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Family-friendly rentals near Okemo Mountain Resort

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Top-rated family-friendly rentals near Okemo Mountain Resort

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Guest favourite
The exterior of the fully renovated home is surrounded by greenery, featuring a spacious yard and a fenced area. A large deck is visible on the back of the house, along with a detached garage and ample outdoor space for gatherings.
Home in Ludlow

Updated 6BR Home 4 min to Okemo w fenced in yard!

Fully renovated! This single-family home is a perfect getaway for you and your friends or family to enjoy some of the best terrain in the Northeast at Okemo Mountain, located just 5 minutes away. After a day on the slopes come home, unwind and relax or head to downtown Ludlow area to enjoy restaurants, bars, shopping and more. Pet-friendly, large fenced in yard. Nearby attractions: - Camp Plymouth State Park & Echo Lake - Fox Run Golf - Buttermilk Falls hiking and swimming - Killington Skiing!

4.93 out of 5 average rating, 101 reviews
Top Guest favourite
Home in Reading

Private, Large 4BR home | Pet friendly | 10 Acres

Okemo & Killington Ski House Large 4 bedroom 2.5 bath, 3,000+ sq ft home located close to Okemo Ski Resort and surrounded by 10 acres of land at the end of a private road! This recently renovated home features 3 levels, a large game room, 5 separate sleeping areas and a large covered porch! Enjoy ultimate privacy with proximity to multiple outdoor adventures including skiing, golfing, hiking and mountain biking. Just a short drive to downtown Ludlow and other surrounding stores in Cavendish.

4.93 out of 5 average rating, 102 reviews
Top Guest favourite
Home in Ludlow

Ski Chalet with Hot Tub on Okemo Mountain

Escape to this spacious 3-level, 1,700+ sq. ft. ski chalet, just 4 minutes from Okemo Mtn Resort and downtown Ludlow, 6 minutes from Jackson Gore, and 30 minutes from Killington. Floor-to-ceiling windows frame beautiful 180-degree views of the wooded backyard, creating a peaceful mountain retreat. After skiing, hiking, or exploring, unwind by the fireplace or soak in the private Jacuzzi hot tub. With plenty of space and a fantastic location, this chalet is an ideal Vermont getaway year-round.

4.97 out of 5 average rating, 183 reviews
Guest favourite
The renovated Victorian house is showcased under falling snow, highlighting its red exterior and distinctive architectural details. A wrap-around porch with white railings surrounds the home, while freshly fallen snow blankets the ground, complementing the winter scenery.
Home in Ludlow

Ludlow Village Victorian with prime location

Renovated Vintage Village Victorian on Okemo ski shuttle route. Enjoy old village character with a modern twist, many original features throughout have been preserved while updating the house. Enjoy convenient location on ski shuttle and walk to shops and restaurants. Master, 2nd, and 3rd bdrm have king beds, 4th bdrm is semi-private loft with bunkbeds. Den has pull out couch and pocket doors that can be closed to make a private 5th bdrm. Ottoman in living room converts to a twin bed.

4.9 out of 5 average rating, 102 reviews
Top Guest favourite
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.
Home in Ludlow

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.

4.99 out of 5 average rating, 141 reviews
Top Guest favourite
Tiny home in Ludlow

Alpine Reflection + Hot Tub

Escape to this luxury glass tiny home perched at 1,500 feet in elevation in Ludlow, Vermont—architect-designed and built in Estonia with stunning views of Okemo Mountain. Tucked away in a private forest setting, this one-of-a-kind retreat features a hot tub, fire pit, outdoor shower under the trees, radiant heated floors, and floor-to-ceiling windows that immerse you in nature. Designed for quiet luxury relaxation and unforgettable mornings, it’s the perfect escape every season

4.96 out of 5 average rating, 115 reviews
Top Guest favourite
A stone patio is illuminated by string lights, featuring a fire pit surrounded by three adirondack chairs in red, blue, and white. Lush greenery is visible in the background, creating a serene outdoor gathering space.
Apartment in Ludlow

Peaceful Ludlow base for exploring Okemo valley

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!

