
Family-friendly holiday rentals in Roxbury
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Roxbury
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Bristol Cozy Yurt near Hiking/Skiing|MapleFarm
Our cozy yurt is located within minutes of amazing, hiking, biking, skiing, breweries and much more! Relax around the fire while listening to our resident owls or stare up at the stars through the dome. We're centrally located to some of the best hiking and swimming skiing in Central Vermont. Mt Abe and Bartlett's Falls are the closest options. We're also close to civilization with several towns close by to explore for food, drink, art, and shopping. Or travel a bit further to Burlington..

4-Season Treehouse @ Bliss Ridge; Best Views in VT
thermostat control! LUXURY! 1-of-a-kind, 5⭐️Interior bathroom, @Bliss Ridge - 88acre, OG farm, private estate surrounded by 1000s acre of wilderness. NEW SAUNA& cold plunge!!! Our 2 architectural wonders = real treehouses, built withIN the living trees, not stilted cabins. Equipped w. a fabulous yotel fireplace, indoor hot shower / plumbing, fresh mtn spring water, stable access ramp. Our original Dr. Seuss treehouse, "The Bird’s Nest" is open May-Oct. WiFi avail at the barn! Cell svc works!

Moonlight Mountain Farm Vermont Studio w Hot Tub
Welcome, this is a Farmhouse. Our idyllic Farmstay offers a private, spacious, modern studio within a beautiful 1840's farmhouse in rural Roxbury, Vermont. Including a dedicated, private sunroom atrium indoor Hot Tub. Roam our ambling 20 acre property offering a swimming pond, woodland paths, open pastures, and small farm. Explore the headwaters of the Dog River. Revel in Vermont's finest skiing, hiking, biking, beer, and food just up and down the road. Outdoor sauna available for added fee.

Off Grid Secluded Cabin on 37 Acre Farm
In a secluded, hand-crafted off the grid cabin, come and enjoy the elements with us at Drift Farmstead. A 3-minute walk leads you through gardens and pasture, to Ravenwood, a small, intimate cabin with everything you need. Be it an extended weekend tucked in seclusion, amongst the birds, river and trees, or find the comforts of a 37 acre small farm nestled in the mountains and settle in, working from afar. Top shelf skiing at Sugarbush is near, along with Vermont's finest grub and beer.

Private Resort Luxury in the Heart of Vermont
Bright and spacious apartment that sleeps 4 in the heart of the central Vermont mountains. Property is 80 Acres surrounded by thousands of acres of state forest. Fully furnished with all amenities with heated indoor parking, air conditioning, and access to amazing outdoor opportunities like skiing and biking in all seasons. The property has new high speed fiber optic internet. Come enjoy all the seasons Vermont has to offer in complete comfort and ease. Reduced rates for extended stays.

Howling Wolf Farm Yurt--A Magical Glamping Retreat
Our 88-acre farm spreads up a steep hillside above the village of Randolph, one mile away. The land is a mixture of open areas where we rotate our sheep flock daily, and wooded land with trails and old stone walls. You might hear the occasional car or truck on a nearby road, but more likely you'll hear our sheep baaing to one another or the cows across the valley trumpeting, or the abundance of birdsong. The energy here is calming and peaceful--we know you will love it as much as we do.

Sunny, spacious studio apartment in Montpelier, VT
A beautiful space close to downtown Montpelier with a full set of windows that creates a sunny, open feeling with wooded view. Equipped with a queen bed, single bed, couch, kitchenette (small sink, microave, toaster oven, minifridge, blender, silverware, cups, and dishes). Easy access to the varied actives that Vermont provides. Off-street Parking; separate entrance in a safe and quiet neighborhood; 15minute walk to downtown. Please note this is a no-smoking, no-vaping property.

Cozy Cabin Studio
Relax in this peaceful quiet space! This studio apartment is above a shared garage/entrance with the home owner. The homeowner and her daughter and 2 over friendly dog live on the property. The cabin is on 5 acres with a beautiful yard and pond that you can enjoy. The studio is 5 minutes from the town; local restaurants, train station, theater are some of the few attractions. The highway is 7 minutes away. 3 miles dirt road The Vermont hills and trails await your adventure!

Captain Tom's Cabin - Secluded Vermont Getaway
Welcome to Capt. Tom's Cabin. Nestled in the hills of Vermont with a beautiful view of the Green Mts., this 2-storey, 2 bedroom log house on 44 acres offers seclusion, serenity and privacy. Two large bathrooms, full kitchen, central heat, gas fireplace, pond and deck. Great for winter sports enthusiasts and nature lovers. Good wifi, dog-friendly with a fee. Please google and read Vermont's covid restrictions and agree to adhere to them before making a reservation.

