Places to stay near Okemo Mountain Resort

4.96 out of 5 average rating, 134 reviews

A gently sloping field is depicted, bordered by trees with autumn foliage. A red barn and a white building are visible in the distance, set against a bright blue sky with scattered clouds. The landscape conveys a peaceful rural setting.

Home in Townshend

Lawrence Cottage

Deep in the West River Valley region of Windham County, Lawrence Cottage is in a gorgeous and uncluttered setting upon Windham Hill. If you long for solitude, serenity and beauty, we have the perfect escape for you. We are convenient to all local amenities and activities and an easy drive from Boston or New York. We are near Townshend, Jamaica and Lowell Lake State Parks, Magic Mountain, Mount Snow and Stratton Mountain Resorts. This is Vermont--of course we welcome people of all backgrounds.

The modern timber frame cabin features a covered porch with wooden beams, providing a welcoming entry. Large windows offer views of the surrounding forest, while a landscaped path leads to the entrance, framed by lush greenery and natural stone steps.

4.96 out of 5 average rating, 106 reviews

Modern Okemo Smart Cabin - As Seen On DIY Channel

This is a brand new modern timber frame smart cabin in Ludlow (~5 min from Okemo). The house was recently featured on DIY / Discovery’s acclaimed TV show, Building Off The Grid. Warm up after a day of skiing or riding with heated floors and a smart shower with body jets, chromatherapy, and speakers. Charge up your electric vehicle in the private garage. Directly access the VAST snowmobile trail from the backyard or sit back on the porch and soak up the views. Message host for seasonal rentals!

4.91 out of 5 average rating, 126 reviews

The Bluebird Day Chalet 2 bed dtwn Ludlow Village

Cozy heart of Ludlow Village location on the shuttle route (free!) for Okemo & close to Echo Lake that sleeps 6. As downtown as possible! Okemo shuttle stop at The Mill. Quick walk to good eats & drinks (Downtown Grocery, Stemwinder, Main + Mountain, etc.), Shaws, Rite Aid, and The Wine & Cheese Shop (perfect for après ski!). On site parking for 2 cars & free on street parking if needed (no overnight). Wifi & smartTV to stream your favorites while you relax after a long day on the slopes.

Adirondack chairs and a small side table are positioned on a spacious deck, offering an unobstructed view of Okemo resort. The winter landscape features snow-covered ground, complemented by a clear blue sky and distant mountain views.

4.99 out of 5 average rating, 128 reviews

Stunning Okemo Views - 3BD 3BA on 10 Private Acres

Recently constructed on ten private acres with captivating views of Okemo. Three BR, three full bath, air conditioned modern chalet, just 1.5 miles from downtown and 3 miles from Okemo’s base areas. Epic views of Okemo and surrounding mountains from every room. Cozy around the fireplace in the living room or enjoy smores outside by the firepit, or unwind on the deck. Lower level has second living room great for kids with large TV, comfy couches, Pac Man arcade, foosball and board games.

4.97 out of 5 average rating, 433 reviews

The private guest house is surrounded by lush greenery, featuring a covered porch with a chimney and hanging planters. A well-maintained lawn leads to the house, while a backdrop of rolling hills enhances the tranquil setting.

Cottage in Windsor

Ogden's Mill Farm

Private guest house situated on over 250 acres, with fully equipped gourmet kitchen and great views of quiet fields and valley. Pond with diving board for swimming in the summer. Giant sledding hill is a favorite of children and adults alike. Trails on property for hiking, xc- skiing, and snowshoeing. 15 mins to Woodstock VT. 45 mins to Killington,Pico and Okemo. Great restaurants and shopping nearby. Hanover and Norwich VT 20 mins. Please note not handicapped accesible.

A spacious sleeping area features a large bed with a textured gray coverlet, complemented by two decorative pillows. Flanking the bed are wooden nightstands with lamps. A wall art piece consisting of circular shapes adds visual interest, while natural light filters in through the nearby window.

4.86 out of 5 average rating, 146 reviews

Okemo Clock Tower Base Ski-in/Ski-out Condo

Large family friendly 1-bedroom condo with 1 King and 1 Sofa bed that is just steps away from Okemo Base lodge. Please note there is no AC at this condo complex summer time, fan will be provided. - Dedicated Xfinity modem and AP in the unit. Video conference friendly. - Free parking - Coin operated washer/dryer facilities in the building - Super quite neighborhood during Summer/Fall season, and Ski in and out in Winter season. Fireplace has been updated to electric fireplace.