4.96 out of 5 average rating, 130 reviews
Top Guest favourite
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 and cute shops in Ludlow, and we are 1 mile from the gorgeous Buttermilk Falls and 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!

4.95 out of 5 average rating, 906 reviews
Top Guest favourite
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.
Condo in Ludlow

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, 193 reviews
Guest favourite
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.
Condo in Ludlow

Winterplace - Steps away from Slopes

Newly updated condo at Winterplace Okemo. This sunny corner 3 bedroom unit is just steps to the top of the A-B Quad. Completely renovated from floors to ceiling The delightful fireplace place will keep you toasty in the cozy living area. Outdoor ski locker just outside back door. Front door parking, and firewood included. Pool is open and available to renters all year. Hot tub in winter months and tennis courts in summer.

4.96 out of 5 average rating, 116 reviews
Guest favourite
A view of the snow-covered path leading to the ski slopes is framed by the C Building’s balconies. Sunlight casts long shadows across the pristine snow, highlighting the tranquil winter scene. The surrounding area is clear and inviting, with ski signage visible in the distance.
Condo in Ludlow

Okemo Ski-in/Ski-out, Steps to lift Condo

Just steps of walk to the amazing Okemo slopes, C Building is the closest property to the A-Quad/B-Quad lift and this building offers convenient parking right downstairs and free wi-fi (dedicated Xfinity modem, no issue video conference). You’ll love this cozy place with hardwood floor and private balcony and sunshine after skiing. Great sun exposure. Please note there is no AC at this condo complex summer time

4.93 out of 5 average rating, 175 reviews
Top Guest favourite
A modern cabin is set amidst colorful autumn foliage, showcasing a well-lit exterior with large windows. The design features a sloped roof and a spacious deck, ideal for outdoor relaxation. The surrounding area is covered in fallen leaves, enhancing the serene, natural setting.
Cabin in Ludlow

Private Ski Cabin On Okemo Mt. With New Hot Tub!

Discover your ultimate Okemo Mountain getaway at our cozy cabin with modern comforts and new hot tub. This charming retreat offers a perfect blend of convenience, comfort, and natural beauty, creating an unforgettable experience. Situated on Okemo Mt., just minutes from the Clock Tower base area, this modern cabin sleeps eight guests comfortably. It features two queen bedrooms and a four-person bunk room.

4.97 out of 5 average rating, 142 reviews

Popular amenities for family-friendly rentals near Okemo Mountain Resort

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Guest favourite
The log cabin is viewed from the front, showcasing a welcoming porch with several chairs and warm light emanating from windows. The architectural details reflect a traditional style, surrounded by lush greenery, creating a serene evening ambiance.
Cabin in Ludlow

Cozy Log Cabin with Hot Tub | 1/2 mile to Okemo

4.96 out of 5 average rating, 123 reviews
Guest favourite
A newly renovated lakefront home is showcased, featuring a spacious deck with comfortable seating and a covered lower level area. Soft lighting illuminates the exterior, highlighting the modern finishes and architectural details against a twilight sky.
Home in Ludlow

VT Lakefront House, Lake Fun, Fall Foliage and Ski

4.87 out of 5 average rating, 102 reviews
Guest favourite
The inviting living room features a modern wood-burning stove against a backdrop of light wooden walls. A comfortable dark sofa is arranged around a round wooden coffee table, complemented by a decorative plant. Natural light filters through the windows, enhancing the cozy atmosphere.
Cabin in Londonderry

Summit View Cottage:Ski | Hot tub|Fireplace3bd 2ba

4.95 out of 5 average rating, 267 reviews
Guest favourite
An open layout living space features warm wood accents and abundant natural light. A wood-burning stove sits in the corner, surrounded by a brick facade. The kitchen is visible, equipped with stainless steel appliances. Lofted space and a cozy seating area complete the inviting atmosphere.
Home in Andover

Cozy private cabin near Okemo! Large Hot tub!

