Holiday houses in Killington

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Top-rated holiday rentals in Killington

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Superhost

Cabin in Hubbardton

4.74 out of 5 average rating, 70 reviews

Flamingo Cottage

A quiet lake front cottage close to many Vermont attractions. Located next to Lake Hortonia Dam the sound of falling water will provide a relaxing backdrop to your getaway. You can prepare your own meals or dine out at several excellent restaurants. Great place for Kayaking and Leaf Peeping. Now have trash service for renters. Depending on the weather the road leading up to my road requires four wheel drive. When it is plowed it is passable but requires care. It is a dirt road up a hill.

Guest favourite

Home in Rutland

4.89 out of 5 average rating, 160 reviews

Near Killington, 7p Hot tub, Mtn. views, Spacious!

Mid week deals! Killington Mnt-20min drive, Lake Bomoseen-20min, Pico Mnt-15min Okemo-30min, Downtown Rutland-5min (bars/dining/shopping) Mnt Top Inn-18min, Hiking-10 min. , Neighborhood pool with tennis courts, basketball courts, playground. Beautiful mountain views, peaceful brook on 1+ acre property. Spacious home with hot tub, AC, firepit, fooseball table, grill, deck, patio, screenroom, 2 kitchens, 2 living rooms, washer/drier, fully stocked kitchens. Very fast wifi/netflix/youtubeTV.

Superhost

Cottage in Chester

4.9 out of 5 average rating, 156 reviews

Green Mountain Country Cottage

Four bedroom cottage centrally located within less than 35 min. of 4 ski resorts, and next to the former Tater Hill golf club. Access to snowmobile trail on site, X-country skiing, hiking, fishing, shopping, restaurants, state parks nearby. In summer and fall mushroom foraging is very productive. For history buffs there is a revolutionary war era cemetery next to the property. Sleeps 10 to 12. The cottage is only available to family groups or responsible adults over 25. NO PARTYING ALLOWED.

Guest favourite

Home in Poultney

4.89 out of 5 average rating, 9 reviews

Snowberry Farm Home Sweet Home

This memorable place is anything but ordinary. Hike the hayfields on the mowed paths! Fish in the Pond and enjoy the peace and quiet of this comfortable and spacious home. Star gazing is on the menu too! One mile to rail trail for bike enthusiasts. This house is very welcoming & well equipped for entertaining family & friends. Room for everyone & extra space for quiet reading & conversation. Cider house, craft breweries, dining options& golf all nearby. Escape Florida or Arizona summer heat!

Guest favourite

Cottage in Dorset

5 out of 5 average rating, 58 reviews

Dorset Hollow Cottage

Newly renovated cozy historic schoolhouse flooded with natural light located in the coveted Dorset Hollow. 2 bedrooms, 1 bathroom, high ceilings, terrace with babbling brook and mountain views, outdoor propane firepit and outdoor grill. Located 3 miles from Church Street in Dorset, 8 miles from Manchester Center, 23 miles from Stratton Mountain, 15 miles from Bromley Mountain, 8 Miles from Merck Forest and Farmland, 4 miles from the Dorset Quarry and 10 miles from Vermont Summer Festival.

Guest favourite

Cottage in Fair Haven

4.94 out of 5 average rating, 141 reviews

Historic Cottage 2 Bedroom 2 Bath Fast Wifi

Leaf peeper's dream! Picturesque cottage next to the Castleton River. You can wake up to the birds chirping and fall asleep to the frogs croaking. Hourly church bells ring throughout the day. Walk down the historic slate sidewalk to the park and local beer, pastries & the best diner! Minutes to many lakes, trails & mountain activities. Perfect for day trips to Killington, Okemo, Woodstock, Lake George, Vergennes, Rutland, Burlington & Saratoga Springs. Message us about seasonal discounts!

Guest favourite

Cabin in Killington

4.96 out of 5 average rating, 24 reviews

Luxury Ski Cabin, 2 bedrooms, den & 3 bathrooms

This luxury residence on Killington Mountain is merely a 400-yard walk to the closest ski trail or a short 5-minute drive to the principal ski bases, along with the resort's array of bars, eateries, and retail outlets. It features an indoor jacuzzi, a spacious living/kitchen area bathed in natural light. A variety of summer pursuits, including golf, hiking, mountain biking, and canoeing, are conveniently accessible within minutes from the home. Plus, the property welcomes pets.

Guest favourite

Rental unit in Pittsford

4.96 out of 5 average rating, 26 reviews

Norm's Place

Located in historic Pittsford Vermont, come stay in our newly renovated private unit. Close to Killington and Pico for skiing, the Mountain Top Inn , The Brandon Inn and Lilac Inn for weddings and events. Walking distance to the Pittsford Recreation center and walking trails. Convenient to swimming at the Chittenden reservoir or State Parks. Lots of opportunities for hiking and experiencing local breweries. Come see what our beautiful state has to offer!

Guest favourite

Home in Cavendish

4.95 out of 5 average rating, 19 reviews

Charming 3BR 1Bth New England Cape- Experience VT!

Relax with the whole family, or friends at this peaceful place to stay. Close to many local ski resorts, hiking trails, trophy fishing in the Black River off Route 131! Close to Ludlow And Historic Windsor and Woodstock VT! Only a 10 minute drive to Okemo Mountain and Jackson Gore! 30 Minutes to Killington Mountain and Magic Mountain 40 Minutes to Bromley Mountain Accessible to the natural beauty of Vermont!

Guest favourite

Home in Killington

5 out of 5 average rating, 13 reviews

Killington Retreat

The whole group will enjoy easy access to everything from this bright, spacious and airy 5 bedroom, 5 bath (3 full & 2 half) vacation rental! Less than 1 mile to shopping and restaurants, and less than 3 miles to Snowshed and Rams Head, yet nestled in a quiet wooded neighborhood. This home features all the space, amenities, and conveniences for a peaceful and fun time away with friends and family!

Guest favourite

Condo in Killington

5 out of 5 average rating, 6 reviews

Modern Comfort in The Woods – 2BD/2BA Dog-Friendly

This newly renovated 2-bedroom, 2-bathroom home in Killington’s luxury The Woods complex offers a spacious living room, fully equipped kitchen, and wood-burning fireplace. Guests enjoy premium amenities like an indoor pool and spa. Dog-friendly with ample open space for walks. Perfect for a relaxing getaway in Killington, with a new kitchen, bath, floors, and furniture for ultimate comfort.

Superhost

Home in Hartford

4.78 out of 5 average rating, 9 reviews

New! Pet friendly mountain side home with 3br/2ba

Escape to our pet-friendly lodge in Quechee, Vermont. Our two-story rental is perfect for nature enthusiasts, with ski hills and outdoor activities nearby. Relax in the well-appointed living room or work from the designated office space. Enjoy a quiet moment with a book from the curated library. Our brand new kitchen is fully equipped for cooking. kids will love it.