Holiday rentals in Killington

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Top-rated holiday rentals in Killington

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Top guest favourite
Guest suite in Stockbridge
5 out of 5 average rating, 105 reviews

Studio Suite with Vermont Style & Amazing Views

Central to Killington, Pico & Sugarbush Ski Areas. Breathtaking views. Features all Vermont has to offer in any season - Golf, Downhill & X-country Skiing, nearby VAST trails, Snowshoeing, Hiking, Trail & Road Biking. Unit is en suite w/sitting area, dining table/desk, kitchenette (no stove). Shower and toilet with ADA bars. Handicap accessible. Large closet, dresser. Streaming TV/DVD/VHS, selection of games, discs and tapes. 2 entrances - public and private. Stone patio and fire pit. Quiet.

Guest favourite
A wooden deck is featured in the foreground, leading to a small sitting area with a patterned chair beside a black side table. Lush greenery surrounds the space, providing a natural setting, while a gravel path and stacked firewood are visible in the background.
Tiny home in Clarendon
4.9 out of 5 average rating, 251 reviews

Secluded tiny house resort - DOG FRIENDLY

New tiny house, never lived in, but made to be comfortable. All amenities included: Air-condition, heat, WiFi, TV with cable, shower, tub, dry toilet, small full loft bed and full size couch futon, fire pit, river for swimming or fishing right out the door, small refrigerator, microwave, hot plate, toaster.ear three ski resorts (Killington, Okemo, Pico), Appalachian Long Trail two miles away, swinging bridge on trail beginning, White Rock hiking, lakes near for paddle boarding. Hot tub shared.

Top guest favourite
A cozy living area features a deep leather sofa positioned near a stone fireplace. A large window opens to the balcony, inviting natural light. A TV is mounted above a wooden mantle, and a small table and chair provide a space for work or dining.
Apartment in Killington
4.99 out of 5 average rating, 136 reviews

Elegant Alpine Condo

Newly renovated 1-bedroom Whiffletree condo with an upscale alpine feel—just minutes from the slopes, access road, and snow tubing. Fully stocked with essentials and includes a ski locker for your gear. Shuttle in/out service available weekends (Dec–April), or ski home when conditions allow (check Killington trail status). Sleeps up to 4 with a king bed and queen pullout sofa. Baby Pack & Play crib, mattress and sheets available upon request for $50 per stay. Killington Reg #007718

Top guest favourite
The historic Italianate home features a white exterior, with classic green shutters adorning tall windows. A spacious porch is supported by graceful columns, providing numerous seating options. The surrounding yard displays mature trees, enhancing the charm of the property set against a serene backdrop.
Flat in Middletown Springs
4.89 out of 5 average rating, 272 reviews

Apartment in Vermont Historic Home

This lovely renovated 3-room apartment is attached to our 1885 Vermont italianate home, located is historic Middletown Springs, Vermont. We have been working on restoring this house, listed on Vermont's registry of historic homes, for a dozen years now. The apartment has its own entrance, full kitchen, and one spacious bedroom. The third room is a large sitting room with a shower and closet bath. Enjoy your morning coffee on the front porch, meet our chickens, and explore our garden.

Top guest favourite
A cozy living area features a mixture of seating options, including a tufted sofa and a vintage-style sofa adorned with decorative cushions. Natural wood floors enhance the warmth of the space, while artwork on the walls and a circular coffee table complete the inviting atmosphere.
Barn in Chester
4.99 out of 5 average rating, 710 reviews

Inviting studio apartment above barn in Vermont

This custom build apartment is located just 10 minutes from I91. In the winter you are 30 minutes away from some of the best skiing around. Located on 85 private acres with great views this is the perfect winter get away. In the summer you can relax by the firepit, hike in the woods, work in the gardens (just kidding), collect breakfast from the chickens or visit some of the local breweries. I am as close or as far away as you would like me to be with my house right next door.

Top guest favourite
The exterior of the Austrian-style home is blanketed in fresh snow, highlighting its unique architectural features. Ice-tinged trees surround the property, while the American flag is prominently displayed. A serene mountain backdrop completes the winter landscape.
Flat in Killington
4.9 out of 5 average rating, 156 reviews

Killington VT Chalet - Lower apartment

Entire lower apt of Austrian Style home in Killington across from Pico Mtn offers beautiful views in a quiet setting with preserved forest and the Appalachian & Long Trail in our backyard. Only 2 miles to Killington Access Road. The apartment is the lower unit, owners occupy the upper unit. We are a ski family and are up early each morning. Previous reviews REQUIRED, no 3rd-party bookings. No partiers, smokers, or loud gatherings. No pets including service animals.