4.83 out of 5 average rating, 103 reviews
Top Guest favourite
A modern fire pit is illuminated in the evening, surrounded by a wooden enclosure. The design features an open, triangular mesh body that reveals flickering flames within. Soft light casts a warm glow on nearby seating, providing a cozy atmosphere for gathering.
Home in Ludlow

Mountain views - hot tub, games, minutes to lakes

4.97 out of 5 average rating, 108 reviews
Top Guest favourite
A snow-covered exterior of a two-story house is depicted, showcasing a sloped roof and various architectural features such as arched and circular windows. Surrounding trees enhance the serene winter atmosphere, while a driveway leads up to the entrance.
Home in Ludlow

OKEMO GETAWAY Hot Tub & Fire Pit WALK TO TRAILS!

4.94 out of 5 average rating, 159 reviews
Guest favourite
The bedroom is designed with a spacious bed adorned with crisp white linens. A large triangular window provides a serene view of lush greenery outside, allowing natural light to fill the room.
Cabin in Townshend

Modern Cabin with Outdoor Spa on Vermont Farm

4.96 out of 5 average rating, 205 reviews
Guest favourite
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.
Condo in Ludlow

One Bedroom Suite Near Okemo

4.94 out of 5 average rating, 125 reviews

Family- and pet-friendly home rentals

Top Guest favourite
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.
Condo in Ludlow

All Season Lovely and Zen Okemo Mt Lodge Condo

4.93 out of 5 average rating, 182 reviews
Guest favourite
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.
Cabin in Ludlow

Modern Okemo Smart Cabin - As Seen On DIY Channel

4.95 out of 5 average rating, 111 reviews
Guest favourite
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.
Condo in Ludlow

Cozy Ski Condo In Historic Mill - on shuttle route

4.96 out of 5 average rating, 151 reviews
Guest favourite
A cozy bedroom is featured, furnished with a spacious bed adorned with decorative pillows. A vintage dresser and a chair add charm to the room, while an elegant lamp and a mirror enhance the ambiance. Floral wallpaper complements the warm carpet design.
Apartment in Ludlow

Charming Suite

4.93 out of 5 average rating, 136 reviews
Top Guest favourite
A spacious living area features a central stone fireplace, surrounded by cozy seating. Large windows frame scenic views of the trees outside, filling the space with natural light. The rustic wooden beams and walls add warmth, while the open layout connects to the kitchen and loft above.
Barn in Andover

Fat Cat Barn - Close Okemo & Magic, Vermont

4.99 out of 5 average rating, 154 reviews
Superhost
Home in Chester

Charming Chester Farmhouse Near VT Slopes

4.87 out of 5 average rating, 106 reviews
Top Guest favourite
Cabin in Mount Holly

Private Cabin/PetsOK/AC/Minutes to Okemo/Fast Wifi

4.97 out of 5 average rating, 274 reviews
Top Guest favourite
Home in Woodstock

Cape Cod Home in Woodstock, Pet-Friendly & Wooded

4.99 out of 5 average rating, 170 reviews

Family-friendly home rentals with a pool

Guest favourite
The living room features a high wooden ceiling and a large, central fireplace. Sofas and a loveseat provide ample seating, while artwork depicting skiing is mounted above the fireplace. Windows allow natural light to enter, offering a view of the outside.
Condo in Ludlow

Okemo Ski Condo, Steps from Trails. Modern & Cozy

4.94 out of 5 average rating, 106 reviews
Top Guest favourite
A bright and airy great room features high wooden ceilings with large windows showcasing mountain views. A spacious sectional sofa is arranged around a colorful area rug, complemented by blue armchairs. Contemporary lighting and artistic decor add to the inviting ambiance.
Home in Springfield

