Holiday rentals with a patio in Dinwiddie County

1-Bedroom w/ private entrance, Patio, & Parking

Private Entrance, 1-bedroom guesthouse with a queen bed, queen sofa bed, full bath, and dedicated parking. Relax in the bright living room or unwind on your private patio. Ideal for couples, solo travelers, or small families. Located in a quiet neighborhood close to shops, dining, and attractions—everything you need for a comfortable stay! There is NO kitchen access. This space comes equipped with a microwave, fridge, coffee pot, and AC/heating unit. Owner lives in the main side of the home.

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

Barksdale Suite - Strawberry Hill, Petersburg

Stay a short walk away from Petersburg's urban amenities in Strawberry Hill, a one-of-a-kind, lovingly restored home built in 1792. Once you arrive you will feel like you stepped into the 18th century. Named for Strawberry Hill’s first owner and inhabitant, the Barksdale suite impresses in black and gold splendor. Complete with a king bed, attached sitting room, and private bathroom, this room is Strawberry Hill’s most accessible room, just steps from the front door on the first floor.

Just Like Home

Welcome to your cozy 3BR retreat in a peaceful Petersburg neighborhood! This fully updated home features new appliances, sleek flooring, and comfy HVAC—perfect for families, military guests, or traveling nurses. Just minutes from Fort Gregg-Adams, area hospitals, and local gems like Old Towne, historic battlefields, and riverside parks. Whether you're here to work or unwind, you’ll love the blend of comfort, convenience, and a touch of fun—kick back, relax, and make yourself at home!

Modern Art-Inspired Family Friendly Home

Welcome to an eclectically-designed living experience! You will make memories in this unique 5 bedroom family-friendly home. Includes a spacious kitchen that comes fully equipped with cookware, dishes, and stainless steel appliances. This home also boasts a game room with a pool table and arcade games. Includes a full wood deck with patio furniture, a grill, & fire pit which is all sealed in a fence for your privacy. Only 7 miles from Fort Gregg-Adams and 4 miles from VSU.

Historic Hideaway | 1790s Mansion Apt in Old Towne

Welcome to the Stuart-Hinton House - completed in the 1790s and masterfully restored, this property is built in the Georgian tradition of Virginia's great mansions and stands as one of the finest homes on High Street in Old Towne Petersburg. Guests stay in the private English basement apartment with a dedicated exterior entrance and reserved off-street parking, just steps from Old Towne restaurants, coffee shops, bars, shopping, and the Appomattox River Trail.

Cozy Stay - 4BR in Petersburg

Welcome to our charming 4-bedroom home in Petersburg, VA! Our cozy and comfortable space is perfect for families or groups of up to eight guests. Enjoy a fully equipped kitchen, cozy living room, and four bedrooms with comfortable beds and plenty of natural light. Our home is located in a nice neighborhood, just a short drive from local attractions like historic Old Towne Petersburg and Fort Lee. We can't wait to host you!

Historic charm

Designed with traveling professionals in mind, this elegantly restored 1919 home blends historic charm with modern convenience. Enjoy peaceful park views, fast Wi-Fi, and comfortable workspaces—perfect for extended stays. Just a mile from Old Towne Petersburg, you’ll have easy access to local dining, antique shops, and galleries. It’s a refined retreat where you can settle in, work with ease, and feel right at home.

2-Bedroom oasis in Chesterfield

Welcome and enjoy your small town living in this newly renovated home that centrally located. . The home has a fully stocked kitchen, patio, backyard, fireplace, Streaming devices on the TV, books, towels and linen provided, along with the basic essentials of privacy and convenience. This space is great option for our military friends, traveling health care professionals or those stopping by on a road trip.

Luxe Cottage - South Chesterfield

Indulge in a stylish retreat at this recently renovated, charming cottage nestled on a wooded property in South Chesterfield, conveniently close to Ettrick Park and the Ettrick Train Station and just a short drive from South Park Mall, VSU, Fort Lee, and Old Towne Petersburg. Situated a mere 20 minutes south of Richmond, it offers a delightful blend of comfort and convenience for your stay.

Cozy, Rural Room in Chesterfield, VA

Hello and welcome to the village of Matoaca in beautiful Chesterfield County Virginia! This home makes a great reprieve from a long day's work or play. Our home is convenient to Fort Gregg Adams, Virginia State University, and 35 minutes from Richmond. With farm fields beside and across the road, this home has a rural feel in a convenient location!

Forest Studio Retreat w/ Patio, Full Kitchen + W/D

Peaceful studio retreat on 7+ wooded acres at Cattail Creek. Enjoy a full kitchen, washer/dryer, full bath, cozy full bed, and plush blue velvet sofa. Relax on your private patio or explore the grounds overlooking a marsh filled with beavers and wildlife. Guest house is private but shares property with the main home. Option to rent both—just ask!