Pet-friendly holiday rentals in Louisa County

18th Century Charming Bungalow #127 & Pool

Escape & unwind from city life on a beautiful historic, 250 acre estate 20 minutes from Charlottesville! Our historic bungalow is perfect for those who want to take a step back in history and enjoy the wonder nature has to offer! Steep stairs access the upstairs bedroom, 2 can sleep downstairs. We are only 20 min away from Jefferson's "Monticello" & from James Madison's " Montpelier". Treat yourself to an onsite certified massage with a wellness therapist.Please book online at Spagreensprings.

The Ranch at Wine Country - Complimentary bottle

Welcome to The Ranch at Wine Country located in the heart of charming historic Gordonsville, VA. The Ranch provides all the essential amenities (condiments, tea & coffee, blow dryer, towels & much more) and some to enjoy your time away whether it be for work or play! The Ranch is pet friendly w/ a large comfy dog bed and water & food bowls. The Ranch is just minutes from UVA, Monticello and Fork Union Military Academy. Enjoy private parking, eye catching décor and a complimentary bottle of wine!

Stepping Stone Cove | Lakefront + Hot Tub

Stepping Stone Cove is your family's perfect spot for scenic views, swimming, fishing, and boating. Located in a quiet cove, this gorgeous home features an open living space, 2 fireplaces, 4 bedrooms, 2.5 baths, rec room, & office. Outside, you'll find a screened-in porch, EV charger, deck, and patio with hammock and hot tub with lake views for ultimate relaxation. Head out the back door to our private dock and lake access! Central AC, wifi, and dog-friendly, 9 min drive to downtown groceries!

Troy Rd Country Home

Welcome to our cute and comfy home- Enjoy the ease of covered parking and a quiet neighborhood setting just minutes from a Walmart Supercenter, I64, and a variety of restaurants. Located about 15 minutes from UVA and downtown Charlottesville. Our home offers the ideal balance of comfort and convenience. The primary bedroom features a luxurious king-size bed, and you’ll have plenty of space to stretch out with large front and back yards—great for walking your dog or simply enjoying the outdoors.

Log Cabin Retreat on Lake Anna, private side!

Discover the warm/private charm of Lighthouse Cove, a waterfront log cabin with stunning lighthouse views on the warm side of Lake Anna. Perfect for family gatherings or peaceful escapes, this inviting retreat features a large, well-stocked kitchen, spacious living areas, and basement-level game room with foosball, air hockey, pool table, and retro arcade video game machine. Swim or kayak into late Fall, enjoy movie nights, and gather around the large stone outdoor fire pit under the stars.

Cozy Lake Anna Hideaway with Water & Beach Access

This quiet Lake Anna hideaway is ideal for those looking to escape the hustle and bustle and busyness of everyday life. Situated on 1 acre of wooded privacy, this home is a short 5 minute walk to the lake and all the common area has to offer. Swim at the beach, fish off the shore or dock, play tennis, basketball or volleyball and come back to relax at the firepit. There is a boat slip that may be used and ample parking for boat trailer. Kayaks included with rental! Come relax at the lake!

Tugboat/Private Lake - Farm Animals - Fish, Swim,

Get swept away to a Magical Tug/Houseboat! Newly renovated with all modern conveniences, incl. fully stocked kitchen, full bathroom, AC, heat, & WiFi. Tug floats on an 8 acre private Lake w/ Island on 142 Wooded Acres, with 5+miles of hiking/biking trails. Enjoy Swimming, Kayaking, SUP, Fishing, Hiking, Biking, Exploring, or just relax on your own beach by the fire pit. Visit farm animals just a short walk around the lake...Theo the Cow, Sheep, goats, turkey, ducks, chickens, and rabbits.

Authentic 3 Bedroom Log Cabin, with Lake Access

Knotty Pines is the perfect place to make some memories at this unique and log cabin at Lake Anna. It is exactly the escape you need to leave all your stress behind offering you everything you need for vacation bliss. It features a perfect medley of rustic natural stylings and modern upgrades that will make you feel right at home. Pull in the driveway and let the experience begin! Take in the sight of tall trees as you head up to the covered porch with the woods singing a sweet symphony.

Book 2026! Lakefront Eco Retreat | 5BR Sunset View

Come experience lakeside cabin vibes at our modern Lake Anna log cabin—perfect for families and friends seeking space, style, and serenity! With five private bedrooms, a Tesla charger, private dock, and lakefront views, it’s ideal for reconnecting. Enjoy sunrise coffee on the screened balcony, family dinners with a view, and evening wine at the water’s edge. Thoughtfully designed for peaceful, eco-conscious stays where every detail invites you to slow down and savor. Year round retreat!

Pine Grove Cottage: Visit Monticello & Wineries

The Pine Grove Cottage is just 3 miles from the bustling Zion Crossroads retail and business area (and from Interstate 64), but is in a secluded, quiet rural spot. Professionally decorated and luxuriously furnished, the Cottage can accommodate up to 7 people if the sofa bed is included. It is great to be so near to Charlottesville, on the Monticello side of town, with quick access to all Charlottesville has to offer. So many wineries close by. Beautiful countryside. Yet affordable.

Belle Haven Cottage | Idyllic Virginia Retreat

“A perfect escape!” Private grounds, outdoor seating and bonfire pit, minutes from Gordonsville shopping, dining, and wineries. Our guests have complimentary access to Blue Ridge Concierge, who can help you organize food delivery, dining, tours, and other activities to as you plan your getaway! Check us out on IG: @bellehavencottage We are just 2 hrs from DC, 1 hr from Richmond, and 30 min from Charlottesville - the perfect place for a couple, family, or friends to get away!

Shadwell/KeswickWine Country Unique Cottage/Horses

Located in the heart of Keswick Wineries and Horse Country;this eclectic, cozy, unique studio apartment was featured in Country Accents magazine.Enjoy morning coffee on expansive deck overlooking several horses, numerous wildlife, deer, fox, turkey and more! Features bar seating kitchenette, full bath, southwestern painted sinks, loft bedroom overlooking downstairs hearth fireplace, French door entrance into second bedroom. Small Pets only- larger pets by approval