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Places to stay near Ski Sundown

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Top-rated vacation rentals near Ski Sundown

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A bright workspace features a wooden desk with a black chair, positioned against a light-colored wall. Two framed botanical prints are displayed above the desk, complemented by a standing lamp. A mirror reflects the scene, while a potted plant adds a touch of greenery.

Apartment in Windsor Locks

4.85 out of 5 average rating, 173 reviews

Apt near Big E, Six Flags, Bradley airport

Welcome to our charming and stylish upstairs apartment, perfect for a cozy retreat! Enjoy the privacy of having the entire space to yourself. Access the apartment directly through the back entrance, up the outdoor staircase. We're conveniently located just a 10-minute drive from Bradley International Airport. Inside, you'll find: - A comfortable bedroom with a Queen-sized bed, complete with fresh linens - A fully stocked kitchen, equipped: Pots, pans, baking dishes, etc Washer and dryer

Top guest favorite

A two-story chalet-style house is framed by lush greenery and colorful landscaping. A gravel driveway leads up to the home, which features a welcoming porch with a decorative American flag. The first floor is supported by a lower level that includes outdoor amenities.

Guest suite in Winchester

4.97 out of 5 average rating, 186 reviews

Private Suite 2 Bedroom Deck Lake Views

Welcome to “The Mermaid” at Highland Lake!!! Modern 2-bedroom 1 bath private suite with kitchenette (see amenities) in the foothills of the Berkshires! Views of Highland Lake from your private deck. Moon or star gazing by night. We follow all Airbnb policies & State of CT cleaning guidelines. Please do not trespass on the property of private residences, across the street on the lake side. These are private residences. There are public beaches public access areas for your enjoyment.

The spacious loft features a sloped ceiling with exposed beams, accommodating a king-size bed and a cozy sofa. A work table is positioned beside a large window that allows natural light to fill the room. A flat-screen TV is mounted on the opposite wall.

Cottage in Collinsville

4.96 out of 5 average rating, 150 reviews

The Carriage House

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.

A spacious living area features a comfortable sectional sofa and two armchairs arranged around a coffee table on a decorative area rug. Natural light enters through multiple windows, and a modern fireplace with a mantel is visible, providing a cozy focal point.

Home in Winsted

4.99 out of 5 average rating, 113 reviews

Cheerful 2 Bedroom Home at Highland Lake

Welcome to the Uncorked Cottage, a fun and relaxing space for you and your family to retreat to. Comfort meets style in this updated home with a cozy remote gas fireplace, 55” smart TV and high speed WiFi. The kitchen is fully equipped cook up your favorite recipes. Located across the street from Highland lake and walking distance to Resha Beach. Just minutes from downtown where you’ll find restaurants and activities for all. Just a short drive to ski mountains.

A charming house is visible along the riverbank, surrounded by lush greenery and blooming trees. The landscape features the calm waters of the river, reflecting the clear blue sky dotted with soft clouds, providing a scenic backdrop to the quaint property.

4.99 out of 5 average rating, 120 reviews

Best River View, on Rail Trail in Collinsville!

This quaint and spotless home is perched on a knoll across the road from the Farmington River & Rails to Trails you can walk to restaurants, gift shops & antique shops; Canoe/Kayak/Paddleboard; go fishing; enjoy the Farmington River Rail Trail; hiking trails, and Ski Sundown close by; or just relax & enjoy the view! Enjoy the best view in Collinsville - one of "America's 10 Coolest Small Towns" by Arthur Frommer's Budget Travel Magazine. Beautiful year round!

A bright living room features a cozy arrangement with a gray sofa and two wooden chairs. A simple coffee table displays decorative items and a potted plant. Natural light streams through two windows, adorned with bamboo shades, creating a warm and inviting space.

Home in New Hartford

4.89 out of 5 average rating, 148 reviews

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.

Top guest favorite

A round wooden table is set with woven placemats, featuring a white cup filled with frothy coffee. A tall vase with a vibrant sunflower adds a touch of color, while a small tray with assorted snacks is visible in the background.

Apartment in New Britain

4.96 out of 5 average rating, 219 reviews

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.

