Pet-friendly vacation rentals in East Highland Park

A well-lit living area features a light grey color palette, with two comfortable white chairs facing a wooden coffee table. A potted plant adds a touch of greenery, while plush sofas provide ample seating. Sunlight streams through multiple large windows, enhancing the space's airy feel.

4.92 out of 5 average rating, 100 reviews

Grand Getaway in The Heart of RVA - 5BD 5.5BA

Experience RVA at its finest in our cozy 5-bed, 5.5-bath house. Free street parking & 2 secured spots Less than a 1mi drive from VCU, 2.5mi away from MCV, and 1.5mi away from the GREATER RICHMOND CONVENTION CENTER! Our cozy living space includes a 3 premium king beds, 1 queen, 2 full sized beds, a futon & 2 queen air mattress’, High-speed internet, & 4 Smart TVs Local restaurants, cafes, & shops just a short drive away. Very convenient location. Reserve for an unforgettable RVA experience!

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Superhost

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, 499 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!

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4.96 out of 5 average rating, 275 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.

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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!

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Superhost

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 spacesPetsLocation

4.99 out of 5 average rating, 219 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!

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Superhost

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

4.84 out of 5 average rating, 132 reviews

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

Outdoor spacesPetsComfort

4.96 out of 5 average rating, 693 reviews

The kitchen area features wooden cabinetry and a spacious white refrigerator. A dining table with four wooden chairs is set to one side, while the living area, equipped with a cozy blue couch, is visible in the background. Natural light illuminates the space.

Guesthouse in Ashland

2 Bdrms★Pet Friendly★4K Theater★Fire Pit★Fast Wifi

Minutes from I-95 "The Cottage" is a great stop along your journey just 15 minutes to Kings Dominion or Meadow Event Park. Surf high speed internet, catch up on laundry, dine in Ashland or have a cookout and share stories around the campfire. You’ll love the Cottage because of the clean accommodations, complete kitchen, quiet neighborhood, home theater, comfy beds & pet friendly! The Cottage is great for Families, Couples, Business Travelers & Fun Seekers!

PetsWalkabilityShared spaces

4.94 out of 5 average rating, 159 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.

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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.

4.93 out of 5 average rating, 131 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 spacesPetsLong 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, 312 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.

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A well-equipped kitchen features white cabinetry and stainless steel appliances. A gas stove and microwave are present, along with a spacious island that includes two wooden bar stools. Natural light fills the space, highlighting the warm wooden flooring and contemporary design elements.