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.

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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, 146 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 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 Bellevue
4.98 out of 5 average rating, 251 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!

Top guest favourite
Guest house in Richmond
5 out of 5 average rating, 129 reviews

Spacious nature retreat close to city | 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 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, 311 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.

Guest favourite
The image showcases a historic Victorian home featuring a green exterior with a prominent dome roof. The entrance is framed by a covered porch, and flowering bushes add color to the front garden. Brick pathway leads to the front door, enhancing the inviting appearance.
Flat in The Fan
4.94 out of 5 average rating, 816 reviews

Private B&B in Historic Fan

We are looking for people who will enjoy the Historic Fan District of Richmond. The stand alone apartment includes a bedroom, bathroom, and renovated kitchen which has microwave, refrigerator, toaster ,and Keurig coffee machine. For our overnight guests we will provide the ingredients for a delicious breakfast: baked goods butter jams etc., 6 breakfast cereals, , fresh fruit , tea and for Keurig 10 varieties of coffee plus hot chocolate and hot apple cider.

Guest favourite
The spacious living area features a green couch, a reclining chair, and a wooden coffee table, arranged on a soft area rug. Light streams in from the high ceiling, highlighting framed plant artwork on the wall and a glimpse of the kitchen in the background.
Flat in Monroe Ward
4.95 out of 5 average rating, 124 reviews

Spacious unit in Arts District

Tucked away in the heart of The Arts District, you'll be able to walk to all the best restaurants and activities the city has to offer. A few blocks away from The National and a few minutes away from Cary Town, The Fan, Shockoe Bottom, Manchester, and Scott's Addition, you'll have easy access to anything the city has to offer! Just blocks away from the convention center, this unit is perfect for Richmond guests who are in town for work related events.

Superhost
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, 135 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.

Guest favourite
The entrance to the cottage features a dark door with a keypad, framed by a large window and plants. A stone walkway leads to the door, surrounded by green grass and landscaping, with a spacious yard visible in the background.
Guest house in Glen Allen
4.88 out of 5 average rating, 123 reviews

Cozy Pet-Friendly Cottage •Fenced Yard •Short Pump

Animal lover’s Cozy Cottage. We host pets with their people. Keep it simple at this peaceful and centrally-located place. The Studio apartment is perfect for two adults and a child. In Short Pump, close to restaurants, shopping, and highway 64, 288, and 295 (5 minute drive; not walking distance). Large fenced yard and pet friendly (See Other Details to Note for important information). Pet fees are per pet.

Guest favourite
The spacious studio features a queen-sized bed adorned with yellow accents, surrounded by lush greenery. Natural light streams through multiple windows, illuminating modern furnishings, including a kitchenette and a coffee station. A cozy rug lies below, enhancing the inviting atmosphere of the room.
Guest house in Richmond
4.96 out of 5 average rating, 296 reviews

Funky & colorful private guesthouse with parking!

This unique place has a style all its own with carefully curated touches of yellow! A private guesthouse tucked away and at the top of a spiral staircase. This space is a five minute drive from Richmond's most popular neighborhoods. Fully equipped with a mid-century modern kitchenette, private patio, and A/C! This space is an experience in itself. Explore Richmond's best kept secret; the Yellow Tiger's Den.

Superhost
A charming home is set amidst lush greenery, featuring a light-colored exterior with a stone chimney. The neatly landscaped front yard includes colorful decorative letters spelling 'LOVE,' enhancing the welcoming feel of the property. A spacious porch is visible, inviting relaxation.
Guest suite in Henrico
4.89 out of 5 average rating, 634 reviews

Kindness Sweet

** check in will be after 5 with an extension of checkout at 12. TY) Private suite for Max of 2 ($10 for 2) Connected to the main house, where the owner lives. Separate entrance is behind the home (yellow dr) that leads through a laundry room into your space. Down the drive, around the house. Great for traveling nurses, etc. HenricoDr, St.Mary's, & VCU. We welcome paying guests only that are respectful.

Top guest favourite
The bungalow features a covered porch adorned with string lights, accented by a manicured garden and flowering plants. The brick exterior is complemented by a welcoming entryway, creating an inviting atmosphere. Meticulous attention to cleanliness is emphasized in the home’s maintenance.
Bungalow in Richmond
4.98 out of 5 average rating, 671 reviews

The Bungalow... an Urban Oasis!

"The Bungalow" will delight the traveler looking for an urban oasis. Eclectic with 1942 charm. Covered porch is everyones favorite and overlooks relaxed garden and pond with privacy fencing. Downtown, Carytown, VFMA, Lewis Ginter Botanical Garden, Ballpark, VCU, multiple Breweries and unlimited culinary experiences are minutes away! (Look under "Other details to note" for Dog info".

Top guest favourite
A spacious bedroom features a cozy bed with decorative pillows. A traditional area rug covers the hardwood floor. Light walls are complemented by a piece of artwork, while double doors provide storage space. The kitchen area is visible in the background.
Flat in Ashland
5 out of 5 average rating, 131 reviews

Hundred Acre Wood: basement apartment/pets welcome

Pets welcome! Cozy, comfortable, and spacious efficiency apartment with a view of pristine woods and adorable chickens and ducks. Go for a walk in the woods to Beech Creek or explore the quaint town of Ashland just 10 minutes away. A great space to unplug, rest, and get away from it all! Please note that we are not able to accommodate long-term rentals.

Popular amenities for Lakeside family-friendly rentals

Quick stats about holiday rentals that are family-friendly in Lakeside

  • Total holiday rentals

    Explore 50 holiday rentals in Lakeside

  • Nightly prices starting at

    Lakeside holiday rentals start at £52 per night before taxes and fees

  • Verified guest reviews

    Over 1,310 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    50 of Lakeside holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Lakeside rentals

  • 4.5 Average rating

    Lakeside stays receive an average rating of 4.5 out of 5 from guests