Killington vacation rentals

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Popular amenities for Killington vacation rentals

Stay near Killington's top sights

Pico Mountain Ski Resort100 locals recommend
Sushi Yoshi81 locals recommend
Wobbly Barn74 locals recommend
The Lookout Tavern73 locals recommend
The Garlic73 locals recommend
The Foundry at Summit Pond67 locals recommend

Killington house rentals

Guest favorite
Home in Rutland
4.81 out of 5 average rating, 347 reviews

Home Sweet Home

JeffRating, 5 stars2 weeks ago
We enjoyed our stay immensely! We visit Rutland often and will continue to stay here as long as it is available! Everything was better than anticipated!
Superhost
The charming exterior of a farmhouse is surrounded by lush greenery, featuring a pale blue façade and a welcoming pink door. Dense foliage and colorful flowering plants enhance the inviting approach to the home, set against a peaceful landscape.
Home in Londonderry
4.94 out of 5 average rating, 174 reviews

Clean, Captivating VT Farmhouse near Stratton!

JamesRating, 5 stars2 months ago
Great house, amazing location near Stratton, and Matthew was just great. He was super communicative, and went above and beyond to make sure we were happy with our stay. We'd love to return again.
Superhost
The home features a modern design with dark siding and multiple large windows. A spacious, sunlit deck extends from the house, adorned with lounge chairs. Surrounding greenery and landscaped areas provide a natural contrast to the structure.
Home in Waitsfield
5 out of 5 average rating, 3 reviews

FULL HOUSE w/HOT TUB - Waitsfield Common

LauraRating, 5 stars6 months ago
This home is beautiful, spacious and is surrounded by nature. The backyard had a huge deck with a tree lined backyard and you can hardly see the next neighbour. There are rolling hills and cows in the next pasture. So serene. The house has lots of room in the main area for our family, it never felt crowded. The kitchen looks better then the pictures, with a huge island and the entire house is fully stocked. You can tell this is not just a rental as it had more then we expected to live comfortably. She was also kind enough to bring us some baby items. The location is great as wherever you turn it's beautiful but also within driving distance to Stowe. The local towns are really cute too. Our family really enjoyed our time here.
Guest favorite
A shaded outdoor area features a tree with two swings, one being a macrame-style chair with striped fabric. The wooden exterior of a neighboring building and a picnic table can be seen in the background, enhancing the tranquil and inviting atmosphere of the space.
Home in Mount Tabor
4.92 out of 5 average rating, 183 reviews

Spring/Summer Fun Treasures Waiting

JustinRating, 5 stars2 months ago
Great place. Was a bit further from Stratton but close to Manchester and Rutland for food options. It is check in with the hosts - clearly in the instructions - which I overlooked upon booking. The place was just as described and the event brought over blueberry muffins which was a nice touch.
Superhost
A stylish living area features a black sofa adorned with colorful pillows. A round coffee table sits on a textured rug, accompanied by a glass of sparkling water. A vintage poster is displayed on the wall, and natural light illuminates the space from nearby windows.
Home in Jamaica
4.94 out of 5 average rating, 173 reviews

Cozy Riverfront Home in beautiful Jamaica

CaseyRating, 5 stars1 month ago
Great place. Very isolated and a beautiful location but still has all the creature comforts. The deck, view, and space are amazing. Fast WiFi, 2 bathrooms, and a dishwasher with garbage disposal are really cool in a rustic location like this. The wood fires hot tub was obviously the star of the show. Clear instructions and good communication for everything. The gas grill and gas fire pit were nice. Every thing was comfortable and great. Stress free. Hope to stay here again, thanks for everything.
Guest favorite
A spacious living area features a stone fireplace as a focal point. Comfortable seating is arranged around a coffee table, with a neutral rug underfoot. Natural light is welcomed through large windows, enhancing the warm ambiance of the room.
Home in Enfield
4.95 out of 5 average rating, 101 reviews

Quiet lakeside retreat with private dock.

