Holiday houses in Windsor Hills

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Windsor Hills

Guests agree: these stays are highly rated for location, cleanliness and more.

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Superhost

The treehouse cabin stands elevated on stilts within a vibrant forest, surrounded by autumn foliage. Large windows reflect natural light, and a wooden ladder leads to the entry. The ground is covered in colorful fallen leaves, enhancing the woodland setting.

Treehouse in Sandston

4.99 out of 5 average rating, 288 reviews

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.

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Superhost

An open living area features modern furnishings, including two light-colored armchairs and a spacious sofa. A coffee table is centered on a patterned rug, with decorative candles arranged neatly. The kitchen, visible in the background, has white cabinetry and stainless steel appliances.

Home in Petersburgh

4.74 out of 5 average rating, 58 reviews

Nice! New Home near Fort Lee x VSU min to DT RVA

Beautiful three bedroom single family home newly built (2022) with a private driveway entrance and ranch-style backyard will sleep up to 6 guests. Ultra-modern design open living area kitchen and diner with backdoor that leads to the backyard garden to enjoy outdoor living dining firepit and grill. Essentials provided to get you started easily make yourself at home. All bedrooms are on the upper level with two full baths. Access to all major retailers restaurants minutes from Downtown Richmond

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Guest favourite

A spacious living area features exposed brick walls, creating a rustic charm. A plush gray sofa and two green chairs are arranged around a small table. A modern electric fireplace provides warmth, while a wall-mounted television adds contemporary convenience. Large windows allow natural light to fill the room.

Apartment in Petersburgh

4.98 out of 5 average rating, 50 reviews

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

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Guest favourite

Home in Chesterfield County

4.78 out of 5 average rating, 88 reviews

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

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Top Guest favourite

A bedside table is shown beside a spacious bed, topped with a vase of colorful flowers and a magazine. Soft white bedding and multiple pillows are arranged on the bed, complemented by a lamp casting a warm glow against a softly colored wall.

Home in Colonial Heights

4.97 out of 5 average rating, 107 reviews

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.

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Superhost

A houseboat, painted in blue and white, is docked next to a wooden marina. Surrounding greenery provides a natural backdrop, while a wooden structure with a red roof is visible in the background, showcasing a peaceful riverside setting.

Boat in Richmond

4.88 out of 5 average rating, 520 reviews

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.

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Superhost

A modern gray house is nestled among trees, showcasing a well-manicured lawn. The front features a welcoming entrance with stairs leading to the door, and a spacious two-car garage is visible. Sunlight casts a gentle glow on the clean driveway.

Home in Richmond

4.9 out of 5 average rating, 60 reviews

Spacious home near downtown RVA

Discover comfort and convenience in our centrally located Airbnb nestled in the heart of the greater Richmond area. Perfectly situated within walking distance to a serene park and soccer fields, it's an ideal retreat for nature lovers and sports enthusiasts alike. Plus, we warmly welcome your furry friends, as our dog-friendly abode boasts a secure fenced backyard for their enjoyment. Book your stay now and experience the best of Richmond's charm and hospitality!

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Guest favourite

A cozy living area features a plush, green sofa adorned with textured cushions. A round wooden coffee table displays decorative bottles and a stack of books. Sunlight filters through a partially draped window, creating a warm ambiance against the rustic log walls.

Cabin in Henrico

4.96 out of 5 average rating, 85 reviews

Parkside Log Cabin

This 1930s log cabin is a peaceful getaway nestled inside the rural National Battlefield Park system while only 20 minutes from all that downtown Richmond has to offer. Overlooking a private pond for canoeing, fishing or stargazing, this property has all the charm of a vintage log cabin but with modern amenities like a fully stocked kitchen, cozy loft for sleeping, and a luxurious bathroom with an oversized shower, complete with plush robes for two.

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Top Guest favourite

Home in Petersburgh

4.93 out of 5 average rating, 227 reviews

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.

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Top Guest favourite

A covered outdoor entertaining area features comfortable seating arranged around a fire pit. Soft lighting strung above creates a warm ambiance. The space is complemented by decorative plants and cushioned sofas, providing a cozy environment for gatherings.

Home in Colonial Heights

4.94 out of 5 average rating, 192 reviews

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!

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Superhost

A well-lit sleeping area features two spacious beds, each dressed with checkered bedding. A nightstand holds a lamp beside the beds, while a window allows natural light to fill the room. Warm wooden floors contribute to the inviting atmosphere.

Home in Petersburgh

4.86 out of 5 average rating, 51 reviews

Pet-Friendly in Petersburg, VA

Welcome to our warm, pet-friendly home in Petersburg, VA. It’s comfortable, fresh, and practical—perfect for travelers with pets. We love animals, so your furry friends are truly welcome. Located near the historic River Street Market and Petersburg National Battlefield, it’s a great spot to explore and relax. Enjoy a peaceful, cozy retreat where everyone, including your pets, feels at home.

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Guest favourite

A spacious living room is highlighted by a large sectional sofa and a glass-top coffee table. Two artworks are displayed on the walls, complemented by sheer curtains allowing natural light to enter. A decorative arrangement of flowers adds a touch of elegance to the space.

Home in Chester

4.91 out of 5 average rating, 92 reviews

Brand new, beautiful home.

This new built home, with 1570 sf , fresh from driveway to kitchen, welcomes you. Come, Relax with the whole family at this brand new elegant, peaceful place to stay. The house is in a quiet, peaceful Chester neighborhood, minutes from Amazon warehouse, Capital One, Lego Land. Cinema Cafe, Fort Greg-Adam, Richmond downtown, Richmond Airport are less than 30’. You’ll love it.

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