Cottage vacation rentals in Killington

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Top-rated cottage rentals in Killington

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Top guest favorite

The living area features a cozy sofa adorned with decorative pillows, positioned around a central coffee table. Natural light enters through a large window beside the door, illuminating the wood-paneled walls and rustic floor. A simple area rug adds texture to the space.

Cottage in Hartland

4.94 out of 5 average rating, 132 reviews

Adorable Dog Friendly Cottage w/FIOS

Bright and clean 2-story cottage on a 20-acre oasis. 10% off for guests using only one bedroom (cannot be combined with other discounts). Details in property description. With a view of the hills, flanked by woods and open pastures, the cottage includes 2 bedrooms (1 up w/Queen, 1 down w/full bed, 1 bath (2nd floor - shower only), kitchen/living/dining area (2nd floor), and laundry. For groups or more space, view my other listing located on the same acreage: airbnb.com/h/hartlandvacationhome

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, 284 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.

Top guest favorite

A rustic cottage is surrounded by vibrant flower pots, with a stone wall framing the entrance. A deck extends from the structure, featuring outdoor seating under a green umbrella. Trees provide shade in the background, while distant mountain views enhance the natural setting.

Cottage in Londonderry

4.96 out of 5 average rating, 221 reviews

Vermont Treehouse - Romantic Private Elegant

3 night minimum, unless prior approval, self checkin. Work remotely. This romantic, elegant, private getaway for two (or one) in our "Treehouse" with sleeping loft, full kitchen & bathroom, screened porch, deck, sauna, WiFi, BBQ grill, etc. Overlooking pasture & mountains. Enjoy the property with 3 miles hiking/snowshoe trails. Guest house on 160 acre private horse farm. Lots to do at nearby ski areas, shopping, hiking, biking, theater in summer. Or just relax. Discount for longer stays.

Top guest favorite

A spacious living area features a corner sectional sofa adorned with a cozy blanket and accented by a wooden wall with decorative planters. A rustic coffee table sits in front of the sofa, while a gas fireplace stove provides warmth and ambiance.

Cottage in Bridgewater

4.97 out of 5 average rating, 234 reviews

Newly Renovated, Hot tub, 2min to Killington lift

Stone’s Throw Vermont is a 3 bed/1.5 bath cottage with hot tub, fireplace, and space for 6 guests conveniently located in central Vermont. Placed right on the US-4 corridor; you’re 2 minutes from the Killington Ski Resort’s Skyship Ski Gondola escorting you to the world class amenities of Killington Resort, 5 min from the best craft beer in the region at Long Trail Brewery, 10 min to Echo Lake, and 20 min from the shops and cafes of Woodstock, VT. Truly everything is a Stone’s Throw away.

Guest favorite

The exterior of a blue house is framed by lush gardens and trees in various autumn colors. A stone wall in the foreground adds a rustic element, while several large windows allow natural light to fill the interior spaces.

Cottage in Lincoln

4.87 out of 5 average rating, 927 reviews

The Barn at North Orchard, Near Middlebury

Our barn sits on an 80 acre estate with fab views of the Green Mts. near Middlebury/Burlington. Perfect for 2 adults and a child or grandparents/ 2 friendly couples. Close to skiing, hiking, lake & river swimming, great restaurants... local beer, wine, cheese!. Want yoga, pasta class, or massage? We will gladly hook you up. Or, you could stay in to read, work, and enjoy the serenity of the mountains. A very private garden patio for morning coffee/ afternoon beer or wine or awaits you.

Top guest favorite

Cottage in New Haven

4.99 out of 5 average rating, 185 reviews

Hilltop Cottage With a View

Our newly built cozy and relaxing guest cottage is located in New Haven . It has stunning views and gorgeous sunsets!! Located just seven miles from Middlebury ,Vergennes and Bristol . All of which have great shops and restaurants! Close to many local attractions including ,Woodchuck Cider house, Lincoln Peak Vineyard, Ski areas, Hiking , rivers, lakes, restaurants and much more! Our goal was to provide guests with a home away from home! We feel our cottage offers that and much more.

