Family-friendly vacation rentals in Mechanicsville

The Farm House Retreat

Looking for a peaceful escape with easy access to the city? Welcome to the Farm House Retreat! Nestled in the country, yet only 20 minutes from downtown Richmond, 15 minutes from the airport, and just 8 minutes from local shops. Enjoy a cozy Queen-sized bed, sleeper sofa, fireplace, coffee bar, fridge, central air/heat, lightning-fast Wi-Fi, and streaming TV, all run on 100% renewable energy. Ideal for business travel, weekend getaways, or family and friends. Your perfect country retreat awaits!

Charming 3-Bedroom Home in the Heart of Ashland

Ashland’s Whistle Stop – In the heart of the Center Of The Universe. Come & enjoy this beautifully remodeled & quaintly decorated 3-bedroom 2.5-bathroom home that will enfold you in the look & feel of the Town of Ashland. Come & enjoy the custom décor that celebrates all that Ashland has to offer, such as the Train Room, the Randolph Macon inspired bedroom, the Center of the Universe Billiards Room. This home has everything you will need or want to unwind for a weekend away or an extended stay!

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.

Trailside Treehouse - Riverside in Richmond, VA

Fulfill your childhood dream of camping in a treehouse! From this central spot, easily explore the trails and river. Then, relax on the deck and enjoy the magic of the trees. •Airbnb “Top 20 Places to Stay in VA” •"Best of Richmond" by Style Magazine •Featured in Airbnb article on hospitality •One of "8 Great Airbnbs" in the U.S. by Inside Hook •Comes with bathroom, kitchenette & lounge apartment in host house •Dog-friendly Social media: @trailside_treehouse City permit #BLDR-107741-2022

Cozy "Blue Butterfly" Cottage w/ futon

Clean & cozy 1 bedroom cottage w/ ample parking. Cottage is located in a safe and quiet neighborhood close to shopping with a plethora of restaurants. Only minutes away from the historic City of Richmond with it's rich history, museums, & beautiful views of the James River. Enjoy the nightlife with scads of restaurants & clubs or dine at Rockets Landing & watch the sun set over the river. Being centrally located makes this cottage the perfect place for traveling nurses & professionals.

Kelly's Comfortable Quinton Home

Welcome to Kelly’s Cottage, a charming retreat nestled among century-old oaks in a peaceful neighborhood. This cozy, mid-20th-century brick rancher offers a warmth and comfort you won’t find in modern homes. Enjoy a cup of cocoa by the bonfire in spring or fall, or explore nearby attractions, including local wineries, restaurants, microbreweries, and Civil War battlegrounds. Pet-friendly with a spacious backyard, Kelly’s Cottage is the perfect spot to unwind and enjoy the area’s beauty!

Rally & Rest: Pickleball & Designer Home

Welcome to our modern-retro 1925 brick house 🏡 — where historic charm meets bold, designer style. Perfect for groups, families, or friends who want comfort, creativity, and FUN. 📍 Steps from Scott’s Addition breweries + restaurants 🍻 🎬 Outdoor movie projector theater under the stars 🌌 🏓 Regulation-size pickleball court for epic matches 🧘 Private yoga + fitness studio with mats, blocks, and free weights 🔥 Backyard fire pit + swings for cozy nights 🚗 Parking for up to 6–8 cars

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!

Ashland Aerie

Relax in this peaceful, stylish space for one, located north of Richmond. Park in the carport and go upstairs (21 steps) to enjoy privacy, convenience, and safety - with kitchenette, small washer/dryer, smart TV, desk, and exterior cameras. Ashland, less than three miles south, has restaurants (many), grocery stores, laundromats, a movie theater, a public library, churches, a post office, and Randolph Macon College. King’s Dominion and Meadow Event Park are six miles north.

2 Bdrms★Pet Friendly★4K Theater★Fire Pit★Fast Wifi

Minutes from I-95 "The Cottage" is a great stop along your journey just 15 minutes to Kings Dominion or Meadow Event Park. Surf high speed internet, catch up on laundry, dine in Ashland or have a cookout and share stories around the campfire. You’ll love the Cottage because of the clean accommodations, complete kitchen, quiet neighborhood, home theater, comfy beds & pet friendly! The Cottage is great for Families, Couples, Business Travelers & Fun Seekers!

Classic Comfort, Minutes from Downtown RVA

Welcome to our charming 3-bedroom vintage retreat minutes away from historic Downtown Richmond, Virginia! Step into a bygone era as you cross the threshold of this thoughtfully designed home, where classic charm meets modern comfort. Our home is a tribute to the timeless beauty of yesteryears. It is just minutes from Richmond International Raceway, Convention Center, VCU, UR, and Richmond Airport!

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.