Villa vacation rentals in Killington

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Popular amenities for Killington villa rentals

Private villa rentals

Guest favourite
Villa in Warren
5 out of 5 average rating, 26 reviews

Cozy, Comfy & Sunny renovated Sugarbush condo

DeanneRating, 5 stars2 months ago
We had a wonderful time and felt right at home!! Her place is SPOTLESS and cozy. Simone’s instructions to get there were perfect. Everything is well labeled (like which switches do what), USB ports on bedroom lamps., binder with check in/check out info. Couch is 10/10 for post-ski nap, beds and linens are super comfortable. Kitchen items look brand new. Shower pressure is also 10/10 There is a shuttle that takes you to the resort with a stop in this neighborhood (5-10 min walk), but uphill so with kids and ski gear we drove to resort each day (2-3 min drive). The houses in the neighborhood are spaced out so you don’t feel like you are right on top of someone but also aren’t completely secluded in the wilderness. We stayed Presidents’ Day weekend and skied Lincoln Peak. The lift lines moved quickly and didn’t feel overly crowded. This rental was priced higher than other rentals we considered, but based on pristine condition and ease of our stay it was worth it!!!
Superhost
Villa in Rutland
5 out of 5 average rating, 3 reviews

Pico D305 located slope side at Pico quiet area

NickRating, 5 stars38 months ago
This was perfect for my son and I to relax in over a weekend at Pico. Everything was clean, comfortable, and we loved the fireplace as an added touch. Convenience and location were perfect; walk right out the front door and you're skiing with the buzz of the lodge right there - true ski in and out. We will definitely stay here again, for longer next time hopefully!
Superhost
Villa in Killington
4.67 out of 5 average rating, 3 reviews

Whiffletree B8 Great location with shuttle bus to

FrancoiseRating, 5 stars26 months ago
Very close to ski trails, the cleaning crew team did an excellent job, and really easy to work with the Killington team.
Superhost
Villa in Killington
4.56 out of 5 average rating, 9 reviews

Whiffletree base of Killington outdoor pool

MeganRating, 5 stars16 months ago
What a great condo in the best location! Unbeatable for the price. The condo was spotless, and had every amenity as described. Plenty of towels, soaps, kitchen necessities. Beds were comfortable! We really felt right at home. And the fire place was so nice! We’d definitely recommend this for a great weekend get away!
Guest favourite
Villa in Winhall
4.91 out of 5 average rating, 23 reviews

Stonehouse at Stratton

DebbieRating, 5 stars2 months ago
Overall we had great experience at the house. The inner decorations were cozy and comfortable, and the design was awesome! The host was responsive when the new door lock had some issues. 100% recommend staying at this house!
Guest favourite
Villa in Ludlow
4.95 out of 5 average rating, 42 reviews

Modern 4 Bedroom 4 Bath Villa w HotTub/ back trail

RebeccaRating, 5 stars1 month ago
Great stay- so nice to be so close to okemo which made skiing really seamless. The house matched the pics perfectly. Kids had a good bunk room and the 3 adult couples all had their own rooms with en suite bathrooms. The hot tub on the upper deck was a nice bonus. Easy in and out, and Nicholas was very easy to communicate with. We had one minor hiccup with the fridge but Nicholas was responsive and accommodating. Thanks for the great weekend away.
Superhost
Villa in Rutland
4.25 out of 5 average rating, 4 reviews

Pico C103 located at the base of Pico Mountain

ErichRating, 5 stars15 months ago
Killington group was very nice and also super helpful even after midnight when our key cards were deactivated.... Make sure to keep the cards away from your phone lol. Overall great place

Luxury villa rentals

Guest favourite
Villa in Warren
5 out of 5 average rating, 26 reviews

Cozy, Comfy & Sunny renovated Sugarbush condo

DeanneRating, 5 stars2 months ago
We had a wonderful time and felt right at home!! Her place is SPOTLESS and cozy. Simone’s instructions to get there were perfect. Everything is well labeled (like which switches do what), USB ports on bedroom lamps., binder with check in/check out info. Couch is 10/10 for post-ski nap, beds and linens are super comfortable. Kitchen items look brand new. Shower pressure is also 10/10 There is a shuttle that takes you to the resort with a stop in this neighborhood (5-10 min walk), but uphill so with kids and ski gear we drove to resort each day (2-3 min drive). The houses in the neighborhood are spaced out so you don’t feel like you are right on top of someone but also aren’t completely secluded in the wilderness. We stayed Presidents’ Day weekend and skied Lincoln Peak. The lift lines moved quickly and didn’t feel overly crowded. This rental was priced higher than other rentals we considered, but based on pristine condition and ease of our stay it was worth it!!!
Superhost
Villa in Killington
5 out of 5 average rating, 3 reviews

Sunrise East Glade C8

KimRating, 5 stars14 months ago
Great ski in/out location. Cozy place with everything you need.
Superhost
Villa in Killington
4.67 out of 5 average rating, 3 reviews

Whiffletree B8 Great location with shuttle bus to

FrancoiseRating, 5 stars26 months ago
Very close to ski trails, the cleaning crew team did an excellent job, and really easy to work with the Killington team.
Villa in Rupert
4.32 out of 5 average rating, 59 reviews

Gorgeous Victorian-Style House w/ Hilltop Pool!

