
Family-Friendly rentals near Okemo Mountain Resort
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Top-rated family-friendly rentals near Okemo Mountain Resort
Guests agree: these stays are highly rated for location, cleanliness, and more.

Summit View Cottage:Ski | Hot tub|Fireplace3bd 2ba
Summit view cottage boasts 3 acres in the beautiful green mountains, we are 1,700 feet up in elevation . At this brand newly built PET FRIENDLY cabin you will have 3 bedrooms and 2 full bathrooms, which will sleep 7 comfortably. We have a brand new 6 person HOT TUB! You will find yourself within 15 minutes to the world famous Stratton mtn, 15 minutes from Bromley mtn and a close 4 minutes to the local Magic mtn.Very close proximity to the town of Manchester, which has great shops and restaurants

Fat Cat Barn - Close Okemo & Magic, Vermont
Welcome to Fat Cat Barn! This is an incredibly unique, family oriented 1850's Mennonite built Post & Beam barn on 10+ acres in the pastoral hills of Andover, VT. We are wedged between the wonderful villages of Weston, Ludlow & Chester. Just 15 minutes from Okemo and Magic ski mountains with Stratton, Bromley & Killington all within 40 minutes. This is a wonderful four season property with plenty of options for fun right outside our door step. The Stratton mountain views and sunsets are stunning

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!

Pine Ridge Log Cabin Minutes to Okemo & Killington
Get away to Pine Ridge Cabin! A secluded quintessential Vermont log cabin nestled below a pine filled ridge. Have your morning coffee on the large wrap around deck overlooking Elm Brook before your day hiking, brewery hopping, or hitting the slopes! The cabin provides open floor plans centered around the large stone face fireplace, the perfect space for gatherings of family, friends, or a couples retreat! Pine Ridge Cabin is only a few minutes to town, shopping, restaurants, bars, and spa!

Ski Chalet with Hot Tub on Okemo Mountain
Newly renovated in fall 2023, this 3-level, 1700+ sq. ft. ski chalet is just a 4 min drive to Okemo Mountain Resort and town, with Jackson Gore only 6 min away. Floor-to-ceiling windows showcase stunning 180-degree views of the wooded backyard, creating a peaceful mountain retreat. Cozy up by the fireplace or soak in the Jacuzzi hot tub for ultimate relaxation. Whether you're here for skiing, hiking, or a quiet escape, this private oasis offers the perfect blend of comfort and convenience.

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.

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.

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!

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.

Okemo A-Frame - Floor Hammock, Sauna & Hot Tub
Welcome to the Okemo A-Frame! With an oversized deck, featuring outdoor dining, a barrel sauna, and hot tub you'll enjoy the outdoors year round. Enter into an open-concept dining area, kitchen, and living room with stylish mid-century malm fireplace. Take your rest in one of the three bedrooms or cozy up on the indoor floor hammock. Located 10 minutes from Okemo Mountain Resort and the town of Ludlow enjoy skiing, shopping, dining, and all that Vermont has to offer.

Luxury Cabin#1 Hot Tub Fire Pit Kayak Paddle Board
Escape in a beautiful light-filled upscale cabin deep in the woods at Sugar Maple Mountain Retreat. Relax at the end of the day in our hot tub which is shared between our 3 cabins. Steps away from two picturesque lakes, enjoy complimentary seasonal use of our kayaks, paddle boards and snow shoes. Go fishing, biking, hike country roads or trails on the 1275 acres of surrounding preserved land. In winter hop on the VAST trail nearby. 4 WD Required Dec 1- April 15th

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.
Popular amenities for family-friendly rentals near Okemo Mountain Resort
Family-friendly home rentals with a hot tub

Romantic Vermont Cabin|Lovely Drive to Ski Resorts

Private Apt. on Farm, Hot Tub with views!

Log Cabin: Amazing Views, River Frontage, Hot Tub

River House Apartment - Dog friendly

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

Beautiful Timber Frame Retreat

Okemo Ski Chalet with Hot Tub

Vermont Farm Schoolhouse w/ Hot Tub, Sauna & Views
Family- and pet-friendly home rentals

Cozy Ski Condo In Historic Mill - on shuttle route

Spacious King Spa Suite Weston Hills

The Cozy Little Red Cabin

Private Hilltop farm apartment

Okemo Vermont Getaway

Private Cabin/PetsOK/Minutes to Okemo/Fast Wifi

Fresh Snow- Luxury Cabin near Ski Areas

The Rafters Lodge
Family-friendly home rentals with a pool

Dog-Friendly Mtn Escape/Pool/Gym/Hiking Trails

Winterplace - Steps away from Slopes

Classic VT Ski Chalet - Walkable to Okemo Ski Lift

Cozy Vermont Antique Sugar House with Fireplace

⭐️Cozy Ski On-Ski Off Wood Fire Place & King Bed

Historic Home on 17 acres of land. Go escape!

Historic 1850’s Renovated Farmhouse w/ Pool!

Jack S'Bearo - Slopes, Fireplace, Pool.
Family-friendly home rentals with Wifi

Ludlow Lake & Ski Cottage - Adventure Awaits!

Mountainside 3-BR Ski-In/Out Alpine Retreat

Old School Ski Haus

Authentic Log Cabin Retreat | Scenic Views + Deck

Stylish Loft Adventure Hub Near Woodstock & Okemo

Stunning 3 br Timber Frame ski retreat on 6 Acres

Okemo Mountain Retreat

Ski in/Ski Out- Okemo Clocktower base
Quick stats about family-friendly rentals near Okemo Mountain Resort

Total vacation rentals
Explore 230 vacation rentals in Okemo Mountain Resort

Nightly prices starting at
Okemo Mountain Resort vacation rentals start at G$27,196 GYD per night before taxes and fees

Verified guest reviews
Over 3,370 verified reviews to help you choose

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Vacation rentals with a pool
120 properties feature pools

Rentals with dedicated workspaces
130 properties have a dedicated workspace

Wi-Fi availability
220 of Okemo Mountain Resort vacation 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!
Destinations to explore
- Rentals with a kayak Okemo Mountain Resort
- Rentals with a hot tub Okemo Mountain Resort
- Rentals with outdoor seating Okemo Mountain Resort
- Rentals with a patio Okemo Mountain Resort
- Condo rentals Okemo Mountain Resort
- Rentals with a sauna Okemo Mountain Resort
- Rentals with pools Okemo Mountain Resort
- Rentals with a washer and dryer Okemo Mountain Resort
- Pet-friendly rentals Okemo Mountain Resort
- Rentals with a fire pit Okemo Mountain Resort
- House rentals Okemo Mountain Resort
- Rentals with a fireplace Okemo Mountain Resort
- Apartment rentals Okemo Mountain Resort
- Ski-in/ski-out rentals Okemo Mountain Resort
- Fitness-friendly rentals Okemo Mountain Resort
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