
Cottage holiday rentals in Killington
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Top-rated cottage rentals in Killington
Guests agree: these cottages are highly rated for location, cleanliness and more.

Adorable Dog Friendly Cottage w/FIOS
Just 5 miles from Woodstock, this bright and clean 2-story cottage sits 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. Larger groups can be accommodated with my other listing. Please inquire.

Cozy Forest Cottage on Vermont's Catamount Trail
Only an hour from downtown Burlington, and 40 minutes from Sugarbush, this post & beam tiny house sits on a x-country ski/snow shoe trail, where it crosses French Settlement Rd. in the mountain town of Lincoln. Built in 2021 for guests, friends & family, this cozy cottage has all the amenities one appreciates, when living in the deep north country. After a day of outdoor recreation or local touring, kindle a wood fire in the wood stove, settle in with a good book or chill with a bottle of wine.

Cozy cottage near Killington & Sugarbush
Escape the real world at this charming and cozy cottage tucked away in a corner of 17 acres of rolling grassy hills. Take in the unmatched views of the hollow from the living room or wrap-around porch. Endless nearby trails for hiking/biking/xc skiing, and Rochester's stores, cafes, and restaurants are less than 10 minutes away. Grocery store, berry picking, lakes, swimming holes, golfing, restaurants, breweries, and wineries all within an easy drive. Killington/Sugarbush both ~35 minutes away.

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.

The Cottage in East Poultney
The Cottage is located in historic East Poultney next to the old Poultney schoolhouse (now historical society). Just over 1 mile to the town of Poultney. The sidewalk starts (or ends how you look at it) in front of the cottage which leads to town. Great for a walk or bike ride. Pico, Killington and Bromley Mountains all less than an hour drive. Plentiful fishing and boating opportunities. 3 miles to Lake St Catherine, under 10 miles to Lake Bomoseen. Slate Valley bike trails surround the area.

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.

Vermont Hillside Garden Cottage
Cozy converted artists’ studio, tucked in the hills at the end of a country road. Open the French door to views of a sprawling garden and rolling fields, alight with fireflies in the spring and bursting with color in the fall. Warm yourself by the wood burning stove after winter fun or unwind with a local microbrew by the fire pit, listening to the Whippoorwills on a summer evening. Beautiful in all seasons, this modern, comfy cottage is the perfect place to get away from it all.

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.

Ludlow Village Guest Cottage with Prime Location
Renovated one bedroom, one bath guest cottage in Ludlow, Vermont. Prime ski location, 12 houses down from the Mountain Road entrance to Okemo Base Lodge. Anything you need can be found a short walk from the front door including a wide variety of restaurants, shops and bars for Après Ski. Sitting on the weekend and holiday shuttle route to Okemo, its the perfect spot to be! Cottage has a fully equipped kitchen and wifi for your technology needs.

Family or couples retreat on Lake Bomoseen
Newly Renovated! 3 bedrooms 2 baths relax and take in the lake views on the multiple decks. Great for a small family or couples retreat. Boat slip and dock and 100 feet of frontage to enjoy. Bring your boat or kayak or rental. Fully stocked kitchen. Just Bring your SHEETS and TOWELS. Sunsets are great! Lake activities or hiking, biking, horseback riding, all close by. Close to Rutland and Skiing! No large parties or events

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.

Quaint stone house!
⭐️ 2022 Rockingham Old House Award ⭐️ Take it easy at this unique and tranquil getaway. The Cairn of Vermont is an 1840s stone house located in the sleepy remnants of Bartonsville Village, now part of Chester, VT. 20 minutes to skiing and hiking, biking and the great outdoors are all around you! Less than 5 minutes to Vermont Country Store and make your way home through the Bartonsville Covered Bridge!
Popular amenities for cottage rentals in Killington
Cottage rentals with a hot tub

Cute Cabin! Plymouth, Vermont.

Good Woods~Okemo~Killington~Dogs~HotTub~Fireplace

NEW Guest Cottage on 23 Acres

Cozy Killington Getaway • Hot Tub + 5 min from Mt.

3BR lakefront with dock, swim platform, & firepit

Farnum Hill Guest Cottage

Andas Hus: Little Luxury
Pet-friendly cottage rentals

Mountain View Meadow: Charming Manchester Cottage

Private cottage in the woods

Riverside Cottage - Bridgewater Vermont

Vermont Country Cottage(Near Village w/Magic View)

Pond Cottage

Cottage on Lake St. Catherine, MTN Biking/Hiking!

Sage advice, be lakeside!

Dorset Hollow Cottage
Private cottage rentals

Moon Beam Cottage--A cozy and welcoming retreat

Stone Wall Cottage, Stonewall : GMHA, Okemo

Breeze Hill Cottage

Idlewild Cottage on Star Lake Near Okemo

31 Lili West - across from Silver Lake on 5 acres

Bright & Homey 3 bedroom near Killington & Pico

Riverside Cottage, Campanoosuc North

The Vershire Fortress
Quick stats about cottage rentals in Killington

Nightly prices starting at
Killington holiday rentals start at $283 SGD per night before taxes and fees

Verified guest reviews
Over 330 verified reviews to help you choose

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

4.9 Average rating
Killington stays are highly rated by guests – averaging 4.9 out of 5!
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- Cottage rentals Rutland County
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- Okemo Mountain Resort
- Stratton Mountain
- Sugarbush Resort
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Pico Mountain Ski Resort
- Fort Ticonderoga
- Mount Snow Ski Resort
- Ragged Mountain Resort
- Bromley Mountain Ski Resort
- Dartmouth Skiway
- Whaleback Mountain
- Hildene, The Lincoln Family Home
- Dorset Field Club
- Fox Run Golf Club
- Hooper Golf Course
- Lucky Bugger Vineyard & Winery
- Autumn Mountain Winery
- Northeast Slopes Ski Tow
- Country Club of Vermont
- Ekwanok Country Club
- Mount Sunapee Resort
- Montshire Museum of Science
- Storrs Hill Ski Area
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