Pet-friendly holiday rentals in Louisa County

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 4 br, 2.5 ba

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!

Unique OASIS - Silo Barn - Swim Pond- 5 Miles Trai

4 unique rentals available (click our profile)! Unwind at this Central VA Country Paradise! Stay in a converted Barn & Silo w/ private natural swim pond and waterfall tucked into the woods on 140 Acres! Your own Oasis awaits, step out on your porch for coffee/drinks with the farm animals. Take a hike around the Lake on the 5+ miles of trails before cooling off in the pond while you gaze up at the stars. Sheep, Dwarf Fainting goats(next to silo 10' away), Chickens, Ducks, Bunnies, & Turkeys.

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!

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.

Waterfront retreat w/private dock/hot tub/kayaks

Homeport Harbor is the ultimate lake vacation home! Unwind in this spacious, cozy waterfront retreat located on the public side of Lake Anna! This 1,800 sq ft. home is located on one acre and is beautifully decorated; including completely all brand new furniture, kitchen upgrades and new mattresses throughout. Spend your days relaxing at the water’s edge on the private dock, screened in porch or large deck and your evenings roasting marshmallows gathered around the built-in fire-pit.

Lakefront Eco Retreat | 5BR, Dock & Sunset Views

Retreat to lakeside luxury 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.

Whole House - hot tub, game room, dog friendly

Beautiful renovated house on nearly an acre with a great yard. Indoors we have an equipped kitchen, a spacious living room. The garage is converted into a game room with pool, ping pong, arcade games and more! Outdoors has a covered patio, hot tub, fire pit, grill, hammock, fenced dog area, and lots of seating. This is the perfect retreat for anyone wanting less noise, more nature, small town vibes, water sports and lake life.

The Little House: Screened Porch + Pasture Views

Are you looking for a relaxing getaway weekend in Virginia's countryside? Welcome to The Little House! This tiny house (~300 sq ft) is located on five acres overlooking a private pasture in the scenic countryside of Gordonsville. Located just a 3-minute drive from downtown Gordonsville, the home is the perfect launching point to some of Central Virginia's best wineries, historic sites, and area attractions.