
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.

Glamping Cabin with Hot Tub on Flower Farm
<b>Vermont's Most Wish Listed</b> ﹏﹏﹏ Nestled in a wooded grove on Tanglebloom Flower Farm, this unforgettable glamping-inspired farm stay invites you to escape the everyday & immerse yourself in nature - comfortably. Designed with a clear roof looking up to the trees and screened sides to let in the breeze, the handmade tiny cabin invites you to slow down. Explore southern Vermont's hikes, farmer's markets & swimming holes or stay put. Perfect for a romantic couples retreat or solo getaway.

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

Riverbed Treehouse @hot tub & a new sauna & views!
The beautiful & brand new Riverbed Treehouse with private sauna and a stunning new hot tub! Views all day long and wildly awesome sunsets!! Stratton mountain is right at your toes with a babbling brook turned raging river in the Spring! Beautiful woods & trails to explore. Stunning ridge line off the ski trails of Magic Mnt!! Close to town for quick shopping & coffee shops! Xcountry ski or snowshoe or walk our groomed trails!! FAST WiFi, nature lovers & a birdwatchers paradise!! @bentapplefarm

Beautiful Timber Frame Retreat
This cabin retreat is situated on a natural clearing in the beautiful Green Mt. Forrest. Surrounded by a dense grove of spruce trees gives you complete privacy. It's only a quick 5 minute drive to great restaurants, breweries, and shops in downtown Wilmington. It's also less than 20 minutes to Mt. Snow. There's great hiking at Molly Stark State Park right across the street and amazing lakes all within a 10 minute drive! No WIFI and cell service is not great so it is a great place to unplug!

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.

Treehouse compound, no cleaning fee
The rental includes both treehouses (toilet in each), cooking/eating pavilion (only cold water at sink) (outhouse nearby), outside shower (cold), firepit. Additional guests above the 2 included in per night stay are $30 per person per night up to a maximum of 11 guests during the warmer months and 5 guests total during the cooler ends of the season (June and mid Sept to mid Oct). Beds: 3 doubles, 5 singles. No pets allowed. Not ideal for very young children or people with mobility issues.

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.

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!

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!

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.

Love Shack Yurt on Star Lake (100% off grid)
Glamping at its finest. Bring everything but the bed. Enjoy sunsets and star gazing lakeside. No running water or electricity. Clean & custom built outhouse for a toilet. You will need to bring bedding, size king. Please note: self cleaning policy. Leave it in great condition for your fellow travelers. Woodstove for heat, provide your own wood. One King Bed with mattresses and top sheet ONLY. IG@YURTlilyPAD
Popular amenities for Ludlow family-friendly rentals
Family-friendly home rentals with a hot tub

Log Cabin: Amazing Views, River Frontage, Hot Tub

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

Romantic Ski Cabin in VT, Hot Tub, Fire Pit, Charm

Okemo Ski Chalet with Hot Tub

Boulder House - Extraordinary Luxury in the Woods!

Scandinavian design Chalet hiking trail + hot tub

Secluded tiny house resort - DOG FRIENDLY

Mountain view chalet with hot tub & fire pit!
Family- and pet-friendly home rentals

Rustic Cabin in foothills of Green Mountains

Cabin on the Hill

Classic Vermont A-Frame | Fire Pit | Near Stratton

Private Cabin/PetsOK/Minutes to Okemo/Fast Wifi

Sunset Cabin - your private romantic hideaway

Apple Blossom Cottage: A Tiny House

Stylish Vermont Cabin | Views · Trails · Luxe

1958 Classic "Hunting Cabin" w/ Breathtaking Views
Family-friendly home rentals with a pool

Adams Farm-"The Little Farmhouse"

Moon Valley Country Retreat no clean fee pets yes

Winterplace - Steps away from Slopes

Classic VT Ski Chalet - Walkable to Okemo Ski Lift

Dream Catcher Farm

AC • Vermont Retreat • Dogs Welcome • Pool & Spa

Beautiful rustic woods and fields retreat.

Cozy Vermont Antique Sugar House with Fireplace
Destinations to explore
- Plainview Holiday rentals
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- Rentals with outdoor seating Ludlow
- Rentals with a patio Ludlow
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- Rentals with a fireplace Ludlow
- Rentals with a hot tub Ludlow
- Cabin rentals Ludlow
- Apartment rentals Ludlow
- Pet-friendly rentals Ludlow
- House rentals Ludlow
- Rentals with a firepit Ludlow
- Ski-in/ski-out rentals Ludlow
- Rentals with a washing machine and dryer Ludlow
- Family-friendly rentals Windsor County
- Family-friendly rentals Vermont
- Family-friendly rentals United States
- Lake George
- Okemo Mountain Resort
- Stratton Mountain
- Killington Resort
- Pats Peak Ski Area
- Monadnock State Park
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Pico Mountain Ski Resort
- Stratton Mountain Resort
- Fort Ticonderoga
- Ragged Mountain Resort
- Hildene, The Lincoln Family Home
- Fox Run Golf Club
- Dartmouth College
- Middlebury College
- Bromley Mountain Ski Resort
- Mount Sunapee Resort
- Montshire Museum of Science
- Emerald Lake State Park
- Mount Monadnock
- Warren Falls
- Camp Plymouth State Park
- Southern Vermont Arts Center