PeterRating, 5 stars3 months ago
Our stay at the house was amazing! Place is very spacious so our guests were very comfortable! Plenty rooms and beds to sleep in. Kitchen is stocked up. There is everything you need ti make meals. We absolutely loved it!! Our group had people whi ski and hike . Everyone had plenty to do!! Definitely recommend that place! If we ever go back to Vermont we’ll stay there for sure!! Thank you so much for having us!
Superhost
Villa in Killington
4.33 out of 5 average rating, 3 reviews

Sunrise Timberline I7

ZackRating, 5 stars43 months ago
Excellent location right on the mountain. Short drive to great food, hikes, and action sports.
Guest favourite
Villa in Ludlow
4.95 out of 5 average rating, 42 reviews

Modern 4 Bedroom 4 Bath Villa w HotTub/ back trail

RebeccaRating, 5 stars1 month ago
Great stay- so nice to be so close to okemo which made skiing really seamless. The house matched the pics perfectly. Kids had a good bunk room and the 3 adult couples all had their own rooms with en suite bathrooms. The hot tub on the upper deck was a nice bonus. Easy in and out, and Nicholas was very easy to communicate with. We had one minor hiccup with the fridge but Nicholas was responsive and accommodating. Thanks for the great weekend away.

Villa rentals with a pool

Guest favourite
Villa in Warren
5 out of 5 average rating, 26 reviews

Cozy, Comfy & Sunny renovated Sugarbush condo

DeanneRating, 5 stars2 months ago
We had a wonderful time and felt right at home!! Her place is SPOTLESS and cozy. Simone’s instructions to get there were perfect. Everything is well labeled (like which switches do what), USB ports on bedroom lamps., binder with check in/check out info. Couch is 10/10 for post-ski nap, beds and linens are super comfortable. Kitchen items look brand new. Shower pressure is also 10/10 There is a shuttle that takes you to the resort with a stop in this neighborhood (5-10 min walk), but uphill so with kids and ski gear we drove to resort each day (2-3 min drive). The houses in the neighborhood are spaced out so you don’t feel like you are right on top of someone but also aren’t completely secluded in the wilderness. We stayed Presidents’ Day weekend and skied Lincoln Peak. The lift lines moved quickly and didn’t feel overly crowded. This rental was priced higher than other rentals we considered, but based on pristine condition and ease of our stay it was worth it!!!
Superhost
Villa in Killington
5 out of 5 average rating, 3 reviews

Sunrise East Glade C8

KimRating, 5 stars14 months ago
Great ski in/out location. Cozy place with everything you need.
Superhost
Villa in Killington
4.67 out of 5 average rating, 3 reviews

Whiffletree B8 Great location with shuttle bus to

FrancoiseRating, 5 stars26 months ago
Very close to ski trails, the cleaning crew team did an excellent job, and really easy to work with the Killington team.
Superhost
Villa in Bath
4.54 out of 5 average rating, 28 reviews

Cool Mountain House with Lake Access

KevinRating, 5 stars2 months ago
Our winter stay in the cabin was perfect. We got caught in what looked like a blizzard but the home was so warm and open so we could really take in the winter wonderland outside…from inside. Ice castles and restaurants weren’t far either. Highly recommend
Villa in Rupert
4.32 out of 5 average rating, 59 reviews

Gorgeous Victorian-Style House w/ Hilltop Pool!

PeterRating, 5 stars3 months ago
Our stay at the house was amazing! Place is very spacious so our guests were very comfortable! Plenty rooms and beds to sleep in. Kitchen is stocked up. There is everything you need ti make meals. We absolutely loved it!! Our group had people whi ski and hike . Everyone had plenty to do!! Definitely recommend that place! If we ever go back to Vermont we’ll stay there for sure!! Thank you so much for having us!
Superhost
Villa in Killington
4.33 out of 5 average rating, 3 reviews

Sunrise Timberline I7

ZackRating, 5 stars43 months ago
Excellent location right on the mountain. Short drive to great food, hikes, and action sports.
Superhost
Villa in Killington
4.56 out of 5 average rating, 9 reviews

Whiffletree base of Killington outdoor pool

MeganRating, 5 stars16 months ago
What a great condo in the best location! Unbeatable for the price. The condo was spotless, and had every amenity as described. Plenty of towels, soaps, kitchen necessities. Beds were comfortable! We really felt right at home. And the fire place was so nice! We’d definitely recommend this for a great weekend get away!
Superhost
Villa in Killington
4.64 out of 5 average rating, 11 reviews

Base of Killington with Sports center access

RakeshRating, 5 stars31 months ago
The place is as listed on the photos, We enjoyed our trip in vermont, this is exactly located to the nearby places to visit in killington during fall season. Thanks for the stay.

Quick stats about villa rentals in Killington

  • Total rentals

    20 properties

  • Nightly prices starting at

    $235 CAD before taxes and fees

  • Total number of reviews

    60 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with a pool

    10 properties have a pool

  • Wifi availability

    20 properties include access to wifi

Destinations to explore

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