Holiday rentals in Matoaca

A modern living room showcases two blue couches accented with decorative pillows, facing a round coffee table on a hardwood floor. A large wall-mounted TV is visible, alongside a console table and a piece of wall art. Natural light streams in through two windows.

4.95 out of 5 average rating, 63 reviews

Fenced Yard, Swing Set: Pawfect for Family & Dogs!

Welcome to your perfect getaway! This newly renovated 4-bedroom, 2-bathroom retreat is perfect for family or friends. Relax on the back deck overlooking a fully-fenced, lush backyard. Fire up the charcoal grill, gather around the fire pit for evening chats or challenge your crew to cornhole and more. Enjoy your morning coffee on the patio while the kids explore the swing set and roam the spacious yard. On rainy days, unwind on the charming covered front porch. This is your ideal staycation spot!

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4.97 out of 5 average rating, 131 reviews

Flat 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.

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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.

4.93 out of 5 average rating, 103 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.

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A vibrant living room showcases a modern design with a large flat-screen TV mounted above a decorative fireplace. A colorful area rug covers the floor, complementing the seating arrangements, which include unique chairs and a coffee table. Soft lighting is provided by a stylish floor lamp.

4.94 out of 5 average rating, 97 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.

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Farm stay in Chesterfield

An enclosed pool area features a turquoise swimming pool, surrounded by large glass panels that provide views of the outdoor landscape. Two blue lounge chairs are positioned near the pool, creating a calming space for relaxation.

4.95 out of 5 average rating, 132 reviews

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.

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4.94 out of 5 average rating, 233 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.

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5.0 out of 5 average rating, 18 reviews

Home in Richmond

Waterfront Escape | Hot Tub, Canoe & SUP

Welcome to Rushes Reservoir—a waterfront retreat with treetop views hidden in the heart of Richmond. Perched above the reservoir, the home's main living spaces feel suspended in the canopy, with sweeping views of the woods and water. Relax in the hot tub, gather around the fire pit, paddle the reservoir by canoe or SUP, fish from the dock, or unwind on the expansive deck—all just minutes from Richmond's restaurants, breweries, and attractions.

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4.94 out of 5 average rating, 200 reviews

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

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!

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4.95 out of 5 average rating, 76 reviews

Flat in Petersburg

Historic Poplar Lawn

Escape to a private 1-bedroom apartment in Petersburg's historic Poplar Lawn, across from a beautiful park. This cozy retreat blends vintage charm with modern comforts like high-speed WiFi & smart TVs. Features a queen bed. Perfect for exploring Old Towne, Civil War sites, and VSU. Less than 3 miles from Fort Lee (AIT). Close to interstate 95 & 295 and 85. Enjoy free private parking and your own entrance.

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Superhost

Home in Hopewell

4.91 out of 5 average rating, 35 reviews

The House on the River!

Relax with the whole family at this peaceful place to stay. This amazing property offers immediately access to the Appomattox River for a fun recreational time. features 4 bedrooms and a separate studio apartment with nice Bathrooms and a Gourmets Kitchens. Plenty of natural light and a friendly neighborhood. Make this beautiful home your next family getaway. No large party/celebration allowed.

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A well-lit sleeping area features two spacious beds, each dressed with checkered bedding. A nightstand holds a lamp beside the beds, while a window allows natural light to fill the room. Warm wooden floors contribute to the inviting atmosphere.

4.89 out of 5 average rating, 65 reviews

Pet-Friendly in Petersburg, VA

Welcome to our warm, pet-friendly home in Petersburg, VA. It’s comfortable, fresh, and practical—perfect for travelers with pets. We love animals, so your furry friends are truly welcome. Located near the historic River Street Market and Petersburg National Battlefield, it’s a great spot to explore and relax. Enjoy a peaceful, cozy retreat where everyone, including your pets, feels at home.

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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.