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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.

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.

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Welcome to Tall Tree Farm

Enjoy quiet, humble luxury: high thread-count sheets, oversized bath towels, firm mattresses and fluffy down comforters. All bedrooms have private en suite bath. Our 60-acre farm features wooded walking trails, a stocked fishing pond, organic garden and a fire pit for an evening with your crew. Take advantage of farm activities or unwind in tranquil peace and quiet – your choice. We are half way between Charlottesville and Richmond, an easy drive to historic places, UVA and scenic wineries.

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.

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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.

Absolute heaven for outdoor enthusiasts!

If you love the outdoors and seclusion, Hooper's Rock Farm is for you. 1.5 miles of James River frontage in Cumberland Co, VA, 30-acre private lake, and 650 acres of fields, woods, and hills to explore and hike. Two living areas - one with large stone fireplace. Full kitchen. Screened porch overlooking lake. Sat TV. 2 John boats with trolling motors available for bass and crappie fishing in the lake. Entrance is 1 mile from public boat landing for James River access. Near many VA vineyards.

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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.

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.

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1893 House on Wild Oats Farm

This traditional rambling farm house built in 1893 is located on a 130 acre working cattle farm in lovely rural Virginia. Enjoy your morning coffee with views of the pastures, pond and woods from 3 porches. The farm is conveniently located to Scottsville, Charlottesville, UVA, Monticello, Ashlawn Highland, the James River, Richmond, Mt. Ida and award winning winery's and breweries. 8 people max staying in house

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Rose Cottage

Peaceful 350-acre cattle farm/estate in Central Virginia. Enjoy pastoral walks with over 4.5 miles of gravel trails—just 17 minutes from Scottsville and 35 minutes from Charlottesville. Visit historical sites including Jefferson's Monticello and James Monroe's Ashlawn Highland. Enjoy kayaking on the James River and multiple award-winning wineries and breweries within minutes of your stay.

1700's Historic Summer Kitchen Cottage #147 & Pool

Escape from city life on a beautiful historic 250-acre estate. It is close to historic attractions and wineries. You’ll love it because of the gorgeous outdoors and historic charm. This place is good for couples, solo adventurers, business travelers, families (with kids), and furry friends. This is 20 minutes away from Jefferson's Monticello & James Madison's "Montpelier" .

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South Anna Cabin

Escape to this cozy cabin overlooking the South Anna River. Tucked away on farmland, this peaceful retreat features an open loft bedroom w/ King, pull-out sofa in the living room, full kitchen, 1 BA, on-site washer/dryer. Enjoy your morning coffee on the large deck of this new build. WiFi included. Pet-friendly with an additional $50 pet fee (2 pet max).