Pet-friendly holiday rentals in Fluvanna County

18th Century Charming Bungalow #127 Pool & Spa

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.

Pullman Train Car at Rassawek

Our Pullman Car is one of 3 converted train cars available for rentals. The car was built by Pullman Co. in 1888. Guests staying in this car have access to the shared amenities of Rassawek Station including the patio “Flat Car” and our Lodge Cabin. Guests can also use the ponds on the property as well as the 5+ miles of private country roads for hiking, running and biking. The converted car has a living area, full kitchen, a bedroom with two double beds, a full bath with shower and a half bath.

Bluebird Cottage A: Dogs OK, Near Charlottesville

Simple pleasures, affordable – Bluebird Cottage pristine and uncomplicated space with charming décor provides everything you need for a comfortable stay. Perfect for guests seeking a yard with firepit and cornhole game; bring your doggy! Relax in peace in a quiet neighborhood where a fully equipped kitchen, washer-dryer, outdoor dining, patio, electric fireplace, outdoor kennel for your furry friend, fast Wi-Fi, and more await you. Close to Private Lake Monticello, CVille. $100 flat fee pet fee.

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.

Welcome to Tall Tree Farm

Spend a weekend or more at this unique and tranquil farm getaway. Unwind in the country with walking trails, swimming, fishing in our stocked pond or enjoy an evening around a bonfire with your family and friends. Tall Tree Farm is our home and we invite you to come find out what makes this place so special. Only 45 minutes to Richmond, 25 minutes to Charlottesville and The University of Virginia, 33 minutes to Thomas Jefferson's Monticello and minutes from wineries, breweries and distilleries.

Guest Suite by Wineries/Orchards/Cville/Monticello

Welcome to Deer Hideout Retreat! We are located in Palmyra, Virginia, on two acres of land. There's an abundance to see and to do around here, and we hope you choose our home for your stay. We are far enough outside of the city to enjoy the peace and quiet, but just a short drive to all the action. We are close to Monticello, James Monroe's Highland and 28 minutes away from the city center of historic Charlottesville. There are plenty of vineyards all around us and a couple of orchards, too.

Love 2B close 2U: Quiet, comfy Apartment & Pool!

Quiet, rural setting in neighborhood culdesac. Located off Rt 53, approx 15 mins from Monticello & FUMA. Basement of home, w/private entrance is a 1000 square foot apartment with a large full bathroom, large bedroom with 2 Queen size beds, open floor plan with living, dining area and kitchen. Space includes a large screened in porch w/ bed swing, patio area & swimming pool. No diving - deep end 6ft. View of woods on back of property w/ sunrise through the trees in morning. Lovely retreat.

Homestead Haven of Keswick

Step into our farms original 1930s homestead & experience a blend of historic charm and modern comfort. Nestled among lush greenery, veteran oak trees, and beautiful crepe myrtle trees. Relax in the spacious, fenced-in backyard under wide open skies, complete with a classic tire swing that brings back the joy of simpler times. Homestead Haven offers plenty of room to roam, inside & out. Sip your morning coffee on the cozy front porch, explore Cville, or unwind in the peaceful atmosphere.

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.

Private Forest Camper - Hummingbird

Disconnect from the ordinary and reconnect with your inner child in the enchanted forest at Phantom Hill! This private campsite includes a charming off-grid camper for those that don’t want to entirely detach from modern conveniences. Most vehicles can drive to the site, but low sports cars or luxury vehicles are not recommended. It's an adventurous drive, so expect bumps, scratches, and tight turns! If you do not want to drive, it is a 15 minute walk from the parking lot.

Black Cat Retreat

Private entrance. upstairs, Lots of light, Wrap around deck! Full private bath in room. Large room with a small kitchenette. Refrigerator, microwave and coffeemaker a kitchen sink and induction burner to cook on. Also washer and dryer in the room. Upon your arrival there will be Banana Nut Bread, fruit & filtered water. All cotton sheets on the queen size bed (plus for the full size air mattress in room.) Cotton towels, shampoo, blow dryer, iron and ironing board.

Garden Walkout

Spacious private full basement apt with charming patio. Perfect for solo travelers or remote workers, this space offers everything you need for a comfortable stay. Close to several wedding venues, wineries and other attractions. Full kitchen with modern appliances and all essentials Full bathroom In-suite laundry – washer & dryer Comfortable bedroom Walkout patio Fast Wi-Fi Whether you're here for work or play, you'll feel right at h