
Holiday rentals in Bensley
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Top-rated holiday rentals in Bensley
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Luxury BOHO upper unit
Relax in this calm, stylish 3 bedroom/2 full bath upper level unit. Another Airbnb is in the finished basement unit. The space is completely yours and no access to the other basement unit. Only shared area is the back deck. Unit has a completely updated kitchen with stainless steal and granite. Master bedroom has a super comfy queen bed and a master bath that has a beautiful walk in shower. Guest room has another queen bed and office area has a futon. Elegance and romantic boho style throughout!

The Painted Jungle Near Downtown RVA Free Parking
Welcome to The Painted Jungle — a colorful, family and pet-friendly 2-bedroom guest house offering the best of both worlds: a quiet neighborhood just minutes from Downtown Richmond. Enjoy free private parking, a fenced backyard, kitchenette, laundry, fast WiFi & a cozy, vibrant jungle-inspired space. Less than 5 minutes from SwimRVA & a short drive to Carytown, Scott's Addition, VCU, Maymont & VMFA. Perfect for families, professionals & travelers seeking convenience without the downtown hassle.

Bright, quirky bungalow
Take it easy at this unique and tranquil home within 3 miles of downtown Richmond, VCU and the Fan (also close to I 95/64 exits). Located in the historic Bellevue neighborhood with restaurants and shops within walking distance, this charming Arts and Crafts bungalow has an open feel with a large family room and dining room, a kitchen with a tin-plated ceiling, a butcher block island, and breakfast nook. There are 2 Bedrooms, an office and large front and back porch perfect for morning coffee!

Trailside Treehouse - Riverside in Richmond, VA
Fulfill your childhood dream of camping in a treehouse! From this central spot, easily explore the trails and river. Then, relax on the deck and enjoy the magic of the trees. •Airbnb “Top 20 Places to Stay in VA” •"Best of Richmond" by Style Magazine •Featured in Airbnb article on hospitality •One of "8 Great Airbnbs" in the U.S. by Inside Hook •Comes with bathroom, kitchenette & lounge apartment in host house •Dog-friendly Social media: @trailside_treehouse City permit #BLDR-107741-2022

Stay Awhile - Private, Large Yard, Easy Travel
Welcome to the Exurbs! Peaceful property, not quite rural, not quite the suburbs. Still close enough to jump on the interstate and get where ever you need to be fairly quicky. This property has a huge fully fenced back yard, with plenty of room to unwind and relax on the front/back porch. Bring your boats and trailers, plenty of room! Interstate 288: 3 min Interstate 95 Interchange: 5 min Defense Supply: 6 min Chester: 10 min Dutch Gap Boat: 13 min RIC Airport: 20 min Fort Gregg: 20 min

CeCe's Cozy Cottage | Near RVA Festivals & Events
✨🏡 Escape to CeCe’s Cottage—a cozy private retreat with a kitchenette, full bath, Wi-Fi, Smart TV, fire pit and peaceful outdoor space. Minutes from parks, trails, SwimRVA, the James River, downtown Richmond, museum district. Carytown, concerts and festivals. a warm tiny retreat designed for rest, peace & quiet. ✨ Peaceful vibes & cozy tiny living Perfect for: • Solo travelers • Couples • Travel professionals note: CeCe's Cottage is a separate guest cottage located behind the main home

River City Oasis - close to river & hiking trails
-City convenience with lots of nature spots close by! -Walk to James River, Forest Hill Park, Buttermilk Trail, Belle Isle, and the Allianz Ampitheatre. -All one level on the 1st floor with private entrance and easy on-street parking -Kitchenette for cooking small meals -Woodland Heights historic neighborhood -Newly built in 2023! -Modern bathroom with heated floor -Blackout curtains for peaceful sleep -Dedicated HVAC that you control -Close to restaurants, coffee shops and local brewery

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.

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.

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.

Romantic Treehouse for 2 in Farm (no kids)
Surrounded by trees and peace in our small farm in a neighborhood, this cozy little cabin is made for secluded romantic stays and to enjoy a relaxing and restful night. Not suitable for children. Cabin is 10 X 12" of cuteness with all the amenities you might need to feel comfortable, electricity, heater, Smart TV, wifi, coffee maker, memory foam bed, and an awesome outdoor bathroom to shower under the stars!
Popular amenities for Bensley holiday rentals
Other great holiday rentals in Bensley

The Guest Garage | Private Forest Hill Retreat

Guesthouse at Historic Bon Air Estate

The Enchanted Studio w/ Tree-Top Views

The Birdhouse - Cozy Cottage Retreat in Richmond

Crieff Cottage | Hot Tub, 3BR Near Downtown

Comfy suite, wooded yard, EV charging on site

Spacious home near downtown RVA

The Villa on Falling Creek.
Destinations to explore
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- Busch Gardens Williamsburg
- Kings Dominion
- Water Country USA
- Pocahontas State Park
- Jamestown Settlement
- Greater Richmond Convention Center
- Brown's Island
- Colonial Williamsburg's Merchants Square
- The National
- Libby Hill Park
- Forest Hill Park
- Virginia Holocaust Museum
- The Poe Museum
- Altria Theater
- Science Museum of Virginia
- Children's Museum of Richmond
- Hollywood Cemetery
- Virginia State Capitol-Northwest
- American Civil War Museum
- Metro Richmond Zoo
- Jefferson Park
- The Diamond





