Vacation rentals in Upper Shirley

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Top-rated vacation rentals in Upper Shirley

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Superhost
A well-appointed bedroom features a spacious bed with layered bedding and decorative pillows. Natural light streams through two windows, complemented by light curtains. A small desk with a chair is positioned beside the bed, offering a dedicated workspace. A light fixture adds warmth to the room.
Home in Hopewell
4.88 out of 5 average rating, 51 reviews

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!

Top guest favourite
A view through a multi-pane window reveals a serene landscape with trees and a winding gravel path. Scattered leaves cover the ground, while a lamp gently illuminates the outdoor space, enhancing the natural surroundings.
Barn in Providence Forge
4.97 out of 5 average rating, 119 reviews

Unique 2 BR. Barn Apt. with Incredible views

Want a quiet apt. getaway in the woods? Views from every room overlooking fields with woods, deer and wildlife, 2 day min. stay, 3 day holidays, or extended stays permitted if available. A luxurious 2 BR apt., located upstairs in a unique barn, loaded with amenities nestled 1/2 mile down a gravel drive, with scenic woods and wildlife. This accommodation sleeps up to 4 people + child Bedrooms have ceiling fans, new king bed in bedroom furnished in antiques Washer dryer * Low cleaning fee

Top guest favourite
A charming pink cottage showcases a welcoming porch with white railings. Dual windows on either side of the entrance allow natural light to fill the space. Lush green plants surround the base, complementing the serene outdoor setting with trees and blue skies in the background.
Home in Hopewell
5 out of 5 average rating, 35 reviews

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.

Top guest favourite
A cozy living area is presented with a light-colored sofa adorned with yellow cushions. Nearby, a dining table with wooden chairs is set against the wall. A functional kitchen area features teal cabinetry and stainless steel appliances, illuminated by soft overhead lighting.
Apartment in Chester
4.96 out of 5 average rating, 23 reviews

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.

Guest favourite
A workspace corner is presented with a sleek black chair positioned beside a tall, green plant. A gold metal shelving unit adorns the wall, featuring a small white vase and a black object. A wooden desk is visible, along with a small sign displaying Wi-Fi information.
Home in Hopewell
5 out of 5 average rating, 24 reviews

The Pure House- NEW Quite, Near Fort Lee.

Travel Nurses & Medical Professionals come on in! This home is perfect for anyone who likes to tour and enjoy life while on contract. We are located 5 mins from John Randolph Medical Center & 28 mins from VCU & SRMC. Easy highway access , Public Library and Gym. Downtown RVA, Historic Old Town Petersburg, Downtown Hopewell, Beacon Theater, Holy Makeral , Boat house & City point fishing port are just a few fun options. Like to shop? Williamsburg premium outlets are located only 50 mins away.

Superhost
The living room showcases a cozy atmosphere with a light-colored carpet and a fireplace beneath a mounted television. Two armchairs are positioned around a white coffee table, which holds a checkers game. Natural light filters through the windows, creating a bright and inviting space.
Home in Charles City
4.77 out of 5 average rating, 81 reviews

The Bike Path House! Cozy 2 BR w/ Fireplace

Welcome to the "Bike Path" house! Whether you come to ride, walk, tour nearby plantations & vineyard, or are just looking for some quiet relaxation, this is the spot for you! Located conveniently across from the enchanting Capital Trail that connects Richmond to Williamsburg, on historic Route 5! Have an adventure & explore the 12 acres of woods behind the house! Easy and very scenic drive to Richmond or Williamsburg! The house is stocked w/ games for you to enjoy after a day of outdoor fun!

Top guest favourite
The exterior of a large black barn is shown under a clear blue sky. Two wooden doors are open, revealing a welcoming entrance. Flower pots are arranged along the path, while two wooden chairs are positioned in front, inviting relaxation amidst a tranquil rural setting.
Farm stay in Charles City
4.99 out of 5 average rating, 133 reviews

Lovely space above barn on a working farm!

Getaway to the country!! Suitable for a 4 adults or families of 5. Wake up to beautiful sunrises. Spend a peaceful day surrounded by farm and wild animals. Enjoy the dark night sky lit with millions of stars after watching the sunset. Above our barn is a two bedroom, one bath living space with a living area open to a kitchen fit for every cook!! Located near Williamsburg, Jamestown and Yorktown, Busch Gardens and Water Country, the Virginia Capitol Trail and 5,217 acre wildlife refuge.

Top guest favourite
Tiny homes in Richmond
4.98 out of 5 average rating, 123 reviews

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!

Guest favourite
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
4.89 out of 5 average rating, 500 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.

Top guest favourite
An aerial view captures the riverfront A-Frame home surrounded by lush greenery. The spacious deck extends toward the water, showcasing a blend of natural beauty and modern architecture under a soft, early evening sky.
Home in Charles City
4.99 out of 5 average rating, 310 reviews

Hutch's Bluff - Waterfront near Williamsburg

Charming riverfront A-Frame home on 2 acres overlooking the Chickahominy River. Completely updated interior, including all furnishings and appliances. Wake in a King bed loft space with a majestic view of the river, or choose one of the two Queen bedrooms below. First floor all tile bathroom with a walk in shower. Stainless appliances and granite countertops. Bring your fishing gear, relax at the end of the pier, or enjoy the views from the large deck and fire pit.

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
4.98 out of 5 average rating, 64 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.

Superhost
Home in Hopewell
5 out of 5 average rating, 4 reviews

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. Dogs welcome on case by case basis.

Popular amenities for Upper Shirley vacation rentals