
Places to stay near Ski Sundown
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Top-rated holiday rentals near Ski Sundown
Guests agree: these stays are highly rated for location, cleanliness and more.

Mid-Century Glass Octagon in the Berkshires
This architectural gem with wrap-around glass windows welcomes guests with its uniquely-designed, informal interior set on 7 private woodland acres. Cozy up around the wood-burning fireplace with floor to ceiling windows as a backdrop, or sit on the expansive deck around the firepit gazing at the stars. Use as a home base for the wonderful cultural and outdoor activities in the area, or enjoy nature in luxury without ever leaving home. *Book midweek for discounted rates IG@midcenturyoctagon

Modern/Private Five ★ /Hotel quality stay/1 BR Apt
Enjoy the comfort and tranquility of this modern apt. A lovely space to relax after a busy day. This clean and bright apt offers a tranquil residential vibe alongside quick, easy access to the Torrington downtown areas, restaurants, stores and bars. It features an open-concept layout, a neutral color scheme, wood surfaces, tasteful furnishings and decor. Designed comfortably for your stay offering WiFi, Netflix, laundry, queen bed, well equipped kitchen, and clean fresh white bed sheets.

Getaway for a weekend! Close to Ski Sundown.
Looking for a quaint and cozy little place to stay in the city of Winsted Ct.? Just relax and enjoy this one bedroom,one bath, air conditioned and fully equipped apartment. Visit surrounding breweries, State parks, West Hill and Highland Lake, fly fishing and tubing on the Farmington River, Gilson Cafe and Cinema ,Laurel Duckpin Bowling, just a few miles from Ski Sundown, close to private schools and so many great places to dine. ,if you are a smoker please don’t book the apartment.

Cozy Getaway | Pet Friendly | Amazing Location
Escape to the Cottage at the Grove - with a cozy wood burning fireplace and inviting sectional it is the perfect winter sanctuary. Well equipped with all the amenities; from a fully stocked kitchen to bath salts for the deep soaking tub. One bedroom w/ en-suite bath & pull-out full size sofa bed. Just 30 min to Mohawk or Southington Ski Mountains. Just 10 min to downtown Litchfield, close to local farms & vineyards. For security we have two exterior cameras facing the door & driveway.

Private Cozy Suite, 0 Fees, Pets Allowed, EV Plug
A private cozy suite for you! Better than a hotel or private room & less than an entire house. Pets welcome with no fees :) Generous discounts for medium- to long-term stays. Your guest suite includes newly furnished living room, apartment kitchenette, large bedroom with full bathroom. Despite many renovations, we kept the vintage & cozy charm. Separate Wifi for remote work. Less than 20 minutes to the airport and Hartford metro. No cost EV charger on site. No cleaning fees!

The Carriage House Skiing Nearby
Newly built contemporary light filled spacious 700 ft carriage house/Loft. It is walking distance to the Farmington river and downtown historic Collinsville. Just off the cycling "rails to trails" river trail, you'll find places to also kayak, SUP, fish and swim. CT Wine Trail and Brignole Vineyards nearby where you'll find food trucks and live music along with award winning wine! Skiing nearby. Conveniently close to Farmington, Avon, Simsbury, West Hartford and 84 highway.

Modern Farmhouse
This is a quaint, sun-filled farmhouse in the Farmington valley of Connecticut. Convenient to great antique shopping, Ski Sundown, farm stands, Farmington river inner-tubing and biking trails, kayak and canoe rentals, the sweet towns of Collinsville and New Hartford, and a 30 minute straight shot to Hartford itself. The house is also convenient to Torrington, Simsbury, Avon, Winsted, and a beautiful drive to Hartford-Bradley International Airport.

Spacious Cozy Guest Suite
This unique guest suite located in a newly constructed home offers over 600 sq ft of space. There is a private entrance in a quiet and safe location. Minutes from CCSU, UCONN Med Center, I-84, downtown, restaurants and shopping. West Hartford Center is only 10 minutes away. KITCHEN DOESN’T INCLUDED STOVE , fridge, microwave, fully stocked coffee bar. Smart TV, high speed internet and work space are perfect for remote work.

