Family-friendly vacation rentals in Downtown Richmond

Urban Farmhouse w/ Swings, FirePit & Putting Green

Welcome to your charming Richmond retreat 🏡💛! 🌳 Just a short walk to James River Park & Floodwall Park for nature lovers 🍺 Steps away from Bolos Rooftop Bar & Legend Brewery 🍩 Walking distance to Sharolina's Cakes, Croaker's Spot & Brewer’s Café 🚗 2 min drive to Downtown Richmond, I-95 & I-195 The highlight? A fenced backyard oasis with a dreamy pergola, cozy fire pit🪵🔥, playful swings, and even a mini golf putting green ⛳ — perfect for sipping, chatting, and making memories outdoors.

Historic 1 BR Free Park by Jefferson Hotel 106-2

Located in the Historic Monroe District of Richmond, this 2 story bay front property began its life as an elegant home for a prominent Richmond family in the late 1800's. Renovations to modern standards housing 4 apartments, each with a private entrances. One parking space provided(maximum mid-sized passenger vehicle). Flat has a queen-sized memory foam mattress bed in the private bedroom and a sleep sofa with memory foam mattress located in the main living space. Accommodates up to 4 Guests.

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

Dear John, Suite 1

Hospitality has been our life’s work. . The suites by Dear John LLC are executed with the same keen attention to detail as our award winning restaurants. We feature Casper Pillows, Tuft & Needles luxury mattresses and 700 thread count sheets. From black out shades to white noise & everything in between, we’ve got you covered for a restful retreat. A soaking tub & sauna are just a few of the surprises at DJ. Enjoy our chef’s kitchen or pop into one of the fan’s many great eateries.

Charming Historic 2 BR Near VCU

Modern luxury meets historic character at our 2 Bedroom near downtown Richmond and VCU. This 1891 construction historic building has been nicely remodeled, retaining charming features like exposed brick walls and stained glass. Enjoy modern amenities and relish the prime location. Immerse yourself in the city's vibrant scene, with trendy cafes and cultural hotspots just steps away. Book now for a stylish, comfortable, and convenient retreat embodying the charm of historic Richmond!

Funky, Private Guesthouse Near Richmond Food Scene

Welcome to the Yellow Tiger’s Den, a private, tucked-away guesthouse filled with bold color, thoughtful design, and a little Richmond edge. Set above a spiral staircase for total privacy, this sunny studio blends mid-century modern style with curated yellow accents, a cozy private patio, and everything you need for a relaxed stay. Located in Richmond’s historic Battery Park neighborhood, you’re minutes from the city’s growing food scene, local attractions, and easy highway access.

Gorgeous and spacious Church Hill Home

The beautiful turn of the century home overlooks the Richmond city skyline from its perch on Princess Anne Avenue. Across the street is Jefferson Park- a nice urban park with a large playground, exercise equipment, and plenty of space to walk your dog or toss a frisbee. Beautifully decorated, comfortable beds, and Chefs kitchen w/Viking gas stove! Small Gatherings allowed for addl fee.Nice porch for morning coffee and a covered porch in the back. We look forward to hosting you!

Pristine updated rowhome with garage

*Sunday checkout at 3 pm* Located in the heart of historic Richmond and within a short walking distance to the James River, Brown's Island, Belle Isle, downtown, Altria Theatre, and VCU. This comfortable, spacious, and beautiful rowhome in eclectic Oregon Hill awaits your visit and is painstakingly furnished with Airbnb guests in mind. All of your day-to-day needs are met so you can relax and enjoy your time! - Walk score: 73, very walkable. Thanks for your consideration!

Spacious unit in Arts District

Tucked away in the heart of The Arts District, you'll be able to walk to all the best restaurants and activities the city has to offer. A few blocks away from The National and a few minutes away from Cary Town, The Fan, Shockoe Bottom, Manchester, and Scott's Addition, you'll have easy access to anything the city has to offer! Just blocks away from the convention center, this unit is perfect for Richmond guests who are in town for work related events.

City View Roof Top with FirePit (3A)

The whole group will enjoy easy access to everything from this centrally located place. This unit is so unique with a fire pit equipped roof top overlooking downtown sky line , located historic Shokoe Slip area of Richmond within walking distance of numerous attractions such as Canal Walk, Shockoe Bottom, museums, bars and restaurants, like Tobacco Company. This unit is located on the 3rd floor, using the stairs.

Stylish Luxe Apartment Steps from City Center

Where urban charm meets bustling downtown, Church Hill draws influence from both the old-century architecture and the creative energy that fuels the city. Planted on the most walkable and amenity-filled spot in this neighborhood, you'll find Eileen - a brand new, renovated building awaiting you as a guest! Better finishes than 97% of Richmond hotels, better pricing and more space makes this a no-brainer!

2BR 1BA Fan house/ Private Parking/Fully Fenced

Your family will be close to everything when you stay at this centrally-located place. *Peaceful fully fenced backyard! *one dedicated parking space! *Minutes from everything! in the heart of Fan district. *Pet friendly! *Fully equipped kitchen with new appliances! *Comfy and clean crib with sheets and blanket for baby! *Dedicated working space for business travelers.