Family-friendly holiday 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.

4 beds/3 Private parking/2 mins to I-64 & I-95

Your family will be close to everything when you stay at this centrally-located place with a 92 walk score. 3 minutes to VCU, 7 minutes to Scott’s Addition Historical District and 2 minutes to I-64/95. New house built in 2016. Hosts up to 8-9 people comfortably Dripping coffee & Keurige coffee machine and coffee pods are provided! Pet friendly! Crib& high chair and kids dishes are provided for kids! This place is great for families with kids,couples,solo adventures,business travelers.

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.

Snug in Carver

Right in the heart of Carver, we're just blocks from VCU, the Altria Theater, and Monroe Park. We're also THE closest Airbnb to the interstate in the city of Richmond. If you're getting off 95/64 in the evening, you can slip right back on in the morning in about 90 seconds flat! We're just a hop-skip from downtown and all that has to offer. Stroll down through the First Friday gallery walk, or enjoy all the delicious restaurants and bars Jackson Ward and Broad St. have to offer.

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!

Historic Hill Top Beauty - 2nd Floor

Situated across from beautiful Chimborazo Park, this historic limestone home dates back to 1902. The entire sun flooded top floor features two bedrooms, an eat in kitchen, and a full bathroom. Unit also includes a 56" smart TV and two desk areas if needed. Need to run a load of laundry? No problem there is a ventless all in one washer/dryer. Shared front porch with rockers and park views, and a shared back yard offer additional social distance friendly ways to hang out.

Sixteen West - Modern Apartment in Richmond

Welcome to Sixteen West! This stylish, modern apartment is nestled in the heart of historic Jackson Ward. Recently renovated, the space features beautiful hardwood flooring, updated lighting fixtures, and a sleek, fully equipped kitchen. You'll be within walking distance of some of Richmond’s best spots, including Tarrant's Café, Quirk Hotel, The National, and more! Please note: This unit requires climbing 2.5 flights of stairs — THERE IS NO ELEVATOR.

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!