Family-friendly holiday rentals in Richmond

Contemporary Living in the Historic Fan District

Built in 1911, this spacious home has been renovated to blend contemporary design and traditional architecture. Notice the bold feature walls and expressive artwork and head to the patio to enjoy a drink while cooking with the BBQ. The house features three bedrooms, two full baths, updated kitchen and basement with a washer / dryer, as well as a large front porch and backyard that features a outdoor TV, grill and table and chairs for six. Fully stocked kitchen features everything you'd need to cook. Super fast fios internet, Sonos sound system througout the house, 60 inch TV with AppleTV in family room, 60 inch TV w/AppleTV outside. The house is mere blocks from great restaurants like Kuba Kuba, Joe's Inn (my favorite) and Flora - just to name a few. Best coffee in town can be found at Lamplighter (5 blocks) and the best drinks are at Heritgage (2 blocks). About a 15 minute walked to The VMFA, Carytown shopping and The Museum District. Guests have full access to the house. I'm happy to assist you throughout your stay if you have any questions. Call or text. The Fan District is a superb location with tree-lined streets and historic homes. Head to the unique boutique shops, try some local cuisine in an independently-owned restaurant, and have fun exploring the Museum District. Walking or biking are your best bet. Everything is close and there's a bikeshare just down the street. Easy to use and lots of places to return.

Bright, quirky bungalow

Take it easy at this unique and tranquil home within 3 miles of downtown Richmond, VCU and the Fan (also close to I 95/64 exits). Located in the historic Bellevue neighborhood with restaurants and shops within walking distance, this charming Arts and Crafts bungalow has an open feel with a large family room and dining room, a kitchen with a tin-plated ceiling, a butcher block island, and breakfast nook. There are 2 Bedrooms, an office and large front and back porch perfect for morning coffee!

Luminous Architectural Gem

This luxurious space is filled with natural light streaming through the large windows. Exposed beams create a warm atmosphere. The open plan layout maximizes functionality, featuring a sleek modern kitchenette, a comfortable king size bed, and a stylish living area with a plush sofa and smart TV. The bathroom is crisp and contemporary with premium fixtures. Perfect for solo travelers or couples, the bright, beam-accented retreat offers a blend of comfort and character in an intimate setting.

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

Eclectic Designer Retreat Near UofR + Peloton Bike

Modern design, impeccable lighting, and high-end finishes with a cozy wood burning fireplace. PELOTON exercise bike here, bring your cycling shoes! This charming private home is nestled in the heart of Westhampton just one mile from the University of Richmond and Libbie and Grove AVE. Surrounded by some of Richmond’s best shopping and dining and designed specifically for Airbnb guests to have a comfortable stay. Westhampton is one of Richmond’s most sought after neighborhoods. Welcome home!

Dear John

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.

River City Oasis - close to river & hiking trails

-City convenience with lots of nature spots close by! -Walk to James River, Forest Hill Park, Buttermilk Trail, Belle Isle, and the Allianz Ampitheatre. -All one level on the 1st floor with private entrance and easy on-street parking -Kitchenette for cooking small meals -Woodland Heights historic neighborhood -Newly built in 2023! -Modern bathroom with heated floor -Blackout curtains for peaceful sleep -Dedicated HVAC that you control -Close to restaurants, coffee shops and local brewery

Renovated Carytown Cottage w/ Parking & Fire-pit

This lovely renovated cottages all of the essentials and includes a fully stocked kitchen with complimentary coffee. Two bedrooms each with cozy queen beds are perfect for your couples getaway or a romantic weekend. A small but stylish Jack and Jill bathroom connects the 2 rooms. Enjoy the mornings on the front porch or evenings on the screened porch after walking to dinner on Cary Street! Shopping, brunch, cocktails..it's all right here. One off street parking spot available offsite.

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.

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!

LOCATION, LOCATION, LOCATION! BROWNSTONE TOWNHOUSE

LOCATION! COMFORTABLE BEDS AND A RELAXING MASSAGE CHAIR! This historical, beautiful townhouse is located in the heart of Richmond, Fan district! Over 20 restaurants, bars and galleries are right around the corner (walking distance, within a mile). I am 0.5 miles from VCU, 0.9 mile from Cary Street and within 2.5 miles from all other major districts. All bed sheets, pillow cases and towels are 100% cotton. Fur babies are welcome - Pet fee $50 STR-096381-2022

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.