Vacation rentals in Killington

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Popular amenities for Killington vacation rentals

Stay near Killington's top sights

Killington Ski Area385 locals recommend
Pico Mountain Ski Resort100 locals recommend
Sushi Yoshi81 locals recommend
Wobbly Barn74 locals recommend
The Lookout Tavern73 locals recommend
The Garlic73 locals recommend

Ski-in/ski-out vacation rentals in Killington

Top guest favorite
Home in Killington
5 out of 5 average rating, 11 reviews

Pico Ski House

ErikRating, 5 stars12 months ago
As good as Airbnb's come - the place was clean, spacious, and in very good shape. Extremely well stocked. Clear and simple instructions. Host communicated very clearly and was very responsive. We had a great time and would absolutely stay again
Guest favorite
Condo in Killington
4.95 out of 5 average rating, 103 reviews

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

DarrenRating, 5 stars4 weeks ago
James was a great host, the place was very clean and VERY close the the ski trail. Would love to stay again some day!
Top guest favorite
Condo in Stratton
4.97 out of 5 average rating, 36 reviews

Ski In/Out, Cozy 3BR Condo steps to Village

KevinRating, 5 stars3 weeks ago
We love this condo, clean, right on the mountain, and Brian is an incredible host - I’ve had at least one annoying request for each of our stays and he always replies quickly and tries to help.
Top guest favorite
Apartment in Ludlow
5 out of 5 average rating, 15 reviews

Ultimate Ski Retreat - 2 Bed Ski in/out at Okemo

JasonRating, 5 stars1 week ago
A cozy spot to host a family of five for an extended ski weekend. It was a great location. Ahmad was a great host, being both accessible and attentive.
Guest favorite
Condo in Stratton
4.94 out of 5 average rating, 164 reviews

Updated Ski in/Ski out Stratton Condo!

NicholasRating, 5 stars2 weeks ago
I have spent a bunch of time at Stratton over the years and this was the most comfortable stay I’ve had thus far. Unit was very clean, quiet, and cozy - within walking distance to Stratton Village and right next to lift access as advertised. Ober Tal is a relatively older complex, but it’s easy to see Caitlyn put a lot of effort into maintaining/upgrading/renovating the space. Caitlyn also made an effort to check in periodically and make sure everything was up to par during my stay - super responsive if I had questions as well. Would 100% stay here again!
Superhost
Home in Warren
4.82 out of 5 average rating, 116 reviews

Charming Sugarbush Standalone Condo

AlyssaRating, 5 stars2 weeks ago
Loved this place. Both couches have pull out in addition to the two bedrooms. Plenty of linens as well. Easy ski in ski off access as well.
Guest favorite
Apartment in Warren
4.88 out of 5 average rating, 26 reviews

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

WesleyRating, 5 stars3 weeks ago
We had a great stay at Sanita’s place in Sugarbush. Communication was solid, check-in easy, clean condo, location is excellent. Great value and very comfortable. The building is a bit dated and the hallways musty but we really liked the condo. My son slept in the bed and I found the sofa to be quite comfortable. The bathroom is clean and has all the amenities. Kitchen is a ‘shotgun’ style kitchen but has all sorts of accoutrements to cook if you wish. The washer/dryer in the complex takes quarters but Sugarbush is a cashless resort now, hmmm. Easy 50 yard walk up to a couple of restaurants and then another 4 minute walk to Lincoln base/lifts. Overall very happy with our long weekend.
Guest favorite
Condo in Killington
4.96 out of 5 average rating, 140 reviews

#45 Luxury Ski & Summer Condo with Private Sauna

TaniaRating, 5 stars2 weeks ago
Alexandro was very helpful and proactive. We contacted him with a washer issue and he had someone come to fix it right away. Amazing ski on ski off accommodation!

Pet-friendly vacation rentals in Killington

Guest favorite
Home in Plymouth
4.95 out of 5 average rating, 248 reviews

Top of the World! Jacuzzi! Private Hiking Trails!

