Holiday rentals with a fireplace in Dinwiddie County

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

Private Entrance, 1-bedroom attached guesthouse with a queen bed, queen sofa bed, full bath, and dedicated parking. Relax in the bright living room or unwind on your 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 2 - 'The Presidential'

The Henry Lofts 2 BR apartment provides everything you could possibly want; elegance, style, convenience, exposed brick walls, and a kid friendly second bedroom with an arcade gaming system. Bring your furpal because you have a fully fenced pet friendly yard to go along with private parking. This historic building was built in the 1800's but completely renovated with all new appliances in late 2024. Walk to the local breweries, restaurants, museums, bakeries, and coffee shops in your back yard.

The Plum Street Double House

This 234 Year old brick home is listed on the National Registry of Historic places. It has been fully restored with modern conveniences including a private / covered carport garage, country porch, security doors and cameras, and push-button security locks. It is 2 blocks from Virginia State University in a quiet and secure neighborhood. Pets are permitted ONLY with owner approval and with the following conditions: Weight: less 20 lbs Fully House / crate trained Service Animals Welcome

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

Private King Room in Historic Poplar Lawn

Located in the Poplar Lawn Historic District, Gilliam House is a beautiful historic home from 1849 with a great view of Poplar Lawn Park, formerly known as Central Park. Stay in a private, posh room in our family home located just blocks from the dining, shopping, and museums of Old Towne Petersburg. Relax on the large front porch, the upstairs porch or enjoy a fire in the backyard. Please note we do have dogs we keep gated when we have guests. This room is on the second floor of our home.

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!

11 Mi to Fort Lee: 30-Acre Retreat w/ Scenic Views

Private 5-Acre South Chesterfield Suite | 12 Mi to the Lake Your search for a peaceful getaway near Fort Lee ends at this South Chesterfield vacation rental. This 2-bed, 1-bath in-law suite sits on a private 30-acre property with trails right outside your door — and only 2 miles from the city! Military families and outdoor enthusiasts alike will feel at home, whether heading to base, fishing at Lake Chesdin, or playing a round of pool in the evenings. Check in, kick back, and enjoy!

The Pink Palace

Welcome to historic Petersburg and The Pink Palace! Sitting on this cul-de-sac is this vibrant gem that gives off Wes Anderson meets Palm Royale in a stunning curated Victorian home. An inviting, design-forward retreat blending character, modern comfort and entertainment. This home truly has all your needs in mind for a great and relaxing stay. Perfect for bridal showers, wedding parties, birthday bashes, or a ladies luncheon, we invite you stay in this uniquely eclectic 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.

*No Fees* Waterfront Cabin with Dock

Looking for a new favorite spot to make memories? This lake cabin offers a gorgeous view and plenty of space for fun on the water. Set on a small private lake, the cabin has it's own dock, hot tub, high-speed internet, fire pit, large covered porch, and includes partial access to two sides of the lake. I'm proud to offer this family property with no additional fees, and know you'll enjoy our treasured spot.

3-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.