Top guest favourite
A cozy cabin is nestled among the trees, showcasing a rustic wooden exterior with large windows. It overlooks a gentle slope covered in green grass and wild plants, with sunlight filtering through the canopy above, creating a serene and inviting atmosphere.
Guest house in Woodstock
4.98 out of 5 average rating, 279 reviews

Cozy Little Spot (Self Check-in)

Contactless check-in. Cozy guest house, cabin-studio-getaway; enjoy the sounds of a stream outside the window (next to the bed). Views of a larger brook below. The"Cabin"is nestled in the trees giving a feeling of floating above the brook below. The interior is decorated w/family heirlooms gathered from around the country. Nothing fancy, just a cozy simple getaway. 3.25 mi from town. Choose from a variety of activities in town or hop on nearby trails. NO PETS ALLOWED.

Top guest favourite
A warmly lit cabin emerges from the surrounding trees, framed by a quiet, snow-covered dirt road. Soft light spills from the windows, creating a welcoming glow in the tranquil, darkened landscape.
Home in Rochester
4.97 out of 5 average rating, 219 reviews

The Guest House at Sky Hollow

This quiet 120 acre hilltop house on an 1800's farm turned homestead offers high speed internet, hiking and mountain bike trails, a swimming pond, X-C ski, and sauna. Only miles from renowned New England ski resorts, and featuring 2 bedrooms, 1.5 baths, a full kitchen, an open floor plan, and a small backyard right beside a brook, the guest house is quiet and private, the perfect retreat for a cozy weekend with outdoor adventures and creature comforts!

Top guest favourite
A spacious living area features a light grey sectional sofa with cozy throw pillows. Natural light floods in through large glass doors that open to the yard, while a modern ceiling fan hangs above. A rug defines the seating arrangement, and simple decor adds warmth.
Cabin in Rochester
4.95 out of 5 average rating, 491 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.

Superhost
A vibrant bedroom features floral wallpaper and peach curtains. A spacious bed adorned with colorful pillows is positioned against one wall. Two windows allow natural light to fill the room. The pink door adds a cheerful touch, while a cozy chair is placed nearby.
Flat in Rutland
4.83 out of 5 average rating, 236 reviews

Baby Queens Barbie-core Studio Apt (dog friendly)

Enjoy a stylish experience at this centrally-located place. This studio apartment is perfect for the solo traveller or couple. The queen bed is super comfy. Brand new and renovated throughout. The kitchen is stocked for basic cooking. I'll make sure there is always coffee and cream for you. Pets are welcome if they do not get up on the furniture. It's easy access to downtown Rutland to enjoy yoga studios, restaurants, and coffee shops.

Top guest favourite
The exterior of a traditional white house features a spacious covered porch lined with wooden railings and supported by columns. Potted plants and hanging baskets add greenery, while the entrance is framed by multiple windows. A gravel driveway leads up to the porch.
Flat in Rutland
4.96 out of 5 average rating, 653 reviews

Your home away from home

Another glorious time of year in Vermont! Our house is close to the mountains (Killington, Pico, Okemo). You'll love our space for its central location to lakes, hiking, skiing, golf, restaurants and dining, downtown, art and culture, shopping and medical facilities.This first floor apartment with its home-like atmosphere has a separate entrance. It is good for couples, small families, solo adventurers, and business travelers.

Top guest favourite
Flat in Poultney
4.94 out of 5 average rating, 376 reviews

Cozy Poultney Village Apartment

I enjoy booking my two-story in-law apartment with a private entrance, which is attached to my 1850 Poultney Village home. I am located a block from Main Street with shops, books, and eateries. I am in the lakes region of Vermont, close to both Lake St. Catherine and Lake Bomoseen. Killington is 35 miles away. We am also located a mile from the NY border and the entrance to Lake George and the Adirondacks.

Popular amenities for Killington holiday rentals

When is the best time to visit Killington?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price€ 322€ 349€ 259€ 182€ 166€ 158€ 165€ 164€ 167€ 183€ 194€ 272
Avg. temp-7°C-6°C0°C7°C14°C18°C21°C20°C15°C9°C3°C-3°C

Frequently Asked Questions

  • What are the best places to stay in Killington?

    Killington has lodging near the resort base area, along the mountain access road, and in wooded neighborhoods around the village. Options range from chalets and cabins to condos suitable for families, groups, or solo travelers.

  • What are the best things to do in Killington with kids?

    Families can explore the Killington Adventure Center with mountain coasters and ropes courses, enjoy nature walks in Gifford Woods State Park, or take scenic chairlift rides. In winter, snow tubing and beginner ski lessons are often popular.

