Holiday rentals in Dinwiddie County

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Top-rated holiday rentals in Dinwiddie County

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Guest favourite
A welcoming farmhouse is set on a spacious lot, featuring a manicured lawn and a gravel driveway. The two-story brick structure showcases white trim around the windows and a front porch with steps leading to the entrance, framed by lush greenery.
Home in Amelia Court House
5 out of 5 average rating, 14 reviews

Eastern Amelia Cattle Farm

Some places just feel like home. Bring your family to our welcoming farmhouse on a 76 acre working cattle farm, and unwind. This upstairs apartment has spacious rooms all on one level, is impeccably clean and recently renovated. The farm style kitchen is fully supplied, and there is a 55' Smart TV and Star Link internet. The front porch with rockers overlooks rolling pastures with grazing cattle and offers supreme views of both sunrises and sunsets. Situated on a quiet country road for privacy.

Guest favourite
Flat in Petersburgh
4.97 out of 5 average rating, 129 reviews

Bird's-Eye View in the Heart of Historic Old Towne

Enjoy a bird’s-eye view of historic Old Towne Petersburg in this stunning private apartment nestled in the Nathaniel Friend House (built in 1816 & on the U. S. National Register of Historic Places). Simply step downstairs & enjoy a meal at one of the area’s favorite restaurants, Wabi Sabi! Within walking distance to many restaurants, coffee & antique shops, museums, art galleries, breweries & historic sites. National Battlefield, Fort Lee & VSU minutes away. 25 miles from Downtown Richmond.

Superhost
A living area features exposed brick walls that add character to the space. A sleek brown sofa and two accent chairs are arranged for comfort. A wall-mounted television is positioned above an electric fireplace, with decorative elements enhancing the ambiance. Light streams through the windows covered by simple curtains.
Flat in Petersburgh
4.85 out of 5 average rating, 48 reviews

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.

Superhost
A prominent house sign is attached to a brick wall, featuring the text '704 Double House Spencer'. The sign is framed in a decorative shape, contrasting with the rustic texture of the surrounding red brick.
Home in Petersburgh
5 out of 5 average rating, 20 reviews

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

Top guest favourite
The exterior of Daniel Cottage is framed by tall trees, showcasing a wooden deck with steps leading up to the entrance. A large window allows natural light to fill the interior, and the structure is surrounded by a well-maintained area of grass and mulch.
Cottage in Dinwiddie
4.98 out of 5 average rating, 148 reviews

Country Getaway, Entire Cottage, Modern & Private

Sitting at the forest’s edge with 12’ of glass doors, Daniel Cottage has: - Huge deck w/propane grill & fire pit, cafe table & lots of seating. - Comfy Great Room has HD tv +Netflix/Prime & fully equipped kitchen w/table for 4. - Then add two queen bedrooms - Put it all at the edge of 75 acres of beautiful, natural forest ready to be explored. Two ponds (4 & 6 acres) offer fine fishing. Hike the 3+ miles of pond & forest trails or sit back & enjoy the beauty of the Virginia countryside.

Guest favourite
The open living area features warm wood flooring, exposed brick walls, and a cozy seating arrangement. A traditional area rug lies across the floor, with a fireplace visible in the background. A dining area with wooden chairs and a kitchen can be seen, enhancing the inviting space.
Home in Petersburgh
4.93 out of 5 average rating, 100 reviews

1830's House in Historic Old Towne Petersburg, VA

This circa 1830 storefront home was recently renovated. The second floor living quarters, fully furnished with a gourmet kitchen, super living room, study, large master bedroom and bath complete with antique claw-foot bathtub, sliding warehouse doors and much more can be yours for a surprisingly low price. Complete with original pine flooring and furnished with a combination of old and new touches. Walking distance to historic Old Towne Petersburg and ten minutes to Fort Lee.

Guest favourite
Flat in Petersburgh
5 out of 5 average rating, 7 reviews

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.

Top guest favourite
Home in Petersburgh
4.93 out of 5 average rating, 230 reviews

Petersburg Home away from Home

Brick rancher with Tv/xfinity flex, wifi, ring camera system/new kitchen/bathroom, totally remodeled stainless steel refrigerator, stove, microwave, and dishwasher. Central heat and AC with ceiling fans in every room. Laundry room for your convenience that leads out to a screened porch and fenced in backyard. Six miles from Fort Gregg-Adams Military Base. Four miles from Virginia State University. Seven miles from Virginia Motorsports Park.

Top guest favourite
A covered outdoor entertaining area features comfortable seating arranged around a fire pit. Soft lighting strung above creates a warm ambiance. The space is complemented by decorative plants and cushioned sofas, providing a cozy environment for gatherings.
Home in Colonial Heights
4.94 out of 5 average rating, 196 reviews

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!

Top guest favourite
Cabin in Dinwiddie
4.95 out of 5 average rating, 217 reviews

*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.

Guest favourite
A cozy living area is enhanced by natural light from two large windows, featuring a comfortable red sofa and a patterned rug. A modern TV is positioned on a stand against a light grey wall, beside a stylish glass coffee table.
Home in Petersburgh
4.91 out of 5 average rating, 54 reviews

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.

Top guest favourite
The exterior of a single-story house is surrounded by vibrant flowers and greenery. A wooden porch with stairs leads to the entrance, while large windows framed by dark green shutters allow natural light inside. Mature trees form a peaceful backdrop.
Home in McKenney
4.94 out of 5 average rating, 127 reviews

Rural Charm #3- 3 bdrm. home- minutes off of I-85

We're located on a beautiful wooded 26-acre property, green, quiet and peaceful yet just minutes off of I-85. Perfect for family groups, girl/guy weekends, and traveling professionals. Convenient if you're visiting, Fort Barfoot, Lake Phoenix, and Virginia Motor Sports Park. We're located one hour south of Richmond, VA. convenient to I -85 & I-95.

Popular amenities for Dinwiddie County holiday rentals