ElizabethRating, 5 stars2 months ago
This is a lovely place for a get-away time. It's very comfortably furnished, spotless, and in a beautiful area. The kitchen is one of the most adequately equipped of any Airbnb place we have stayed in. The hosts are super responsive and helpful!
Top guest favorite
The exterior of a large, two-and-a-half-story mill house is showcased, featuring distinctive green shingles and a steep roof. A white railing leads to a welcoming front porch. An American flag hangs near the entrance, and flowerpots are placed along the facade.
Home in Ticonderoga
4.97 out of 5 average rating, 184 reviews

Ti Mill House

DavidRating, 5 stars6 months ago
Our experience of Philip's place was great. Easy to get to, get in, find the things we needed. Great amenities, shampoos, soaps, snacks, teas, coffee. Heat was on when we arrived, which made it feel that much more welcoming. Was perfect!
Top guest favorite
The exterior of a two-story house is presented, featuring a white facade with dark green shrubbery and flowering plants at the front. A red door is centrally positioned, flanked by several windows. The property is set against a backdrop of partially cloudy skies and trees.
Home in Dorset
4.89 out of 5 average rating, 53 reviews

Huge Vermont Home for the Holidays- Deal

BarbaraRating, 5 stars7 months ago
We were in town for a family wedding! Our son got married in Dorset, the house was very spacious. We had 7 adults staying at the house! Everything was great! John had an Apple Pie waiting in the kitchen for us on our arrival! Went great with a nice cup of tea! The house was beautiful! We even had the pleasure of seeing the train pass by only minutes after arriving! Great hosts!

Ski-in/ski-out vacation rentals in Killington

Superhost
A snow-covered path leads to a two-story home nestled among trees. The exterior features large windows and a welcoming balcony. Snow blankets the ground, with a ski trail visible in the background, creating easy access to the slopes.
Townhouse in Stratton
4.77 out of 5 average rating, 48 reviews

Ski In / Ski Out 4BR / 3BA Private Hot Tub and sha

EricaRating, 5 stars1 month ago
This is the best location ski house with a major trail right in the backyard. It’s tough with spring skiing to have confidence that the ski out trail and lift would be open but this one was mid-March! The house itself was perfect for 2 families. Lots of rooms and comfortable bed. Loved the kitchen and dining area - great coffee maker and convection toaster oven made breakfast super quick and convenient. The hot tub was amazing. Kids loved it after a long day of skiing, adults loved it after a long day of parenting. Had a great mudroom entrance for dropping all the ski stuff and not get the rest of the house dirty. One thing I really appreciated was that the house had a lot of towels.
Guest favorite
A dining area is featured with a wooden table set for six, complemented by dark blue napkins. A stone fireplace serves as a warm backdrop, while a vibrant wall art depicting trees adds a touch of color. Natural light enhances the inviting atmosphere.
Condo in Killington
4.95 out of 5 average rating, 105 reviews

⭐️Cozy Ski On/Ski Off 2-Bed/Bath w/Fireplace

PatriciaRating, 5 stars1 month ago
This space was perfect for our family. With walking distance to the entrance of the slopes, this location was ideal for our ski getaway. I appreciated the small touches that made this experience feel luxurious, the provided coffee, wine, wood for the usable fire place. The beds were comfortable and the space was spacious. We would definitely visit Jim’s place again!
Guest favorite
An aerial view showcases the snow-covered landscape surrounding Sugarbush Village, highlighting the proximity of the condos to the slopes. A mix of wooded areas and residential buildings is visible, with the resort nestled amidst the mountains in the background.
Condo in Warren
4.86 out of 5 average rating, 101 reviews

Sugarbush Mountainside Retreat - Ski in Ski out

MikeRating, 5 stars1 month ago
This was my second stay at Tom's place at Sugarbush. Location is top notch. Well situated on the mountain. Ski on Ski off (short walk to the trail) but walkable, even with kids. Its a great location nearby a few restaurants and Mountainside Ski Shop. Parking is easy. Loading in & out very easy. Its very comfortable, clean, and the kitchen is well stocked with anything you'll need to cook while you're there. Bonus, upstairs bedroom window has a great view of the mountain. I would gladly stay there again & again.
Guest favorite
A snow-covered landscape features a modern condo complex with multiple floors and balconies. Skiers are seen gliding down the slope in the foreground, while the mountainous backdrop adds to the winter atmosphere.
Condo in Stratton
4.94 out of 5 average rating, 170 reviews

Updated Ski in/Ski out Stratton Condo!