Top guest favorite

The exterior of a historic brick house is showcased, featuring a rounded turret and a welcoming front porch. Lush greenery and colorful flower beds surround the entry stairs, which lead to the front door. A small garden area adds to the inviting atmosphere of the home.

Loft in Hartford

4.99 out of 5 average rating, 727 reviews

Loft - Queen Anne Row House in a historic district

Hosted by Judy and Greg, our home is close to art, culture, live theater, and restaurants. Our home is also close to major insurance companies, the state capitol and state of Connecticut offices. You’ll love the cozy 3rd floor loft. We also offer off street parking. Garage space is also available as an option. Our home is a perfect destination for couples, solo adventurers, and business travelers.

The charming stone cottage features a vibrant blue door and flower boxes filled with colorful plants. Lush greenery surrounds the entrance, and original brick walkways lead to the home. Sunlight filters through the trees, creating a welcoming atmosphere outside.

Guesthouse in Granby

4.98 out of 5 average rating, 854 reviews

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 exterior of a charming red schoolhouse and accessory building is surrounded by vibrant foliage. A white wooden fence outlines the property, leading to a gravel pathway. The buildings feature classic architectural details, with windows framed in white and a backdrop of lush trees.

Cottage in Granby

4.89 out of 5 average rating, 219 reviews

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.

Apartment in Winsted

4.89 out of 5 average rating, 122 reviews

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.

A bright and inviting living room features a floral-patterned couch and large windows adorned with green curtains. Decorative plant stands filled with various plants enhance the space, while a stained glass light fixture casts a warm glow over the area. A cozy atmosphere is created with soft lighting.

Apartment in Winchester

4.91 out of 5 average rating, 397 reviews

Gateway to the Berkshires

Remodeled apartment on 2nd floor of a 1910 Victorian house near the center of Winsted, CT. The apartment is unique and cozy, with large windows, some stained glass, tin ceilings, hand painted kitchen cabinets, and plants. Close proximity to all Litchfield County and the Berkshires have to offer, in all seasons. It's an easy drive from NYC or Boston. Great weekend get-away.

Popular amenities for vacation rentals near Ski Sundown

Free parking on premises

Air conditioning

Other top sights near Ski Sundown

Bow-Tie Cinema Palace 17 and BTX8 locals recommend

Apple Cinemas Waterbury 103 locals recommend

Cinépolis West Hartford21 locals recommend

Jacob's Pillow340 locals recommend

Real Art Ways Cinema11 locals recommend

Tower Theaters3 locals recommend

Condo rentals with wifi

The exterior of a historic townhouse is displayed, featuring a brick pathway leading to the entrance. Lush greenery and vibrant yellow flowers frame the well-maintained garden, while ivy climbs the walls, adding to the charm of the property.

Condo in Hartford

5 out of 5 average rating, 7 reviews

James Colt townhouse - whole apartment

A well-lit bedroom features a spacious bed covered in neutral bedding. A wooden dresser and a small nightstand with a lamp are positioned beside the bed. Natural light streams through a round window highlighting the warm wood floors.

Condo in Litchfield County

4.93 out of 5 average rating, 28 reviews

Meadow View

Condo in Hartford

4.86 out of 5 average rating, 21 reviews

Spacious Condo • Quick Drive to Everything

The living room features a spacious, light-colored sectional couch accompanied by decorative cushions and a comfortable throw. A glass coffee table sits centrally, while wall sconces provide soft lighting. Large windows dressed with sheer curtains allow natural light to fill the space.

Condo in Hartford

4.81 out of 5 average rating, 27 reviews

Lovely two bedroom townhouse with parking

A spacious living area is highlighted by two large windows allowing natural light to fill the room. A dark leather sofa is paired with a wooden coffee table and a patterned area rug. A dining table made of wood is positioned nearby, alongside a console table with decorative items.

Condo in Hartford

4.98 out of 5 average rating, 140 reviews

Posh Pad in The Business District

A spacious sleeping area is fitted with a wooden bed frame holding a neatly made bed covered with a light quilt. Flanking the bed are two nightstands, each equipped with a lamp. A decorative wall piece adds a subtle touch above the headboard.

