to leaveall the beds were incredibly comfortable with soft sheets pillows and blanketsCleanliness:
great beds and linens super clean and newly updatedthe space is beautiful sparkling clean and so peacefulso clean and with high end amenitiesthis place is not only spotlessly clean but also stylish and includes such thoughtful touchesthe home is just as described- clean tidy beautifully decorated and amazing attention to detailsHost:
the hosts were gracious & welcomingthey were wonderful kind hosts and their home is gorgeouscan’t thank our hosts enough or recommend more highlythey are generous and kind people who took great care of our familythey are incredibly gracious hostsRead more reviewsLocation:
great location for a family gatheringthe location is easy walking distance to town and the collegethe location was an easy walk to dinner in town or a walk in the woods (tam)it was like going to spend time with close relativeswalkable to everything and very enjoyable space
2. Holiday rental in a scenic location (from USD 110)
Do you want to stay close to town but crave for a peaceful environment? Your best option is this one-bedroom accommodation that fits four guests comfortably. It has a fully equipped kitchen that allows long-term guests to cook and save on meals. The house is located along Otter Creek, a scenic location that’s perfect for night strolling or early morning jog. The ground level is a law office. What this means for you is a restful sleep at night.
In the HollowMiddlebury, Vermont, United StatesAccommodates: 4
Top guest reviews
Amenities & Room:
when not sleeping the living room was a nice spacious and comfortable gathering spotthere is a comfortable double bed and also a pull-out queen sofa bedthe apt is very comfortable and spacious with a lot of middlebury memorabiliabed was comfortable kitchen well appointed with muffin coffee teas fruitjane's place on mill's street was excellent the accommodation was comfortable and perfectly fit for a 1-2 person stayCleanliness:
it was clean and comfortableit's clean and well appointedthe space was cozy clean and comfortablealso clean and comfortable with an easy check inbed is super comfy and place was very cleanHost:
accommodating and friendly hostshe was very welcoming and helpful throughout our visitjane was a wonderful hostshe is so welcoming and kindjane is a great hostRead more reviewsLocation:
great downtown location easy access to stores and restaurantsthe location of the apartment is ideal in the middle of middleburyfabulous location in the heart of middleburyfroghollow is in an ideal beautiful locationbeautiful place in a great location you can literally almost walk everywhere
3. Private guest house near US Route 7 (from USD 159)
Stay in a private guest house and enjoy the freedom of living in a cozy space without having to share with strangers. Here, you’ll find a kitchenette for your quick brekky. This top Airbnb vacation rental fits three and is near US Route 7. You can visit Middlebury College briefly, then head on to other destinations - New Hampshire or Massachusetts perhaps?
Private Apartment in MiddleburyMiddlebury, Vermont, United StatesAccommodates: 4
Top guest reviews
Amenities & Room:
the space was spacious and comfortable with all the necessary amenitiesthe ac unit is in the living room not the bedroom but it was cool temperature-wise regardlessthe kitchen amenities are great -- fridge microwave sink -- and the bedroom is cozy and very comfortablethe couch in the living room is really comfortable and it was stocked with books and gamesappreciated the ceiling fans and a/cCleanliness:
very clean and comfortable placeapartment clean cozy and comfortableit was super clean and the beds were comfortablethe apartment was neat and clean well stocked with hand soap paper towels and other cleaning suppliesvery clean and comfortable place to stayHost:
really accommodating & friendly hostmiles was a good host checking in with us to make sure we had what we neededmiles was a great host gracious and consideratemiles was an excellent host for great recommendationsthe bed and pullout were very comfortable and miles was very responsive to our questionsRead more reviewsLocation:
the location is terrificthe location is perfect - just a few miles or a 5 minute drive to everythinggreat place to stay conveniently located near townsuper convenient to downtown middlebury but in a very quiet and peaceful locationgreat easy location for getting arouns
4. Riverside house with easy access to ski resorts (from USD 76)
A good location can bring your Middlebury holiday to greater heights. Choose this fully equipped riverside house on East Middlebury for your next six-person trip. Predominantly and stylishly white, this air-conditioned Airbnb vacation rental provides a relaxing environment for guests. You can cook meals, wash clothes, lounge over coffee, work on projects, and conveniently visit ski resorts. This three-bedroom property is accessible from Middlebury College, too. Now you know where to stay during winter.
