Family-friendly holiday rentals in Petersburg

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.

Open 2 acre, Huge yard/drive, K, K, Q bed, 2 bath

Private and spacious 3 bedroom, 2 full bath home on 2 acres. Less than 10 mins to Airport, Winery, Food and Shops Fully equipped kitchen for your cooking needs. Huge driveway and yard to turn around large vehicles, or boat trailers. Plenty of space to unwind and relax while enjoying Deer and other animals passing by. 10 minutes from Richmond Airport (RIC), VA Capital Bike Trail, River Dog Winery, local recreation park and shopping. 15 minutes to Downtown Richmond. 45 minutes to Williamsburg.

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.

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.

The Barkin’ B & B

Just five minutes from the airport and downtown, this cozy tiny home offers rustic charm and modern comfort. Fully equipped with kitchen essentials, books, games, and even coloring books, it’s perfect for relaxing. Pet-friendly, it comes stocked with dog treats, chews, toys, and a large fenced-in backyard for furry companions to enjoy. Conveniently located for travelers, it provides a peaceful retreat while keeping you close to city attractions. A perfect home away from home!

Keystone Acres Farm *Enclosed Heated Pool*

Keystone Acres is located in Chesterfield, VA at a beautiful 1000 acre horse farm. On property we have roughly 60 horses owned by different tenants. The brick farm house in which you will be staying in overlooks one of our ponds & multiple horse barns. We have many "internal" roads here and hope you enjoy the farm views. Our 5 bedroom house is perfect for families or friends who want to have a getaway to "unplug" and experience the country life and each other's time.

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.

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!

Brand new, beautiful home.

This new built home, with 1570 sf , fresh from driveway to kitchen, welcomes you. Come, Relax with the whole family at this brand new elegant, peaceful place to stay. The house is in a quiet, peaceful Chester neighborhood, minutes from Amazon warehouse, Capital One, Lego Land. Cinema Cafe, Fort Greg-Adam, Richmond downtown, Richmond Airport are less than 30’. You’ll love it.

Cozy Carriage House Conversion

Enjoy a quiet get away in this carriage house that has been converted to a cozy studio apartment in Church Hill. 400 sq ft of TINY living! Originally built in 1902 this space was home to one horse and hay loft above- it's not your typical hotel chain. It was updated in 2020 to become a small landing pad travelers in search of a unique place to stay.

Quiet relaxing stay in a trendy 3 bedroom home.

Enjoy a relaxing stay at the wright rd house. Conveniently located off of I-95 in a quiet neighborhood, in a friendly Community. During your stay you’ll experience a comfortable three bedroom home, That has just been completely renovated with a new driveway. To ensure your comfort we’ve provided plush linens and comfortable beds for a good night sleep.

“The Blissful Bungalow” your home away from home.

Welcome to "The Blissful Bungalow"! Relax and enjoy this totally remodeled circa 1920's Bungalow located in the Historic Walnut Hill area of Petersburg. This house features two bedrooms, two full bathrooms, an office area with a daybed, hardwood floors throughout, a back deck and the classic beautiful Bungalow style front porch.