Condo in New Britain

Perfect Private 4-Suite Group Stay Under 1 Roof

A cozy living area features a grey sofa, complemented by a vibrant orange armchair. Colorful artwork adorns the wall above, enhanced by two stylish lamps casting warm light. A sleek coffee table sits between the seating, inviting relaxation and conversation.

Condo in New Britain

4.82 out of 5 average rating, 135 reviews

New Britain "Joy of Small Space" Condo

The open living area is furnished with a dark sofa and light wooden accents. A round table with a beige tablecloth is paired with four chairs, while framed artwork adorns the walls. A colorful area rug adds a cozy touch, complemented by soft lighting from overhead fixtures.

Condo in Middletown

4.93 out of 5 average rating, 169 reviews

Entire place to yourself Cromwell/Middletown Line

Family-friendly house rentals

Home in Meriden

5 out of 5 average rating, 6 reviews

Studio Retreat home

Top guest favorite

A charming exterior of a brick home is set within a lush wooded landscape. Vibrant pink flowering bushes add color to the front yard, which is bordered by manicured greenery. A paved driveway leads up to the entrance, surrounded by an inviting natural environment.

Private room in Avon

4.95 out of 5 average rating, 203 reviews

Heidi's Hide-Away Bedroom & Bathroom

Top guest favorite

Home in Windsor Locks

5 out of 5 average rating, 12 reviews

The Hangar

A multi-story wooden house is set against a backdrop of lush green trees. Colorful flowering bushes, primarily in shades of pink, enhance the natural landscape, while a glass solarium extends from one side of the house, showcasing outdoor living space.

Home in New Hartford

4.95 out of 5 average rating, 86 reviews

Private Woodland Sanctuary—3 mins to a lake beach!

A well-appointed bedroom features a spacious bed with decorative pillows against a backdrop of green walls. A ceiling fan hangs above, and a bright window provides natural light. A patterned armchair and bedside table with a lamp complete the inviting arrangement.

Private room in Agawam

4.86 out of 5 average rating, 288 reviews

Hampden Room

An inviting kidney-shaped pool is surrounded by stone decking and lush greenery. Two lounge chairs with light blue cushions are positioned beside the pool, accompanied by a shaded umbrella. The house features large windows, offering views of the natural landscape.

Home in New Hartford

4.85 out of 5 average rating, 60 reviews

Mountaintop Nirvana: Lake, Pool, Hot Tub, Nature

A comfortable living area features a gray sofa adorned with floral-patterned cushions. A dark area rug lies beneath, complementing the warm wooden dining set visible in the background. Bright overhead lighting illuminates the space, while decorative items and flowers add a welcoming touch.

Private room in Hartford

4.88 out of 5 average rating, 276 reviews

Charming & Cozy

Top guest favorite

A serene bedroom is highlighted by a spacious bed dressed in white linens, featuring decorative pillows. Framed botanical prints adorn the walls, and natural light enters through the window. Two bedside tables are positioned beside the bed, contributing to a clean and organized aesthetic.

Private room in Simsbury

4.96 out of 5 average rating, 406 reviews

Forest-View Room + Private Bath

Apartment rentals with air conditioning

Top guest favorite

A spacious living area features high wooden ceilings and large windows allowing natural light to fill the room. A black sofa and stylish chairs surround a round dining table. A television is positioned on the wall, accompanied by decorative plants and neutral-toned artwork.

Apartment in Torrington

4.96 out of 5 average rating, 231 reviews

Modern/Private Five ★ /Hotel quality stay/1 BR Apt

A sleek kitchen showcases a white countertop with three wooden bar stools, complemented by modern cabinetry and stainless steel appliances. Natural light pours in through two windows adorned with white blinds. A decorative piece hangs on the wall, while a plant adds a touch of greenery.

Apartment in West Hartford

4.85 out of 5 average rating, 226 reviews

Chic West Hartford Center Apartment

Top guest favorite

A compact kitchen area is shown, featuring white cabinetry and modern appliances. A round table with four black chairs, adorned with floral seat cushions, is set at the center. A small vase of fresh flowers adds a pop of color to the table.

Apartment in Torrington

4.98 out of 5 average rating, 186 reviews

Apartment on Main St.

