
Apartment vacation rentals in Middlebury
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Top-rated apartment rentals in Middlebury
Guests agree: these apartments are highly rated for location, cleanliness, and more.

Charming one bedroom just minutes to Middlebury!
Just minutes away from Middlebury College, this well designed 1 bedroom is the perfect place for a stress-free getaway! Great location for parents to stay when visiting their Midd kids. The renovated apartment is well appointed with central heating/AC, super fast WiFi, laundry machines, full kitchen, full en suite bathroom with bath and shower, brand new queen bed and mattress, a great room with dining, cozy seating, and a 65" smart TV. This clean and tidy unit is the definition of easy living.

Bluebird Studio- Light filled and airy
This studio apartment attached to the main house has a style all its own. Contemporary design with high ceilings, clerestory windows and a skylight. Spaces include a large Living Room/Bedroom, Kitchen/Dining area, bathroom with a step-in shower and an adjoining Dressing Room with vanity and sink. There is also an outdoor covered space to enjoy. Furniture includes a Queen size bed, 3 comfy chairs, small round table and 4 chairs. Location is a bit more than one mile from downtown Middlebury.

The Loft at The High Meadows
Welcome to The Loft at The High Meadows – your stylish Vermont retreat! Perfect for solo adventurers or couples who need a basecamp for exploring Vermont. You're minutes away from downtown Burlington, shopping in Williston, skiing at Stowe/Bolton, kayaking on Waterbury Reservoir, blueberry picking at Owls Head Blueberry Farm, and savoring craft brews at Stone Corral. The Loft offers a well-appointed kitchen with dishwasher, laundry, luxurious queen bed, & more. Book your Vermont getaway today!

The Cottage Apartment in downtown Middlebury.
This charming, 1st floor two-bdr. cottage apartment is steps from Main Street, downtown Middlebury, & walking distance to shops, restaurants, and the College. An historic college town, Middlebury is replete with great restaurants, shops and cultural events to enjoy, all within walking distance. The comforts of this home include private parking, gardens, separate entrance, full kitchen and bath, and sleeps four. It is only a half hour from The Middlebury College Snow Bowl, and Lake Champlain.

Peaceful Getaway in Bristol Village.
Simple beauty, generous space and peace, in a second floor one bedroom guest apartment with bathtub, shower and galley kitchen without stove. Double futon in living area for additional guests. A very sweet private getaway for a couple, or group of friends or small family. Bristol is a true New England find with an active arts community, good restaurants and shops, as well as several yoga and tai chi instructional groups. Settle your energy here and enjoy life. Skiing and hiking nearby.

The Barn at Middlebury
The Barn at Middlebury is within a 10 min. walk of the village center and 15 min to Middlebury College. The renovated barn is attached to the owners' residence. The separate guest quarters have a private entrance and include 3 newly renovated bedrooms, with two baths. The 1st floor bedroom has a Livingroom, kitchenette (Nespresso, microwave, Ref/Freezer, dishwasher, sink). Washer/Dryer. The 2 other 2nd Fl bedrooms share a large private bath. A terrace and screened porch is available.

Spacious Home Near Heart of Middlebury Fiber Wifi
Enjoy a cozy, stylish and private experience at this centrally located large 3 bedroom home. Free ultra fast Fiber Wifi. (4) 4k smart tv's including one large 65 inch curved for your enjoyment. Close to Middlebury College. Visit nearby hiking trails, Lake Dunmore, Branberry beach and much more. Near Middlebury College Snow Bowl and Robert Frost Trails for Beautiful nature views. Restaurants and shops within walking distance and a short drive or bike ride to downtown Middlebury.

The Perfect Cozy Weekend Escape
From our reviews: "We were amazed with this place - could not have asked for a more perfect place to stay - immaculate - super comfortable KING bed! - wonderfully inviting - the photos do not do it justice at all - A picturesque Vermont country setting - The perfect retreat to get away from it all! - impeccably clean - simply fantastic - total privacy & idyllic setting - far exceeded our expectations! - perfect for a weekend escape - a space to feed your soul - absolutely amazing!”

Middlebury Home with Sunset views!
This early-1900s Middlebury home has long been split as a duplex with an upper / lower apartment. We've made recent updates, decorated, and furnished the first floor unit for short term use and we know that you will have a positive experience here! This property offers a short walk to Main Street and is 1 mile to the Middlebury College campus, with easy access to the TAM (Trail Around Middlebury). You'll have everything you need to live in this space, just bring food and drink!

