Vacation Rentals in Killington, Vermont

The Best Vacation Rentals in Killington

Killington Rental Associates features 100+ Killington, Vermont vacation rentals near the famed ski resort in Vermont’s Green Mountains. Our vacation rentals, which range from ski-in/ski-out condos to cozy cabins and large vacation homes, are available year-round.

You can ski the best slopes this winter, or enjoy off-season activities such as hiking, mountain biking, and river tubing. Throughout the year, make sure to check out Killingont's local restaurants and bars.

Types of Vermont Vacation Rentals

Our portfolio of vacation rental properties in Killington, Vermont includes condos, private homes, and hotels. Each property features a wide range of amenities, from pet-friendly accommodations to rentals with pools and hot tubs!

Use our search feature above to find available properties for your vacation dates, or browse our site to start planning your vacation stay in Killington, Vermont today!

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Highridge

Cedarbrook at Killington

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Featured Vacation Rentals

Killington

Bear Run

Welcome to your home away from home! This spacious and updated three-level, five-bedroom residence is ideally situated just off East Mountain Road, perfectly positioned between Bear Mountain and Snowshed lodges. With all the comforts you desire, it\'s the perfect haven for families and friends looki...

5 bedrooms

3 baths

12 guests

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Killington

Wolfhound Lodge

Warm and inviting, Wolfhound Lodge is a charming retreat nestled in the heart of Killington, offering the perfect balance of comfort, convenience, and classic mountain appeal. This pet-friendly three-bedroom, three-bathroom home provides a rare opportunity to experience Vermont at its finest, whethe...

3 bedrooms

3 baths

8 guests

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Killington

Summit View

Welcome to Summit View, an exceptional mountain retreat designed for unforgettable gatherings in the heart of Killington. This expansive seven-bedroom home combines rustic Vermont charm with modern comforts, offering the perfect setting for family vacations, ski trips, golf weekends, reunions, and g...

7 bedrooms

4 baths

14 guests

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Killington

Highridge Condo Unit B16B

Welcome to Highridge B16B, a comfortable one-bedroom mountain retreat located at the base of Killington Mountain. Perfect for couples, small families, or friends, this inviting condo combines classic Vermont charm with convenient access to year-round outdoor adventure. The welcoming living room fea...

1 bedrooms

1 baths

4 guests

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Killington

Lodges at Sunrise Village B301

Welcome to Sunrise Village, a spacious ski-in/ski-out mountain retreat offering the ultimate Killington vacation experience. Perfectly located slopeside at Killington Resort, this top-floor end-unit condominium features three bedrooms, three bathrooms, and breathtaking views of Bear Mountain, making...

3 bedrooms

3 baths

8 guests

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Killington

Highridge Condo Unit A3

Welcome to Highridge A3, a beautifully renovated three-bedroom condominium with a cozy loft, offering the perfect combination of mountain comfort, modern updates, and stunning valley views. Located at the base of Killington Mountain, this spacious retreat is ideal for ski vacations, family getaways,...

4 bedrooms

3 baths

8 guests

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Killington

Pico Condo E106

Perfectly positioned for ski lovers, this beautiful condo offers ski-in/ski-out access to Pico Mountain. Simply glide back to your private patio, hang your gear outside, and let the day melt away while your boots warm for tomorrow\'s first run. Step inside to an inviting open-concept living area fe...

3 bedrooms

2 baths

6 guests

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Killington

Highridge Condo Unit B20

Welcome to Highridge B20, a completely renovated top-floor corner condominium offering breathtaking slope views, spacious accommodations, and modern mountain luxury at the base of Killington Mountain. This beautifully updated two-bedroom plus loft, three-bath retreat combines upscale finishes with c...

3 bedrooms

3 baths

8 guests

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Killington

Highridge Condo Unit D14

Welcome to Highridge D14, a comfortable two-bedroom, two-bath mountain retreat nestled among the trees at the base of Killington Mountain on East Mountain Road. Offering peaceful wooded views and comfortable accommodations for up to six guests, this inviting condo is the perfect destination for fami...

2 bedrooms

2 baths

6 guests

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Recent guest testimonials

What they're saying about us

Our Guests have some great things to say about us.

Summit View

Best house i have ever rented, everything works perfect, all the appliances works perfect, the kitchen have everything to do anything yo want to cook. The rooms are very comfortable and have all the things that you need to sleep better than in whatever hotel

Miguel O

Lodges at Sunrise Village B301

storage and a great location. The views were nice and the sports center with gym, hot tun and indoor pool. I definitely stay here again. Plus management was always available

Beverly Brodowski

VRBO review - Highridge Condo Unit B10

Nice updated clean unit. Bring your own salt pepper ect nothing left behind.Great location to ride the bus to ski.

Kesha Underwood

Highridge Condo Unit A3

Beautiful mountain views! The condo was very comfortable, clean, and ideally situated to the main road and ski area. Amenities were easy to access and enjoyed. We appreciated the clear check-in and check-out instructions, and the prompt support when needed. Highly recommend!

Nicole Scher

Highridge Condo Unit B4

Condo was great! We had everything we needed. Kitchen was fully equipped, bedrooms were set up as pictured. Killington got over a foot of snow while we were there and the snow removal/plowing was on point. It seems like this unit isn’t available to rent anymore but we would definitely recommend staying at the Highridge community again!

Lara Lewis

VRBO review - Snow Flake

8 min drive to Killington ski, easy parking. Pick up the key near the ski area. A small grocery in the killington road

Fu Li

Highridge Condo Unit B7

The whole property was very clean. The access to skiing and the lodges was very easy. Check in and check was also easy. We had a great time and can’t say enough good things about this property!

Scot Hundt

Bear Run

What can we say about this house? Enjoyed the outdoor hot tub. We stayed here last year - was a nice surprise seeing the whole house was renovated.

Alex

Summit VIew

The house really was as impressive as it looks in the photos and it looks even better in the snow. A huge living room / kitchen, good sized fridge, plenty of beds & bedrooms and extra social areas. We were a party of 7 from the UK and when we booked, the property had a max occupancy of 8 people, but is now rated for 14, so the lounge and dining table might be lacking a few seats for full capacity. The house has warm air central heating with about 4 thermostats and is easy to keep warm. Plenty of firewood supplied. Hot tub was great. Location is perfect, just about 5 minutes' drive from the main parking area. As per the advice 4x4 vehicles are necessary in winter, as the road to the house and the driveway were icy & snowy. A few minor things let the house down a little bit - 2 slice toaster, lack of live TV in the living area & basement and a few small maintenance items, but none of these spoilt our enjoyment of the holiday and feedback was well-received. Killington Rental Associates were easy to deal with and attentive. Out of hours check in was easy. We would definitely recommend this property.

Michael R

VRBO review - Whiffletree Unit D8
Perfect spot for our large family. Easy access to all the Killington areas.

Peter Magnuson

Bear Run

The house is beautiful, very open and spacious! All the beds were very comfortable with nice soft sheets. Bathrooms on every floor made it convenient for everyone staying. The family room and kitchen had plenty of seating and we had all the amenities of a home that we needed. The lot is nice and private with plenty of parking and quick access to Killington Mountain. The hot tub is a must use especially when its snowing!

Greg Prall