Kid-friendly holiday rentals in Woodstock

Find and book unique family-friendly rentals on Airbnb

Top-rated family-friendly rentals in Woodstock

Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.

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Guest favourite

Guest house in Woodstock

4.98 out of 5 average rating, 209 reviews

Cozy Little Spot (Self Check-in)

Contactless check-in. Cozy guest house, cabin-studio-getaway; enjoy the sounds of a stream outside the window (next to the bed). Views of a larger brook below. The"Cabin"is nestled in the trees giving a feeling of floating above the brook below. The interior is decorated w/family heirlooms gathered from around the country. Nothing fancy, just a cozy simple getaway. 3.25 mi from town. Choose from a variety of activities in town or hop on nearby trails. NO PETS ALLOWED. ZERO CONTACT WITH OWNERS.

2–9 Aug

€ 172 per night

Guest favourite

Cottage in Hartland

4.97 out of 5 average rating, 420 reviews

Breeze Hill Cottage

This cozy two bedroom home sits on a rural dirt road overlooking fields, woods, and the NH mountains. Watch birds from the window, relax on the patio, and enjoy the flower gardens. The cottage boasts modern amenities mixed with antiques. Please note: if we don’t respond to an Airbnb message and you need to speak with us, call us on our phones day or night!!! We have had people message us when we were asleep and so we have not been aware and have not responded. Call us! We will hear the phone!

17–24 Apr

€ 137 per night

Guest favourite

Barn in Woodstock

5.0 out of 5 average rating, 119 reviews

Stunning Converted Barn Home 3-bed 2 bath

Stunning renovated barn, surrounded by fenced pastures, this beautiful authentic barn home provides guests with a unique experience, in a beautiful 3-bedroom, 2 bath rustic barn. Fully equipped, beautifully decorated with high end furnishings, antique rugs, comfortable beds, cook in the chef's kitchen, relax by the stone fireplace, sit on the deck with amazing views, walk the fields, and enjoy thethe fireplace pit. An original classic barn, you won't forget. Srry we can no longer accept pets.

8–15 Apr

€ 587 per night

Guest favourite

Home in Woodstock

5.0 out of 5 average rating, 110 reviews

Beautiful Woodstock Home-Perfect for entertaining

Newly renovated - 4 bedroom, 3 bath house, perfect for relaxing or entertaining. Close to all that the Woodstock Village and the Upper Valley has to offer. Amazing location! Only 1.5 mi to the Woodstock Green. Explore the property and feast on the blackberries in summer, raid the tomato garden in the late summer/early fall, and pick the wild fall apples for munching or baking. Bring your snowshoes or cross country skis (in winter) or hiking shoes in summer and explore the property and beyond!

17–24 Sep

€ 648 per night

Guest favourite

Apartment in Killington

4.95 out of 5 average rating, 131 reviews

🎿Cozy Fireplace Condo-Mins. to Everything 🚵

Seeking Adventure? This end unit garden level condo is 6 minutes to Killington AND Pico! Quick access to the Appalachian Trail to ATV, mountain bike, hike, and swim. Relaxing? Work remotely with fast Wi-Fi, hang on the porch swing, or unwind in front of the wood fireplace. Hop in the power adjustable king bed, pull the darkening shades, and turn on the sound machine for restful sleep so you can wake up and do it again! A portion of each stay is donated to local VT nonprofits

10–17 Aug

€ 117 per night

Guest favourite

Barn in Woodstock

5.0 out of 5 average rating, 201 reviews

THE LOFT, stunning views from a timber framed barn

Welcome to "The Loft". The loft is a newly built apartment on the top floor of a timber framed barn. The owners are designer/builders who have combined the elements of old world craftsmanship with high tech efficiency to create a Cathedraled living space that is bright, airy and yet cozy. Powered by solar, this attached carriage barn is located on a quiet back road 3.5 miles from Woodstock Village and 3 miles from GMHA. The Loft has its own private entrance, parking and a sunset balcony.

23–30 Mar

€ 355 per night

Guest favourite

Tiny home in Hartland

4.95 out of 5 average rating, 147 reviews

Cabin on the Hill

Enjoy a stay in the hills of Vermont - glamping at its finest! A 5-10 minute hike UPhill to a secluded getaway in the heart of Vermont. Amenities include a quaint outhouse, a unique outdoor shower, a 2 burner outdoor gas stovetop and a fire pit to roast marshmallows. The 12x14 screened in cabin with ladder accessed loft sleeps 2 comfortably. Don't worry about bringing pots and pans - cabin is equipped with dishes and a water supply. Adjustable LED lights to light up the night.

20–27 Sep

€ 96 per night

Guest favourite

Guest suite in Hartford

4.91 out of 5 average rating, 318 reviews

Sunny Side Airbnb (dog friendly)

Sunny Side Airbnb is located on a secluded 10+ acre property with plenty of outdoor space for dogs to run around and a short hiking trail with views. The Airbnb is located on the farther end of the house with garden views, a fire pit, and an open field. Convenient location near shops and restaurants. Just over a mile from I-89 off Rt 4 in Quechee, Vt. A short drive to WRJ and W Lebanon, NH, 9.1 miles to Woodstock, VT, 11 miles to Hanover, NH, and 13.4 miles to DHMC.

1–8 Aug

€ 124 per night

Guest favourite

Cabin in West Windsor

4.98 out of 5 average rating, 206 reviews

Sunset Cabin - your private romantic hideaway

Your private woodlands retreat awaits. Nestled atop a beautiful 10 acre meadow with 25 acres of woods for you to enjoy; this rustic, pet friendly cabin is a perfect romantic hideaway. Two trout ponds are steps from your door for fishing and swimming. Just a few minutes from Mt. Ascutney's hiking and mountain-biking trails and in the middle of fantastic cycling country. WiFi now available! Sunset Cabin is a marvelous spot for enjoying fall foliage and exploring Vermont.

25 Jul – 1 Aug

€ 168 per night

Guest favourite

Home in Hartford

4.97 out of 5 average rating, 173 reviews

One-bedroom furnished house available March/April

Enjoy my clean uncluttered house while I am away. You will have access to everything on the first floor: Living and dining rooms, kitchen, bedroom, recently remodeled bathroom with shower, and laundry room. The house is less than a mile from the I-91 & I-89 interchange (and near US 4 & 5) but on a quiet side street and surrounded by lawn, gardens, and towering oak and maple trees. Parking in driveway. All utilities and snow removal included.

25 Jul – 1 Aug

€ 72 per night

Guest favourite

Cabin in Rochester

4.95 out of 5 average rating, 394 reviews

Black haus: a hip, cool house hidden in a forest.

You’ll love our place because of the high ceilings, the rural location, the coziness and its sense of place in nature. Our place is great for couples and solo adventurers who enjoy their privacy, who want to get away from it all but be close enough to a more 'country-urban' vibe. There is a deck for sunning, quite a large front and back yard. A great kitchen for meals at home, a forest to explore and miles of trails to mountain bike or hike.

13–20 Mar

€ 149 per night

Guest favourite

Cottage in Windsor

4.97 out of 5 average rating, 320 reviews

Ogden's Mill Farm

Private guest house situated on over 250 acres, with fully equipped gourmet kitchen and great views of quiet fields and valley. Pond with diving board for swimming in the summer. Giant sledding hill is a favorite of children and adults alike. Trails on property for hiking, xc- skiing, and snowshoeing. 15 mins to Woodstock VT. 45 mins to Killington,Pico and Okemo. Great restaurants and shopping nearby. Hanover and Norwich VT 20 mins.

10–17 Nov

€ 148 per night