
Family-friendly holiday 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 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.

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.

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!

Private and Quiet Pool House Convenient Location
Pool is open for the season, it’s a private pool dedicated to our Airbnb guests only. This country guest house is very clean with a simple design. It's conveniently located seven miles away from Short Pump where you can enjoy dining, shopping, and entertainment. You will experience a quite relaxing retreat without leaving the city. We provide 4G wireless hotspot internet and a comfortable computer working space for business travelers. Grocery stores, business center, and banks are nearby.

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.

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.

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

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.

The Home Stretch
Welcome to "The Home Stretch", a beautiful quiet place in the country just a few miles from Short Pump (which has great restaurants, Golf Courses, Drive Shack, wineries, Breweries. Our second floor apartment features a private entrance with all the things you may need while you are away from home. It has a spacious living area, eat in kitchen, queen bed and 2 trundle-like twin beds. We are on the premises but not in your space at all. Available day and night should you need anything.

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!

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.
Popular amenities for Lakeside family-friendly rentals
Family-friendly home rentals with a hot tub

Miracle on the James Cottage

The Cozy Cottage w/ hot tub! 35min to downtown RVA

Vincent House - Historic Charm & Modern Comfort

Crieff Cottage | Hot Tub, 3BR Near Downtown

Historic Church Hill Gem | Walk to Chimborazo Park

cozy urban oasis-free parking/gym/pool access

house with coastal theme

Treehouse in the woods w/AC & heat (bath at house)
Family- and pet-friendly home rentals

Hundred Acre Wood: basement apartment/pets welcome

Cozy Carver Accommodations

Trailside Treehouse - Riverside in Richmond, VA

Glen Allen Mid-Century Modern Casita

Spacious unit in Arts District

Eclectic Designer Retreat Near UofR + Peloton Bike

Forest Hill Modern Guest House

2 Bdrms★Pet Friendly★4K Theater★Fire Pit★Fast Wifi
Family-friendly home rentals with a pool

Historic Blanton Getaway

Cozy 1BR | Private Balcony, Gym, Pool & Workspace

The Wythe Guesthouse

Short Pump Renovated Condo Pool, Park. Peaceful

The Resort

Spacious Oasis on Monument Ave | Pool NOW OPEN

Entire Home • Central Richmond • Free Parking

Central Pump (Short Pump)
Destinations to explore
- New York City Holiday rentals
- Philadelphia Holiday rentals
- Washington Holiday rentals
- Myrtle Beach Holiday rentals
- Charlotte Holiday rentals
- Ocean City Holiday rentals
- Pittsburgh Holiday rentals
- North Myrtle Beach Holiday rentals
- Virginia Beach Holiday rentals
- Raleigh Holiday rentals
- Wilmington Holiday rentals
- Jersey City Holiday rentals
- Kings Dominion
- Lake Anna State Park
- Pocahontas State Park
- Greater Richmond Convention Center
- Brown's Island
- Forest Hill Park
- Libby Hill Park
- Colonial Williamsburg's Merchants Square
- Ingleside Vineyards
- The National
- Virginia Holocaust Museum
- The Poe Museum
- Altria Theater
- Science Museum of Virginia
- Fredericksburg Battlefield Visitors Center
- Children's Museum of Richmond
- Virginia State Capitol-Northwest
- American Civil War Museum
- Metro Richmond Zoo
- Jefferson Park
- Hollywood Cemetery
- The Diamond
- Jamestown Settlement