CelesteRating, 5 stars3 weeks ago
Caitlyn An excellent host quick to respond despite moving with her babies the same day as my trip! She was accommodating and provided a clear quick easy in from my late night travel. Her space is large and spacious with great set up lighting and comfortable and clean bedding. Loved the couch bedding set up! The entrance allowed ease to store the ski stuff so roomy keeping the living space free of the typical ski vacay clutter! The bathroom shower temp and pressure with soft towel and wash cloths provided with soap, and shampoo and conditioner gave a nice end of the day relax. Plenty of blankets for layering that may be needed. Kitchen appointed well with a good stove and oven easy to use and to easy prepare with pans and utensils for cooking, plenty of silver ware and plates glasses and plates that i truly appreciated. Couldn't use the ski in/ ski out as that lift was this late int eh season but how easy was it to scoot down in 2 min! Will be my stratton stay always onward!
Guest favorite
The exterior of the Pico Mountain ski resort building is visible, featuring a sloped roof and a green sign. Surrounding mountains and a clear sky create a serene backdrop. A wooden ramp leads to the entrance, providing access to the lodge.
Condo in Rutland
4.94 out of 5 average rating, 107 reviews

Ski on Ski off killington/ Pico mountain condo

VictoriaRating, 5 stars2 months ago
I wanted to take my 3 children on a ski trip as a single mom. The location and Blaine's communication and clear instructions made it a seamless trip. The condo is right at Pico Mountain and just a short 10-15 minute car ride to Killington, with lots of restaurant choices close by. The condo is beautifully decorated and made it a cozy space to relax after spending a day on the mountains. The location made it such an easy ski trip that I would definitely stay longer next time!
Superhost
A view from the ground floor unit showcases a lush, green lawn bordered by rocky outcrops. Sparse trees dot the landscape, with mountains rising in the background under a partly cloudy sky. The exterior of the neighboring building is visible to the right.
Condo in Killington
4.82 out of 5 average rating, 257 reviews

Ski, Ride, Walk On/Off Condo On Pico at Killington

ZacharyRating, 5 stars2 months ago
Great location for pico mountain. The ski on ski off was pretty easy to find and nicely located. The location is slightly less ideal for killington, as you need to take a shuttle that has multiple stops. We also ended up on a bigger bus to take us back from Killington and the drop off was on the main road, which was a bit difficult to walk on in our snow gear. Overall, nice apartment and perfect for my group of friends.
Guest favorite
A snowy scene showcases the entrance sign for Sugarbush Village, with buildings partially visible in the background. The multi-story condominium is partially illuminated, and snow-covered trees frame the pathway leading into the village.
Apartment in Warren
4.89 out of 5 average rating, 28 reviews

Sugarbush Ski in/ski out Lincoln Peak 1bdrm 2beds

KishRating, 5 stars1 month ago
Great place very close to the slopes at Lincoln base. Super close to grab breakfast in the morning without having to park in the lots.
Superhost
Condo in Londonderry
4.93 out of 5 average rating, 29 reviews

Magic Mountain Trailside Condo Ski In / Ski Out

LauraRating, 5 stars2 months ago
Great place. I’d definitely stay there again. No complaints about the unit or location. —Fun mountain We got lucky with a powder day! If the beginner slope had been open it would’ve been “Ski in -Ski out” but it wasn’t, so we had a hike to get back to the place. —A skier suggested that I duck under the rope, but I wasn’t familiar with the mountain so I wasn’t comfortable doing that. -It should be mentioned since his unit is @ the Top of the slope and you have to hike it with your gear. I was fine, but it might not be ok for everyone. I guess sometimes you have to break the rules!!🤷🏻‍♀️ I’d recommend Tony’s place!

Ski-in/ski-out houses in Killington

Top guest favorite
A two-story log house is set among trees with snow covering the ground. A wide wooden deck features multiple chairs, and a door is visible on the base level. The structure showcases earthy tones and has a circular window above the entrance, enhancing its rustic appearance.
Home in Roxbury
4.92 out of 5 average rating, 199 reviews

Captain Tom's Cabin - Secluded Vermont Getaway

AnjaRating, 5 stars1 month ago
Captain's Tom Cabin is lovely place to stay at the Green Mountains. The view towards the Long Trail from the patio is an amazing place to watch the sun coming down. The cabin has everything what you need, it is warm and cozy, feels like home. Claire is very detailed in direction and cares about her visitors. I really enjoyed the welcome Russian sweet and sour soup and the cookies as well. Thanks for letting me stay with my cat, most host do no want to have cats, even advertise "pet friendley". If you arrive with your dog, there is plenty of acres to explore. Thank you Claire, we definitely will come back.
Guest favorite
A spacious bed is dressed in a quilt featuring soft pastel colors and patterns. Two pillows rest at the head, with a patterned throw blanket draped across the bed. In the background, a partially visible bathroom is seen through an open doorway.
Home in Warren
4.92 out of 5 average rating, 206 reviews

