
Family-friendly holiday rentals in Ludlow
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Top-rated family-friendly rentals in Ludlow
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Waterfront Vermont Lake House w/ Panoramic Sauna
Waterfront on Lake St. Catherine, with almost 100ft of private lake frontage and a view that's hard to beat. Watch the sunrise from the deck or right from inside our new panoramic barrel sauna. Explore the water by kayak or canoe — both included for guests. There's also a fire pit for evenings, and easy self check-in with a smart lock so you're never waiting around to start your trip. Great for families — we've got a crib, a bunk room for the kids, and a bookshelf of board games for rainy days.
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Cozy Ski Condo In Historic Mill - on shuttle route
2 bedroom, 1 bathroom condo located in the historic Mill Building (1834). This top floor end unit offers views of Okemo Mtn while overlooking the Black River. With exposed brick walls, wooden beams, high ceilings & a wood burning fireplace we hope you enjoy the coziness of this rustic space after a long day of adventure. Firewood, linens, towels, & cooking needs are provided for added comfort. Our condo is centrally located, walkable to shops/restaurants & is on the shuttle route to Okemo.
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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.
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Treehouse Haven in Putney-All Seasons
Peaceful, private & fully equipped four-season treehouse, surrounded by nature. ☽ Private & secluded ☽ Central to activities & necessities ☽ Firepit, pellet stove, deck, grill & fully stocked kitchen ☽ Scrupulously clean, unscented products ☽ Clean composting outhouse ☽ Tea & local coffee ☽ Hot outdoor shower-Closed Nov-April ☽ 45min to ski resorts ☽ Swimming holes & hikes ☽ WiFi & electricity Retreat from the business of life; romance, with the family, or even a remote work sanctuary.
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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
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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!
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The Berghüttli: Glowing Swiss Hut in the Forest
The Berghüttli ("little mountain hut") is a Swiss-inspired hut and farm stay surrounded by National Forest in Goshen, VT (pop. 168). A completely private escape—no other structures in sight, just woods and quiet. Inside, a wall of windows brings the forest right up to you, while glowing maple plywood fills the space with warm light. High-speed fiber internet runs a reliable 300 Mbps. Stay connected or switch off completely. Search "The Berghüttli" on YouTube for a video tour.
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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 walk-in shower. 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 about renting for next winter season!
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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.
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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.
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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
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Modern Cabin with Outdoor Spa on Vermont Farm
Romantic modern cabin with private hot tub on a 100-acre Vermont farm. This Scandinavian-style retreat features soaring windows, a king bed with luxury linens, a cozy fireplace, and a sleek kitchen. Perfect for couples seeking a peaceful getaway, farm stay, or eco-friendly escape. Soak under the stars, meet our friendly goats, and enjoy the beauty of southern Vermont from your light-filled solar-powered cabin.
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Popular amenities for Ludlow family-friendly rentals
Family-friendly home rentals with a hot tub

Luxury Cabin#1 Hot Tub Fire Pit Kayak Paddle Board
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~The ClubHaus~
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Summit View Cottage:Ski | Hot tub|Fireplace3bd 2ba
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Spacious Renovated Barn Apt on 100 acres!
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forest retreat; off-grid writers cabin
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Vermont Dream Cabin~70 Acres w/Hot Tub & Fireplace
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Schoolhouse Spa Retreat on a Vermont Farm
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Idyllic Cabin in VT, Hot Tub, Fire Pit, Charm
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Family- and pet-friendly home rentals

Private Cabin/PetsOK/AC/Minutes to Okemo/Fast Wifi
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Cozy VT Log Cabin Minutes to Okemo & Killington
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Copper Hill House - VT getaway near Ludlow & Okemo
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All Season Lovely and Zen Okemo Mt Lodge Condo
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Fat Cat Barn - Close Okemo & Magic, Vermont
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Luxury “Tiny” House With Sauna (Timbery)
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Private Hilltop farm apartment
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Meadow View. 35 acres outside your door!
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Family-friendly home rentals with a pool

Dream Catcher Farm
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SugarBear- Pool, AC, Sauna, Gym, Tennis!
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Beautiful rustic woods and fields retreat.
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Classic VT Ski Chalet - Walkable to Okemo Ski Lift
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Mt Snow Chalet: Peaceful Escape w/Hot Tub
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Okemo Ski Condo, Steps from Trails. Modern & Cozy
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Cozy Vermont Antique Sugar House with Fireplace
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Ski Mountain View Estate
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Destinations to explore
- New York City Holiday rentals
- Montreal Holiday rentals
- Philadelphia Holiday rentals
- Boston Holiday rentals
- Quebec City Holiday rentals
- Jersey City Holiday rentals
- Portland Holiday rentals
- Newark Holiday rentals
- Mont-Tremblant Holiday rentals
- Atlantic City Holiday rentals
- Newport Holiday rentals
- Providence Holiday rentals
- Lake George
- Okemo Mountain Resort
- Stratton Mountain
- Pats Peak Ski Area
- Monadnock State Park
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Dartmouth College
- Fort Ticonderoga
- Ragged Mountain Resort
- Hildene, The Lincoln Family Home
- Middlebury College
- Killington Resort
- Mount Monadnock
- Bromley Mountain Ski Resort
- Emerald Lake State Park
- Montshire Museum of Science
- Mount Sunapee Resort
- Camp Plymouth State Park
- Warren Falls
- Quechee Gorge
- Jamaica State Park
- Crotched Mountain Ski and Ride