Top guest favorite

The cabin is nestled among tall trees, showcasing a stone chimney and wooden exterior. A stone walkway leads to the entrance, while a covered wood storage area is visible nearby. Bright green leaves provide a natural canopy, creating a serene atmosphere.

Cottage in Whitehall

4.99 out of 5 average rating, 224 reviews

Hillside Cottage @ The Mettawee Retreat

The Hillside Cottage is a luxury cabin with views of the Mettawee River. Located on 26 acres on a back road, it is peaceful & private. Enjoy fishing, swimming, kayaking or relax on the deck. This riverside retreat includes a king bed, jacuzzi tub & a kitchenette. Sitting around the fire pit with dinner cooked on the grill is the perfect ending to a long hike. Whether it’s a quick get-away or an extended vacation, the Hillside Cottage is a simple solution from a complicated life.

Top guest favorite

The private guest house is surrounded by lush greenery, featuring a covered porch with a chimney and hanging planters. A well-maintained lawn leads to the house, while a backdrop of rolling hills enhances the tranquil setting.

Cottage in Windsor

4.97 out of 5 average rating, 401 reviews

Ogden's Mill Farm

Private guest house situated on over 250 acres, with fully equipped gourmet kitchen and great views of quiet fields and valley. Pond with diving board for swimming in the summer. Giant sledding hill is a favorite of children and adults alike. Trails on property for hiking, xc- skiing, and snowshoeing. 15 mins to Woodstock VT. 45 mins to Killington,Pico and Okemo. Great restaurants and shopping nearby. Hanover and Norwich VT 20 mins. Please note not handicapped accesible.

Guest favorite

A serene landscape of a tranquil pond reflects a historic red building surrounded by trees adorned with golden foliage. Gentle hills rise in the background, while the sky displays a mix of light and shadow, creating a peaceful atmosphere.

Cottage in Pawlet

4.92 out of 5 average rating, 201 reviews

The Smithy Cottage at Consider Bardwell Farm

The historic “Smithy" at Consider Bardwell Farm is the original building used for blacksmithing by Consider Bardwell, himself, in the 1800s. Complete with brand-new, architect-designed kitchen and bathroom, wood-burning fireplace, and stone patio for outdoor grilling and dining, the Smithy is beautiful inside and out. Enjoy meeting our goats and all the local goodies and products that we can stock in your cottage.

Top guest favorite

A calm bedroom features a metal bed frame dressed in white linens, flanked by two bedside lamps on distinct tables. Sunlight filters through three large windows, casting a soft glow on the wooden floor. A piece of artwork decorates the wall, adding a subtle artistic touch.

Cottage in Woodstock

4.95 out of 5 average rating, 148 reviews

The Cottage on Westerdale Road

This charming house is close to the quaint Village of Woodstock, restaurants and dining, and family-friendly activities. You’ll love my place because of the ambiance, the quality furnishings, air conditioning, the outdoors space, the quiet neighborhood, the comfy beds, and the light. My place is good for couples, business travelers, families (with kids). Sorry, we can no longer welcome pets.

Top guest favorite

The exterior of a cottage showcases a white façade and a metal roof, with blue shutters framing the windows. A colorful flower garden features various blooms, including irises and lush greenery, enhancing the welcoming approach to the entrance.

Cottage in Hartland

4.97 out of 5 average rating, 470 reviews

Breeze Hill Cottage

This cozy two bedroom cottage sits on a well-maintained dirt road overlooking fields, woods, and the NH mountains. Watch birds from the window, relax on the patio, and enjoy the flower gardens. The cottage boasts modern amenities mixed with antiques. Please note: if we don’t respond to an Airbnb message and you need to speak with us, call us!

Top guest favorite

A charming red house sits nestled among lush greenery, framed by trees and shrubs. A well-maintained lawn extends in front, adding a touch of vibrancy. The structure features a black metal roof and a porch, blending seamlessly into the serene woodland setting.

Cottage in Quechee

4.98 out of 5 average rating, 245 reviews

“The Maple Moose”, modern cabin near Woodstock

'The Maple Moose' is a one bedroom house on the edge of Quechee village. The sugar shack inspired design evokes a woodsy chic atmosphere while providing all the luxuries and comforts of an upscale vacation retreat. Please contact the owner for details of longer term rentals.