
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.

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.
Indoor spacesFamilyValue

Peaceful VT Chalet w/ Mountain View’s
Our Peaceful chalet has everything you need. A fully equipped kitchen, 3 bedrooms, 2.5 baths, 2 living rooms, elec heat fireplace, outdoor fire pit, washer, dryer, Roku TV’s, great fiber optic internet. Accessible ATV/ snowmobile trails from property. 20 miles to Mt. Snow. Short driving distance to popular golf courses, shops, restaurants,breweries, kayaking, fishing, hiking, white water rafting ect An ideal base to explore the Green Moutain National Forests (VT) or the Berkshire Mountains (MA).
FamilyIndoor spacesQuiet

Quaint One-Story Vermont House with Mountain View
From our quaint one-story house, you can see a variety of scenery, from the bright changing colors of the leaves in the autumn to the soft piles of snow in the winter. Experience the quiet of the nearby woods, and see roaming animals such as deer or turkey. Make sure to stop at one of the nearby lakes, each of which offers a variety of amenities, and lush scenery. In the winter, keep warm in the cozy living room next to the fireplace, while having a chat with your friends and family.
KitchenIndoor spacesOutdoor spaces

1 bedroom guest house on dead-end rd
Enjoy a peaceful and private space with 1 bedroom, 1 bath, full kitchen and on site parking. Last house on a dead end rd. 5 min from Southwestern VT Medical Center. 40 min from Mount Snow. 25 min from MassMoca. 15 min walk to Main St where you can enjoy great food and shops. No smoking on premises. Please note there is stairs separating the bedroom (downstairs) and living area, bathroom, and kitchen (upstairs). The stairs are steep and may be difficult for some people.
Indoor spacesFamilyView

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.
Indoor spacesFamilyWalkability

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.
FamilyKitchenAmenities

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.
Indoor spacesFamilyBeach

Cozy, bright 3-bedroom Cottage with fireplace.
Cozy, spacious brook-side cottage with 3 bedrooms, 2 baths, fully-equipped kitchen, fireplace, and serene, 382-acre country setting. Colorful artwork, designer furnishings, and well-appointed kitchen and bathrooms will make you feel welcome and at home. Historic charm of Bennington ten minutes away. NYC (182 miles); Boston (118); Mt. Snow (32); Prospect Mountain (13). Close to MASS MoCA (22), Tanglewood (49) and Manchester outlets (32).
KitchenIndoor spacesSleep quality

The Vermont Farmhouse|Hiking|Dog Trails|Village
The Luxury of Slowing Down — Vermont Style. Leave the rush behind and feel rested, reconnected and renewed at our dog-friendly, beautifully restored 1860s farmhouse. Wide-plank floors, sun-filled rooms and modern comforts create a warm, impeccably clean retreat. Walk across the road into 280 acres of peaceful Mile Around Woods trails, or stroll into historic North Bennington for cafés and shops. It's all right at your doorstep.
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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.
Indoor spacesKitchenAir conditioning

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.
Indoor spacesFamilyParks

Cozy Modern Sugar House with spectacular views.
This beautiful Vermont home sits on 25 acres with spectacular views. We moved this sugar house structure to this land and had an architect adapt it to its surroundings. It has three walls of windows that display the amazing views. The house is surrounded by Mount Anthony hiking trails and a gorgeous pond. The location is a 5 minute drive to town or a lovely 20 minute walk.
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Popular amenities for Woodford family-friendly rentals
Family-friendly home rentals with a hot tub

The House of Pi
KitchenFamilyHiking

Beautiful timber-frame treehouse
FamilyIndoor spacesHot tub

Fall Foliage Luxury Cabin & View Autumn Adventures
Indoor spacesKitchenBathroom

Mt Snow Chalet: Peaceful Escape w/Hot Tub
KitchenFamilyLaundry

Schoolhouse Spa Retreat on a Vermont Farm
FamilyIndoor spacesBarbecue

Mid-mod VT Dream Chalet near skiing, lake & forest
FamilyKitchenQuiet

Berkshire Mountain Top Chalet
Indoor spacesFamilyHot tub

Summit View Cottage:Ski | Hot tub|Fireplace3bd 2ba
FamilyKitchenLong stay
Family- and pet-friendly home rentals

The Farm Cottage- Quiet 1BR on Hobby Farm
Indoor spacesFamilyQuiet

Guest Cottage - Mountain Views, History & Hiking
Indoor spacesFamilySolo travel

Suite Sunset 311 Rice Lane Bennington VT
FamilyIndoor spacesGetting around

Apple Blossom Cottage: A Tiny House
KitchenFamilyWalkability

5BR Rustic Mountain Sanctuary Dome Home
Indoor spacesFamilyView

Cozy VT Barn • Fireplace + Fall Foliage+All Season
FamilyKitchenAccuracy

Netherwood - North Adams Guest House with Views
KitchenFamilyView

Serene Bus Getaway Among Rolling Farm Land
FamilyIndoor spacesAir conditioning
Family-friendly home rentals with a pool

Historic Farm Stay | Heated Pool + Hot Tub
FamilyKitchenGetting around

Cozy cottage with pool, walking distance to lake
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Beautiful rustic woods and fields retreat.
Indoor spacesKitchenSkiing

Modern Cottage between Stratton and Mount Snow VT
KitchenFamilyTV

Town & Country Getaway: Pool Gardens Views 6 Acres
KitchenFamilyHospitality

Silver Brook Cabin
FamilyKitchenAccess

The 1770 House
KitchenIndoor spacesAccess

Berkshire Getaway Ranch 3 acres + saltwater pool
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Destinations to explore
- New York 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
- Providence Holiday rentals
- Salem Holiday rentals
- Okemo Mountain Resort
- Stratton Mountain
- Saratoga Race Course
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- Monadnock State Park
- June Farms
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Butternut Ski Area and Tubing Center
- West Mountain Ski Resort
- Thacher State Park
- Bousquet Mountain Ski Area
- Hildene, The Lincoln Family Home
- Hudson Chatham Winery
- Rensselaer Polytechnic Institute
- Bromley Mountain Ski Resort
- Mount Monadnock
- Emerald Lake State Park
- Saratoga Spa State Park
- Naumkeag
- University of Massachusetts Amherst
- MVP Arena
- New York State Museum





