Family-friendly holiday rentals in Virginia

Trailside Treehouse - Riverside in Richmond, VA

Fulfill your childhood dream of camping in a treehouse! From this central spot, easily explore the trails and river. Then, relax on the deck and enjoy the magic of the trees. •Airbnb “Top 20 Places to Stay in VA” •"Best of Richmond" by Style Magazine •Featured in Airbnb article on hospitality •One of "8 Great Airbnbs" in the U.S. by Inside Hook •Comes with bathroom, kitchenette & lounge apartment in host house •Dog-friendly Social media: @trailside_treehouse City permit #BLDR-107741-2022

The Magical Cabin on Back Creek

Magic is the word most people use when they visit this hidden gem. Built in 1939 as a fishing cabin by a gentleman who incorporated box cars as rafters and beams, dates still visible since removing the attic. By far the best place I've ever lived. I decided to share it with others who love to explore, who love listening to the voice of the creek or who come just to sit on the porch high above the creek with a spouse, friend, family, or alone. For the best sleep, open the bedroom window!

Healing Water Falls

Disconnect and awaken your senses in this artisan home on 13 acres. Need WIFI & TV this rental is NOT FOR YOU. Looking for healing, inspiration, or reconnection this IS your place. Watch the falls from the comfort of your bed, or as you soak in the tub. Its sound infuses the entire house filling it with peace and tranquility. It's flow changes rapidly with rainfall. Come experience the restorative magic and stay in a place one guest swears was built "by garden gnomes and woodland fairies."

Cabin On The Creek

Set in the beautiful Alleghany Mountain Range, the Cabin On The Creek is a custom-built luxury cabin with amazing views and access to Potts Creek on a private wooded property. Multiple outdoor areas to enjoy the sights and sounds of the creek include the back porch, observation deck with Adirondack chairs, and walking path that leads to a stunning view of the Potts Creek “Sinks.” Enjoy the tranquil natural environment as you make use of the outdoor grill, picnic area, fire pit, and hot tub.

Secluded Oasis•Hot Tub•Blue Ridge Mountains

You found it. A secluded oasis tucked away in Virginia’s Blue Ridge Mountains. Wake up with coffee on the covered deck, listening to birdsong and the peaceful sounds of the creek. Spend your afternoons relaxing in the hammock chairs or soaking in the hot tub, then end the day around the fire pit under the stars. If you’ve been craving a quiet escape to reconnect and unwind, you’ve found it. •15 min to the Blue Ridge Parkway •20 min to Smith Mountain Lake •25 min to Downtown Roanoke

Views! Farm Stay Camper-Off 77-Pride’s Mountain

Where the “just passing through” becomes the destination. All photos are taken on the property! This elevated retreat sits at 2,543 feet above sea level, perched atop our 66-acre property in the heart of the Appalachian Mountains. Rustic, serene, and completely surrounded by nature, the guest house offers sweeping 360-degree views with sunrises that will stop you mid-sip of your morning coffee and sunsets that make you forget what time it is. Upgrade packages available.

Ultimate Cabin Farm Stay Cape Charles

Tucked away in the woods on a historic Eastern Shore farm lies this stunning pond side Cabin just 10 mins from Cape Charles. The classic yet modern cabin is a dreamy getaway or remote work space. Wake up to the birds singing in the trees that completely surround the cabin and enjoy the deck - watching the deer and goats foraging. Take a walk on our trails, collect fresh eggs, visit Cape Charles for restaurants and shopping, and enjoy the farms’ fire pit in the evening.

CloudPointe Retreat

Rare Appalachian Treehouse Gem! Luxurious, one-of-a-kind retreat for couples. Elevated tiny house among the treetops, private parking, plush bedroom, sleek bathroom, beautiful kitchenette, loveseat, lounge, private double-level decks, fireside lounging (wood provided), gas grill, and patio with a hot tub! Surrounded by nature, with wineries, hikes, restaurants and shopping all nearby. Please come and relax and revel in the beauty of nature! 4WD is recommended.

Beaverdam Falls, Falling Waters A-Frame

Glamping has never been better than in this cool, unique A-Frame. Our newest Airbnb Glampsite, Falling Waters boasts full-frontal views of the waterfall, lower pools, & cascades of Sweet Springs Creek. The best piece of real estate on the Property, this glampsite will simply astonish your expectations & impress your senses. Falling waters is off the grid, has a comfy bed, stays cool during the Summer, & is fully heated with propane in the Winter!

The Sparrow Luxury A-Frame w/Hot Tub in Shenandoah

Soak in a private hot tub under Shenandoah stars at The Sparrow a newly built luxury A-frame in Virginia’s Shenandoah Valley, a scenic drive from Washington, DC. This African-inspired retreat offers two bedrooms, a full kitchen, a cozy fireplace, a deck, a workspace with fast WiFi, 4K TVs, and a PlayStation 5. Minutes from Luray Caverns, Skyline Drive, and Shenandoah National Park, with hiking trails, wineries, and stunning fall foliage close by.

Train Caboose w/ River Views <.5 mi to Downtown

✨Named the most wish-listed Airbnb in Virginia! ✨ All aboard! Welcome to James Station by All Belong Co, a train caboose overlooking the James River. • 1/2 mi walk (or bike!) to downtown Lynchburg and paved Blackwater Creek nature trails • Large deck, Solo Stove fire pit & gas grill • Porch swing overlooking river + hammock swings • Watch the trains + factory action below! • Full-size shower w/ rain-head shower & Public Goods soaps

Mountaintop Retreat with Wood Fired Hot Tub

Doah House is a private retreat perched on a bluff atop the Blue Ridge, with wide views over the Shenandoah Valley. A calm container for rest and observation, the pace softens, shaped by small rituals: lighting the fire, soaking in the wood-fired tub, making coffee by hand. Weather moves through the trees, changing the light, the air, the sound. Each day feels different. The forest shifts, and you might, too.