Beautiful guesthouse -perfect for long stays

BriannaRating, 5 stars6 months ago
Very nice host !! Airbnb was very cozy and accessible, would highly recommend :)
Guest favorite
A modern farmhouse exterior showcases a stone chimney and a sleek metal roof. An inviting covered porch is furnished with a dining table and chairs, providing a tranquil space to enjoy the expansive mountain views and surrounding greenery.
Home in Rochester
4.97 out of 5 average rating, 143 reviews

Modern Farmhouse on 25 Acres - Superb Views

BrandonRating, 5 stars1 week ago
We had a quiet stay at the Farmhouse. Very peaceful and quiet location. Lots of space for our dog to roam. The house is very nice and clean. We enjoyed having coffee and looking out across the fields, reading, and cooking. It’s near the small village of Rochester with a few restaurants and otherwise we explored neighboring towns like Middlebury, Waitsfield, Stowe, and Montpelier.
Top guest favorite
Home in Killington
4.99 out of 5 average rating, 145 reviews

DoubleDen - AC, Hot Tub, Game Room, Fire Pit

TaylorRating, 5 stars1 month ago
Dan & Holly’s place was the perfect Killington getaway! Ample space for our big crowd, very clean and well kept, very responsive hosts, and the perfect location for everything you need to do in Killington! Their guidebook also came as a wonderful resource for all things in the area! Would definitely stay again
Guest favorite
A cozy fire pit is surrounded by stone, situated in the foreground of a spacious lawn. In the background, a modern chalet features large windows and a combination of wood and stone siding, framed by colorful autumn foliage.
Home in Winhall
4.95 out of 5 average rating, 137 reviews

Summit View Ski and Golf Retreat w/hot tub & Sauna

JillRating, 5 stars1 week ago
We came up to celebrate a 40th birthday. Jason’s home was absolutely beautiful and exactly what we were looking for. We had a great time relaxing playing games and soaking in the hot tub. Pictures of Stratton Mountain do not do it justice, it’s so much closer in person and stunning. We loved the fireplace indoors and the outdoor fire pit. We had great weather so we were able to utilize the fire pit and then fireplace at night when it was chilly. Very cozy vibes! We would absolutely recommend this gem and would love to come back! Also, Pearl’s Place Southern Kitchen was delicious, get the bbq!
Superhost
A quaint, modern condo is shown amidst a winter landscape, surrounded by snow-covered trees. A wooden deck is visible at the front, complemented by large windows that allow natural light to enter, creating a connection between indoor comfort and outdoor scenery.
Home in Warren
4.82 out of 5 average rating, 117 reviews

Charming Sugarbush Standalone Condo

PerryRating, 5 stars1 month ago
Great location and lots of space. We were able to ski in/out (look for "Cliff's Road" sign when skiing back) fairly easily, which was nice. Would definitely stay here again. Thanks!
Guest favorite
A spacious living area features a large sectional sofa positioned to take in views through floor-to-ceiling windows. A coffee table sits in the middle, complemented by wooden dining chairs and a table in the background. Natural light enhances the wood-paneled ceiling.
Home in Warren
4.9 out of 5 average rating, 103 reviews

4br, 3ba with 2 master bedrooms, Sauna, Hot Tub

PaulRating, 5 stars1 month ago
Sugarbush Ski House Our stay at this besutiful Airbnb ski house in Sugarbush, Vermont, was nothing short of spectacular. From the moment we arrived, we were impressed by the spacious, modern design and the thoughtful details that made this home a great place for a family trip. The house has nice open floor plan with great views both from in the house and a large deck on the outside. The living room was very comfortable with space for all including two dogs. The kitchen is modern and has great appliances, supplies, and prep area. The bedrooms were large with comfortable beds and modern bathrooms. The other amenities were top-notch. The sauna and hot tub were absolute luxuries after a long day on the slopes, providing the ultimate relaxation experience. Everything was impeccably clean and well-maintained, adding to the overall comfort and ease of our stay. If you’re planning a trip to Sugarbush, this house is not to be missed. Definitely a five star house!!
Superhost
Home in Sharon
4.92 out of 5 average rating, 112 reviews

Authentic farm house - experience the VT farm life

TravisRating, 5 stars1 week ago
We enjoyed our cozy stay in Sharon, Vermont, and really appreciated the setting in the farm country. The house is well-maintained for its age and very clean. It was a perfect place to rest and sleep on our family vacation.

