
Vacation rentals in Windsor Hills
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Top-rated vacation rentals in Windsor Hills
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Open 2 acre, Huge yard/drive, K, K, Q bed, 2 bath
Private and spacious 3 bedroom, 2 full bath home on 2 acres. Less than 10 mins to Airport, Winery, Food and Shops Fully equipped kitchen for your cooking needs. Huge driveway and yard to turn around large vehicles, or boat trailers. Plenty of space to unwind and relax while enjoying Deer and other animals passing by. 10 minutes from Richmond Airport (RIC), VA Capital Bike Trail, River Dog Winery, local recreation park and shopping. 15 minutes to Downtown Richmond. 45 minutes to Williamsburg.

Bird's-Eye View in the Heart of Historic Old Towne
Enjoy a bird’s-eye view of historic Old Towne Petersburg in this stunning private apartment nestled in the Nathaniel Friend House (built in 1816 & on the U. S. National Register of Historic Places). Simply step downstairs & enjoy a meal at one of the area’s favorite restaurants, Wabi Sabi! Within walking distance to many restaurants, coffee & antique shops, museums, art galleries, breweries & historic sites. National Battlefield, Fort Lee & VSU minutes away. 25 miles from Downtown Richmond.

Recline at Timberline, Family friendly!
-Book with confidence, we are Professional hosts -Conveniences of home (Wi-Fi, heated/cooled, appliances,) -Sleeps 6 -Free parking private driveway -Washer and Dryer -Privacy fence in back yard -Screened in back porch -Convenient to grocery store, shopping and entertainment -Pets (dogs), $75 -1 mile from Interstate 95 -Located in low traffic cul-de-sac -Monday trash pickup -Historic location, near Petersburg battlefield, Hopewell, Colonial Heights -Close to Industrial plants -Near Fort Lee

The Spruce House
The Spruce House is a cozy 1960's rancher, ideal for tourists who loves to explore historic places, traveling health workers, business and workers on special projects, sports tour for local tournaments. The simplicity of this house will welcome you during your stay. Nestled at the heart of the city, but when you look out in the windows, you will enjoy the tranquility of the countryside, the twitting of the birds in the rain forest and the backyard designed to look like a campsite.

1830's House in Historic Old Towne Petersburg, VA
This circa 1830 storefront home was recently renovated. The second floor living quarters, fully furnished with a gourmet kitchen, super living room, study, large master bedroom and bath complete with antique claw-foot bathtub, sliding warehouse doors and much more can be yours for a surprisingly low price. Complete with original pine flooring and furnished with a combination of old and new touches. Walking distance to historic Old Towne Petersburg and ten minutes to Fort Lee.

Warm, Cozy and Comfortable Houseboat, Gated Marina
Note: Dates taken? I have one other boat online-- The Cookie B with beautiful river views. We offer no contact boarding if desired and we understand the need for a clean place to stay. Therefore we go beyond the recommended guidelines concerning sanitation by fogging the entire boat after each guests departure. And for dining, you can cook aboard or enjoy the Lily Pad Cafe, an outdoor covered and heated restaurant on the river, and it is only two miles from the marina.

Keystone Acres Farm *Enclosed Heated Pool*
Keystone Acres is located in Chesterfield, VA at a beautiful 1000 acre horse farm. On property we have roughly 60 horses owned by different tenants. The brick farm house in which you will be staying in overlooks one of our ponds & multiple horse barns. We have many "internal" roads here and hope you enjoy the farm views. Our 5 bedroom house is perfect for families or friends who want to have a getaway to "unplug" and experience the country life and each other's time.

Petersburg Home away from Home
Brick rancher with Tv/xfinity flex, wifi, ring camera system/new kitchen/bathroom, totally remodeled stainless steel refrigerator, stove, microwave, and dishwasher. Central heat and AC with ceiling fans in every room. Laundry room for your convenience that leads out to a screened porch and fenced in backyard. Six miles from Fort Gregg-Adams Military Base. Four miles from Virginia State University. Seven miles from Virginia Motorsports Park.

Waterfront Escape | Hot Tub, Canoe & SUP
Welcome to Rushes Reservoir—a waterfront retreat with treetop views hidden in the heart of Richmond. Perched above the reservoir, the home's main living spaces feel suspended in the canopy, with sweeping views of the woods and water. Relax in the hot tub, gather around the fire pit, paddle the reservoir by canoe or SUP, fish from the dock, or unwind on the expansive deck—all just minutes from Richmond's restaurants, breweries, and attractions.

HideawayOasis/VSU/95/FortGreggAdams/FirePT/PoolTBL
Welcome to Our Hidden Oasis! 🌿✨ This cozy retreat is designed with love and thoughtfulness, perfect for small families and intimate connections. Enjoy year-round outdoor fun—roast s’mores by the fire pit, relax on the patio, or challenge friends to a game of pool. Sleep soundly in our comfy beds and wake up refreshed for new adventures. Whether unwinding or making memories, this home is your perfect getaway. We can't wait to host you!

The House on the River!
Relax with the whole family at this peaceful place to stay. This amazing property offers immediately access to the Appomattox River for a fun recreational time. features 4 bedrooms and a separate studio apartment with nice Bathrooms and a Gourmets Kitchens. Plenty of natural light and a friendly neighborhood. Make this beautiful home your next family getaway. No large party/celebration allowed.

Luxe Cottage - South Chesterfield
Indulge in a stylish retreat at this recently renovated, charming cottage nestled on a wooded property in South Chesterfield, conveniently close to Ettrick Park and the Ettrick Train Station and just a short drive from South Park Mall, VSU, Fort Lee, and Old Towne Petersburg. Situated a mere 20 minutes south of Richmond, it offers a delightful blend of comfort and convenience for your stay.
Popular amenities for Windsor Hills vacation rentals
Other great vacation rentals in Windsor Hills

Pet-Friendly in Petersburg, VA

Cozy Sweet Home!

Stay Awhile - Private, Large Yard, Easy Travel

Nala's Place

Historic 1830s House

Fenced Yard, Swing Set: Pawfect for Family & Dogs!

Old Towne Heritage Loft

Modern Art-Inspired Family Friendly Home
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- Busch Gardens Williamsburg
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- Greater Richmond Convention Center
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- The National
- Colonial Williamsburg's Merchants Square
- Libby Hill Park
- Virginia Holocaust Museum
- The Poe Museum
- Altria Theater
- Science Museum of Virginia
- Children's Museum of Richmond
- Virginia State Capitol-Northwest
- American Civil War Museum
- Newport News Park
- Jefferson Park
- Metro Richmond Zoo
- Hollywood Cemetery





