Holiday houses in Upper Shirley

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Top-rated holiday rentals in Upper Shirley

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

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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
The dining area features a wooden table surrounded by metal chairs, set near a sliding glass door leading to a deck. A centerpiece of purple flowers adds a touch of color. Modern light fixtures hang above, providing ample illumination.
Home in Charles City
4.98 out of 5 average rating, 113 reviews

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 .

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!

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, 499 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.

Guest favourite
Bungalow in Hopewell
4.94 out of 5 average rating, 47 reviews

Clean, Comfy & Spacious with 2 Full baths!

Welcome to the Travel Vibes Bungalow! - Centrally located between the vibrant cities of Richmond and Williamsburg - 3-minute walk to the Appomattox River (Hopewell City Marina - fishing, park, kayak and boat launch) - Less than 6 miles to Fort Gregg-Adams - 2 miles from Petersburg National Battlefield Park Trailhead - approximately 20 mins to Richmond - Approximately 45 mins to Historic Williamsburg - 40' driveway to accommodate truck/smaller boat combos

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, 3 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.

Guest favourite
A bright bedroom features a spacious bed with white bedding centered on a dark wood floor. Two windows with light beige curtains let in natural light. A desk with a chair and a television are positioned to the side, while decorative wall art adds subtle accents.
Apartment in Hopewell
4.9 out of 5 average rating, 52 reviews

$ Cozy 1BR 1BA Apartment: Near Fort Gregg-Adams $

Welcome to our newly remodeled private apartment with 2 separate entrances. Enjoy a dedicated workspace, 2 smart TVs with free Roku, and proximity to Fort Gregg Adams, dining, and shopping. Stay secure with keyless entry and exterior cameras. Fully equipped kitchen, off-street parking, and adjustable thermostat included. Rest peacefully with blackout curtains and a Queen-size bed. Welcome to your home away from home!

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
4.95 out of 5 average rating, 59 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.

Popular amenities for Upper Shirley holiday rentals