Tiny House on Vermont Homestead
We are located in the hills of central VT, close to good hiking, skiing and swimming. Disconnect to reconnect. Our homestead is based on permaculture landscape design.Relax by the living pool, unwind in the traditional sauna, or kick back in an Adirondack chair looking out at the hills of VT. We have an ideal environment for digital detox. This is one of three listings at our place. We can accommodate groups of six by booking: Lower Yurt Stay and Upper Yurt on VT Homestead

Cozy cabin retreat
This is the cozy, romantic cottage you've been dreaming of! Fall asleep to the sound of the stream outside the window. Enjoy sledding, snowshoeing, or XC skiing around the meadow, or use this as a convenient base for all your Vermont adventures. Nestled in a hidden valley in the center of Vermont, the cottage is conveniently located a short drive from many ski areas, award-winning Montpelier and Randolph restaurants, the bustle of the Mad River Valley and I-89.

Luxury Glass Tiny House - Mountain View + Hot Tub
Immerse yourself in nature at Vermont's most unique Airbnb, located in the heart of the Green Mountains. This upscale mirrored glass house was built in Estonia and combines Scandinavian design with jaw-dropping Vermont views for an unforgettable experience. You'll return home feeling rejuvenated after relaxing in a hot tub overlooking Sugarbush Mountain or waking up with a panorama of Blueberry Lake at your feet. *One of Airbnb’s Most Wish-listed Stays of 2023*
Popular amenities for Roxbury family-friendly rentals
Family-friendly home rentals with a hot tub

Cozy Bow House Perched in Trees w/ Hot Tub & View

Lake Dunmore Getaway — Foliage Views & Ski Retreat

Spring Hill Farm, coffee & hot tub

The Caterpillar House: Tiny w/ Hot Tub & Fire Pit

Scandinavian design Chalet w/ private hiking trail

Private Barn On a Hilltop in Fairlee, Vermont

Secluded tiny house resort - DOG FRIENDLY

Guest Suite w/hot tub & fireplace
Family- and pet-friendly home rentals

Dreamy Artist Chalet in Secluded Historic Village

Epic Views of the Green Mountains

200 acre Stowe area Bunkhouse.

Beautiful 1 Bedroom Suite with private entrance

Birch Meadow Log Cabins

Quaint 1-bedroom cottage on Blue Ledge Farm

Cozy/Private, close to hospital, i-89

Secluded Log Home on 109 Acre Natural Wonderland!
Family-friendly home rentals with a pool

Bright Ski on/off Condo Full Kitchen-Free Shuttle!

Relax in Recreation Paradise!

Sugarbush Mountainside Retreat - Ski in Ski out

Moon Valley Country Retreat no clean fee pets yes

Beautiful Spacious Condo at Killington Resort

Modest Mountain Dacha

Bunny Hill Cabin -Pets, Shared Hot Tub & Lap Pool

1 night Ok at the base of Pico 1 bedrom Ski in out
When is the best time to visit Roxbury?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $476 NZD | $619 NZD | $343 NZD | $304 NZD | $332 NZD | $315 NZD | $311 NZD | $403 NZD | $331 NZD | $392 NZD | $309 NZD | $656 NZD |
| Avg. temp | -6°C | -5°C | 0°C | 8°C | 15°C | 20°C | 22°C | 21°C | 17°C | 10°C | 4°C | -2°C |
Quick stats about holiday rentals that are family-friendly in Roxbury

Total holiday rentals
Explore 30 holiday rentals in Roxbury

Nightly prices starting at
Roxbury holiday rentals start at $230 NZD per night before taxes and fees

Verified guest reviews
Over 860 verified reviews to help you choose

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Roxbury holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Roxbury rentals

4.8 Average rating
Roxbury stays are highly rated by guests—averaging 4.8 out of 5!
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- Family-friendly rentals Washington County
- Family-friendly rentals Vermont
- Family-friendly rentals United States
- Okemo Mountain Resort
- Sugarbush Resort
- Bolton Valley Resort
- Fort Ticonderoga
- Dartmouth Skiway
- Cochran's Ski Area
- Pico Mountain Ski Resort
- Lucky Bugger Vineyard & Winery
- Autumn Mountain Winery
- Whaleback Mountain
- Fox Run Golf Club
- Northeast Slopes Ski Tow
- Country Club of Vermont
- Montshire Museum of Science
- Mt. Eustis Ski Hill
- Ethan Allen Homestead Museum
- Cozy Cottages & Otter Valley Winery
- Storrs Hill Ski Area
- Leahy Center for Lake Champlain
- Burlington Country Club
- Killington Adventure Center
- Vermont National Country Club
- Lincoln Peak Vineyard
- Shelburne Vineyard




