Family-friendly holiday rentals in Downtown Richmond

4.97 out of 5 average rating, 634 reviews

The treehouse is illuminated at night, showcasing its inviting wooden structure with large windows. A bridge leads to the main entrance, surrounded by trees. Soft lights adorn the deck and outdoor area, creating a warm and welcoming ambiance.

Treehouse in Richmond

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

KitchenFamilyCheckout

5.0 out of 5 average rating, 121 reviews

An airy living room features high wooden ceilings and large windows allowing natural light to fill the space. Plush seating arrangements, including a light-colored sofa and brown armchair, are complemented by lush greenery in decorative pots. A cozy area rug adds warmth to the hardwood floor.

Apartment in The Fan

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.

KitchenIndoor spacesTV

4.88 out of 5 average rating, 397 reviews

The facade of a charming two-story home features a light blue exterior with white trim and a welcoming yellow front door. A flag with stars and stripes is displayed prominently. Wooden rocking chairs are positioned on the front porch, providing a comfortable sitting area.

Home in Shockoe Bottom

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!

FamilyKitchenNearby

A welcoming living room features a comfortable sectional sofa and two stylish armchairs arranged around a round coffee table. A TV is mounted above a white mantel, with a decorative plant and wall art enhancing the space. Natural light streams through large windows, illuminating the rich hardwood floors.

4.97 out of 5 average rating, 193 reviews

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!

Indoor spacesKitchenLaundry

An open and airy living space is characterized by exposed brick walls and high ceilings. A sleek staircase leads to the loft, while a mix of modern seating arrangements surrounds a low coffee table. A television is mounted above a stylish fireplace, enhancing the room's functionality.

4.95 out of 5 average rating, 206 reviews

City Living in this Church Hill Gem

Located in the center of Church Hill, this apartment features new appliances and furnishings, as well as fantastic, architectural details like huge stained glass windows, exposed brick and soaring ceilings . Guests can stay in the private bedroom with 1 Qn bed, or up in the loft that overlooks the living room area. Walking distance to all the great eateries in Church Hill. The apartment is located on the second floor (no lift) with plenty of free on street parking. .

KitchenFamilyLayout

A vibrant living area features a plush rug under a circular coffee table. A green velvet sofa and two accent chairs, one in yellow and one in pink, provide comfortable seating. A wall-mounted television is visible, and a bookshelf displays an array of colorful books.

4.87 out of 5 average rating, 114 reviews

Chic Downtown Hideaway

Located in the heart of the Arts District, this historic gem offers comforting amenities and charming details. Carefully restored to preserve its elegance, this beautiful house is perfect for large groups looking to explore Richmond. Dozens of popular restaurants, museums, and music venues are all within walking distance, not to mention fun nightlife, amazing thrift shops, and the James River trails. VCU and the convention center are less than a few blocks away.

FamilyKitchenDecor

4.91 out of 5 average rating, 335 reviews

A modern living area features a spiral staircase leading to the upper floor. Natural light filters through skylights and large windows. A mix of furnishings, including a green accent chair, a brown couch, and a glass coffee table, adds to the stylish ambiance.

Condo in Richmond

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.

FamilyIndoor spacesWalkability

The spacious living area features a green couch, a reclining chair, and a wooden coffee table, arranged on a soft area rug. Light streams in from the high ceiling, highlighting framed plant artwork on the wall and a glimpse of the kitchen in the background.

4.94 out of 5 average rating, 156 reviews

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.

Indoor spacesKitchenCleanliness

4.93 out of 5 average rating, 100 reviews

Coffee Bar | Easy Parking | Fast WiFi | Central

Beautiful, light-filled and historic apartment in the heart of downtown Richmond! This upstairs unit of the duplex has 2 queen bedrooms with hotel-grade linens and luxurious bath towels. It also has a large living room, dining table and full kitchen with all the essentials. We are also pet friendly! This apartment is great for small groups, business travelers and couples looking to explore Richmond and be close to everything.

