
Family-friendly holiday rentals in Rockingham
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Rockingham
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

Fat Cat Barn - Close Okemo & Magic, Vermont
Welcome to Fat Cat Barn! This is an incredibly unique, family oriented 1850's Mennonite built Post & Beam barn on 10+ acres in the pastoral hills of Andover, VT. We are wedged between the wonderful villages of Weston, Ludlow & Chester. Just 15 minutes from Okemo and Magic ski mountains with Stratton, Bromley & Killington all within 40 minutes. This is a wonderful four season property with plenty of options for fun right outside our door step. The Stratton mountain views and sunsets are stunning

Peaceful Mountain Cottage Above Private Meadow
Great for skiers and writers alike. Nestled within a mountaintop meadow, through a covered bridge & above a small Vermont village, our peaceful cottage is a destination and provides brilliant fall foliage and Vermont's natural beauty. We feel the oxygen and restorative negative ions here on the land from the lush mountain woods; true shinrin-yoku ('forest bathing'). Skiing, hiking, biking, gourmet restaurants, live music, cafés, coffee shops, & health/international market & co-ops exist nearby.

Deer Valley Retreat, Lovely Log Cabin
This Lake Sunapee Region cabin retreat is perfect for romantics, artists, writers, outdoor enthusiasts, gardeners, friends, & family. Centrally located between the area's best lakes and mountains, convenient to area attractions, and outdoor activities. Still, the cabin feels like a destination in itself, where you can relax, recharge, and reconnect. Cozy up by the stone fireplace, relax on the porch, see nature, read, listen, play, cook, stargaze, and enjoy just being! M&R license #: 063685

Tiny Home w/ Parking - Pet Friendly & Fireplace!
Beautiful Bellows Falls Tiny Home named Sky’s the Limit! Anything is possible here. Please join us in the first ever unveiling of Airbnb for this quaint tiny home! It is near a plethora of shops and restaurants in the historic town of Bellows Falls. Explore for yourself, or bask in the heat of the fireplace inside the house and fire pit outside. For hikers and skiers, this home is a hidden gem. Okemo is just 37 minutes driving, and there are scenic running paths and hiking spots within town!

Tiny A-Frame Rest House in Woods near Mountains
Newly built A-Frame getaway cabin built in the middle of the woods of Vermont. Unplug from it all at this special space surrounded by nature. Enjoy doing yoga and relaxing on the deck, remote working with fiber optic wifi, utilizing the fire pit to roast smores, or taking a walk around the walking paths on the property! There are also nearby hikes, swimming spots, skiing destinations, and drinking/eating spots! We are 35-40 minutes from Stratton, Mount Snow, Bromley, Okemo, and Magic Mountain!

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!

Village Flat with Antique Billiards
Charming and spacious first floor, 3 Bedroom, 1 Full Bath apartment. Sleeps 5 (1 King, 1 Queen and 1 twin). It is nestled in the center of the Bellows Falls village, a short 5-minute walk to downtown, where you will find great little shops and eateries. We are centrally located in Southern Vermont ~ 40 min from several ski areas (Okemo, Magic, Bromley, Stratton, etc.) about one hour from Killington Resort, Mount Snow, and Mount Sunapee (NH), and ~ 20 mins from Brattleboro, VT, or Keene, NH.

Treehouse Haven in Putney-All Seasons
Peaceful, private & fully equipped four-season treehouse, surrounded by nature. ☽ Private & secluded ☽ Central to activities & necessities ☽ Firepit, pellet stove, deck, grill & fully stocked kitchen ☽ Scrupulously clean, unscented products ☽ Clean composting outhouse ☽ Tea & local coffee ☽ Hot outdoor shower-Closed Nov-April ☽ 45min to ski resorts ☽ Swimming holes & hikes ☽ WiFi & electricity Retreat from the business of life; romance, with the family, or even a remote work sanctuary.

Private & Cozy Farmhouse in New Hampshire
Escape to our relaxing farmhouse in a quiet corner of Charlestown, NH. Overlooking farm fields, old barns and the Connecticut River, this property is the perfect quiet getaway! The house is within walking distance of the river as well as downtown Charlestown. It is located between Claremont, NH and Keene, NH making it a great midway point to access both for shopping, area attractions and a number of ski resorts. Minutes from I-91. Come and make yourself at home in this private getaway!

LUXE Forest Retreat
Here you will experience a full sensory immersion in nature while simultaneously enjoying all the comforts of a custom built luxury home. The SY House derives its name from the Japanese expression Shinrin-yoku, which directly translates to "forest bathing... A practice of therapeutic relaxation where one spends time in a forest or natural atmosphere, focusing on sensory engagement to connect with nature." The essence of this house is nature.
Popular amenities for Rockingham family-friendly rentals
Family-friendly home rentals with a hot tub

Tiny Riverfront A-Frame w/ Mountain Views, Hot Tub

Okemo A-Frame - Floor Hammock, Sauna & Hot Tub

Private Apt. on Farm, Hot Tub with views!

Direct Waterfront A-Frame, Close to 3 Ski Areas!

The Owl’s Nest in Landgrove

Cozy Cabin on 5-acre Wooded Lot with Spa

Bearfoot Cottage: Tiny House w/ Hot Tub near Okemo

Schoolhouse Spa Retreat on a Vermont Farm
Family- and pet-friendly home rentals

Rustic Cabin in foothills of Green Mountains

Modern Okemo Smart Cabin - As Seen On DIY Channel

Pinecone Pond 30 min ski Mt Snow, 45 to Stratton

The Post Haus: one-of-a-kind modern VT experience

Log Cabin King Beds AC Near Hike Bike Swim Golf!

Yurt In The Woods - Come to the Yurt.

Stylish Vermont Cabin | Views · Trails · Luxe

Beautiful rustic woods and fields retreat.
Family-friendly home rentals with a pool

Adams Farm-"The Little Farmhouse"

Moon Valley Country Retreat no clean fee pets yes

The Brick House on Washington Street

Dream Catcher Farm

“Sugar Maple” Rustic 4x4 Cabin Getaway, Fireplace

Mt Snow Chalet: Peaceful Escape w/Hot Tub

In-law Apartment, Full Kitchen, Near Mt Wachusetts

Jack S'Bearo- AC, Pool, Mountain Views, Hiking Gym
Quick stats about holiday rentals that are family-friendly in Rockingham

Total holiday rentals
Explore 10 holiday rentals in Rockingham

Nightly prices starting at
Rockingham holiday rentals start at $142 SGD per night before taxes and fees

Verified guest reviews
Over 1,230 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
10 of Rockingham holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Rockingham rentals

4.9 Average rating
Rockingham stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
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- Family-friendly rentals Windham County
- Family-friendly rentals Vermont
- Family-friendly rentals United States
- Okemo Mountain Resort
- Stratton Mountain
- Killington Resort
- Berkshire East Mountain Resort
- Pats Peak Ski Area
- Monadnock State Park
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Pico Mountain Ski Resort
- Stratton Mountain Resort
- Ragged Mountain Resort
- Hildene, The Lincoln Family Home
- Fox Run Golf Club
- Dartmouth College
- Bromley Mountain Ski Resort
- Mount Sunapee Resort
- Montshire Museum of Science
- Emerald Lake State Park
- Mount Monadnock
- Camp Plymouth State Park
- Southern Vermont Arts Center
- Crotched Mountain Ski and Ride
- The Montague Bookmill
- Jamaica State Park