Luxury Mid-Century Modern Vermont Home, Okemo View

4.99 out of 5 average rating, 100 reviews
Guest favourite
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.
Home in Ludlow

Classic VT Ski Chalet - Walkable to Okemo Ski Lift

4.92 out of 5 average rating, 114 reviews
Top Guest favourite
A gravel road leads through open fields bordered by manicured greenery. In the distance, rustic buildings and trees with autumn foliage are visible against a clear blue sky, creating a serene rural landscape.
Farm stay in Clarendon

Dream Catcher Farm

5.0 out of 5 average rating, 112 reviews
Top Guest favourite
Condo in Killington

FirBear- AC, Pool, Hot Tub, Sauna, Tennis, Gym

4.96 out of 5 average rating, 217 reviews
Guest favourite
A spacious ski home is surrounded by snow-covered trees, featuring a modern design with a sloped metal roof. Large windows allow natural light to enter, while a gravel driveway leads to the entrance. This bustling wooded area provides a serene backdrop during winter.
Home in Peru

Beautiful Bromley/Manchester VT Retreat w/hot tub

4.91 out of 5 average rating, 181 reviews
Top Guest favourite
Condo in Killington

Ski-In/Out, AC, Pools, Hot Tub, Pet-Friendly

4.95 out of 5 average rating, 178 reviews
Guest favourite
Home in Springfield

Ski Mountain View Estate

4.96 out of 5 average rating, 140 reviews

Family-friendly home rentals with Wi-Fi

Top Guest favourite
Shipping container in Ludlow

Luxury Container Home with Sauna & Heated Pool

5.0 out of 5 average rating, 14 reviews
Top Guest favourite
Home in Ludlow

Ludlow Lake & Ski Cottage - Adventure Awaits!

4.99 out of 5 average rating, 72 reviews
Top Guest favourite
A warm, wooden exterior of a cabin-style home is highlighted, featuring a front porch with seating and a sloped roof. Surrounding trees reflect the changing colors of autumn, contributing to a serene outdoor setting.
Home in Mount Holly

Cozy 2 bedroom house, close to Okemo & Killington

4.98 out of 5 average rating, 61 reviews
Top Guest favourite
Home in Ludlow

Cozy Cottage Lakefront

5.0 out of 5 average rating, 9 reviews
Top Guest favourite
A warm living area features a stone fireplace as the focal point, complemented by wooden beams and walls. A gray sofa and a red armchair invite relaxation, while a wooden coffee table holds a stack of magazines. Large windows allow natural light to fill the space.
Chalet in Ludlow

Five Bedroom Family Home on Okemo with A.C. splits

4.98 out of 5 average rating, 44 reviews
Top Guest favourite
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.
Home in Ludlow

The Evergreen Chal-A

5.0 out of 5 average rating, 45 reviews
Top Guest favourite
A spacious living area features a cozy arrangement of a grey sofa and brown leather recliner, complemented by a woven coffee table. A stone fireplace is situated against a wooden wall, with a large television mounted above. Natural light enters through window treatments.
Condo in Ludlow

Ski In/Ski Out Okemo Condo | 2BR/2BA - Sleeps 6

5.0 out of 5 average rating, 42 reviews
Guest favourite
Home in Ludlow

*Newly Renovated Okemo House

5.0 out of 5 average rating, 6 reviews

Quick stats about family-friendly rentals near Okemo Mountain Resort

  • Total holiday rentals

    Explore 210 holiday rentals in Okemo Mountain Resort

  • Nightly prices starting at

    Okemo Mountain Resort holiday rentals start at $204 NZD per night before taxes and fees

  • Verified guest reviews

    Over 3,960 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    100 properties feature pools

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

  • Wi-Fi availability

    210 of Okemo Mountain Resort holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Okemo Mountain Resort rentals

  • 4.8 Average rating

    Okemo Mountain Resort stays are highly rated by guests—averaging 4.8 out of 5!

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