
Holiday rentals in Windsor Hills
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Top-rated holiday rentals in Windsor Hills
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Treehouse in the woods w/AC & heat (bath at house)
Cozy "treehouse" cabin with AC and heat tucked in the woods, with bridge for easy entry. Large windows overlook stream. Site has picnic table and fire ring. Full-size Purple mattress in loft. 80 Mb WiFi, 4KTV. Outdoor hot tub on the deck of our home and outdoor sauna are open 24/7. Trails are closed at treehouse, but many trails available nearby. Fridge, microwave, Keurig. No bathroom at treehouse, but guests have exclusive use of our guest bathroom in our main house anytime - just a short walk.

The Henry Lofts Unit 1 - 'Chloros Lux Collection'
The Henry Lofts studio provides style, convenience, exposed brick & an open floor plan with 800 sq. ft. You will find a fully fenced pet friendly yard to go along with your private parking, & accommodated apartment with all new everything. This historic building was built in the 1800's but completely renovated with all new appliances and systems in 2024! Walk to all of the local breweries, restaurants, museums, galleries, and boutiques in downtown Old Towne Petersburg, VA. Private Deck/Patio

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 L

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.

Dinwiddie Couples Getaway- Wells Cabin @WeldanPond
Wells Cabin @Weldan Pond is a beautiful new space designed for couples who love to relax, enjoy the outdoors (hike, fish, trail bike, & more), & marvel over beautiful views. The Cottage has a full kitchen, a large king bedroom, a bright, window filled sitting area, and a new deck overlooking Upper Weldan Pond and acres of healthy, natural hardwood forest with nearly 4 miles of trails to explore. You'll also love just enjoying the deck and the beauty of the Virginia countryside.

The Barkin’ B & B
Just five minutes from the airport and downtown, this cozy tiny home offers rustic charm and modern comfort. Fully equipped with kitchen essentials, books, games, and even coloring books, it’s perfect for relaxing. Pet-friendly, it comes stocked with dog treats, chews, toys, and a large fenced-in backyard for furry companions to enjoy. Conveniently located for travelers, it provides a peaceful retreat while keeping you close to city attractions. A perfect home away from home!

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.

Cozy Sweet Home!
Enjoy having the whole house to yourself! Make a meal in the kitchen, watch TV while stretched out on the couch, and snuggle up in one of the queen size beds. We have 3 bedrooms each with a Queen Bed, and a Queen Pull out Coach Bed. Every Bedroom also has a TV!! We also have an additional Two(2) Air Mattress. Total we can sleep 10-12. We have USB charging cables in every room. Our goal is to create a comfortable stay that is relaxing and convenient for all.

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.

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!

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.

Quiet relaxing stay in a trendy 3 bedroom home.
Enjoy a relaxing stay at the wright rd house. Conveniently located off of I-95 in a quiet neighborhood, in a friendly Community. During your stay you’ll experience a comfortable three bedroom home, That has just been completely renovated with a new driveway. To ensure your comfort we’ve provided plush linens and comfortable beds for a good night sleep.
Popular amenities for Windsor Hills holiday rentals
Other great holiday rentals in Windsor Hills

Renovated! Cute house in quiet area!

The Hearth Room - Strawberry Hill Petersburg

2-Bedroom oasis in Chesterfield

Travel and Explore, enjoy this home with Heart

The House on the River!

1-Bedroom w/ private entrance, Patio, & Parking

Cute 1 bdr guesthouse w/HotTub No venue/pets

Comfort Colonial Inn
Destinations to explore
- Norfolk Holiday rentals
- New York City Holiday rentals
- Western North Carolina Holiday rentals
- Washington Holiday rentals
- Myrtle Beach Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- Outer Banks Holiday rentals
- Charlotte Holiday rentals
- Ocean City Holiday rentals
- Busch Gardens Williamsburg
- Kings Dominion
- Water Country USA
- Greater Richmond Convention Center
- Jamestown Settlement
- Pocahontas State Park
- Brown's Island
- Kingsmill Resort
- Libby Hill Park
- The Poe Museum
- Colonial Williamsburg's Merchants Square
- Science Museum of Virginia
- Forest Hill Park
- The National
- Altria Theater
- Virginia Holocaust Museum
- Hollywood Cemetery
- Children's Museum of Richmond
- Virginia State Capitol-Northwest
- American Civil War Museum
- Jefferson Park
- Newport News Park
- Bryan Park
- Metro Richmond Zoo





