Kid-friendly holiday rentals in Dinwiddie County

Guest house in Church Road

5 out of 5 average rating, 202 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.

4.97 out of 5 average rating, 117 reviews

Flat in Petersburgh

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.

5 out of 5 average rating, 14 reviews

Flat in Petersburgh

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

5 out of 5 average rating, 6 reviews

Charming Retreat

Relax with the whole family at this peaceful place to stay. Escape to our enchanting retreat house, nestled in a serene countryside setting. This charming getaway offers the perfect blend of charm and modern comforts. With spacious bedrooms, a fully-equipped kitchen, and thoughtful amenities. Whether you're looking for a quiet solo retreat or a memorable family overnight stay this charming escape promises tranquility and comfort. Book your stay and experience the magic of our retreat house!

Superhost

4.79 out of 5 average rating, 58 reviews

Petersburg Vacation Gem 3BR | Private Backyard

Welcome to our elegantly updated 3-bedroom, 2-bath home in the heart of a vibrant, resuscitated neighborhood in Petersburg, VA. Nestled in an up-and-coming area, this fully renovated residence perfectly blends historic charm and modern comfort. Spacious haven of calm and sophistication, where contemporary furnishings mingle with stylish finishes. Three spacious bedrooms are tastefully decorated. Comfy queen-size beds and smart TVs. Spacious backyards with privacy fence. Private Balcony.

5 out of 5 average rating, 100 reviews

Cabin in Dinwiddie

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.

4.92 out of 5 average rating, 72 reviews

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.

Guest house in Petersburgh

4.95 out of 5 average rating, 174 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.

4.96 out of 5 average rating, 107 reviews

Farm stay in Carson

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.

4.93 out of 5 average rating, 180 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.

4.92 out of 5 average rating, 144 reviews

Home in Colonial Heights

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!