  • What are some of the best things to do in Killington?

    Explore skiing or snowboarding at Killington Resort, hike local nature trails like the Appalachian Trail, or relax at a nearby spa. In summer and fall, mountain biking and lift-served sightseeing are frequently suggested.

  • How is the weather in Killington?

    Killington has cold winters with temperatures from 10–35°F (-12–2°C), and snowy conditions are common. Summers are mild, with daytime highs typically near 77–82°F (25–28°C), while spring and fall bring shifting weather and mountain breezes.

  • When is the best time to visit Killington?

    Late spring through early fall is often recommended for hiking, biking, and panoramic mountain views, while winter attracts visitors for skiing and snowboarding. Autumn draws those interested in foliage, with vibrant colors around the hills.

  • What are the best places to visit in Killington?

    Killington Resort is frequently suggested for outdoor activities, and nearby Gifford Woods State Park is known for its forested trails. The historic Appalachian Trail also passes near town, attracting hikers year-round.

  • What are some hiking trails in Killington?

    Hikers often explore the Appalachian Trail section near Killington, the scenic Thundering Falls Trail, and the forested paths of Gifford Woods State Park. Trails vary from gentle walks to steeper climbs with rewarding views.

  • What are some family activities we can do in Killington?

    Families can explore scenic chairlift rides, beginner-friendly nature trails, and mountain biking at the Killington Resort area. Mini golf, adventure parks, and nature centers around town are also popular with kids.

  • What are some of the best day trip ideas from Killington?

    Around Killington, visitors often explore covered bridges, craft breweries, and small mountain towns known for art galleries and antique shops. Outdoor enthusiasts can discover state parks, tranquil lakes, or scenic drives through Vermont countryside.

  • Are there any pet friendly accommodations available in Killington?

    Killington has a variety of pet-friendly vacation rentals and lodges, especially near mountain trails and the resort area. It is a good idea to confirm pet guidelines with your host before booking.

  • What are some local tips for visiting Killington?

    Layered clothing is helpful, as the weather can shift quickly, especially near the mountains. Locals often suggest exploring less-trafficked hiking paths and booking popular activities in advance during peak seasons.

  • What is Killington known for?

    Killington is widely known for its extensive ski area, often called The Beast of the East, and vibrant mountain recreation throughout the year. Mountain biking, hiking, and autumn foliage also draw visitors.

  • What are the best hidden gems to explore in Killington?

    Roaring Brook Trail is frequently suggested for those looking for a quieter hike with waterfall views. Local shops and roadside maple stands around Killington reveal Vermont crafts and flavors away from the main resort area.

  • What are the best foods to try in Killington?

    Seasonal Vermont maple syrup features in local breakfasts, while farm-fresh cheeses and apple cider are regional favorites. Many visitors enjoy classic comfort dishes, including New England clam chowder and locally made ice cream.

  • What should I bring for a trip to Killington?

    Pack weather-appropriate layers, waterproof outerwear, and comfortable walking shoes or boots. In winter, insulated jackets, gloves, and hats are useful, while hiking boots and sun protection help during warmer months.

  • What is the nightlife in Killington like?

    Killington's nightlife centers around casual après-ski bars, live music venues, and restaurants with local craft brews. During ski season and summer weekends, some spots feature guest bands or DJ sets, creating an energetic, welcoming vibe.

  • What are the most popular events or festivals in Killington?

    Killington has large ski and snowboard competitions in winter, mountain bike events in summer, and frequent music festivals during warmer months. Fall foliage weekends feature seasonal markets and local food celebrations.

  • Are there family friendly vacation rentals in Killington?

    Family-friendly rentals in Killington range from cozy mountain cabins to multi-bedroom condos, many with easy access to outdoor activities and play areas. Hosts often provide extra amenities for guests traveling with children.

Quick stats about holiday rentals in Killington

  • Total holiday rentals

    Explore 1,010 holiday rentals in Killington

  • Nightly prices starting at

    Killington holiday rentals start at € 59 per night before taxes and fees

  • Verified guest reviews

    Over 36,340 verified reviews to help you choose

  • Family-friendly holiday rentals

    700 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 200 rentals that welcome pets

  • Holiday rentals with a pool

    480 properties feature pools

  • Rentals with dedicated workspaces

    370 properties have a dedicated workspace

  • Wifi availability

    1,010 of Killington holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Free parking on premises and Gym across Killington rentals

  • 4.8 Average rating

    Killington stays are highly rated by guests – averaging 4.8 out of 5!

Destinations to explore

  1. Airbnb
  2. United States
  3. Vermont
  4. Rutland County
  5. Killington