Vacation rentals in Leicester

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Top-rated vacation rentals in Leicester

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

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Guest favorite

Farm stay in Salisbury

4.95 out of 5 average rating, 269 reviews

Quaint 1-bedroom cottage on Blue Ledge Farm

This adorable cottage is on Blue Ledge Farm- a working goat dairy. It is a one-bedroom with a double fold-out futon in living room to potentially fit 4 guests. It is within 15 minutes of both Brandon and Middlebury, 1 hour south of Burlington. Pets are allowed, on leash. It can possibly include a farm and cheese tasting for an extra $20 per person (contact host in advance). It is the perfect place if you're an animal or cheese lover looking for a rustic and relaxing stay on a beautiful farm.

Oct 31 – Nov 7

G$27,416 GYD per night

Guest favorite

Tiny home in Pittsford

4.96 out of 5 average rating, 155 reviews

Charming tiny house with great VT location!

Curious about tiny home living!? This newly constructed 180 sq ft. house will let you experience comfort in charming farmhouse/cottage style. (Shiplap walls anyone?) Only 25 min to Killington, and 12 min from Mtn Top Inn, Downtown Rutland, or Brandon VT makes the location very convenient. 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.

Jul 10 – 17

G$25,313 GYD per night

Guest favorite

Guest suite in Castleton

4.98 out of 5 average rating, 119 reviews

Mi Casa es su Casa!

Relax in this refurbished quiet Lake view rental. Minutes from Lake Bomoseen/Crystal Beach. Large family room, Cast iron wood-stove. Wall of windows w/lake views. 65" 4K TV, surround sound system. Wi-Fi access. Galley kitchen includes range, microwave, Keurig, fridge & wine cooler. Spacious bedroom, queen size bed w/ heated mattress pad. Lots of storage. Full bathroom. Private deck w/Adirondack chairs. Kayaks & boat launch. 25 min to Rutland, 35 min to Pico & 47 min Killington Ski Resorts.

Jul 26 – Aug 2

G$24,557 GYD per night

Guest favorite

Apartment in Whiting

4.93 out of 5 average rating, 186 reviews

360° mountain views near Middlebury

Very cozy, large private loft apartment with a kitchenette and bathroom 10 miles from Middlebury College Vermont. Lake Champlain, ski resorts, and other outdoor activities within 20 miles. Burlington, Albany, Montreal, Boston, New York are only 1 - 4 hours away. ——— FOLLOWING THE RECOMMENDATIONS OF THE VERMONT STATE'S DEPARTMENT OF HEALTH, OUR RENTAL PROPERTY IS ONLY AVAILABLE FOR FULLY COVID-19 VACCINATED GUESTS. PROOF OF VACCINATION RECORD REQUIRED. This is for the well-being of us all.

Sep 2 – 9

G$25,461 GYD per night

Guest favorite

Cottage in Leicester

4.97 out of 5 average rating, 244 reviews

Banjo's Cottage near Middlebury & Recreation Areas

Private getaway on our organic garlic farm with sunroom, wood stove, fully equipped kitchen & wifi. Walk to Fern Lake, wander our woods trails, explore the Moosalamoo National Recreation Area. Kayak on Lake Dunmore, bike the back roads and Green Mountain trails. Fifteen minutes to Rikert Nordic Center, Blueberry Hill, and Middlebury Snow Bowl; less than an hour from Killington, Sugarbush & Mad River ski areas. Easy access to Middlebury College, local breweries & top tier restaurants.

Jan 19 – 26

G$34,700 GYD per night

Guest favorite

Home in Leicester

4.98 out of 5 average rating, 134 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

Feb 7 – 14

G$38,098 GYD per night

Guest favorite

Cabin in Rochester

4.95 out of 5 average rating, 391 reviews

Black haus: a hip, cool house hidden in a forest.

You’ll love our place because of the high ceilings, the rural location, the coziness and its sense of place in nature. Our place is great for couples and solo adventurers who enjoy their privacy, who want to get away from it all but be close enough to a more 'country-urban' vibe. There is a deck for sunning, quite a large front and back yard. A great kitchen for meals at home, a forest to explore and miles of trails to mountain bike or hike.

Jan 16 – 23

G$29,068 GYD per night

Guest favorite

Guest suite in Cornwall

4.99 out of 5 average rating, 127 reviews

Home Suite Home in Cornwall, Minutes from Midd!

Looking for a home away from home on your travels in the Champlain Valley? Whether you're searching for a place to lay your head while visiting your Middlebury College student, a home base while exploring the gorgeous Green Mountain State, or a secluded, peaceful retreat in which to write the next chapter of your book, we've got just the spot! Our home, with the private guest suite and deck, is situated perfectly for your Vermont holiday.

Aug 28 – Sep 4

G$29,628 GYD per night

Guest favorite

Apartment in Hancock

4.95 out of 5 average rating, 146 reviews

Suite in the Green Mountains

We have a first-floor,two-room suite with its own entrance in our home, located on an official Vermont Scenic Highway, in the middle of the Green Mountains. The suite has a large sitting room with a kitchenette, a bedroom with queen bed, and bathroom with tub/shower. NOTE: We have a second, larger unit in our home called "Two-Bedroom Apartment in the Green Mountains".

Sep 15 – 22

G$19,515 GYD per night

Guest favorite

Apartment in Salisbury

4.89 out of 5 average rating, 143 reviews

Doc's Lake House 1st floor, 2 bdrm full apartment

Charming 2 bedroom lake house apartment. Fully furnished and with everything you need (shampoo, soap clean towels, linens and blankets, dishes and cookware,) all ready for you to move in for your lake vacation. Lake access across the road with Dock, (sorry no docking your boats allowed) campfire, grassy yard to play on or relax on by the lake. kayak/canoe available

Mar 11 – 18

G$35,867 GYD per night

Guest favorite

Home in Ripton

4.89 out of 5 average rating, 256 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.

May 8 – 15

G$28,557 GYD per night

Guest favorite

Home in Middlebury

4.99 out of 5 average rating, 353 reviews

Nice one bedroom cottage

Located at the foot of the Green Mountains, a short walk to the Waybury Pub, nearby hiking, fishing and skiing. 4 miles to heart of Middlebury. Full kitchen, living room, bedroom(queen bed) and bathroom with stand up shower. ethernet connection/cable tv/washer-dryer/ac/ns

Jan 10 – 17

G$27,829 GYD per night