Indoor spacesFamilyLocation

An outdoor seating area is illuminated by string lights, featuring a fire pit table surrounded by four wicker chairs and a matching ottoman. The wooden deck offers a cozy atmosphere for relaxation and socializing, with a backdrop of nearby building structures.

4.96 out of 5 average rating, 125 reviews

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.

FamilyKitchenSleep quality

A spacious bedroom features a comfortable bed with a quilted white coverlet. Two bedside lamps with modern design elements are placed on either side. A large abstract wall art piece in muted tones hangs above the headboard, complemented by a neutral-toned throw on the bed.

4.96 out of 5 average rating, 228 reviews

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!

FamilyKitchenHospitality

4.87 out of 5 average rating, 256 reviews

Condo in Richmond

City Views | Parking | One Block to Convention Ctr

Experience urban living in this light-filled apartment, featuring a private outdoor terrace within a design award-winning building. Enjoy complimentary parking and an unparalleled location in the heart of Richmond's downtown. The Convention Center is conveniently located just one block away. The apartment offers lots of natural light from vaulted skylights and a large picture window.

FamilyIndoor spacesValue

Popular amenities for Downtown Richmond family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.93 out of 5 average rating, 520 reviews

A well-lit bedroom features a spacious bed with white linens. A bedside table with a lamp and a small mirror are visible. A window allows natural light in, showcasing green tree foliage outside. A wall-mounted air conditioning unit is also present.

Guest suite in Richmond

cozy urban oasis-free parking/gym/pool access

KitchenFamilyAccuracy

4.96 out of 5 average rating, 160 reviews

Historic Church Hill Gem | Walk to Chimborazo Park

Indoor spacesKitchenParking

An outdoor hot tub is situated next to wooden steps in a yard adorned with autumn leaves. Surrounding trees display vibrant red foliage, while the house stands to the side, illuminated by soft afternoon sunlight.

4.96 out of 5 average rating, 167 reviews

Hot Tub Oasis, Minutes from Downtown Richmond

FamilyKitchenDecor

4.97 out of 5 average rating, 477 reviews

The bell tent is illuminated softly from within, showcasing a cozy seating arrangement with plush cushions and a small candle in the center. A woven rug covers the ground, creating a warm atmosphere, while the evening sky adds a tranquil backdrop.

Tent in Richmond

Romantic Urban Glamping Tent with A/C & Hot Tub

FamilyKitchenHeating

5.0 out of 5 average rating, 19 reviews

Waterfront Escape | Hot Tub, Canoe & SUP

Indoor spacesFamilyCheckout

4.93 out of 5 average rating, 15 reviews

A spacious living area features large windows allowing natural light to fill the room. A dark leather sectional sofa is positioned alongside a wooden entertainment unit. A decorative area rug with intricate patterns lies beneath the furniture, adding warmth to the wooden flooring.

Condo in Richmond

Richmond Condo heart of Downtown w/ Parking 2Bath

KitchenIndoor spacesNearby

4.96 out of 5 average rating, 81 reviews

Cottage in Richmond

Crieff Cottage | Hot Tub, 3BR Near Downtown

FamilyIndoor spacesGetting around

4.99 out of 5 average rating, 86 reviews

Home in Mechanicsville

Hot Tub • Theater • Game Room | Sleeps 12

FamilyIndoor spacesQuiet

Family- and pet-friendly home rentals

A well-lit bedroom features a spacious bed adorned with a blue and white floral quilt. Light streams through large windows framed by gray curtains. A fan hangs from the ceiling, while a decorative plant sits in the corner, adding a touch of greenery.

4.96 out of 5 average rating, 592 reviews

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

FamilyKitchenNearby

A sitting area features a two-tone black sofa and matching armchair, complemented by a textured orange rug. Natural light filters through sheer curtains, illuminating the space and highlighting the subtle details of the room's design.

4.8 out of 5 average rating, 496 reviews

Cozy Carver Accommodations

Indoor spacesFamilySleep quality

4.93 out of 5 average rating, 152 reviews

An open kitchen and dining area showcase modern design with a spacious island and bar stools. A dining table with wooden chairs is complemented by vibrant pink orchids. Natural light fills the room through large windows, highlighting the contemporary appliances and decorative accents.

