
Family-friendly vacation rentals in Lakeside
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Lakeside
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

The Farm House Retreat
Looking for a peaceful escape with easy access to the city? Welcome to the Farm House Retreat! Nestled in the country, yet only 20 minutes from downtown Richmond, 15 minutes from the airport, and just 8 minutes from local shops. Enjoy a cozy Queen-sized bed, sleeper sofa, fireplace, coffee bar, fridge, central air/heat, lightning-fast Wi-Fi, and streaming TV, all run on 100% renewable energy. Ideal for business travel, weekend getaways, or family and friends. Your perfect country retreat awaits!
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The BeeHive
Kick back and relax in this calm, stylish space. Private, modern studio suite on the first floor of a single family home in Glen Allen, Virginia. The home is located in a quiet, friendly suburban neighborhood that is close to both Short Pump and downtown Richmond. Just 20 minutes away from downtown Richmond and an even closer 10 minutes to Short Pump, both packed with restaurants, shops, and other attractions. Wooded area behind the home has a hiking path to the Echo Lake Park for nature lovers.
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Romantic Urban Glamping Tent with A/C & Hot Tub
Stay in a romantic bell tent, unplug for a while, explore Richmond, and rediscover the simple joy of experiencing something new. Nestled in a serene space in the heart of Richmond, this beautiful tent with A/C offers an unforgettable summer camp experience. Choose from a collection of camp adventures to help you relax and experience life. Ideal for your date night, birthday, or staycation. Unwind in your private hot tub, camp fire & screened gazebo. Tent with A/C, wifi & lighting. Easy parking.
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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!
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A clean, safe, house full of steel balls and games
I'm a blue collar guy in a blue collar neighborhood in a blue collar house. House was built in 1959 and I have kept everything that works from that era. It's like going back in time. Oven, Dishwasher, some light switches, bath tub, and vanity are original. Plenty of vintage, workable pinball machines and vintage game consoles throughout the house. The place is yours to use. Also has a patio for outdoor grilling. Located near the lakeside community with local restaurants, shops, and breweries.
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Peaceful, private, upscale apartment near U of R
1 mile from UofR & a 2 min. walk to Three Chopt & Patterson Publix/restaurants, you’ll find a home-away-from-home in this impeccable 700sf one-bedroom apt. The private tree-house-like space includes large comfy couch, queen bed, full kitchen (granite, stainless), washer-dryer, fast wifi, & 2 smart TVs. The apt is above a detached garage not used for cars, which ensures quiet/privacy + off-street parallel parking (in front of them in the alley). Access does require climbing exterior stairs.
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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
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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
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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.
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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.
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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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Ashland Aerie
Relax in this peaceful, stylish space for one, located north of Richmond. Park in the carport and go upstairs (21 steps) to enjoy privacy, convenience, and safety - with kitchenette, small washer/dryer, smart TV, desk, and exterior cameras. Ashland, less than three miles south, has restaurants (many), grocery stores, laundromats, a movie theater, a public library, churches, a post office, and Randolph Macon College. King’s Dominion and Meadow Event Park are six miles north.
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Popular amenities for Lakeside family-friendly rentals
Family-friendly home rentals with a hot tub

Miracle on the James Cottage
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Light & airy home w/private hot tub on golf course
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Vincent House - Historic Charm & Modern Comfort
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Crieff Cottage | Hot Tub, 3BR Near Downtown
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Historic Church Hill Gem | Walk to Chimborazo Park
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cozy urban oasis-free parking/gym/pool access
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house with coastal theme
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Hot Tub Oasis, Minutes from Downtown Richmond
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Family- and pet-friendly home rentals

Cozy Retreat w/ Fenced Yard & Fire Pit
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Hundred Acre Wood: basement apartment/pets welcome
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Cozy Carver Accommodations
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Glen Allen Mid-Century Modern Casita
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Spacious unit in Arts District
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The Duck Blind located near RIC airport
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Eclectic Designer Retreat Near UofR + Peloton Bike
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Forest Hill Modern Guest House
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Family-friendly home rentals with a pool

Historic Blanton Getaway
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Cozy 1BR | Private Balcony, Gym, Pool & Workspace
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The Wythe Guesthouse
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Historic Marshall House 11 plus beds
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The Resort
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Private and Quiet Pool House Convenient Location
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Spacious Oasis on Monument Ave | Pool NOW OPEN
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Entire Home • Central Richmond • Free Parking
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Destinations to explore
- New York Vacation rentals
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- Kings Dominion
- Lake Anna State Park
- Pocahontas State Park
- Jamestown Settlement
- Greater Richmond Convention Center
- Brown's Island
- Libby Hill Park
- Forest Hill Park
- Colonial Williamsburg's Merchants Square
- The National
- Ingleside Vineyards
- Virginia Holocaust Museum
- The Poe Museum
- Altria Theater
- Science Museum of Virginia
- Hollywood Cemetery
- Children's Museum of Richmond
- Fredericksburg Battlefield Visitors Center
- American Civil War Museum
- Virginia State Capitol-Northwest
- Metro Richmond Zoo
- Jefferson Park





