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.

4.81 out of 5 average rating, 494 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!

PetsWalkabilityAir conditioning

A bright living room is presented, featuring two vibrant red sofas opposite two purple armchairs. A sleek coffee table sits at the center. Natural light flows through large windows, illuminating the space and highlighting the modern ceiling fan and flat-screen TV mounted above a white fireplace.

4.88 out of 5 average rating, 113 reviews

Spacious, Vibrant Home 'n Central Richmond, VA!

Welcome to our delightful, urban retreat boasting 3 beds 2.5 baths located in the vibrant neighborhood of Northside. Our charming home offers a perfect blend of vintage charm & modern updates. With its ample living space & convenient location, this property is perfect for friends & families looking to explore the city of RVA. With its prime location, comfortable furnishings & thoughtful amenities, our home offers the perfect home away from home during your stay in Richmond. Book your stay today!

WalkabilityPetsIndoor spaces

4.96 out of 5 average rating, 274 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 spacesPetsHeating

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, 399 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!

PetsWalkabilityLaundry

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

WalkabilityPetsCheckout

4.94 out of 5 average rating, 119 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!

PetsOutdoor spacesFamily

4.88 out of 5 average rating, 396 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!

PetsWalkabilityHospitality

4.99 out of 5 average rating, 214 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!

WalkabilityOutdoor spacesAccuracy

4.94 out of 5 average rating, 156 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.

PetsWalkabilityIndoor spaces

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.

4.91 out of 5 average rating, 306 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.

PetsWalkabilitySleep quality

4.98 out of 5 average rating, 843 reviews

A modern living area features a comfortable couch with decorative pillows. Natural light filters through windows beside rustic wooden doors. A small coffee table sits on a textured rug, accompanied by a stylish chair, enhancing the inviting and open feel of the space.

Guest suite in Richmond

Forest Hill Modern Guest House

Located in Richmond's charming and historic Forest Hill neighborhood just blocks from the James River Park and next door to Forest Hill Park. A modern studio space with a king-size bed and a comfy couch in a private guest house. 1 bath with a spacious shower and simple kitchenette. A great overnight space or comfortable stay for those wanting to explore the cities great food, breweries, parks, and trails!

PetsWalkabilityGetting around

The entryway features a wooden door adorned with a seasonal wreath, leading to a staircase and a cozy sitting area. A console table is positioned against the wall, complemented by a mirror, while warm light illuminates the hardwood floors.