Pet-friendly holiday rentals in East Highland Park

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, 501 reviews

Cozy Carver Accommodations

You've found a rare unicorn! This ultra-cozy row home is perfectly placed just blocks from VCU, and a short walk to the Fan, Jackson Ward & downtown. It's also less than 2 miles from "Richmond's Playground": Scott's Addition. This 540 sq. ft. home is filled with midcentury accents, local art, granite countertops, stainless steal appliances & pine floors. It has everything you need to cook and do laundry. You can also park for free with our street parking pass. We welcome your well-trained pets!

PetsOutdoor spacesBathroom

4.96 out of 5 average rating, 280 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.

Outdoor spacesWalkabilityCheck-in

4.99 out of 5 average rating, 167 reviews

Guesthouse in Richmond

Spacious, pet-friendly nature retreat | The Bohive

Escape to The Bohive off I-95, a charming 1200 sq ft studio, conveniently located just off the interstate & minutes from downtown. On a private “nature reserve”, this is the perfect place to unwind & recharge. Inside, you'll find a comfortable king bed & kitchenette (no stove). The cozy living area has a smart TV, great for relaxing after a long day of exploring. Enjoy coffee on the private deck or immerse yourself in nature before heading out. Great spot for road trippers! STR2024-00002

PetsOutdoor spacesAccess

A cozy living room features a wood-burning fireplace surrounded by a stylish white mantel. Comfortable seating includes a brown leather chair and an accented blue sofa. A coffee table sits elegantly in the center, with soft lighting from overhead fixtures enhancing the space's warmth.

4.94 out of 5 average rating, 401 reviews

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!

Outdoor spacesPetsBiking

4.92 out of 5 average rating, 357 reviews

A welcoming living area features a vibrant red sectional sofa and a small armchair, accompanied by a neutral area rug. Natural light enters through multiple windows, with greenery visible outside. A television is positioned on a white media console, and decorative elements add charm to the space.

Apartment in Richmond

Sunny, Spacious Suite | Large Backyard | Pets

Spacious and restful one bedroom apartment close to everything in Richmond! With 10-foot ceilings and an open floor plan this first floor apartment is comfortable and spacious. It is located on the first floor of a duplex with a shady backyard and composite deck. Everything is newly renovated including a full kitchen, bathroom with a beautiful walk in shower and central AC and heating system. We love hosting your furry friends as well, and the backyard is perfect for dogs to run around.

Outdoor spacesWalkabilityPool

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

Outdoor spacesPetsTV

4.99 out of 5 average rating, 224 reviews

Tiny home in Richmond

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!

PetsOutdoor spacesSleep quality

4.84 out of 5 average rating, 133 reviews

A spacious backyard features a fire pit surrounded by several seating chairs. A vibrant pink flowering tree adds color, while string lights are draped across the area, providing soft illumination. A hammock and playground structure are also visible in the background.

Apartment in Richmond

Great For Families | Fenced Yard | Pet Friendly

Relax with your whole group and stay close to downtown Richmond! This apartment is the upstairs side of the duplex with access to a fenced-in yard - perfect for dogs. The yard also has a fire pit, playground, and lots of room for children to run around. * 2 bedrooms plus a sleeper sofa * Renovated Bathroom - April 2024! * Fully stocked kitchen * Large front porch * Very kid-friendly! There is a crib set up in the one of the bedrooms at all times. * Free on-street parking

PetsOutdoor spacesAccuracy

4.94 out of 5 average rating, 162 reviews

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.

Apartment in Richmond

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.

PetsWalkabilityQuiet

The interior space features a distinctive floating staircase adorned with lush green plants. A bookshelf filled with various titles stands nearby, while a cozy guitar is positioned on the floor. A glimpse of a bedroom is visible through the archway.

4.92 out of 5 average rating, 133 reviews

Maymont Boho Bungalow

Located right beside Maymont Park, the James River at Texas Beach, the picturesque lakes of Byrd Park, The Fan & Carytown! Easy access to the city, too! This stylish space had loads of character, two comfortable bedrooms, a cozy living room with a unique floating staircase, and fully outfitted kitchen and eating area. Perfect for anyone who loves to be outside with all of the parks within walking distance and the private back deck with string lights!

Outdoor spacesPetsCheck-in

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.

4.92 out of 5 average rating, 317 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.

WalkabilityOutdoor spacesCondition

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.