
Holiday rentals in Upper Shirley
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Top-rated holiday rentals in Upper Shirley
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Charming, Private Abode: Serenity in Hopewell, VA!
Welcome to our private 1 bedroom, 1 bathroom abode! Our charming home is the perfect place for your stay in the heart of Hopewell, VA. Ideal for a couple’s retreat, a couple of friends or a solo traveler. Conveniently located near popular attractions, dining options & shops. With its cozy & cool atmosphere, you'll feel right at home during your stay. We look forward to hosting you at our home, where comfort & convenience await. Book your stay today & enjoy a memorable experience in Hopewell, VA!

Cap 2 Cap Cottage VA Capital Trail Charles City
Cap 2 Cap Cottage - Rural oasis awaits in a NEWLY RENOVATED COTTAGE on 6 acres. 52 mile Virginia Capital Trail (Jamestown - Richmond) is only 3/10 of a mile away.Primary suite w/ 1 King bed. Add'l bedroom w/ 1 Queen bed. 2 full baths. Great Wifi, Smart TV, fully equipped kitchen, private deck. Fantastic restaurant/brewery Indian Fields Tavern is 3 miles away. Perfect stay for cyclists ,history lovers or just unwinding. NO Smoking or parties. Colonial Williamsburg 24 miles, Richmond is 30 miles .

Private 2 acres. Huge yard/drive. 8 min to Airport
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.

City Point Cottage
This tiny cottage is a uniquely charming, one of a kind getaway in a breathtaking location. Located directly across the street from Appomattox Manor Park and the rivers, this newly renovated home was designed with guest experience in mind. Every inch of this decorator-grade, 500 square foot 1910 house is fresh, whimsical and filled with charming vintage character. Excellent bedding, a plush Winndom mattress, and a fully equipped kitchen and bathroom will make you comfortable and right at home.

Green Door Escape
Forget your worries in this spacious and serene space. Enjoy a comfortable stay with a private entrance, separate from the main house, with parking at your front door. Privacy prevails! A comfortable home away from home. Access to a lush garden. Queen bed, private en-suite bathroom with shower. Fitted kitchen: Induction-stove ( two plate), Air-fry Microwave, Coffee maker, and Refrigerator. Crockery, cutlery, cookware and utensils, provided. Basic cleaning supplies. Linen changed weekly.

Historic Hill Top Beauty - 2nd Floor
Situated across from beautiful Chimborazo Park, this historic limestone home dates back to 1902. The entire sun flooded top floor features two bedrooms, an eat in kitchen, and a full bathroom. Unit also includes a 56" smart TV and two desk areas if needed. Need to run a load of laundry? No problem there is a ventless all in one washer/dryer. Shared front porch with rockers and park views, and a shared back yard offer additional social distance friendly ways to hang out.

Sixteen West - Modern Apartment in Richmond
Welcome to Sixteen West! This stylish, modern apartment is nestled in the heart of historic Jackson Ward. Recently renovated, the space features beautiful hardwood flooring, updated lighting fixtures, and a sleek, fully equipped kitchen. You'll be within walking distance of some of Richmond’s best spots, including Tarrant's Café, Quirk Hotel, The National, and more! Please note: This unit requires climbing 2.5 flights of stairs — THERE IS NO ELEVATOR.

Spacious unit in Arts District
Tucked away in the heart of The Arts District, you'll be able to walk to all the best restaurants and activities the city has to offer. A few blocks away from The National and a few minutes away from Cary Town, The Fan, Shockoe Bottom, Manchester, and Scott's Addition, you'll have easy access to anything the city has to offer! Just blocks away from the convention center, this unit is perfect for Richmond guests who are in town for work related events.

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!

Historic retreat City Point - walk to river
Stay in a peaceful, modern bungalow just steps from the river, Grant’s Headquarters, and scenic trails. This newly built 3BR/2BA furnished home offers a fully fenced yard, full kitchen, Roku TV, Wi-Fi, and W/D. Walk to historic landmarks or drive 5 minutes to downtown Hopewell’s restaurants, shops, and the Beacon Theatre. Enjoy nature, history, and comfort in the heart of the City Point Historic District.

2BR 1BA Fan house/ Private Parking/Fully Fenced
Your family will be close to everything when you stay at this centrally-located place. *Peaceful fully fenced backyard! *one dedicated parking space! *Minutes from everything! in the heart of Fan district. *Pet friendly! *Fully equipped kitchen with new appliances! *Comfy and clean crib with sheets and blanket for baby! *Dedicated working space for business travelers.

! Cozy Cove near Fort Gregg-Adams: Perfect for 2 !
Escape to The Cozy Cove near Fort Gregg-Adams! Enjoy a 50" Roku smart TV in the living room. Experience keyless entry, a kitchenette with essential amenities, and dedicated workspace. Luxurious features include blackout curtains, a queen-size superior bed, and plush linens. Book now for a rejuvenating getaway!
Popular amenities for Upper Shirley holiday rentals
Other great holiday rentals in Upper Shirley

Charming Hopewell Gem: Game Room & Prime Location

City Point Serene Historic Retreat by the River

Shared home w/private bed & bath in N. Churchill

Travel and Explore, enjoy this home with Heart

River City Den

Peaceful & Cozy Stay Near Richmond

The AlleyLight - Havana Oasis

Peaceful - 9 mins to D'town/VCU
Destinations to explore
- New York City Holiday rentals
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- Pocono Mountains Holiday rentals
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- Busch Gardens Williamsburg
- Carytown
- Kings Dominion
- Greater Richmond Convention Center
- Water Country USA
- Pocahontas State Park
- Jamestown Settlement
- Brown's Island
- Libby Hill Park
- Science Museum of Virginia
- The Poe Museum
- Hollywood Cemetery
- Virginia Living History Museum
- Colonial Williamsburg's Merchants Square
- Virginia Holocaust Museum
- Altria Theater
- Children's Museum of Richmond
- Forest Hill Park
- The National
- Virginia State Capitol-Northwest
- American Civil War Museum
- The Mariners' Museum
- Sandy Bottom Nature Park




