House holiday rentals in Middlebury

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Top-rated house rentals in Middlebury

Guests agree: these houses are highly rated for location, cleanliness and more.

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Guest favourite

Home in Ferrisburgh

4.99 out of 5 average rating, 249 reviews

Hip Guest Cottage on Lake Property with Farm and Yoga Barn

Escape to the country at Stoneledge Farm, a restored organic farm on Lake Champlain. The separate guest cottage features an open-plan layout living area, exposed architectural wood beams, pops of color, chic furnishings and decor, and lake views. Private yoga barn overlooks the lake and is a short walk from the cottage and is available for guests. We welcome our guests with hotel quality towels, bed linens and bathroom toiletries. The kitchen is stocked with fresh eggs from our chickens, local milk and VT Coffee! All of the outbuildings on the farm (see above). Lake access for fishing and swimming encouraged. Hiking abound We are running our farm so we are always around, but we will wait for you to knock on our door! The property is located in the country, home to dirt roads, lush fields, and beautiful views, but is conveniently located just 15-20 minutes from several quaint small towns. Use our bikes! But a car would be nice... We have an additional $25 cleaning fee per day for guests who choose to bring a dog. We collect this at the completion of your visit to cover the extra care we take following a visit from a 4 legged friend. We hope you understand!

Guest favourite

Home in Leicester

4.98 out of 5 average rating, 138 reviews

Luxurious Cottage Massage Therapy Studio On Site

Meticulously clean, private getaway, custom built home to yourself. Beam ceilings, wood floors, oriental carpets, Alexa, grand piano & lots of art. Complete kitchen, pancake mix & Vt maple syrup. Coffee, teas, orange juice, bagels, cream cheese, granola & fruit. Shower bath with shampoo, conditioners, body wash etc. New private deck, tables & chairs... outside art work. Massage available in log cabin on site $70 Ninja Warrior outside gym with trampoline & slack line

Guest favourite

Home in Rochester

4.95 out of 5 average rating, 145 reviews

Cottage in the Heart of the Green Mountains

Welcome to quintessential Vermont! Come stay at my cozy yet spacious, rustic yet modern, much-beloved Red Acre Cottage. Red Acre Cottage is nestled on a scenic ridge in the idyllic town of Rochester, just east of the Green Mountains and right off of Vermont Scenic Byway Route 100, one of the state's prettiest roads. Red Acre Cottage is an easy drive to Killington/Pico, Sugarbush, Mad River Glen, Rikert Nordic Center/Blueberry Hill XC skiing, Suicide Six, and Stowe Mountain.

Guest favourite

Home in Rochester

4.97 out of 5 average rating, 184 reviews

The Guest House at Sky Hollow

This quiet hilltop house on an 1800's farm turned homestead at the end of a dirt road offers high speed internet, hiking and mountain bike trails, a swimming pond, X-C ski, and sauna. Only miles from renowned New England ski resorts, and featuring 2 bedrooms, 1.5 baths, a full kitchen, an open floor plan, and a small backyard right beside a brook, the guest house is quiet and private, the perfect retreat for a cozy weekend with outdoor adventures and creature comforts!

Guest favourite

Home in Wilmington

4.94 out of 5 average rating, 435 reviews

THE VIEW! THE VIEW! THE VIEW!

A 1900 farmhouse that has been in the family for generations. Recently renovated to accommodate up to 5 guests, it is clean with simple furnishings and a SPECTACULAR VIEW! Located RIGHT ON NYS RTE 86 (close to the road) with easy access to nearby attractions. The house is split in 2 and is designed for 2 families. I rent out "The View" using airbnb exclusively. My wife and I reside in the back portion of the house with a separate entrance and separate parking.

Guest favourite

Home in Salisbury

4.95 out of 5 average rating, 118 reviews

Lake Dunmore Oasis near Middlebury

Lake house on Lake Dunmore. Come and enjoy summer on the lake. Perfect for late summer and foliage. Sunsets and loons. Hiking, kayaking & cookouts. 3 kayaks w/ life vests on site. Gas grill, patio furniture, table and chairs on dock. Swim ladder from Dock. Dock with whips available to dock boat (19 ft. or less). 8 Miles to Middlebury. 5 minutes to store and year round lakeside restaurant. Garage for bike storage [not for cars]. 3 day minimum stay.

Guest favourite

Home in Vergennes

4.98 out of 5 average rating, 170 reviews

Little City Big Heart!!

Great Vermont country home within a short walk to town. Vergennes has lots of great restaurants, shops and a quaint little park to enjoy the outside in. Vergennes offers live music in some of our local pubs on the weekends. We are just a 15 min ride to Middlebury, 35 minute ride to Burlington, a short hour drive to some of the best ski resorts We are also 10-12 minutes away form Basin Harbor Golf course. Perfect for skiers, Golfers and leaf peppers!!

Guest favourite

Home in Middlebury

4.9 out of 5 average rating, 153 reviews

Entire House in Middlebury - Walk Everywhere

An entire, charming, turn-of-the-century Victorian in the heart of downtown Middlebury, Vermont all to yourself! A short distance from Main Street, you are within walking distance to downtown boutiques, restaurants, art galleries, and Middlebury college. A fully outfitted, newly remodeled kitchen gives you the freedom to prepare your own meals. Two king size beds and all the beds are new, ensuring a comfortable sleep!

Guest favourite

Home in Pittsford

4.94 out of 5 average rating, 177 reviews

Colburn's Carriage House

Only 30 minutes from Killington/Pico ski resorts, and 20 minutes from Mountain Top Inn and Chittenden Reservoir, Colburn's Carriage House is a charming and convenient getaway. Situated on over 2 acres of private back yard, overlooking beautiful Sugar Hollow Brook in the heart of Pittsford, Vermont. Walking distance to village general store, library and the Pittsford trail system.

Superhost

Home in Bristol

4.86 out of 5 average rating, 138 reviews

Large New England Home w/ Gorgeous Mountain Views

The lush green mountains are always in view at this in-town quintessential New England home with modern updates. Incredible local restaurants, a wonderful park, craft beer and bars are within walking distance of this in-town home. Hiking, swimming, biking, lakes, skiing and relaxing are easily accessible. 20 min from Middlebury. 40 min from Burlington. All welcome!

Guest favourite

Home in Rochester

4.98 out of 5 average rating, 124 reviews

Modern Farmhouse on 25 Acres - Superb Views

This Truex Cullins designed Farmhouse is inspired by the iconic old farmsteads found throughout northern New England. Embracing the dramatic beauty of Rochester's north hollow the house is a serene retreat where connection to your partner, family and the environment will thrive. Unplug, recharge, renew and enjoy all that mountain living has to offer.

Guest favourite

Home in Ripton

4.89 out of 5 average rating, 259 reviews

Cozy cottage near nature

Small, charming cottage built in 1850's. Screen porch, quiet street. Green Mountain National Forest for hiking, cross country skiing, wading in rivers. 45 minutes to Sugarbush, only 6 minutes to Rikert Nordic Center and Middlebury College Snowbowl, 15 minutes to downtown Middlebury.