
Family-friendly holiday rentals in Woodford
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Woodford
Guests agree: These family-friendly homes 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

Vermont Dream Cabin~70 Acres w/Hot Tub & Fireplace
Log cabin w/ hot tub on 70 acres of Vermont forest with hiking/snowshoe trails, river & mountain stream. Cozy up with wine, games or book by the huge stone woodburning fireplace with fav music from the vintage Bose stereo, enjoy coffee & stargazing on the rocking porch while taking in the mountain views & wildlife or explore the forest & river trails. Enjoy making meals in the ample fully stocked kitchen, the outdoor grill & around the campfire. Crisp AC.*4x4/AWD a MUST for WINTER only BOOKINGS*

Lakeview Cabin in the Mountains - beautiful
Lovely log sided cabin situated across from Woodford lake with view. Large Great room cathedral ceiling, halfmoon window, pine ceiling & floors, dining table,woodstove, corner gas fireplace, full kitchen. Beautiful ambiance, rustic yet elegant. 3 bedrooms, full bath with clawfoot tub, romantic sleeping loft w sitting area. Basement play area heated with 2 beds for children. Central heat, washer/dryer TV/Roku, ceiling fans. Great getaway for nature lovers, skiers, snowmobilers, hikers. Wifi.

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!

The Gate House--Experience Vermont!
The Gate House is a historic property located at the foothills of Mt Anthony. Built in 1865, the original structure of the house served as the gate house to the Colgate Estate, one of the most beautiful properties in Southwestern Vermont. Our home is just a few short miles to downtown where you can find local restaurants and breweries. We are not far from some of the best skiing/riding in the Northeast at Mt Snow, Bromley, Stratton and Prospect Mountains.

Charming Cabin with 2 baths in the Green Mountains
A cozy cabin nestled high up in the green mountains. A perfect getaway on a quiet street. This home is located up on Woodford Mountain. Across the street from Prospect Mountain (cross-country skiing and snow shoeing) and about 25-30 minutes to Mount Snow (downhill skiing). Vast snowmobile trail nearby. Visit the quaint general store nearby or go hiking in Woodford National State Park. At 2,000 ft elevation, the stars are on stage when it's a clear night.

Cozy Retreat in the Trees
Time travel to 1958 in this architectural gem! This mid-century modern glass and wood cabin is 300 yards away from a charming small lake. The house is NOT on the lake itself, but it is surrounded by trees in a lovely secluded spot. The only heat is a wood stove... but there is a 4-person cedar barrel sauna in the woods that is electric. A classic 1952 Spartanette travel trailer serves as an extra bedroom. This is a true retreat for romance and adventure.

Schoolhouse Spa Retreat on a Vermont Farm
Escape to our historic and lovingly-renovated schoolhouse on a 250-acre verified-regenerative farm, where Green Mountain views meet modern comfort. Unwind in your private hot tub and barrel sauna after exploring farm trails, then fall asleep to the gentle sounds of sheep grazing in the pastures below. This is Vermont at its most authentic—working farm life with all the luxury. Level 2 EV charger, in-unit washer/dryer, and ductless AC for summer comfort.

400+ Airbnb Visits: Incredible Mountain Cabin
Our cabin is off the grid, NO running water (read this twice) or indoor bathroom, but it’s comfortable and has been enjoyed by 100’s of Airbnb travelers. There is electricity, but this cabin takes an adventurer in the winter months. Winter Stays take work! Don’t be surprised of shoveling and bringing in your gear! Our reviews speak for how great rental is for people, thank you for considering a stay at our cabin.

Love the outdoors? This is the place for you!
Cabin is a block up from "Big Pond" in the heart of the Green Mountains. Great for small or large guest count. Spring/Summer/Fall: Non-motorized watercraft lake access, hiking trails, golf, biking and many fairs & quaint stores to visit nearby. Winter: 30 minutes to Mount Snow, 5 minutes to Prospect Mountain & in the VAST snowmobile trail system. Family-owned for 3 decades with continuous updating.

Picturesque Cabin near Mt Snow
Enjoy autumn in the Vermont mountains! Minutes away from hiking trails, lakefront, swimming, fishing, biking, golf, and more. Our cabin is the perfect spot to experience cozy VT charm without missing out on modern amenities -- including a brand new hot tub and central AC. The cabin is well equipped with 3 bedrooms, 1 bath; and you'll love the screened-in porch out back. We’re also dog-friendly!

Scenic Vermont Studio
This beautiful retreat is halfway between the ski slopes of southern Vermont and the cultural centers of Williamstown and North Adams, MA. The residence is a modern, spacious, basement apartment, part of an 1860 farm house. It has its own private entrance around the back of the house at ground level. Solar garden lights and motion detector lighting will illuminate your path to the apartment.
Popular amenities for Woodford family-friendly rentals
Family-friendly home rentals with a hot tub

Berkshire Mountain Top Chalet

Log Cabin: Amazing Views, River Frontage, Hot Tub

Walk to Mt. Snow-Spa-Summer Pool

Mountain side acres

Vermont Mirror House

Mt Snow Chalet: Peaceful Escape w/Hot Tub

Glamping Cabin with Hot Tub on Flower Farm

Modern Cabin with Outdoor Spa on Vermont Farm
Family- and pet-friendly home rentals

Rustic Cabin in foothills of Green Mountains

The King's Cottage

A Bedroom in the woods with lovely views!

The Vermont Farmhouse|Hiking|Dog Trails|Village

Snug Chalet - Wi-Fi + Close to Mount Snow

Apple Blossom Cottage: A Tiny House

The Farm Cottage- Quiet 1BR on Hobby Farm

Cottage-Swim-View-Firepit-7min to Stratton-Dog OK
Family-friendly home rentals with a pool

“Elm” Cozy Pond-side Cabin w/wood stove

Bear's Den - Mt Snow Townhome w/ Heated Pool!

Log Cabin Near Stratton/Mt Snow

Leonard’s Log - Private Hot Tub, Fire Pit, A/C

Great Amenities-Season Condo gym-sport center-pool

Cozy cottage with pool, walking distance to lake

Beautiful rustic woods and fields retreat.

Cozy Cottage with pool and walk to lake
Destinations to explore
- New York City Holiday rentals
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- Philadelphia Holiday rentals
- Boston Holiday rentals
- Québec City Holiday rentals
- Jersey City Holiday rentals
- Newark Holiday rentals
- Portland Holiday rentals
- Mont-Tremblant Holiday rentals
- Atlantic City Holiday rentals
- Providence Holiday rentals
- Newport Holiday rentals
- Okemo Mountain Resort
- Stratton Mountain
- Saratoga Race Course
- Berkshire East Mountain Resort
- Monadnock State Park
- Jiminy Peak Mountain Resort
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Butternut Ski Area and Tubing Center
- West Mountain Ski Resort
- June Farms
- Thacher State Park
- Bousquet Mountain Ski Area
- Hildene, The Lincoln Family Home
- Fox Run Golf Club
- Hudson Chatham Winery
- Rensselaer Polytechnic Institute
- Saratoga Spa State Park
- Bromley Mountain Ski Resort
- University of Massachusetts Amherst
- Norman Rockwell Museum
- Naumkeag
- Mount Monadnock