Linny’s Lake House - with dock
Linny’s Lake House & Dock Access 🌲🌳 Charming Lakeside Home on South Pond Welcome to our newly renovated lake house tucked into a peaceful 3/4-acre wooded lot, naturally treated to keep mosquitoes and ticks to a minimum. The setting feels calm and restorative, with gentle breezes, shaded trees, and the charm of nearby tobacco fields adding to the sense of being away without being remote.

Windy Top Cottage ~ A Romantic "European" Getaway
The Windy Top Cottage is an old stone building constructed in 1932 by H. L. Bitter, a wealthy Hartford businessman. This area of Granby was a favorite of the Hartford elite for a place to 'summer' in the early part of the 20th Century. The cottage was the quarters for the domestic staff while the family was in North Granby. With an elevation of 970, we offer clean, fresh country air!

The Little Red Schoolhouse ~ Circa 1877
This wonderful old building is listed on the National Register of Historic Places and operated as the District 9 schoolhouse until 1948. Now, this beautiful piece of history is available for you to enjoy! Located in the picturesque West Granby, Connecticut, this little schoolhouse directly abuts hundreds of acres of open space, Granby Land Trust property, and several organic farms.

Haven at Highland lake
Kick back and relax in this calm, stylish space. This studio apartment offers fast internet, TV , a comfortable couch , a stylish new bathroom, a lovely kitchenette, as well as black out curtains in the bedroom. And a cozy warm fireplace. This apartment comfortably sleeps 1 adult or a couple. The couch folds out into a bed and there is bedding in a tote stored Under the bed.
Popular amenities for holiday rentals near Ski Sundown
Apartment rentals with wifi

James Colt townhouse - whole apartment

Meadow View

Spacious Condo • Quick Drive to Everything

Lovely two bedroom townhouse with parking

Posh Pad in The Business District

Perfect Private 4-Suite Group Stay Under 1 Roof

New Britain "Joy of Small Space" Condo

Entire place to yourself Cromwell/Middletown Line
Family-friendly house rentals

Woodland Sanctuary-hot tub|fireplace|hikes|fishing

The Farmhouse

Farm Fresh Feeding Hills

Pet Friendly Cozy Home for Work/Leisure

Best River View, on Rail Trail in Collinsville!

Private Woodland Sanctuary—3 mins to a lake beach!

Mountaintop Nirvana: Lake, Hot Tub, Pool Table

Connecticut Chalet: Winter Nights by the Fire
Apartment rentals with air conditioning

Apartment on Main St.

Executive Stay Downtown Hartford

Modern Copake Falls Getaway - 8 Mins to Catamount

Private 1 bedroom apartment in central Connecticut

Apt near Big E, Six Flags, Bradley airport

Western Mass Retreat!

West Hartford Center Apartment

King Bed|Wi-Fi|2m Ski Resort|Studio|Berkshires
Other great holiday rentals near Ski Sundown

Lakefront Cozy - SwimSpa, Firepit, Ski 20 min away

Lakeside Private Guest Suite

Litchfield-Hot Tub-Shops & Eats-Vineyards-Hikes

In-law apartment in Farmington River Cottage

Cozy Cabin, Fireplace, Ski Nearby

The Cottage on Babbling Brook

Quiet cottage w/chickens, gardens near Litchfield

The Red Cabin-Secluded Getaway with backyard Brook
Destinations to explore
- Yale University
- Six Flags New England
- Thunder Ridge Ski Area
- Jiminy Peak Mountain Resort
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Bash Bish Falls State Park
- Kent Falls State Park
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Hammonasset Beach State Park
- Mount Southington Ski Area
- Taconic State Park
- Powder Ridge Mountain Park & Resort
- Sleeping Giant State Park
- Norman Rockwell Museum
- Yale University Art Gallery
- Berkshire Botanical Garden
- Naumkeag
- Hancock Shaker Village
- Millbrook Vineyards & Winery
- Wesleyan University
- Connecticut Science Center
- Devil's Hopyard State Park