4.99 out of 5 average rating, 728 reviews

A cozy living area features a mixture of seating options, including a tufted sofa and a vintage-style sofa adorned with decorative cushions. Natural wood floors enhance the warmth of the space, while artwork on the walls and a circular coffee table complete the inviting atmosphere.

Barn in Chester

Inviting studio apartment above barn in Vermont

This custom build apartment is located just 10 minutes from I91. In the winter you are 30 minutes away from some of the best skiing around. Located on 85 private acres with great views this is the perfect winter get away. In the summer you can relax by the firepit, hike in the woods, work in the gardens (just kidding), collect breakfast from the chickens or visit some of the local breweries. I am as close or as far away as you would like me to be with my house right next door.

4.96 out of 5 average rating, 113 reviews

A modern kitchen features sleek white cabinetry and open shelving displaying glassware and kitchen essentials. A wooden dining table with black chairs provides a gathering space. Stainless steel appliances, including an oven and microwave, complement the stylish design, while a fresh plant adds a touch of greenery.

Flat in Ludlow

Peaceful Ludlow Base 5 minutes to Okemo

Newly renovated, clean 1 BR apt. in historic house 2 blocks to town, 5 minute drive to Okemo, Buttermilk Falls, and 2 minute walk to the Ludlow Farmers Market. Enjoy complimentary coffee and local maple syrup while overlooking the town of Ludlow. Make yourself at home with a full kitchen/bath, wall-mounted flat screen TV, king bed, and comfortable futon. Free EV charging available. Kayaking, hiking, and golfing close by. We are dedicated to ensuring a top-notch experience!

4.98 out of 5 average rating, 170 reviews

A well-appointed bedroom showcases a spacious bed dressed in white linens, complemented by decorative pillows. A wooden bench is situated at the foot of the bed. A large mirror and artful wall decor enhance the serene atmosphere, while natural light enters through a large window.

Home in West Windsor

Birdie's Nest Guesthouse

Welcome to our newly renovated studio apartment, nestled among the trees in the serene hills of West Windsor, Vermont. Elevated on the second floor, this separate structure offers a tranquil escape with breathtaking views of Mount Ascutney and our own private pond. Immerse yourself in the comforts of this thoughtfully designed studio apartment, surrounded by the natural beauty of the Vermont landscape. Every detail has been curated to ensure your utmost comfort and enjoyment.

An open-concept living area is seen, featuring a fully equipped kitchen with a breakfast bar. Warm wood accents and cozy seating are highlighted, while a decorative sign with a ski theme adds character to the space. Natural light filters in through large windows.

4.92 out of 5 average rating, 171 reviews

All Season Lovely and Zen Okemo Mt Lodge Condo

Tired of city life and want a fresh breath? Feel the call from nature while also desiring some sporty fun? Come enjoy our lovely and Zen Condo right at the foot of beautiful Okemo! True ski-in/ski-out in the winter. Enjoy your warm ski day lunch by sitting next to the fireplace, while watching all the activities on the slope. In the warm weather, enjoy the beautiful hiking trails and golf course that Okemo offers, as well as water activities at the nearby lakes and rivers.

A cozy living room features warm wooden paneling and a plush sofa facing a mounted flat-screen television. A circular coffee table sits in the center, complemented by a floor lamp and a side chair. A fireplace adds a comforting touch, creating a welcoming space.

4.94 out of 5 average rating, 177 reviews

Lovely 1-Bedroom condo with indoor fireplace!

This cozy condo is exactly what a close group of 4-5 people need for a wonderful ski experience. Located centrally in the beautiful town of Ludlow this location is close to everything you could want. It sits on the bus route for Okemo Mountain, and is walkable to groceries, restaurants and bars. "Eight Oh Brew" tap house is located on the base floor of the building. This location has free onsite parking, free firewood and coin laundry machines.

4.95 out of 5 average rating, 871 reviews

The spacious living area features warm wood paneling and a polished floor. A dining area with a wooden table is elevated, while a cozy seating arrangement with colorful cushions is nestled on the ground. Soft lighting from overhead fixtures creates a welcoming ambiance.

Loft in Ludlow

Spacious Renovated Barn Apt on 100 acres!

Our unique hideaway is only two miles from many restaurants, cute shops, the gorgeous Buttermilk Falls and we are 1 mile from Jackson Gore at Okemo Mountain Resort where you can enjoy mountain biking, a ropes course or skiing and riding! Enjoy 100 acres of hiking or snowshoeing right outside your door. There is nice fire fire pit, hot tub and outdoor seating. Perfect location for the outdoor enthusiast or a relaxing weekend in cool VT air!