Beautiful Location - East Middlebury River HouseMiddlebury, Vermont, United StatesAccommodates: 7
Top guest reviews
Amenities & Room:
cast iron skillet stainless pans etc) all of which were in great conditionthe apartment is better than see in photosthe apartment was incredibly clean with very nice amenities and comfortable bedsabbott's place is fantastic loved the white decor comfortable bed and lavender bathroom products so warm and invitingthe bed was quite comfortable with nice linens throughoutCleanliness:
very clean and great communicationvery clean and stylish homeincredibly clean modern minimalist yet technologically advanced spacevery clean and safe placeit is spotlessly cleanHost:
abbot is a wonderful hostabbott is a wonderful hostabbott was also helpful throughout and supplied us with great recommendations for the areaabbot was a perfect host — responsive helpful and graciousabbott is a great host responds quickly to emailsRead more reviewsLocation:
charming apartment in great locationgreat place in a great locationabbott's place is in a fabulous location just a few minutes from middleburythe location was perfect fir going anywhere especially downtown middleburydelightful apartment in a great location
5. Fully equipped house with an entertainment room (from USD 395)
Newly renovated, this large house features amenities to make your stay comfortable and fun. Stay cozy in air-conditioned spaces (yes, all floors have AC). Cook your favorite dishes in the gourmet kitchen. Enjoy nights of fun games and exciting movies in the family room. Discover Middlebury on foot as this top Airbnb vacation rental sits right in the middle of the town. Plus, it fits eight. Big families will do well staying at this homey holiday rental.
Walk Everywhere in Middlebury - 5 Beds and A/CMiddlebury, Vermont, United StatesAccommodates: 8
Top guest reviews
Amenities & Room:
the bedrooms were large and comfortable with multiple sleeping options and plenty of spacecomfortable with spacious main space/kitchen and bedroomsthe kitchen and living room space is perfect for gathering together friends - and for just chilling outCleanliness:
space was ample clean and well decoratedsuper clean and very very convenient locationthe house was so clean and spacious great for a large groupthis was a clean comfortable lovely property with nice back porch and comfy bedsashley’s place is convenient spacious and sparkling cleanHost:
ashley was very responsive and friendlyRead more reviewsLocation:
great location to explore the areagreat stay in a convenient locationbeautiful house in a great location we loved itthis is a beautiful home and a wonderful locationadventures of all sorts are just a walk or car ride away
6. Four-bedroom house with Victorian charm (from USD 314)
The expansive indoor space of this Victorian-inspired, two-level house fits large groups of eight. Cozy beds, pastel-colored cushions, warm lights, and dainty decor here and there, this Airbnb vacation rental is nothing but charming. You’ll find cooking in the fully equipped kitchen surprisingly enjoyable. The property sits in the middle of Middlebury, where there are shops, restaurants, and art galleries. You can take a stroll for a munch or simply stay indoors for Netflix series.
Entire House in Middlebury - Walk EverywhereMiddlebury, Vermont, United StatesAccommodates: 8
Top guest reviews
Amenities & Room:
air conditioner kept things coolthe house is modern comfortable and has all the amenitiesthe beds were very comfortablethe rooms are all upstairs with very comfortable beds and a bathroomalso good table to allow us all to have dinner play board games etcCleanliness:
very clean and very comfortableclean and plenty of spacevery clean comfortable and convenientthe place was spotless comfortable and full of charmspace was clean and well equippedHost:
they were great hostshost was very responsive and answered questions quicklythe hosts were responsive and very helpfulmeghan was very responsive to our questionsoutstanding hosts meghan and gregory are super quick to respond and provided local tips upon requestRead more reviewsLocation:
the location is excellent~ it is walking distance to all the main attractionsgreat house close to everything with really cute and cozy touchesa wonderful airbnb walking distance to everythingwell appointed great location pristineit's in a great location
7. Studio within 5-minute walk to Middlebury College (from USD 124)
Conveniently located within walking distance to Middlebury College, this Airbnb vacation rental is ideal for guests attending college functions and appointments. You can shower for five minutes and be on campus in the next five minutes. The studio is set above a two-car garage, with its private deck, dining, kitchen, and bath. You can eat meals in the patio overlooking the campus grounds or take your pick from the many dine-in restaurants in the nearby area.