ElizabethRating, 5 stars3 weeks ago
Fantastic place with amazing views for a family ski vacation to Killington. Easy drive to and from the slopes. The hot tub was amazing after a long day of skiing. The views were second to none from both the house and relaxing from the hot tub. Would definitely stay again!
Superhost
Home in Mendon
4.93 out of 5 average rating, 15 reviews

Cute & cozy 2 bedroom home.

Tiffany Wang Rating, 5 stars3 days ago
Jennifer is really nice! She gave us some helpful advices and helped us to ask local about our first trip to VT. Her place was cute and cozy! Close to green mountain hiking trails and Rutland!
Guest favorite
Cottage in Hartland
4.93 out of 5 average rating, 114 reviews

Adorable Dog Friendly Cottage w/FIOS

DanielRating, 5 stars1 week ago
Came up for a weekend of snowboarding at Pico. Despite it being 40min away it was no issue whatsoever, its a nice ride and felt way shorter. The property was exactly as described and I would absolutely recommend this property. Oh one more thing......LOVED THE DOGS!!!!!!
Top guest favorite
Home in New Haven
5 out of 5 average rating, 114 reviews

Beautiful timber frame just minutes to Middlebury!

DavidRating, 5 stars1 week ago
Rich's place was clean, well kept, has everything you need, and very cozy. Our dog loved having the open field to roam.
Guest favorite
Cabin in Danby
4.89 out of 5 average rating, 293 reviews

So Vt Cabin Mt Tabor Treasure

FavyanRating, 5 stars6 days ago
What wonderful stay. It's got enough sleep space for a small family but his time it was just me by myself. All the comforts needed and extras including snacks and even a surprise delivery of homemade muffins! The area is wonderful. This was my first time in Vermont. The trails are gorgeous. Had dinner at the Rustic Chicken and i tell you what, it was like eating in the home of a very large family. Everyone knew each other and it was hard not to get roped into the discussions. Thank you, L+T, for the stay. I'll be back in the area soon!
Guest favorite
Home in Rochester
4.95 out of 5 average rating, 196 reviews

The McKinley House

GarethRating, 5 stars2 weeks ago
We had a great stay, lovely welcoming home and great location - short walking distance to nice places in town and 30min drive to either Sugarbush or Killington/Pico. Thank you!
Guest favorite
Guesthouse in Vershire
4.93 out of 5 average rating, 278 reviews

The Peaceable Kingdom

NovakRating, 5 stars3 months ago
My wife and I loved our stay in Amy’s guesthouse. Amy reached out ahead of time to clarify directions to the property, and they were very clear to follow. We also downloaded a map of the area ahead of time. It was a snowy weekend in Vermont, but the long driveway to Amy’s was plowed and ready for our arrival! The guesthouse was unlocked and the heat was on. A partially finished puzzle was on the coffee table, beckoning our attention. The kitchen was well stocked with cookware and dinnerware. The entire property was very cute and exactly what we were looking for to decompress in the outdoors. We travel with our dog and cat, and were grateful for Amy to allow us all to enjoy her guesthouse for a long weekend. Thank you!
Guest favorite
Tiny home in Clarendon
4.9 out of 5 average rating, 220 reviews

Secluded tiny house resort - DOG FRIENDLY

CarlRating, 5 stars3 days ago
We had such a great time and perfect ski trip stay here. Lizabeth was a wonderful host .The hot tub was great after being on the slopes and the backyard with the river flowing was also scenic and relaying. We look forward to coming back!

Other great vacation rentals in Killington

Guest favorite
Townhouse in Winhall
4.96 out of 5 average rating, 25 reviews

New! Vermont Getaway! Stratton - close to skiing!

