Townhouse holiday rentals in Windsor County

Williams on Main - Love Ludow. Live VT.

The spacious Williams on Main House is in the heart of Ludlow within walking distance to all restaurants and entertainment. Sleeps 10 comfortably. Only a mile from Okemo, 35 min to Killington/Stratton and 40 to Mount Snow: ski/ride, bike, hike! Enjoy the large living area with working fireplace and an enclosed & covered outdoor jacuzzi / bike / kayak storage area. Two bedrooms on the second floor (2 queens) and a finished attic (1 queen, 1 full, 1 full pullout). Two dedicated parking spaces.

Ski-on/Ski-off w Incredible View, Hot Tub & Sauna!

Oso Dream provides AMAZING panoramic views of Bear Mountain. Step out the front door and ski down Sundog trail to Sunrise Village Triple or step out the back door and hop onto Bear Cub trail to access Bear Mountain! Enjoy the amenities within the complex including indoor & outdoor heated pool (seasonal), sauna and gym. Guests also have access to the outdoor skating rink and xc ski trails (weather permitting). Free use of ice skates, puff hockey equipment, snow shoes, xc skies, poles and sleds!

Ski-in Ski-Out Cozy Mountainside Condo

Come relax at our cozy retreat after a day of skiing or golf. 36 challenging holes or Ski-in/out from your door. Sweeping mountain views, vaulted ceilings, huge sleeping loft & fireplace, this open concept home is a great escape for couples/families. Strong Wi-Fi & dedicated office space make it easy for distance working. 4 smart TVs & plenty of games/toys for relaxing at home too! Plus our guests have access to all Quechee Resort amenities like gym/sauna/pools/beach/racquet/dining & more…

Bear Woods Lodge

Come stay in this chalet style property on a dead end off the access road! Endless rear woods, exposed beams, plenty of parking, and easy access make it perfect for getting together with friends or family. PLUS! Desks, fast internet, and onsite laundry make remote working/long term stays a dream come true. Restaurants, Pizza, Bars, Ski/Board Shop, Ice Cream, and more are all within an easy 5-10 min WALK. Only a 5 min drive to the lifts or catch the shuttle right at the end of the road

Garden Retreat, Lake Fairlee, Dartmouth & Ski-way

Set in a lovely 3 acre garden setting, our Airbnb is 1/4 mile from the lake and 23 minutes from Dartmouth College or the Ski-way. This private, comfortable apartment is built onto our house with its own entrance, hardwood floors, radiant heat, large windows, full kitchen and bath, & gorgeous garden views. The wrap around loft has 3 generous semi-private sleeping areas with 2 queens + 1 twin. A queen futon is downstairs. Rental includes pass to Treasure Island Recreation area & beach: 1.5 mi..

Prime location off Killington Rd

You will be close to everything at this centrally-located townhome. THE HEIGHTS AT KILLINGTON. PRIME SPOT LOCATED OFF THE KILLINGTON ACCESS ROAD. Gorgeous luxury 3 bedroom, 3 bath townhouse with spectacular mountain views, 3 levels, & oversized garage. Open concept floorplan on the main level. High speed Internet w/Mesh Wi-Fi system. 2 King size bedrooms. TV's in every bedroom & large 75" TV in Family Room. Bonus Bunk Room has 2 twin-over-full bunks & 65" TV. Gas fireplace & Central A/C.

Windfall~Condo @Quechee Lakes VT~ Golf. Ski. Renew

Welcome to Windfall - A freshly updated Townhome, Ideally located in the heart of Quechee Lakes resort. ∙Open floor plan, modern kitchen & 2 comfortable bedrooms. ∙ Ideal for 4 guests, Windfall can comfortably sleep 5 ∙ Walk to Quechee village, covered bridge & Simon Pearce. ∙ Guest access to all Quechee Lakes amenities (Fee required) ∙ Spotlessly clean, tastefully furnished, stocked with thoughtful amenities. ∙Fireplace, A/C, TV & WiFi, private deck ∙Hosted by Local VT owner & Super-host

Mountain Edge Living

Enjoy life in the mountains with outdoor adventures abound. Bike Hike Ski 3BR Sleeps 6 Trailside Slopeside Townhouse in Brownsville/West Windsor Vermont next to Ascutney Outdoors and Ascutney Trails. Walk into the spacious ground-floor entry and store your gear. Master Bedroom, Kitchen, Dining Area, Family Room, Hall Bath, and Laundry ALL on the entrance/ground level for an easy move-in experience. Step down to the lower level to the game room, another full bath, and 2 spacious bedrooms.

Cozy Condo for Skiing-Hiking-Biking Lovers

Located right on Mt. Ascutney, close to Killington & Okemo. Vt100, Vt50, Overland Races all kick off just outside our front door. You'll love our place because it's in a very quiet and relaxing area, parking at the front door, cozy fireplace and fantastic family area. Close to a lot of great hiking, biking, skiing and local shopping. Our place is excellent for couples, solo adventurers and families. We have games and puzzles as well as a dvd player, movies & chrome cast (sorry no cable).

Ski-in / Ski-out 3BDR+ Killington Condo at Sunrise

Welcome to your ski-in / ski-out townhouse, where you have direct access to the Sunrise Village Triple lift during winter and year-round access to all the Sunrise amenities. With over 2,300 square feet of living space, this is a great place for family and friends of all ages to gather. Enjoy the coziness of a classic VT cabin/lodge, plus todays' comforts & amenities like the renovated kitchen, three full bathrooms + a steam shower, wood-burning fire place and fiber-optic WiFi.

Spacious Quiet Family Condo in Killington, VT

My place is close to Killington Ski and Pico Ski Slope. You’ll love my place because this Northside condo is in close proximity to restaurants and bars along the Killington access road, but just far enough and quiet enough to unwind by the fire after a long day on the slopes. Northside is a private 12 unit complex set back in the beautiful woods of Killington, close to route 4. My place is good for couples, business travelers, families (with kids), and groups (1418 sq. ft).

SKI ON/OFF Spruce Glen C | Sauna| Fireplace | AC

Come and enjoy the largest private trailside property in Killington (almost 4 acres), with more convenience and value than large house rentals and more privacy than condo villages. The direct ski on/off is the easiest you'll find in Killington. Quiet and serene, the mature New England Evergreens and gentle mountain stream are a tranquil relief. An ideal ski in ski out or any season vacation getaway. Great Eastern is the longest green run in the East. Welcome to Spruce Glen!