
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.

Secluded tiny house resort - DOG FRIENDLY
New tiny house, never lived in, but made to be comfortable. All amenities included: Air-condition, heat, WiFi, TV with cable, shower, tub, dry toilet, small full loft bed and full size couch futon, fire pit, river for swimming or fishing right out the door, small refrigerator, microwave, hot plate, toaster.ear three ski resorts (Killington, Okemo, Pico), Appalachian Long Trail two miles away, swinging bridge on trail beginning, White Rock hiking, lakes near for paddle boarding. Hot tub shared.

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.

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.

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 wood-burning 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 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.

Bearfoot Cottage: Tiny House w/ Hot Tub near Okemo
Tiny living at its best! Welcome to Bearfoot Cottage, a custom-designed Tiny House escape nestled on 15 acres in Southern Vermont. Enjoy the entire property to yourself with hot tub, Char-Griller BBQ, & Solostove firepit. Hike or snowshoe Ladybug Trail to our babbling brook. Then explore the best of Okemo Valley all at your fingertips! Ski/Snowboarding (+more Winter sports), biking, hiking, fishing, dining, breweries, and live music/nightlife. Your vacation is what you make it!

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!

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.

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.

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!

One Bedroom Suite Near Okemo
This 675 square foot suite features a master bedroom with king bed and flat screen TV, separate living room with queen sleeper sofa, flat screen TV, and gas fireplace, full size kitchen, dining area, washer & dryer, and private bath with jetted tub. The Suites location in the Pointe hotel gives you access to the indoor pool, hot tub, fitness room and game room.
Popular amenities for family-friendly rentals near Okemo Mountain Resort
Family-friendly home rentals with a hot tub

~The ClubHaus~

Vermont Retreat Cabin, Romantic Winter Wonderland

Ski Back to Trail Creek!

2 Doors Down - Modern Farmhouse in Downtown Ludlow

The Owl’s Nest in Landgrove

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

Beautiful Timber Frame Retreat

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

Modern Okemo Smart Cabin - As Seen On DIY Channel

The Cozy Little Red Cabin

Private Cabin/PetsOK/Minutes to Okemo/Fast Wifi

Apple Blossom Cottage: A Tiny House

Love Shack Yurt on Star Lake (100% off grid)

Beautiful Guest House near Bromley, Magic, Okemo
Family-friendly home rentals with a pool

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

Winter Dream! The Handle Lodge at Snowtree Condos

Cozy 1BR, Shuttle/Walk to Lifts, Covered Parking

Winterplace - Steps away from Slopes

CozyCub- Location, Fireplace, Ski Off/Shuttle On!

Classic VT Ski Chalet - Walkable to Okemo Ski Lift

Beautiful Spacious Condo at Killington Resort

Newly renovated ski retreat at Killington
Family-friendly home rentals with wifi

Cozy Ski Cabin | 5 minutes to Okemo

Old School Ski Haus

Okemo Mountain Retreat

Ogden's Mill Farm

Idlewild Cottage on Star Lake Near Okemo

Cozy Slopeside Escape - Ski-In/Out Condo at Okemo

Okemo Mtn Studio, Steps to Downtown

Cozy Cabin near Okemo & Echo State Park
Quick stats about family-friendly rentals near Okemo Mountain Resort

Total holiday rentals
Explore 230 holiday rentals in Okemo Mountain Resort

Nightly prices starting at
Okemo Mountain Resort holiday rentals start at $165 SGD per night before taxes and fees

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

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Holiday rentals with a pool
120 properties feature pools

Rentals with dedicated workspaces
130 properties have a dedicated workspace

Wifi availability
220 of Okemo Mountain Resort holiday rentals include wifi 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
- Ski-in/ski-out rentals Okemo Mountain Resort
- Pet-friendly rentals Okemo Mountain Resort
- Rentals with a patio Okemo Mountain Resort
- Flat rentals Okemo Mountain Resort
- Apartment rentals Okemo Mountain Resort
- House rentals Okemo Mountain Resort
- Rentals with a fireplace Okemo Mountain Resort
- Fitness-friendly rentals Okemo Mountain Resort
- Rentals with a washing machine and dryer Okemo Mountain Resort
- Rentals with pools Okemo Mountain Resort
- Rentals with a sauna Okemo Mountain Resort
- Rentals with a firepit Okemo Mountain Resort
- Rentals with a kayak Okemo Mountain Resort
- Rentals with a hot tub Okemo Mountain Resort
- Rentals with outdoor seating Okemo Mountain Resort
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