Vacation rentals in Leicester

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Top-rated vacation rentals in Leicester

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Top guest favorite

A charming one-bedroom cabin is nestled among tall trees in a forested area. The wooden exterior is complemented by a porch with a railing and flower pots, creating a rustic appeal. Natural light filters through the windows, enhancing the cabin's tranquil setting.

Tiny home in Castleton

4.99 out of 5 average rating, 115 reviews

Cabin-by-the-falls

One-bedroom cabin, one double bed, for those who want tranquility. Parking at the main house and then a short walk downhill, then a level rocky trail to the cabin, which is located at a stream and waterfalls. There is a composting toilet, electricity and water. Wifi at main house, on deck, 5 mins walk. Wood burner in cabin, and propane stove in outside kitchen. A stand pipe (potable) or water from nearby stream (non-potable). There is a deck overlooking the stream with a picnic table.

Top guest favorite

A cozy bedroom features a spacious bed adorned with plush white linens and two yellow accent pillows. Nightstands flank the bed, each with a lamp, while a circular mirror reflects the warm ambiance. The blue-green walls enhance the room's serene atmosphere.

Guesthouse in Salisbury

4.93 out of 5 average rating, 114 reviews

Welcoming Retreat Near Middlebury & Lake Dunmore

Come swim, hike, or ski while staying at our welcoming and comfortable 2nd floor studio apartment with plush linens, comfortable King bed, a well equipped kitchenette plus space to relax, work & play. + Garage parking. -Single Family home also now available as1 or 2 BRs 7 min from Middlebury with all its amenities 5 min from Lake Dunmore 13 min from Brandon 16 min from Rikert Outdoor Center for cross country 18 min from Snowbowl for down hill skiing 32 miles - approx 50 mins from Killington

Top guest favorite

Two llamas are observed resting on a bed of straw, surrounded by hay scattered across the floor. Sunlight filters in through nearby windows, softly illuminating their fur and creating a serene atmosphere in their cozy space.

Cottage in Leicester

4.97 out of 5 average rating, 285 reviews

Banjo's Cottage near Middlebury & Recreation Areas

Private getaway on our 200 acre organic farm with sunroom, wood stove, fully equipped kitchen & wifi. Level 2 EV charger. Walk to Fern Lake, hike/ski/bike our woods trails, explore Moosalamoo Recreation Area by foot, bike or kayak. Canoe Lake Dunmore, swim Silver Lake. 15 minutes to the Rikert Nordic Center, Blueberry Hill, and Middlebury Snow Bowl; an hour to Killington, Sugarbush & Mad River ski areas. Easy access to Middlebury College, golf courses, local breweries & top tier restaurants.

Guest favorite

A compact hut is nestled among greenery, featuring a wooden deck with two blue chairs. Nearby, a picnic table and a red grill are visible on the grass, with trees providing a natural backdrop against a cloudy sky.

Hut in Ripton

4.92 out of 5 average rating, 172 reviews

Breadloaf Hut. Glamping, hiking, biking, foliage

Hiker, writers’, gravel/mountain biker's paradise! Our quiet glamping retreat provides easy access to miles of wilderness. The hut has a cozy bed, kitchenette, and camping basics making for an easy and cozy getaway. Follow a trail to the Catamount Trail or drive a few minutes to the Long Trail. Enjoy miles of gravel biking from the door or go to Moosalamoo or Rochester for prime mountain biking trails. In the evening, sit on the deck under a blanket of stars and warm your toes by the fire.

Guest favorite

A serene landscape is captured, showcasing a reflective pond surrounded by lush greenery. A variety of trees are positioned nearby, some displaying vibrant yellow leaves against a backdrop of rolling hills and a dramatic sky filled with clouds.

Barn in Ripton

4.94 out of 5 average rating, 218 reviews

Charming Barn Guesthouse Near Middlebury College

Come stay at our lovely renovated barn guesthouse in the Green Mountains of Vermont near Middlebury College. Perfect spot for a quiet retreat or home base for your outdoor adventure! 3 min. to Rikert Nordic Center, 9 min. to Middlebury SnowBowl. 40 min. to Sugarbush. 1 hr to Killington. Sleeps 1-6 people on 3 floors: entry level living area and laundry; mid-level with kitchen, bedroom, and bathroom ; upstairs loft bedroom suite with seating area (futon, chairs, bookcase, and TV), and desk.

