Family-friendly holiday rentals in East Highland Park

Gem of Fan district/Private Parking/Fenced/2 TVs

This beautiful historic home was built in 1902 and offers a perfect blend of contemporary design, traditional architecture, and modern amenities. Just a block away from Monument Avenue, you will find yourself close to many fabulous restaurants, coffee shops, bakeries, markets, and gift shops. * Newly renovated in 2022 *Peaceful fully fenced backyard *0ne dedicated parking space *Minutes from everything *Pet friendly *Fully equipped kitchen with new appliances *New washer and dryer in-unit

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!

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

Trailside Treehouse - Riverside in Richmond, VA

Fulfill your childhood dream of camping in a treehouse! From this central spot, easily explore the trails and river. Then, relax on the deck and enjoy the magic of the trees. •Airbnb “Top 20 Places to Stay in VA” •"Best of Richmond" by Style Magazine •Featured in Airbnb article on hospitality •One of "8 Great Airbnbs" in the U.S. by Inside Hook •Comes with bathroom, kitchenette & lounge apartment in host house •Dog-friendly Social media: @trailside_treehouse City permit #BLDR-107741-2022

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!

Cozy "Blue Butterfly" Cottage w/ futon

Clean & cozy 1 bedroom cottage w/ ample parking. Cottage is located in a safe and quiet neighborhood close to shopping with a plethora of restaurants. Only minutes away from the historic City of Richmond with it's rich history, museums, & beautiful views of the James River. Enjoy the nightlife with scads of restaurants & clubs or dine at Rockets Landing & watch the sun set over the river. Being centrally located makes this cottage the perfect place for traveling nurses & professionals.

River City Oasis - close to river & hiking trails

-City convenience with lots of nature spots close by! -Walk to James River, Forest Hill Park, Buttermilk Trail, Belle Isle, and the Allianz Ampitheatre. -All one level on the 1st floor with private entrance and easy on-street parking -Kitchenette for cooking small meals -Woodland Heights historic neighborhood -Newly built in 2023! -Modern bathroom with heated floor -Blackout curtains for peaceful sleep -Dedicated HVAC that you control -Close to restaurants, coffee shops and local brewery

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.

Funky, Private Guesthouse Near Richmond Food Scene

Welcome to the Yellow Tiger’s Den, a private, tucked-away guesthouse filled with bold color, thoughtful design, and a little Richmond edge. Set above a spiral staircase for total privacy, this sunny studio blends mid-century modern style with curated yellow accents, a cozy private patio, and everything you need for a relaxed stay. Located in Richmond’s historic Battery Park neighborhood, you’re minutes from the city’s growing food scene, local attractions, and easy highway access.

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!

Classy, Spacious Apt Near Esteemed Restaurants

Welcome to Eileen East! The new gateway to exploring Richmond, where boutique style meets 5-star hospitality. You’ll find a little bit of everything in this historic, charming neighborhood just outside downtown proper -- from award-winning restaurants to parks with scintillating views of the city’s skyline, come make yourself at home in the heart of Church Hill. Booking now for vacations, staycations, and everything in between.

Historic Meets Hip | 5 Min to Downtown RVA

Welcome to Historic Meets Hip, your private guest suite in a beautifully restored 1920s home just 5 minutes from Downtown RVA. Thoughtfully designed for couples, weekend getaways, business travelers, and those passing through Richmond, you'll enjoy a private entrance, stylish décor, and thoughtful amenities in a quiet historic neighborhood. Relax, recharge, and experience the best of Richmond just minutes away.