
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.

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.

Apple Blossom Cottage: A Tiny House
The ABC is located just 15 minutes from the Stratton Mountain Gondola and just 2 miles from the popular Jamaica State Park. Comfortable for up to 5 people. The private tiny house includes fresh linens, dedicated Wi-Fi, a kitchenette, hot shower, flushing toilet, fire pit and porch. The calendar is accurate. Stratton Mountain Resort 10 miles Grace Cottage Hospital 7 miles Magic Mtn 15 miles Bromley 18 miles Mount Snow 15 miles Brattleboro 24 miles Okemo 30 miles Killington 47 miles

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.

Okemo Mountain Getaway for Families w/ Pool Access
Perched on Okemo mountain, this spacious condo is the perfect year-round escape for families and groups. With ski-in/ski-out access, a cozy wood-burning fireplace, and a private balcony, it's perfect for any season—whether you're carving the slopes, hiking scenic trails, or enjoying the vibrant fall colors. Take a dip in the seasonal shared pool or unwind in the hot tub. Featuring a fully equipped kitchen, BBQ grill, and all the comforts of home, it's the ideal mountain getaway!

River House Apartment - Dog friendly
Entire downstairs of a house with one double bed. There is nice bathroom with shower. There is a microwave, coffee, massage chair, outdoor grill and picnic table. Internet and cable provided with fire stick for the TV. Fire pit and hot tub are shared by other guests. Up to three and all size dogs or pets are allowed and welcome. The three acres has a lovely place for them to run and has been sprayed for ticks and mosquitos. Please note: key replacement $30 if lost or taken

The Loft at Weathersfield
Close to Okemo, The Loft at Weathersfield, is just 1/2 hour south of Woodstock / Hanover area and 22 minutes from Okemo Mountain. The Loft, is located in a private agricultural setting with easy access to Vermont's best biking, hiking, fly fishing, skiing, and many equine trails. The loft is 900 square feet with a kitchen/dining room, living room, full bath, one bedroom with a queen bed and one twin bed. There is a spacious deck off the kitchen and a car port underneath.

Ludlow Village Guest Cottage with Prime Location
Renovated one bedroom, one bath guest cottage in Ludlow, Vermont. Prime ski location, 12 houses down from the Mountain Road entrance to Okemo Base Lodge. Anything you need can be found a short walk from the front door including a wide variety of restaurants, shops and bars for Après Ski. Sitting on the weekend and holiday shuttle route to Okemo, its the perfect spot to be! Cottage has a fully equipped kitchen and wifi for your technology needs.

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.

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. Fireplace has been updated to electric fireplace starting from 2023-2024 season.

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.

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

Okemo A-Frame - Floor Hammock, Sauna & Hot Tub

2 Doors Down - Modern Farmhouse in Downtown Ludlow

Winter Dream! The Handle Lodge at Snowtree Condos

Bearfoot Cottage: Tiny House w/ Hot Tub near Okemo

Mountain side acres

Ski Chalet with Hot Tub on Okemo Mountain

Vermont Getaway Apartment

Newly renovated private space on Ascutney Trails
Family- and pet-friendly home rentals

Picturesque Cabin on the Mettowee

Cabin on the Hill

Spacious King Spa Suite Weston Hills

Modern Okemo Smart Cabin - As Seen On DIY Channel

Moon Valley Country Retreat no clean fee pets yes

Cabin-7 min to Ski Stratton-Woodstove-Views-Dog OK

Private Cabin/PetsOK/Minutes to Okemo/Fast Wifi

Love Shack Yurt on Star Lake (100% off grid)
Family-friendly home rentals with a pool

Bear's Den - Mt Snow Townhome w/ Ski Home Trail!

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

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

Ski home to Trail Creek!

Right at Killington !

SKI IN/OUT @ Mount Snow (Hot Tub & Pool)

Classic VT Ski Chalet - Walkable to Okemo Ski Lift

Beautiful Spacious Condo at Killington Resort
Family-friendly home rentals with Wi-Fi

Exceptional Village Fireplace Condo On Shuttle Rte

Ski-In/Ski-Out Hike Okemo Mountain Condo

Ogden's Mill Farm

Peaceful Ludlow Base 5 minutes to Okemo

Cozy Poultney Village Apartment

Law Office Apartment

Caretakers Cottage -Pet Friendly

Okemo Mountain Lodge A108 Beautiful Ski In/Ski Out
Quick stats about family-friendly rentals near Okemo Mountain Resort

Total holiday rentals
Explore 220 holiday rentals in Okemo Mountain Resort

Nightly prices starting at
Okemo Mountain Resort holiday rentals start at $173 NZD per night before taxes and fees

Verified guest reviews
Over 3,230 verified reviews to help you choose

Pet-friendly accommodation
Find 10 rentals that welcome pets

Holiday rentals with a pool
110 properties feature pools

Rentals with dedicated workspaces
120 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, Wi-Fi 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 hot tub Okemo Mountain Resort
- Rentals with outdoor seating Okemo Mountain Resort
- Rentals with a washing machine and dryer Okemo Mountain Resort
- Rentals with a patio Okemo Mountain Resort
- Rentals with a kayak Okemo Mountain Resort
- Fitness-friendly rentals Okemo Mountain Resort
- Rentals with a fireplace Okemo Mountain Resort
- Rentals with pools Okemo Mountain Resort
- Rentals with a sauna Okemo Mountain Resort
- Pet-friendly rentals Okemo Mountain Resort
- Rentals with a fire pit Okemo Mountain Resort
- Ski-in/ski-out rentals Okemo Mountain Resort
- Condo rentals Okemo Mountain Resort
- House rentals Okemo Mountain Resort
- Apartment rentals Okemo Mountain Resort
- Family-friendly rentals Vermont
- Family-friendly rentals United States
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