House holiday rentals in East Highland Park

A comfortable living area features a brown leather sectional couch with a matching armchair and ottoman. A round table sits on a patterned rug, while soft natural light filters through the window blinds. Two framed animal prints adorn the light-colored wall.

4.91 out of 5 average rating, 259 reviews

Luxury BOHO upper unit

Relax in this calm, stylish 3 bedroom/2 full bath upper level unit. Another Airbnb is in the finished basement unit. The space is completely yours and no access to the other basement unit. Only shared area is the back deck. Unit has a completely updated kitchen with stainless steal and granite. Master bedroom has a super comfy queen bed and a master bath that has a beautiful walk in shower. Guest room has another queen bed and office area has a futon. Elegance and romantic boho style throughout!

LocationFamilyAmenities

A modern kitchen features light-colored cabinetry and a spacious island with a marbled countertop. Stainless steel appliances are integrated, including a microwave and a coffee maker. Natural light is provided by a window above the sink, enhancing the functional layout of the space.

4.98 out of 5 average rating, 174 reviews

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.

LocationFamilyBathroom

A charming Arts and Crafts bungalow is showcased, featuring a wide front porch supported by green columns. Steps lead up to the entrance, surrounded by well-maintained greenery. The red brick exterior highlights the architectural details, complemented by neighboring homes in a serene neighborhood setting.

4.98 out of 5 average rating, 331 reviews

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!

FamilyValueQuiet

4.96 out of 5 average rating, 271 reviews

Private Garden Home w/ Large Fenced Yard + Gazebo

Experience Casa Terra, a one-of-a-kind historic home in the urban heart of Richmond, Virginia. Tucked away on a sprawling 1/3 acre property just ten minutes from downtown, this thoughtfully restored 1928 Craftsman bungalow blends timeless character with natural calm. Designed for couples, small families and furry companions, Casa Terra features a 6ft fully fenced backyard where dogs can play beneath the branches of a 100-year-old willow oak while guests unwind in the gazebo or around the fire.

FamilyLocationQuiet

Superhost

A bright and open living area is adorned with large windows allowing natural light to illuminate the room. A comfortable sofa is complemented by a stylish armchair. The dining area features a table set with a tray and flowers, adding a touch of freshness to the space.

Home in Glen Allen

4.88 out of 5 average rating, 101 reviews

Glen Allen Mid-Century Modern Casita

Welcome to the Mid-Century Modern Casita located on the border of Henrico County and Richmond City; Situated in a safe and welcoming neighborhood with easy access to the best Richmond has to offer. Every detail has been carefully considered. This home is fully equip with a washer/dryer, cookware, fast internet, smart TVs, river towels and much more to make for an accommodating stay. Conveniently located to Virginia's top attractions, we are the perfect stopping ground for your next trip!

ValueLocationParks

4.94 out of 5 average rating, 178 reviews

Cozy 3-Bedroom Home - Minutes to Downtown Richmond

Your family and friends will love the convenience of this centrally located home, while also enjoying the cheerful and cozy space it offers. It's just minutes from Richmond International Raceway, the Convention Center, VCU campuses, and downtown Richmond, which offers an influx of wonderful restaurants and eateries...both indoor or patio dining. Don't delay...make your reservation today! Your host's top priority is YOU and making sure your stay is a comfortable and enjoyable experience!

LocationFamilyHeating

4.93 out of 5 average rating, 244 reviews

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

LocationFamilySleep quality

4.95 out of 5 average rating, 118 reviews

A quaint tiny house is presented on stilts, showcasing a colorful exterior with a patchwork of red and green panels. A flight of wooden stairs leads to the front door, framed by two small shrubs on either side. An open yard stretches around the house, surrounded by trees.

Home in Quinton

The Duck Blind located near RIC airport

Take it easy at this unique and tranquil getaway. Location is 8 miles to Richmond International Airport. Relax in this private and cozy 1 bed, 1 bath tiny house with a full kitchen and living space. Beautiful finishes in the newly renovated kitchen and bathroom. Spacious yard with plenty of nature to enjoy. Enjoy the fire pit under the stars. Gas/ charcoal grill available for use. High speed internet and WiFi included. Conveniently located to interstate, shops, and restaurants!

ValueFamilySolo travel

Superhost

A well-lit living space features an open layout with a cozy yellow sofa and a decorative area rug. A small table with drinks rests in front of the couch. The kitchen showcases wooden cabinets, stainless steel appliances, and seating at the counter bar.

4.81 out of 5 average rating, 286 reviews

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.

LocationValueLong stay

A spacious living area features a comfortable grey sofa and a round coffee table atop a patterned rug. Soft lighting from string lights illuminates the staircase leading to an upper sleeping loft. Natural light enters through a window, enhancing the inviting ambiance.

4.93 out of 5 average rating, 309 reviews

The Cottage in the City -Private Yard and Fire Pit

Your family will be close to everything when you stay at this peaceful, centrally-located home. This home is equipped with anything you may need during your stay! Enjoy the beautiful naturally lit living room throughout the day, or stargaze in the back yard while enjoying gentle heat from the firepit. The best part? We are a quick drive to anything you may be looking to do in Richmond and only 12 minutes to downtown center city.

ValueFamilyDecor

Superhost

The living room features a comfortable couch with a pull-out queen bed and decorative pillows. A round coffee table sits on a patterned rug, surrounded by a cozy armchair and natural light from adjacent windows. A ceiling fan offers ventilation, enhancing the welcoming ambiance.

4.9 out of 5 average rating, 303 reviews

The Sweet Retreat RVA • Fenced Yard • Fire Pit • P

Welcome to The Sweet Retreat RVA, your perfect home away from home in Richmond! This beautifully maintained, family-friendly home is just minutes from downtown and offers everything you need for a comfortable and relaxing stay. Enjoy a private fenced backyard, fire pit, free parking, and a fully equipped kitchen. Ideal for families, small groups, and travel professionals, this home comfortably accommodates up to 8 guests.

LocationFamilyOutdoor spaces

A modern kitchen is presented with sleek white cabinetry and stainless steel appliances. A gas stove and microwave are featured, alongside a dishwasher. Natural light filters through the window above the sink, illuminating the quartz countertops and a decorative rug laid on the floor.