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, 252 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!

4.95 out of 5 average rating, 188 reviews

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.

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, 164 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.

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.

4.97 out of 5 average rating, 319 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!

4.95 out of 5 average rating, 256 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.

A traditional living area is shown, featuring a comfortable gray sofa adorned with decorative pillows. A flat-screen television hangs above a classic fireplace, while light streams in through a nearby window. The space is well-lit, with a staircase visible in the background.

4.91 out of 5 average rating, 130 reviews

Perfect Location, Classic Style & Yard with Patio

Ideal location, comfortable home and fenced yard on one of Richmond's most idyllic Near West End streets. Two queen bedrooms plus a convertible twin bedroom upstairs and an additional full pull-out sleeper in the finished basement. Separate office for dedicated work space. Fully fenced backyard with a furnished patio makes this family- and pet-friendly retreat ideal for enjoying the outdoors. Living room, separate dining room and basement den. Walking distance to Mary Munford. STR-149573-2025

Superhost

4.94 out of 5 average rating, 173 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!

The historic home features a welcoming facade with a spacious porch, adorned with hanging plants and cozy seating. Bright flowers are planted along the walkway, adding color and charm to the entrance. Large windows and decorative woodwork enhance the inviting appearance of the property.

4.85 out of 5 average rating, 198 reviews

Erin's Oasis

Situated 4 blocks off of Chimborazo Park this 1910 historic home is truly an oasis in the city. Located in Church Hill/Chimborazo within walking distance to great restaurants that are putting Richmond on the map as a foodie destination. Explore the shops and galleries on Main Street, Poe Museum, Train Station or Stone Creek Brewery. Scenic walking/biking trails include Capital Trail and Canal Trail leading to James River Park. Nearby Shockoe Bottom has the city’s hottest night life.

4.95 out of 5 average rating, 111 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!

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.

4.8 out of 5 average rating, 280 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.

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, 182 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!

A warm living area features a dark wooden accent wall and a decorative fireplace framed by built-in bookshelves. A large television is mounted above the mantelpiece. A cozy rug lies on the hardwood floor, complemented by stylish seating and soft throw blankets.