Vacation rentals in Dinwiddie County

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Top-rated vacation rentals in Dinwiddie County

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Top guest favorite

The image captures a serene sunset over Lake Chesdin, with vibrant hues of orange and purple reflecting on the water's surface. A wooden dock extends into the lake, accompanied by a flag gently fluttering in the breeze. The scene embodies tranquility and natural beauty.

Guesthouse in Church Road

5 out of 5 average rating, 224 reviews

Heron Rock: Lakefront Cottage on Lake Chesdin

Enjoy peaceful lakefront living at Heron Rock Cottage, where you can stroll through the woods, swim or fish off the dock, paddle the lake in kayaks, or simply relax and enjoy the wildlife and beautiful sunsets. Situated on 6 acres in Dinwiddie County, this newly renovated cottage includes 2 bedrooms, full bath, full kitchen, living room with fireplace and private patio with dining area. Your stay includes full access to the grounds and dock and you are welcome to tie up a boat if you bring one.

Guest favorite

A cozy corner of the apartment features a comfortable armchair beside a small table, highlighted by a warm bedside lamp. Exposed wooden beams stretch across the slanted ceiling, while a rustic brick fireplace adds character to the space.

Apartment in Petersburgh

4.97 out of 5 average rating, 120 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.

Top guest favorite

A spacious living area features exposed brick walls, creating a rustic charm. A plush gray sofa and two green chairs are arranged around a small table. A modern electric fireplace provides warmth, while a wall-mounted television adds contemporary convenience. Large windows allow natural light to fill the room.

Apartment in Petersburgh

4.97 out of 5 average rating, 32 reviews

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

Top guest favorite

A wooden deck offers a comfortable outdoor space, featuring two rocking chairs with floral cushions. A small table stands neatly between them, adorned with a vase of flowers. Surrounding trees showcase autumn foliage, creating a serene backdrop.

Cabin in Dinwiddie

5 out of 5 average rating, 107 reviews

Dinwiddie Couples Getaway- Wells Cabin @WeldanPond

Wells Cabin @Weldan Pond is a beautiful new space designed for couples who love to relax, enjoy the outdoors (hike, fish, trail bike, & more), & marvel over beautiful views. The Cottage has a full kitchen, a large king bedroom, a bright, window filled sitting area, and a new deck overlooking Upper Weldan Pond and acres of healthy, natural hardwood forest with nearly 4 miles of trails to explore. You'll also love just enjoying the deck and the beauty of the Virginia countryside.

Top guest favorite

A living room area features a brown leather couch positioned against a light-colored wall. A small table holds a bowl of fruit, complemented by a decorative rug underneath. A tall lamp and a display shelf with books and plants provide soft illumination, while a decorative fireplace adds character.

Apartment in Petersburgh

5 out of 5 average rating, 18 reviews

Historic Poplar Lawn

Charming, private apartment in the historic Poplar Lawn neighborhood of Petersburg, right across from beautiful neighborhood park! Cozy and quaint with plenty of space and modern comforts like WiFi, smart TV and well equipped kitchen. Luxury towels and linens are provided. In a nice neighborhood with on street parking available in front of private entrance. Close to Virginia State University, restaurants & antiques in famous Old Towne, Civil War Battlefield parks and more!

Guest favorite

The living area features natural wood paneling with high ceilings. A comfortable sofa is arranged facing a wall-mounted TV, alongside a wooden coffee table. A staircase leads to the loft, visible above, while a doorway opens to the kitchen area.

Guesthouse in Petersburgh

4.95 out of 5 average rating, 183 reviews

"Lofty Cottage" Adorable 1-Bedroom Guest House

Enjoy this quaint Cozy Cottage with bedroom loft! This adorable 1-bedroom unique place has a style all its own. Built in the 1960’s behind the main house, it has floor to ceiling pine paneling, pine floors and fireplace. It has been recently remodeled with new tiled bathroom , newly remodeled kitchen and stainless steel appliances. A new Heating and Air unit was installed summer 2021. The pine paneling and 16 foot high ceilings gives it that "cottagey" feel.

Top guest favorite

The exterior of the farmhouse features a welcoming front porch with wooden railings and two chairs. The white brick facade is complemented by a grassy area and decorative plants. Large windows allow natural light to flow into the space, surrounded by trees and a serene sky.

Farm stay in Carson

4.96 out of 5 average rating, 116 reviews

The Farmhouse at Feast of Harvest Retreat & Camp

This renovated farmhouse is only 10 minutes off Interstate 85 or 95 but you will feel like you are miles away from everything. Invest in yourself and spend a weekend at this peaceful and tranquil farm retreat. The farmhouse comfortably sleeps up to 7 and is ready for your next getaway. During the day, go for walks and watch the cows. At night, challenge the family to one of our many board games and puzzles, relax with a book, DVD, or head outside to stargaze.

Top guest favorite

A welcoming living area features a comfortable sectional sofa and a large armchair, complemented by a decorative area rug. A smart TV is positioned on a white console, while a green plant adds a touch of nature. Natural light streams in through the front door and windows.

Home in Petersburgh

4.93 out of 5 average rating, 200 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.

Guest favorite

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

4.93 out of 5 average rating, 162 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 favorite

A serene view of a small private lake is framed by lush green trees and vibrant foliage. The shoreline features a gentle curve, creating a tranquil atmosphere, while sunlight reflects off the water's surface, enhancing the natural beauty of the setting.

Cabin in Dinwiddie

4.95 out of 5 average rating, 177 reviews

*No Fees* Lake Cabin with Private 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 favorite

The entrance of a historic brick home is graced by a white wooden staircase leading to a dark door. A decorative awning featuring red, white, and blue patterns drapes above the door, with planters positioned on either side. Flanking windows allow natural light to enter.

Home in Petersburgh

4.96 out of 5 average rating, 95 reviews

Historic Home Near Old Town

Private 1850's Greek Revival Home in Historic Petersburg! -Minutes away from Old Town restaurants and shopping -One block from Poplar Lawn Park -Fast wifi, dual zone central ac/heat -Newly renovated first and second floor -Sleeps up to three (couple + one or two singles) *Please read full listing before booking as not everyone will feel comfortable in our lower income neighborhood.

Top guest favorite

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

4.93 out of 5 average rating, 108 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.