
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.

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!

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.

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

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.

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

Glen Allen Mid-Century Modern Casita
Welcome to the Mid-Century Modern Casita located on the border of Henrico County and Richmond City; Situated in a safe and welcoming neighborhood with easy access to the best Richmond has to offer. Every detail has been carefully considered. This home is fully equip with a washer/dryer, cookware, fast internet, smart TVs, river towels and much more to make for an accommodating stay. Conveniently located to Virginia's top attractions, we are the perfect stopping ground for your next trip!

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.

Renovated Carytown Cottage w/ Parking & Fire-pit
This lovely renovated cottages all of the essentials and includes a fully stocked kitchen with complimentary coffee. Two bedrooms each with cozy queen beds are perfect for your couples getaway or a romantic weekend. A small but stylish Jack and Jill bathroom connects the 2 rooms. Enjoy the mornings on the front porch or evenings on the screened porch after walking to dinner on Cary Street! Shopping, brunch, cocktails..it's all right here. One off street parking spot available offsite.

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.

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

Romantic Urban Glamping Tent with A/C & Hot Tub

Hot Tub Oasis, Minutes from Downtown Richmond

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

cozy urban oasis-free parking/gym/pool access

Historic Church Hill Gem | Walk to Chimborazo Park

Crieff Cottage | Hot Tub, 3BR Near Downtown

Waterfront Escape | Hot Tub, Canoe & SUP

Hot Tub • Theater • Game Room | Sleeps 12
Family- and pet-friendly home rentals

Forest Hill Modern Guest House

The Duck Blind located near RIC airport

Not-so-Tiny House Near Scotts Addition & Highway!

Rally & Rest: Pickleball & Designer Home

Eclectic Designer Retreat Near UofR + Peloton Bike

The Sweet Retreat RVA • Fenced Yard • Fire Pit • P

Cozy Northside Nook only 10 mins from Downtown RVA

Cozy Carver Accommodations
Family-friendly home rentals with a pool

Private and Quiet Pool House Convenient Location

Entire Home • Central Richmond • Free Parking

The Wythe Guesthouse

The Resort

Luxe King Bd W Resort Amenities, Moseley, VA

Spacious Oasis on Monument Ave | Pool NOW OPEN

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

King Suite | Gym, WiFi & Free Parking
Destinations to explore
- New York 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
- Jamestown Settlement
- Greater Richmond Convention Center
- Brown's Island
- Colonial Williamsburg's Merchants Square
- The National
- Forest Hill Park
- Libby Hill Park
- Virginia Holocaust Museum
- Ingleside Vineyards
- The Poe Museum
- Altria Theater
- Science Museum of Virginia
- Children's Museum of Richmond
- Hollywood Cemetery
- Fredericksburg Battlefield Visitors Center
- Virginia State Capitol-Northwest
- American Civil War Museum
- Metro Richmond Zoo
- Jefferson Park
- The Diamond