Popular amenities for holiday rentals near Okemo Mountain Resort

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Apartment rentals with wifi

The living area features high wooden beam ceilings and exposed brick walls, creating a rustic ambiance. A cozy wood burning fireplace is situated beneath the wall-mounted television. Comfortable seating includes a checkered sofa and a leather chair, all complemented by a central area rug.

4.96 out of 5 average rating, 144 reviews

Cozy Ski Condo In Historic Mill - on shuttle route

4.95 out of 5 average rating, 196 reviews

A view from the balcony showcases the surrounding landscape, highlighting green hills and clear blue skies. Two adjoining buildings are visible, featuring sloped roofs and a variety of architectural styles. The area appears tranquil, with open spaces and scattered trees enhancing the natural scenery.

Apartment in Killington

Bright Ski on/off Condo Full Kitchen-Free Shuttle!

A welcoming living area features exposed wood beams on the ceiling and a stone fireplace. A flat-screen television is mounted on the wall beside wooden shelves displaying local artwork. A dark sectional sofa is complemented by decorative pillows, and natural light filters through the windows.

4.95 out of 5 average rating, 226 reviews

Exceptional Village Fireplace Condo On Shuttle Rte

The living area features a cozy fireplace surrounded by stone, with a wooden mantel. A dining table with white chairs is positioned near the kitchen, complemented by bar stools at the counter. Light floods in through large windows, enhancing the open layout.

4.95 out of 5 average rating, 108 reviews

Winterplace - Steps away from Slopes

5 out of 5 average rating, 8 reviews

Charming 2-Bedroom Ski-In/Ski-Out at Jackson Gore

A view of an open-concept suite showcases a kitchen countertop with a sink and decorative flowers. A cozy living area is visible, featuring a red sofa and a dining table. The master bedroom is visible in the background, fitted with a king bed and soft lighting.

4.93 out of 5 average rating, 117 reviews

One Bedroom Suite Near Okemo

A snowy street is lined with charming houses, showcasing a mix of architectural styles. The backdrop features a mountain slope with visible ski trails. A clear sky with scattered clouds enhances the peaceful winter scene.

4.95 out of 5 average rating, 40 reviews

Cozy, Modern & Convenient Place for Skiing

4.98 out of 5 average rating, 151 reviews

A living room with a gas fireplace built into a brick facade provides warmth. A comfortable sectional couch faces the fireplace, complemented by a small coffee table. Large sliding glass doors open to a balcony, offering views of greenery outside.

Apartment in Killington

Cozy Mountain Condo

Family-friendly house rentals

A cozy living area features a spacious, upholstered sofa and an armchair, complemented by a wooden coffee table. A warm fire burns in the brick fireplace, enhancing the inviting ambiance. Colorful artwork is displayed on the walls, and a patterned rug lies beneath the furniture.

4.87 out of 5 average rating, 205 reviews

2 Doors Down - Modern Farmhouse in Downtown Ludlow

4.89 out of 5 average rating, 113 reviews

A comfortable living area features a wood fireplace with tools nearby and a mounted television above it. Two armchairs flank a rustic coffee table, creating a cozy space. Large windows allow natural light to fill the room while offering views of the snowy outdoors.

Home in Killington

Trail Creek - ski home!

A cozy living area features a stone fireplace with a warm fire, surrounded by a modern sofa. Above the fireplace, a wall-mounted television is visible. A rustic chandelier with multiple bulbs hangs over a dining table, while decorative items are placed on a nearby side table.

4.93 out of 5 average rating, 29 reviews

Ski-In/Ski-Out Hike Okemo Condo Solitude Village

4.93 out of 5 average rating, 122 reviews

Home in Jamaica

The Post Haus: one-of-a-kind modern VT experience

4.99 out of 5 average rating, 154 reviews

A spacious living room is illuminated by large windows overlooking the forest. A leather sofa and armchair are arranged around a patterned area rug. A coffee table and side table with modern lamps complete the cozy seating area. A wood-burning fireplace adds warmth to the setting.

Home in Killington

SugarBear- Pool, Hot Tub, 2 En Suites BR

A spacious living and dining area features natural pine walls and polished hardwood floors. A large TV is mounted on the wall, while a dining table with black chairs sits beside it. Light is provided by ceiling fans and windows, allowing an inviting atmosphere throughout the space.

4.95 out of 5 average rating, 61 reviews

Cozy Ski Retreat Ludlow Village 3 Minutes to Okemo

The spacious great room features a wood-burning fireplace and is furnished with two comfortable sofas and a wooden coffee table. A large flat-screen TV hangs on the wall, and natural light emanates from the surrounding windows. A dining area with a circular table is visible in the background.

