Family-friendly holiday rentals in Killington Ski Area

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Top-rated family-friendly rentals in Killington Ski Area

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite

Home in Ludlow

4.89 out of 5 average rating, 134 reviews

1st floor, Okemo contemporary country 3 BR 2 BA

Family-friendly, pet-friendly, clean, comfortable, contemporary country ski cabin on Okema shuttle buss route in Ludlow, VT, a few minutes from mountain. Very easy access to outdoor activities: skiing, hiking, lakes, boating, hunting, snowmobiling, fly-fishing. Updated, comfortable, light filled ambiance. Great location, 10 minute walk to downtown (2 minute drive). Great for groups, couples, families. Recently renovated. New butcher block counter-tops and island, all new kitchen, new bathrooms.

Superhost

Home in Rutland

4.8 out of 5 average rating, 329 reviews

Home Sweet Home

Single family house within walking distance of downtown Rutland. Many restaurants, bars, movies, bowling, farmer's market, etc to do. 15-20 minute drive to Pico and Killington. 30 minutes to Okemo. Mountain bike parks near by- Pine Hill, Killington and Okemo. Adventure park at Killington. 4 bedrooms, 1.5 baths. House sleeps 8+comfortably. Room for more if needed. Keurig coffee maker in kitchen, microwave, toaster, crock pot. Kitchen is fully furnished. AC units on first floor and second.

Superhost

Condo in Killington

4.88 out of 5 average rating, 154 reviews

Modern Killington Farmhouse Condo: Close to Resort

Welcome to our condo in picturesque Killington. This 2RM/2BA modern farmhouse-style unit features an open kitchen, stainless appliances, island, dining area, living room w/ smart TV, gas fireplace, sofa bed, queen bed, easy chair & amazing tile shower w/ body jets. The primary bedroom has ensuite bathroom, TV, flexible king bed, AC & washer/dryer. Reclaimed barn board finishes & sliding barn doors add rustic charm. Plus a summer pool! Book now for modern comfort & rustic charm in Killington!

Guest favourite

Home in Weston

4.86 out of 5 average rating, 108 reviews

4 Bedroom Family Ski House w/ WiFi, cable!

This family heirloom sits tucked away in the trees just off of Chester Mountain Road. Short trips to Bromley, Okemo, Stratton and Magic Mountains. Sleeps 8 comfortably with room for up to 10 on pull out couches. You will fall in love with the retro feel of this house, it's straight out of the 1980's, and has kept that charm over the years. We have consistently updated it with all of the amenities needed to relax, including Air Conditioning, High Speed wifi, Cable, big screen TV and sound bar.

Superhost

Home in Rochester

4.9 out of 5 average rating, 290 reviews

Mountain Home ready for you!

Get away from it all in a secluded home atop a mountain in the National Forest. Home with deck and panoramic view of the Green Mountains. Idyllic in all seasons. Summer is lusciously green; fall colors seen from our deck; the magic of winter. Tons of privacy, but minutes from town. 35 min to Killington or Sugarbush; snowshoe outside your door, and x-country nearby. Snow tires or chains needed from Dec.-March. Please note that we cannot help you if your car gets stuck en route to the house.

Superhost

Condo in Killington

4.78 out of 5 average rating, 166 reviews

Amazing,Ski, Golf, Hike, Bike, Adventures

Killington has become a wonderful 4 season resort area that satisfies many tastes. You can hike, play golf ,swim, bike, ski-snowboard, or just lay back and enjoy the surroundings. You can go to the Killington website to find out what is happening. Please go to the Killington website to get complete information before you go. There is also a Mountain Green website that will let you know which amenities are available during your stay. mountaingreen.com

Guest favourite

Apartment in Chester

4.89 out of 5 average rating, 494 reviews

Beautiful 2 Bedrooms in Mountains w/ full kitchen

Ready for a Vermont getaway? In heart of ski area w/ A+restaurants & charming villages are two cozy bedrooms on 2nd fl of larger apt complex. Each bedroom has separate toilet/sink room, shared shower room for your and your guests alone. Hallway living room at one end with 2 couches, desk and TV Other end is full compact kitchen with dishwasher, stove and over, full size refrigerator, coffee maker and microwave.

Guest favourite

Home in Cavendish

4.84 out of 5 average rating, 143 reviews

Okemo-Ludlow, fireplace, hottub, sleeps 13

5 miles to Okemo Mountain, this private and spacious setting offers access to hiking, skiing, snowmobiling or cycling. After hours of fun, relax by the fireplace, soak in the hot tub, cook a well-deserved meal or plan an evening out. A perfect location for families or groups of friends. We have implemented the infection control plan recommended by the CDC. See “Other things to note” for our cleaning details.

Guest favourite

Home in Ludlow

4.97 out of 5 average rating, 152 reviews

Ski Chalet with Hot Tub on Okemo Mountain

Much of the house newly renovated in the Fall, 2023. Relax in this 3-level (1700+ sq. ft) ski chalet that's a 4 min drive to the Okemo Mountain Resort and the center of town, and a 6 min drive to Jackson Gore. Take in the 180-degree views of your wooded backyard with floor-to-ceiling windows and unwind in front of the fireplace or relax in the Jacuzzi hot tub in your private oasis on the mountain.

Guest favourite

Home in Rochester

4.95 out of 5 average rating, 187 reviews

The McKinley House

In the village of Rochester. Walk to bakery, cafe, tavern, grocery, and town green. Hiking, biking and Nordic ski trails! Thirty minutes to SugarBush, Pico, Middlebury, and Killington. Located in the heart of the Green Mountain National Forest. We are dog friendly but we require a conversation about it before you can show up with your dog. We charge $100 pet fee for your stay.

Guest favourite

Apartment in Ludlow

4.92 out of 5 average rating, 143 reviews

Great Downtown, walk to everything

Get the best of both worlds with this completely renovated Village apartment. Surrounded by the best restaurants and shopping . . . On Okemo's free winter shuttle route for hassle-free skiing. Welcoming and comfortable space with gas fireplace, full kitchen, master bedroom, private entrance. One queen, one full futon in the living room provide additional sleeping for guests.

Guest favourite

Apartment in Ludlow

4.92 out of 5 average rating, 264 reviews

Okemo Vermont Getaway

Quiet get away- 1 bedroom Cabin sleeps up to 5. Approx. 50 yards to the VAST trail! Many amenities included. Plenty of parking. Country setting,Covered porch, internet, cable TV, cell reception. Beds include 1 queen, 1 single, 1 single pullout and 1 couch. Cathedral in main living space. Pet friendly.. maximum pets allowed 2.