Cozy Studio Apt. Walk to College and Town!Middlebury, Vermont, United StatesAccommodates: 2
Top guest reviews
Amenities & Room:
no ac but multiple fans and good ventilationthe treehouse is cozy—everything you need plus a private deck terrace overlooking a nice gardenCleanliness:
the place was clean and overlooked a beautiful backyardmike and barbara were wonderful thoughtful hosts the apartment space was lovely clean private and well-locatedHost:
mike and barbara were great hoststhe owners are very kind and attentivewe highly recommend this airbnb and these wonderful hostsmichael is a fantastic host and made sure we had a comfortable and enjoyable staywindow curtains could be a little tricky to adjust but the hosts were super responsive welcoming and helpfulRead more reviewsLocation:
great location and very privateplace is immaculate very easy check in and the location is super closeit was an excellent location good value and very pleasant place to staythis place was awesome michael was super kind and courtesy
8. Three-level townhouse with great balcony views
Delight yourself with gorgeous views of the Snake Mountain when you stay at this fully furnished townhouse. Boasting three levels, this Airbnb vacation rental features not just one but two balconies, one being hooded. It has sleeping provisions for six guests, plus cooking and washing facilities. Glass sliding doors break the boundary between the great outdoors and the indoor space. You’ll feel at one with nature, even while lounging in the living room or sleeping in your bedroom.
Middlebury TownhouseMiddlebury, Vermont, United StatesAccommodates: 7
Top guest reviews
Amenities & Room:
there is no ac but it’s well ventilated & there are floor fans to keep you coolthe nights were very comfortable and quiet with beautiful views from the back porch1st floor has the full bathroom n washer dryer and a nice big bedroomwe loved this place especially the beautiful views and the stylish roomscomfortable nice view - a good stay when in middleburyCleanliness:
everything was very cleanted’s place was very clean and very easy to findthe property was clean and as describedthe unit was perfectly cleaned and exactly as describedthe house was spacious and cleanHost:
ted was a great hostthe host was very responsive and helpfullted is a great host and was very responsive when we had questionsted was very responsive and all worked out smoothlyted was a very communicative and kind host and the whole experience was seamlessRead more reviewsLocation:
comfortable place close to townlocation minutes from middlebury college was idealand a great location close to but not in the middle of downtowngreat location just outside of middleburyawesome place in a great location
9. Apartment with nice mountain views
What can be more relaxing than waking up to gorgeous mountain views? You can very well have your dreamy Middlebury stay in this two-person apartment located in a park-like neighborhood, complete with a private garden. Your kitchenette includes a fridge that your kind host fills with breakfast food like bread, milk, jam, and sometimes organic eggs. You’ll need a good breakfast, especially when you decide to try the Trail Around Middlebury, which boasts of multiple scenic trails for hiking and biking. The area is only five minutes away.
Park-like Neighborhood in MiddleburyMiddlebury, Vermont, United StatesTop guest reviews
Amenities & Room:
there was fresh juice local milk granola bread and coffee stocked in the kitchenthe shower was very hot with excellent water pressure which we appreciatedduring the stay our unit was well stocked with breakfast food juice tea and yummy lake champlain chocolatesCleanliness:
the place was clean and invitingvery clean cute and cozytheresa's place was very clean cozy and welcomingthe space is clean quiet and very convenient to townthe apartment is clean and thoughtfully appointed and theresa is very responsive and helpfulHost:
the host (theresa) was very responsive and helpful via text/airbnb messengingthe area is quiet with peaceful and beautiful walks nearby and a very friendly hostRead more reviewsLocation:
it is located in a beautiful country setting close to townthis is a wonderful location and a very comfortable apartmentthe location is excellent being a stones throw from the center of middleburyneighborhood was quiet and the park like setting was scenic and a nice place for a walkwonderful location near middlebury college in a quiet neighborhood with very friendly neighbors and plenty of great walks
Stay close to your destination in Middlebury
Location is key for having a comfortable stay in Middlebury. Choose whether to stay close to Middlebury College, scenic hiking trails, or ski resorts. Your choice of accommodation depends on your purpose of travel. When traveling during the busy college season or summer from June to August, it is wise to browse accommodations in advance. Start planning your trip with our list of top Airbnb vacation rentals in Middlebury, Vermont.
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