The open living space features a kitchen island with a granite countertop and wooden cabinetry. A dining set with high chairs is positioned nearby. A comfortable blue sofa and a television stand are visible in the living area, complemented by hardwood flooring throughout.

Apartment in Manchester

4.96 out of 5 average rating, 97 reviews

Cozy 1 bedroom clean and quiet

A spacious bed with light blue and white bedding is positioned near a window with blinds. Soft sunlight filters through the partially opened blinds, illuminating the neutral-colored walls and plush carpet flooring.

Apartment in Litchfield

4.83 out of 5 average rating, 242 reviews

The Village Apt

A comfortable living space features a brown sofa with patterned cushions, a white coffee table, and a wall-mounted television. A small dining area with a wooden table and chairs is present. Light blue walls and a decorative mirror enhance the inviting atmosphere.

Apartment in Winsted

4.9 out of 5 average rating, 113 reviews

Getaway for a weekend! Close to Ski Sundown.

A well-appointed sleeping area features a spacious bed with crisp white linens and decorative pillows. Two comfortable chairs are positioned around a circular table, complemented by a potted plant and a cozy blanket draped over one chair. Large windows allow natural light to fill the room.

Apartment in Hartford

4.9 out of 5 average rating, 203 reviews

Executive Stay Downtown Hartford

A living area is visible, featuring a sleek gray couch and a modern chair positioned near a stylish fireplace. Artwork is displayed on the wall, and natural light illuminates the space. A neutral rug adds texture to the polished floor, with a bedroom area partially seen in the background.

Apartment in Copake Falls

4.91 out of 5 average rating, 351 reviews

Modern Copake Falls Getaway - 8 Mins to Catamount

Other great vacation rentals near Ski Sundown

A deck area is shown overlooking the waterfront, featuring a table surrounded by four light-colored chairs. Green grass and trees frame the view, while the serene lake and surrounding homes are visible in the distance under a clear sky.

Cottage in Winsted

5 out of 5 average rating, 14 reviews

Waterfront Cottage at Highland Lake w/dock

An outdoor firepit area is surrounded by natural scenery, featuring light-colored chairs and a wooden swing suspended from a pergola. The ground is covered in white gravel, with scattered leaves from nearby trees, creating a peaceful spot for gatherings.

Home in Barkhamsted

4.91 out of 5 average rating, 23 reviews

Woodland Sanctuary-hot tub|fireplace|hikes|fishing

An inviting bedroom space is showcased with a cozy bed adorned with soft pillows and a textured blanket. A desk with a rolling chair provides a workspace. Decorative botanical wall art adds a natural element, complemented by a patterned rug and a window dressed with patterned curtains.

Apartment in Canton

4.87 out of 5 average rating, 53 reviews

Cozy river-view apartment

A quaint two-story house is nestled among greenery, with soft morning fog creating a serene atmosphere. A rustic wooden fence outlines the property, and surrounding trees provide a natural backdrop. The structure features a symmetrical design, complemented by a gravel path leading towards the main entrance.

5 out of 5 average rating, 12 reviews

Riverside Farm

Apartment in Simsbury

4.86 out of 5 average rating, 28 reviews

Newly Renovated Apartment

A contemporary house exterior is presented, featuring a warm wood tone and a spacious driveway. Large windows are visible, allowing natural light to fill the interior. Surrounding greenery includes trees and shrubs, contributing to a serene outdoor environment.

Home in Litchfield

4.9 out of 5 average rating, 21 reviews

Litchfield country escape

A modern tiny home is nestled among tall trees, featuring a sleek black exterior. A fenced patio area is visible in front, with greenery in the surrounding landscape. Natural light highlights the entrance, enhancing the inviting ambiance of the retreat.

Tiny home in New Hartford

4.93 out of 5 average rating, 71 reviews

West Hill Outpost

Top guest favorite

A small, charming cabin with a red exterior and white trim is nestled in a green lawn, surrounded by trees. Two shrubs are positioned in front of the cabin. A collie dog sits calmly on the grass, adding to the serene atmosphere of the setting.

Tiny home in Litchfield

5 out of 5 average rating, 46 reviews

My Friend's Place