Family-friendly holiday rentals in Virginia

Ava A-Frame•Hot Tub•Theater•Hidden Stair•EV Charge

Welcome to Ava, a 4-story A-Frame marvel in the Shenandoah Valley. Discover hidden doors, a home theater, and a magical sliding island revealing the spiral staircase to the game room. Enjoy a sunken bed for stargazing in the loft, a 7-person hot tub, a Blackstone and breathtaking valley views. Conveniently located, Ava offers seclusion without sacrificing proximity to essentials or connectivity. Experience the perfect blend of luxury and nature, immersing yourself in the beauty of Shenandoah.

Mountain Overlook House - Blue Ridge Parkway

Unique octagonal house with stunning views of the Blue Ridge Mountains of Virginia. Located 2 miles from I-64, 15 minutes to downtown Waynesboro and an easy 25 min drive to Charlottesville and UVA. Open floor plan, perfect for gathering, and long-range 180 degree views from nearly every room. Fully equipped renovated kitchen. Quality linens and bedding. Rustic, yet modern decor. Home features large fireplace, outside fire pit, wifi, and board games galore. Stargazing and birdwatching heaven.

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

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.

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.

Pride’s Mountain | Authentic Farm Stay w/ Hot Tub

Where the “ just passing through” becomes the destination. Perched at 2,543 ft atop our 66-acre Appalachian farm, this retreat offers sweeping views, peaceful surroundings, unforgettable sunsets, and nights under a sky full of stars. Wake slowly with coffee above the clouds, unwind in the hot tub, and experience the quiet beauty of Pride’s Mountain. Every photo was taken here on the property, though none truly do it justice as in person. Upgrade packages available.

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.

The Gramophone - Romantic Valley Retreat

A Shenandoah Valley peaceful retreat in its own mini-valley, featuring a mountain-top creek rushing through the 3-acre property. Enjoy a romantic getaway with a premium sound system and record player, a wood-burning indoor fireplace, a wood-burning outdoor hot tub, a deck hanging among the trees, and tons of nearby adventures. These are just some wonders you can soak up during your stay. Just 2 hours away from Washington DC. Welcome to The Gramophone.

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!

Modern Cabin. Peaceful. Private. Hot Tub.

The Steel Nest is a modern mountain retreat designed for slow mornings, fresh air, and peaceful disconnect from the everyday. Surrounded by trees and complete privacy, this architect-designed cabin offers a front-row seat to nature. Spend your mornings sipping coffee as sunlight filters through the woods, the afternoon exploring the property or nearby trails, then unwind with a soak in the hot tub as the sun dips behind the mountains.

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.

Hobbithouse at White Lotus Eco Spa Retreat

This is the first hobbit house of it's kind in North America. Built in Columbia South America and set up on the 25 acre White Lotus Eco Spa Retreat so one can enjoy privacy along with all the amenities we offer here. This unique hobbit house has great views of the grounds and pond and built by some of the best craftsmen and craftswomen in the area.