4.92 out of 5 average rating, 111 reviews

Classic VT Ski Chalet - Walkable to Okemo Ski Lift

4.98 out of 5 average rating, 122 reviews

Home in Windsor

Fresh Snow- Luxury Cabin near Ski Areas

Apartment rentals with air conditioning

4.93 out of 5 average rating, 261 reviews

An outdoor deck features a round table surrounded by four black metal chairs, offering a panoramic view of rolling hills and trees. The clear blue sky complements the lush greenery of the landscape.

Flat in Townshend

Private Apt. on Farm, Hot Tub with views!

4.92 out of 5 average rating, 402 reviews

An open layout studio space showcases a modern kitchenette against a neutral backdrop. The area features a cozy seating arrangement, an electric fireplace, and ceiling fans, while wood accents and flooring add warmth to the ambiance.

Flat in Londonderry

Cozy Suite in a Historic Building Near Ski Resorts

4.95 out of 5 average rating, 256 reviews

A comfortable white sofa with decorative pillows is positioned against a light wall. A small, light-colored side table holds a potted plant. Natural light streams in through a nearby window, illuminating the wooden floor and a blue woven rug beneath.

Flat in Dummerston

HeART Barn Retreat

5 out of 5 average rating, 106 reviews

A cozy seating area is presented, featuring a patterned rug beneath a wooden coffee table. A sofa with light-colored cushions and decorative pillows is accompanied by a lamp providing warm light. A chest of drawers and a framed artwork add character to the inviting space.

Flat in Wallingford

49 River Street

4.95 out of 5 average rating, 349 reviews

An open living space is captured, featuring a comfortable couch, a colorful chair, and a round coffee table. Natural light brightens the room, highlighting a kitchenette area and coordinating furnishings across the suite. High ceilings contribute to an airy atmosphere, creating a welcoming environment.

Flat in Clarendon

Dog heavenly! Private, beautiful and relaxing.

4.92 out of 5 average rating, 292 reviews

A one-story cabin is partially enveloped by a blanket of snow, featuring a covered porch with orange railings. The entrance is accessible via a gentle ramp, while trees in the background provide a natural setting. Soft evening light gently illuminates the cabin.

Flat in Ludlow

Okemo Vermont Getaway

4.94 out of 5 average rating, 379 reviews

Flat in Poultney

Cozy Poultney Village Apartment

4.98 out of 5 average rating, 122 reviews

Flat in Castleton

Castleton Cottage

Other great holiday rentals near Okemo Mountain Resort

4.94 out of 5 average rating, 16 reviews

Old School Ski Haus

The living room features a spacious sofa and a reclining chair, with a coffee table at the center. Natural light enters through sliding doors leading to a private deck, offering views of greenery. Two lamps provide additional lighting, complementing the soft carpeted flooring.

5 out of 5 average rating, 49 reviews

Ski Haven: 1-Bed Ski-in/out Condo, Okemo Base Area

4.99 out of 5 average rating, 71 reviews

A spacious living room area features a large navy blue sectional sofa adorned with various throw pillows. A wooden coffee table sits in the center, complemented by a warm light from a floor lamp and wall sconces. A framed sign reading 'SKI THE EAST' adds a theme element.

Flat in Ludlow

Okemo Mountain Retreat

4.94 out of 5 average rating, 17 reviews

Cozy Mountain Cabin - 7 Minutes from Okemo!

Flat in Middletown Springs

The historic Italianate home features a white exterior, with classic green shutters adorning tall windows. A spacious porch is supported by graceful columns, providing numerous seating options. The surrounding yard displays mature trees, enhancing the charm of the property set against a serene backdrop.

4.9 out of 5 average rating, 279 reviews

Apartment in Vermont Historic Home

4.97 out of 5 average rating, 102 reviews

A log cabin is set amidst a snowy landscape, featuring a large wrap-around deck that offers outdoor seating. Snow blankets the ground and the roof, while evergreen trees frame the property, enhancing the secluded ambiance. The stone chimney rises from the cabin, suggesting warmth inside.

Cabin in Cavendish

Pine Ridge Log Cabin Minutes to Okemo & Killington

A modern A-frame cabin is set among lush greenery, featuring a striking wall of windows that showcases the interior. The design includes sloped roofs and a mix of natural materials, blending harmoniously with the surrounding landscape.

5 out of 5 average rating, 80 reviews

A-Frame Window Wall Okemo views w/ Hot Tub & Sauna

An airy living space is showcased, featuring high ceilings with natural wood beams. Large windows provide ample daylight and views of the surrounding trees. A cozy seating arrangement is placed adjacent to a dining area, while a large area rug adds warmth to the wooden floor.