Large Group Vacation Rentals in Killington (4+ Bedrooms)

50 places to stay · Ad disclosure

All 344Hotels & Resorts 54Cabins 8Condos 197Vacation Homes 85Pool 4120%+ off 47Pet friendly 61Large groups (4+ BR) 50Rated 4.5+ 269
69% OFF

Vacation Home

Top Star Retreat

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7 bedrooms6 baths

1.6 mi to Killington Resort
$5,983 $1,836 per night incl. fees, before taxes Rate based on Dec 11 – Dec 13 Save $8,294 on 2 nights View Deal Book on Whimstay

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Top Deal

Vacation Home

Luxury Farmhouse Mins 2 Okemo w/Hot Tub & Fire Pit

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4 bedrooms3.5 baths

13 mi to Killington Resort
$875 per night incl. fees, before taxes Rate based on Dec 11 – Dec 13 34% below similar 4-bedroom vacation homes View Deal Book on Whimstay
14% OFF

Vacation Home

Ski, Hike & Fish: Modern Rutland Home

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4 bedrooms2 baths

9.5 mi to Killington Resort
$530 $455 per night incl. fees, before taxes Rate based on Dec 11 – Dec 13 Save $150 on 2 nights View Deal Book on Whimstay
17% OFF

Vacation Home

Rockwell Haus - Modern Cabin 14 min from Killington

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5 bedrooms2 baths

6.3 mi to Killington Resort
$1,733 $1,432 per night incl. fees, before taxes Rate based on Dec 11 – Dec 13 Save $602 on 2 nights View Deal Book on Whimstay
14% OFF

Vacation Home

Sunburst

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7 bedrooms5 baths

2.8 mi to Killington Resort
$2,398 $2,063 per night incl. fees, before taxes Rate based on Dec 11 – Dec 13 Save $671 on 2 nights View Deal Book on Whimstay

Townhouse

Sunrise Highlander L2

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4 bedrooms3 baths

2.0 mi to Killington Resort
$702 per night incl. fees, before taxes Rate based on Dec 11 – Dec 13 View Deal Book on Whimstay
15% OFF

Vacation Home

Mountain View Lodge

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5 bedrooms3 baths

4.9 mi to Killington Resort
$1,035 $882 per night incl. fees, before taxes Rate based on Dec 11 – Dec 13 Save $305 on 2 nights View Deal Book on Whimstay

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Large Group Vacation Rentals in Killington (4+ Bedrooms)

We list 50 large group vacation rentals in Killington, about 14% of the places to stay we compare in Killington. Nightly prices start at $455, and the typical stay is about $1,457 a night. They range from 4 to 11 bedrooms. They book on Whimstay, and the list above puts their stays side by side so you can compare photos, ratings and prices first.

Large Group Vacation Rentals in Killington (4+ Bedrooms) FAQ

How much do large group vacation rentals in Killington cost?

From $455 a night, and about $1,457 for a typical stay. These are sample rates for the dates on each stay; open a deal with your dates for the exact price, including fees and taxes.

How many large group vacation rentals in Killington are there?

We compare 50 of them in Killington right now. Add your dates above to see which are free when you want to go.

What else do large group vacation rentals in Killington have?

Of these stays, 20 welcome pets and 3 have a pool. Combine the filters above to narrow them down.

What should I check before booking?

Check how many guests each stay sleeps, not just its bedrooms, and the minimum stay: big cabins often need two or three nights.

How do I book?

Pick a stay and choose View Deal. You book directly on Whimstay, which handles payment, confirmation and support. 41 Vacations doesn’t charge you anything; we may earn a commission from the partner.

About Killington

Killington is in central Vermont’s Green Mountains, and Killington Resort is the biggest ski area in the eastern United States. It’s usually one of the first mountains in the East to open in the fall and one of the last to close in spring, thanks to heavy snowmaking. Places to stay range from slopeside hotels and condos to ski chalets, rental homes and country inns.

Ski areas

  • Killington Resort spreads across several peaks with base areas at K-1, Snowshed, Ramshead and Skyeship, so where you stay decides which lift you start from.
  • Pico Mountain, Killington’s smaller sister mountain on Route 4, is a few minutes west and usually quieter.
  • Okemo in Ludlow is about 30 minutes south, an easy day trip from the Killington area.

Where to stay

  • Killington Road runs up to the resort and has most of the condos, lodges, restaurants and après-ski bars, with shuttles to the base areas.
  • Route 4 and Mendon, between Killington and Pico, have chalets and rental homes with quick access to both mountains.
  • Rutland is about 25 minutes west and has the most hotels and lower rates.
  • Bridgewater and Woodstock, to the east, have farmhouses and historic inns for a quieter stay.

Best times to visit

  • Ski season often starts in November and can run into May. Christmas week, MLK weekend and Presidents’ Day week book up first.
  • Fall: Leaf color usually peaks from late September to mid-October.
  • Summer: Mountain biking, hiking (the Appalachian and Long Trails cross nearby) and golf, with lower rates than winter.
  • Spring: Spring skiing on sunny days, then the quiet mud season in late April and May.

Getting there

Most visitors drive. Allow about three hours from Boston and four and a half to five hours from New York City, more in snow. Amtrak’s Ethan Allen Express runs from New York to Rutland, and the nearest larger airports are Burlington and Albany, each about two hours away.

Flying in? Compare flights on CheapOAir

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