Family-friendly holiday rentals in Lakeside

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Top-rated family-friendly rentals in Lakeside

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite
A welcoming entrance is framed by brick arches and wooden stairs leading to the upper level. The pathway is lined with gravel and vibrant greenery, including flowering plants, creating an inviting approach to the private entrance.
Guest suite in Glen Allen
4.97 out of 5 average rating, 181 reviews

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.

Top guest favourite
A spacious living area features a comfortable couch paired with a coffee table. A colorful area rug adds warmth to the space. The kitchen area is equipped with modern appliances, and a doorway leads to a bedroom, enhancing the apartment's functionality.
Flat in The Fan
4.91 out of 5 average rating, 318 reviews

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

Guest favourite
The bell tent is illuminated softly from within, showcasing a cozy seating arrangement with plush cushions and a small candle in the center. A woven rug covers the ground, creating a warm atmosphere, while the evening sky adds a tranquil backdrop.
Tent in Richmond
4.97 out of 5 average rating, 464 reviews

Romantic Urban Glamping Tent with A/C & Hot Tub

Looking for a romantic getaway and a new experience? Nestled in a serene space in the heart of Richmond, this beautiful tent with A/C offers an unforgettable glamping experience. Ideal for your anniversary, birthday, or staycation. Unwind in your private hot tub, fire pit & screened in gazebo. Glamping tent with A/C, queen bed, Wifi and electricity. Outdoor enclosed bathroom & outdoor hot shower. Mini fridge, coffee & microwave in screened in gazebo. Easy parking & private locked entrance

Top guest favourite
A charming Arts and Crafts bungalow is showcased, featuring a wide front porch supported by green columns. Steps lead up to the entrance, surrounded by well-maintained greenery. The red brick exterior highlights the architectural details, complemented by neighboring homes in a serene neighborhood setting.
Home in Richmond
4.97 out of 5 average rating, 318 reviews

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!

Superhost
A well-maintained pathway leads to the front entrance of a single-story house, surrounded by neat hedges and manicured lawns. A lamp post stands at the forefront, illuminating the walkway that connects to the lush green surroundings.
Home in Richmond
4.82 out of 5 average rating, 111 reviews

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.

Top guest favourite
Guest house in Richmond
4.99 out of 5 average rating, 155 reviews

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

Top guest favourite
A cozy sleeping area features a spacious bed dressed in dark bedding. Multiple decorative pillows offer a pop of color against a stylish headboard. Natural light filters in through a window adorned with patterned curtains, contributing to a bright yet relaxing environment.
Flat in Mechanicsville
5 out of 5 average rating, 104 reviews

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.

Top guest favourite
A spacious front yard is presented, featuring a well-maintained lawn that extends towards a charming two-story home. The house includes a welcoming porch and a staircase leading to the upper level, surrounded by a variety of greenery and flowering plants.
Flat in Rockville
4.97 out of 5 average rating, 352 reviews

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.

Top guest favourite
Tiny home in Richmond
4.99 out of 5 average rating, 203 reviews

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!

Top guest favourite
An exterior view showcases a wooden staircase leading to the entrance of the accommodation. The stairs are surrounded by trees, with a pathway made of stone tiles visible in the foreground. The rustic brick wall of the building adds character to the serene natural setting.
Flat in Ashland
4.97 out of 5 average rating, 147 reviews

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.

Guest favourite
A modern living room features a brown leather sofa and two blue accent chairs positioned around a wooden coffee table. Light is provided by recessed ceiling fixtures and natural light streams through multiple windows. A colorful area rug adds vibrancy to the space.
Home in Henrico
4.88 out of 5 average rating, 161 reviews

⭐️ NEW Modern Stay w/King+Queen beds in Richmond ⭐️

Welcome to our newly renovated home where modern charm meets cozy elegance. Every detail in this home was crafted with your experience in mind and will serve as the perfect haven from which to explore Richmond, VA. Ideally located in a quiet and peaceful neighborhood of the West-End of Richmond but also conveniently minutes away from all major Highways, Downtown Richmond, local Breweries, Restaurants, Parks, Museums and Shopping.

Top guest favourite
A comfortable living room area is displayed, featuring a sectional sofa and a large round coffee table. A sleek fireplace is integrated into the wall beneath a mounted television. Artwork adorns the walls, accompanied by a light chair and side table, offering a relaxing atmosphere.
Guest suite in Richmond
4.99 out of 5 average rating, 317 reviews

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.

Popular amenities for Lakeside family-friendly rentals