KatherynRating, 5 stars1 month ago
Excellent location with great parking in a well maintained condo. We had seven people and everyone felt really comfortable. We were able to cook a meal easily and watch a movie after skiing with the family. The rooms are the perfect size and the views are so peaceful. Only a four min drive to Stratton, so it made our weekend simple.
Guest favorite
Home in Woodstock
4.92 out of 5 average rating, 25 reviews

Great Maples

CatherineRating, 5 stars2 weeks ago
We loved our stay at Great Maples and are already thinking about booking another trip. We shared the house with another young family, and it worked out great. Plenty of space, clean, and beautiful. Private and relaxing but also lots of fun activities in neighboring towns. It even had a playroom and lots of books and toys for our kids. We can’t wait to go back!
Superhost
Home in Manchester
4.86 out of 5 average rating, 35 reviews

Your VT Ski House: Fireplace, Indoor Pool, Dogs

AtulRating, 5 stars7 months ago
Beautiful area great amenity. Wish there was 1/2 bath downstairs. That was the only inconvenience.
Guest favorite
Home in Newport
4.9 out of 5 average rating, 86 reviews

Berry Mountain Lodge: Mountain Views by Lake & Ski

DaraRating, 5 stars3 weeks ago
We had a wonderful stay at this home! The house is VERY large - it worked perfectly for two families for a ski weekend and could have accommodated more! The kitchen was well-equipped and there is a nice big table for family meals. The beds and linens were comfortable, and the gas fireplace was a nice bonus. Our kids loved the game room! Easy 10 minute drive to Mt. Sunapee even in snowy conditions. We will be back!
Top guest favorite
Home in Plymouth
5 out of 5 average rating, 16 reviews

Luxury Modern Cabin near Okemo & Killington

TariQRating, 5 stars6 days ago
Stephanie was an Incredible host! The listing matched her description and the property looked even better upon checking in. Stephanie maintains this property really well and I couldn’t have felt any more at home. The home was clean and had a perfect cozy feeling to it. In addition, this was really close to the mountain, which made the getaway even better. I enjoyed the privacy and waking up to a nice snow dusting before my trip to the mountain. I highly suggested staying at Stephanie’s property if you’re looking for a quick getaway. I certainly will be looking to book again soon. Thank you Stephanie!
Superhost
Home in Jamaica
4.78 out of 5 average rating, 54 reviews

Green Mountain A-Frame with HOT TUB near Stratton

JessicaRating, 5 stars2 months ago
Place is great! Super cute and Vermont-y vibe, super close to Stratton lots of open space for all your skis and stuff when you walk in. Great fireplace and cozy couch to relax. Would definitely return.
Top guest favorite
Home in Warren
4.97 out of 5 average rating, 38 reviews

Private Home with Hot Tub 1 mile from Sugarbush

TaroRating, 5 stars1 week ago
Don's place was great for our family getaway! Plenty of bedrooms and space for everyone. We loved the extra sunroom, the hot tub, sledding outside and Don even helped ship my dad's bag that he left behind back home to him... Oh, and you're minutes from the slopes! Thanks Don!
Superhost
Tiny home in Fort Edward
4.86 out of 5 average rating, 58 reviews

Tiny Home In Paradise “The Big Dipper”

AlannaRating, 5 stars8 months ago
If you’re looking for a quiet place to get away for the weekend, look no further!! Pete was so nice and incredibly responsive. My fiancée and I will definitely be staying here again!

Quick stats about vacation rentals in Killington

  • Total rentals

    1K properties

  • Nightly prices starting at

    $80 before taxes and fees

  • Total number of reviews

    33K reviews

  • Family-friendly rentals

    710 properties are a good fit for families

  • Pet-friendly rentals

    170 properties allow pets

  • Rentals with a pool

    480 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 380 vacation rentals in Killington featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • How much does it cost to stay in bed and breakfast rentals in Killington?

    Experience the best of Killington with our bed and breakfast rentals, starting at about $140 per day, before taxes and fees. Embrace comfort and style while staying within your budget 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 170 vacation rentals for guests traveling with pets.

  • Do condo rentals in Killington have a bbq area?

    Absolutely! We offer over 70 condo rentals with a bbq area in Killington. Enjoy a tailored experience with all the comforts you desire.

  • Are there Killington condo rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 340 condo rentals with pools in Killington, available on Airbnb. Make a splash and soak up the sun in style!

  • 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.

  • Are there family-friendly cabin rentals in Killington?

    Killington has more than 20 family-friendly cabin rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Destinations to explore

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