Home in The Fan

Big Fan Home/private parking /6 BR & 4 BA

FamilyIndoor spacesTV

A modern kitchen showcases emerald green cabinetry and white countertops. The geometric patterned backsplash adds visual interest. Stainless steel appliances, including an oven and a gas cooktop, are complemented by wooden open shelves displaying dinnerware and decorative items. Natural light filters through a window.

4.85 out of 5 average rating, 184 reviews

Richmond Heartthrob: A Stylish River City Retreat!

FamilyKitchenCheckout

4.95 out of 5 average rating, 192 reviews

Urban Farmhouse w/ Swings, FirePit & Putting Green

Indoor spacesFamilyComfort

4.89 out of 5 average rating, 134 reviews

Modern 5 Bedroom Home, 5 mins away from Downtown

Indoor spacesFamilyNearby

A light-filled living area features a cream-colored couch adorned with green decorative pillows. A wooden coffee table sits on a patterned area rug. A hammock swing hangs from the ceiling, adding a unique touch to the space. Floor-to-ceiling windows provide ample natural light.

4.97 out of 5 average rating, 201 reviews

Charming 1BR in the Heart of Church Hill

FamilyIndoor spacesBiking

A charming historic building is seen from across the street, featuring a red exterior with decorative architectural details. Lush green trees provide shade, while a white picket fence borders the front garden filled with seasonal greenery and flowers. Nearby vehicles are parked along the street.

4.93 out of 5 average rating, 381 reviews

Historic Church Hill Gracious Apt-Balcony & Garden

FamilyKitchenLong stay

Family-friendly home rentals with a pool

A light-filled living area features a spacious sectional couch adorned with patterned throws. A dining table set for four is visible nearby, accompanied by decorative tableware. Large windows offer ample natural light, and a green plant adds a touch of nature to the room.

4.86 out of 5 average rating, 105 reviews

River City Den

FamilyKitchenNearby

4.86 out of 5 average rating, 650 reviews

A paved driveway lined with trees leads towards a country guest house, offering a serene path. Inside, a spacious bed is paired with contemporary nightstands and lamps. A private pool shines under clear skies, featuring a neatly manicured surrounding area and lounge chairs for relaxation.

Guesthouse in Glen Allen

Private and Quiet Pool House Convenient Location

FamilyKitchenAmenities

A sleek living space features a set of nested side tables with a white marble top and yellow metal frames. In the background, a modern couch is positioned opposite a wall-mounted TV, creating an inviting atmosphere.

4.94 out of 5 average rating, 32 reviews

Cozy 1BR | Private Balcony, Gym, Pool & Workspace

Indoor spacesKitchenValue

4.97 out of 5 average rating, 35 reviews

Entire Home • Central Richmond • Free Parking

KitchenIndoor spacesValue

An open-concept living area features a kitchen with modern appliances, including a microwave and dishwasher. A spacious island is complemented by a seating area with decorative items. The room is enhanced by large windows dressed in dark curtains, allowing natural light to fill the space.

4.97 out of 5 average rating, 64 reviews

Modern comforts;MovieNight; Kingbed;Garage parking

Indoor spacesFamilyGetting around

4.96 out of 5 average rating, 28 reviews

A well-lit bedroom features a spacious bed with neutral-toned bedding and decorative pillows. A bedside table holds a soft lamp, while a round mirror reflects natural light. Large windows with wooden frames allow for views of the surroundings, creating a serene atmosphere.

Guesthouse in Richmond

The Wythe Guesthouse

Indoor spacesKitchenDecor

5.0 out of 5 average rating, 13 reviews

King Suite | Gym, WiFi & Free Parking

Indoor spacesKitchenSleep quality

The exterior of a historic home is showcased, featuring a welcoming porch adorned with columns. Lush greenery surrounds the property, complemented by a manicured yard. Large windows provide a glimpse into the inviting interior, while the façade reflects a blend of classic architectural details.