Mountain View Retreat
This clean, quiet, ground-level apartment enjoys an out-of-town feel and expansive mountain views while being conveniently located to the town of Middlebury, Middlebury College, the Green Mountain National Forest, the Middlebury College Snow Bowl and the Rikert Nordic Center, and more. This 1 bedroom/1 bath apartment features an open living concept and a fully equipped kitchen and is just 1.5 miles from restaurants and grocery stores and 2 miles from the college.

Overlook at the Office
Fall in love with Bristol. This sweet one-bedroom efficiency right in the Gateway to the Green Mountains has everything you need, whether you are looking for a short weekend getaway or longer seasonal stay. Opening up this listing with all new small-kitchen appliances, queen bed, and new bathroom. Central to the town park and stores, and only miles away from ski areas, hiking trails, and water activities.

Cozy Poultney Village Apartment
I enjoy booking my two-story in-law apartment with a private entrance, which is attached to my 1850 Poultney Village home. I am located a block from Main Street with shops, books, and eateries. I am in the lakes region of Vermont, close to both Lake St. Catherine and Lake Bomoseen. Killington is 35 miles away. We am also located a mile from the NY border and the entrance to Lake George and the Adirondacks.
Popular amenities for Middlebury apartment rentals
Weekly apartment rentals

Dog heavenly! Private, beautiful and relaxing.

VT Hideaway studio: breweries,hiking, dogs welcome

Village Oasis 2 -the crossroads of VT

Hilltop Haven

Vermont Country Suite

Private Getaway on Lake Lamoille

Apartment in Vermont Historic Home

Gurdy's Getaway-Downtown 1 BDRM
Private apartment rentals

Hill Section Carriage House

Beautiful+Modern Flat: downtown, parking, laundry

Cozy Cabin Studio

Contemporary Studio in Montpelier

Spacious Private Apartment w/ Green Mountain Views

Richmond Retreat

Cute Apartment in the Heart of Winooski

Historic Wayside Farm - a working dairy farm
Apartment rentals with a hot tub

Slopeside Bolton Valley Studio

Green Mountain Forest Retreat

NEW Couples Ski Getaway Near Whiteface

Charming Private Apt in South End w/ Hot Tub

1 mile from Mtn. Clean loft apt. Private hot tub.

Theatre in the Woods - Stowe, VT

Cozy Country Apartment with private hot tub

Killington Skyeship 4 BR | 1 Min Gondola + Hot Tub
When is the best time to visit Middlebury?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$31,380 GYD | G$29,915 GYD | G$24,894 GYD | G$32,216 GYD | G$31,380 GYD | G$33,890 GYD | G$31,380 GYD | G$32,007 GYD | G$31,380 GYD | G$29,288 GYD | G$28,660 GYD | G$24,476 GYD |
| Avg. temp | -6°C | -5°C | 0°C | 8°C | 15°C | 20°C | 22°C | 21°C | 17°C | 10°C | 4°C | -2°C |
Quick stats about apartment rentals in Middlebury

Total vacation rentals
Explore 20 vacation rentals in Middlebury

Nightly prices starting at
Middlebury vacation rentals start at G$18,828 GYD per night before taxes and fees

Verified guest reviews
Over 1,660 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Wi-Fi availability
20 of Middlebury vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Middlebury rentals

4.9 Average rating
Middlebury stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Okemo Mountain Resort
- Sugarbush Resort
- Bolton Valley Resort
- Whiteface Mountain Ski Resort
- Fort Ticonderoga
- Cochran's Ski Area
- Pico Mountain Ski Resort
- Lucky Bugger Vineyard & Winery
- Autumn Mountain Winery
- Fox Run Golf Club
- Northeast Slopes Ski Tow
- Country Club of Vermont
- Montshire Museum of Science
- Ethan Allen Homestead Museum
- Cozy Cottages & Otter Valley Winery
- Burlington Country Club
- Leahy Center for Lake Champlain
- Adirondack Extreme Adventure Course
- Killington Adventure Center
- Vermont National Country Club
- Lincoln Peak Vineyard
- Shelburne Vineyard
- Whaleback Vineyard
- Boyden Valley Winery & Spirits