Guest favorite

A spacious living area features large windows allowing natural light to fill the room. A gray sofa with decorative pillows is centered on a decorative area rug. The open layout connects to the kitchen and dining area, enhancing the inviting atmosphere.

Home in Salisbury

4.96 out of 5 average rating, 117 reviews

Lake Dunmore Getaway — Foliage Views & Ski Retreat

About this space Perched directly on the shores of Lake Dunmore, our lakefront getaway transforms into a four-season escape when the temperatures drop. In autumn, enjoy foliage views over the water, crisp mornings on the deck, and easy drives to Vermont’s most scenic byways. When winter arrives, we’re your basecamp for adventure — just 30 minutes to Middlebury Snow Bowl, 45 minutes to Killington or Sugarbush, and minutes to local snowmobile trails, ice fishing spots, and Middlebury College.

Top guest favorite

The cozy cottage is softly illuminated at night, with warm light emanating from the windows. A sliding door is positioned at the entrance, complemented by two outdoor chairs on the lush lawn. The moonlight adds a serene ambiance to the rural scene.

Farm stay in Salisbury

4.96 out of 5 average rating, 385 reviews

Quaint 1-bedroom cottage on Blue Ledge Farm

This cozy 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.

Guest favorite

A serene lake scene is presented at sunset, with a solitary kayaker navigating the calm waters. The reflection of the sun creates a shimmering path across the lake's surface, while trees line the distant shore, adding to the peaceful atmosphere.

Apartment in Leicester

4.95 out of 5 average rating, 105 reviews

Hideaway Lodge at Lake Dunmore

Wake up to a mountain view and have a warm drink on your private screen porch or in your cozy rustic studio which includes a full kitchen and bath with tub shower. Centrally located for skiers! Swim, kayak, hike, bike, play in the water, fish, relax. Nordic & Alpine ski in the winter, ice fish, etc! 20 minutes from Middlebury. Must love animals- your entrance crosses our yard and you may be greeted by dogs, cats and sometimes even a chicken or two. Friendly VT owners live upstairs.

Top guest favorite

A unique treehouse is seen perched among tall trees, with a blend of rustic wood siding and large windows that reflect the surrounding greenery. The structure stands elevated from the ground, supported by slender pillars, blending harmoniously with the natural forest environment.

Treehouse in Hancock

4.98 out of 5 average rating, 132 reviews

Weasley's Enchanted Treehouse @ Vermont ReTREEt

Welcome to our enchanting treehouse! We crafted this unique and magic inspired dwelling perfect for any admirer of a beloved wizarding world, or anyone who just truly appreciates a isolation in a fun space. As you cross the elevated walkways, you'll feel like you're entering a wizards treehome in the forest. The 1,100 sqft treehouse is nestled among the branches of several maple trees, providing a magical and secluded escape from the hustle and bustle of everyday life.

Top guest favorite

A lakeside view of the two-story lake house, nestled against a wooded backdrop. The property features a grassy area leading to a dock with a boat tied alongside. An outbuilding is visible, complementing the serene environment surrounded by lush greenery.

Home in Salisbury

4.96 out of 5 average rating, 144 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 favorite

A warm and inviting living area features a comfortable couch with a blanket draped over it and a classic wooden coffee table. A red armchair complements the space, while a grand piano and vibrant oriental carpet add character. Natural light enters through multiple windows.

Home in Leicester

4.95 out of 5 average rating, 182 reviews

Pristine Cottage, Grand Piano, Massage Studio

Meticulously clean, custom built cottage with grand piano & massage studio on property. Beam ceilings, wood floors, oriental carpets, & lots of art. Complete Kitchen Shower with shampoo, conditioners & body wash provided. New private deck, tables & chairs... outside art work. Swedish Massage with steamed towels & hot stones available in log cabin on site discounted to $70 for visiting guests

Guest favorite

A bright living area features large windows that frame views of the surrounding forest. Natural light enhances the wood-paneled walls. A comfortable sofa and chair are positioned around a central coffee table. A small, modern wood stove provides warmth, creating a cozy atmosphere.

Cabin in Goshen

4.98 out of 5 average rating, 122 reviews

The Berghüttli: The Coziest Cabin in Vermont

The Berghüttli is a Swiss-inspired mountain hut and farm stay located in Goshen, VT (population 168). Inspired by the tradition of mountain huts in the alps, the Berghüttli provides a completely private mountain escape surrounded by National Forest. Take a VIDEO TOUR: search "The Berghüttli" on Youtube