Quick stats about vacation rentals in Killington

  • Total rentals

    1K properties

  • Nightly prices starting at

    $60 before taxes and fees

  • Total number of reviews

    36K reviews

  • Family-friendly rentals

    710 properties are a good fit for families

  • Pet-friendly rentals

    180 properties allow pets

  • Rentals with a pool

    490 properties have a pool

Your guide to Killington

All About Killington

Situated in the Green Mountains of central Vermont, the town of Killington may be on the smaller side, but it has a lot to offer when it comes to year-round outdoor activities. The snow-covered mountains make Killington a popular spot for downhill skiing and snowboarding during the winter months, but as the snow melts, the mountains are transformed with green throughout the forests and mountainsides.

While hiking and biking are popular ways to explore the stunning mountain scenery, Killington also has a 4,800-foot rollercoaster that gives riders a unique way to experience the beauty of the mountains. Although the town is known for the numerous outdoor activities visitors can enjoy throughout the year, it is anything but a sleepy mountain town — Killington’s active nightlife draws people from all over the region. Lounges, taverns, and steakhouses come alive as the sun sets, allowing for some nighttime fun before the next day of exploration begins.


The best time to stay in a vacation rental in Killington

Vermont has four distinct, and equally picturesque seasons, each bringing a different set of weather conditions. The winter months provide plenty of snowfall for Green Mountains’ many winter activities, making it a popular time for visitors to book Killington vacation rentals. Although the town is known for its excellent winter skiing, as the weather warms in April and May people ditch the skis for hiking boots and mountain bikes — but mornings can still be chilly, so bring a jacket. Summer’s heat is not too oppressive, making it an ideal time to spend as much time outdoors as you can handle, and the crisp fall weather washes through New England in late September. The area is also home to several events throughout the year. The town’s popular brewfest in September features live music and more than 80 local craft beers. In early December, you can wander among dozens of decorated trees and craft stalls at the Vermont Holiday Festival, all to the sound of holiday music.


Top things to do in Killington

Thundering Falls Trail

Just outside of town, an accessible boardwalk will lead you to a cascading waterfall, the sixth tallest in Vermont. Several trails of varying distances and difficulty levels branch off from the boardwalk. At the top of the falls, you’ll find a swimming hole for a welcome dip to cool off during the warm summer months.

Gifford Woods State Park

Located in northern Killington, Gifford Woods State Park covers 285 acres and offers numerous trails, including the Old Growth Interpretive Trail, where you can find displays along the way that tell the history of the hardwood forest and describe the characteristics of the trees found throughout. A shaded picnic spot with a play area provides a scenic place to soak up the tranquility of the forest.

Billings Farm and Museum

Billings Farm and Museum, in nearby Woodstock, has several historic barns, pastures, gardens, and a fully restored farmhouse from the late 1800s. The museum exhibits include authentic farm tools and equipment and family possessions from life on the farm in times gone by. Classes and workshops are also run throughout the year, providing visitors with the chance to learn how to pickle, make jams, can produce, and more.

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Killington?

    Yes! Work meets play with ease at over 370 vacation rentals in Killington featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Killington?

    Four-legged friends are welcome in Killington. Choose from more than 180 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in house rentals in Killington?

    Experience the best of Killington with our house rentals, starting at about $100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there Killington house rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 20 house rentals with pools in Killington, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Killington have a bbq area?

    Absolutely! We offer over 140 house rentals with a bbq area in Killington. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Killington have self check-in?

    Absolutely! We offer over 140 house rentals with self check-in in Killington. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Killington have a gym?

    Absolutely! We offer over 30 house rentals with a gym in Killington. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Killington have free parking?

    Absolutely! We offer over 210 house rentals with free parking in Killington. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Killington?

    Killington has more than 210 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for House Rentals in Killington?

    Enhance your stay in our House Rentals with the most popular amenities: over 210 homes with free parking, over 140 homes with a bbq area, over 30 homes with a gym, over 140 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore

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