Vacation rentals in Lakeside

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Top-rated vacation rentals in Lakeside

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Guest favorite
Home in Richmond

Stylish 2BR w/Huge Deck Walk to Botanical Gardens

Step into this immaculate, Northside cottage with designer touches, a tranquil Zen garden, and a spacious deck overlooking a fully fenced backyard. Newly renovated with bright interiors, it's perfect for relaxing after exploring Lewis Ginter Botanical Gardens (1 block away), Scott's Addition (8 min), or downtown (9 min). Walk to Hob Nob for brunch, Final Gravity Brewery, and Lakeside Farmers Market. Dog-friendly and thoughtfully decorated, consider this your home away from home in every sense!

4.93 out of 5 average rating, 81 reviews
Top guest favorite
Apartment in Mechanicsville

Modern Mechanicsville Luxury 1BR Apartment

Experience the calm & serenity of this upmarket 600sq ft luxury walkout basement apartment, set amidst mature oak trees. Sparkling clean with modern amenities & furnishings. Cozy natural gas fireplace for chilly nights. Grill on your own private patio. Free on site parking. Sleeps 2, close to everything: hospitals, clinics, colleges, Richmond center, grocery stores, gyms, restaurants & in the heart of historic battlefields . Get ready for a comfortable hassle free stay with every thing on hand!

5.0 out of 5 average rating, 43 reviews
Top guest favorite
An inviting outdoor space is illuminated by warm light as night falls. Two wooden lounge chairs are positioned around a circular fire pit, showcasing a cozy gathering area in the backyard. The home, with large windows, features a welcoming entrance and thoughtfully designed outdoor seating.
Home in Richmond

The Maplewood Retreat | Luxurious European Living

Rejuvenate in a delightful king bed, soak up the sun on the giant living room sofa, or unwind by the fire on the patio out back. Satisfy your hunger with dinner at Hobnob, a regional favorite only a block away. Walk two more blocks to get a drink at Final Gravity or breakfast at the original location of Lakeside LoveShack. You'll leave inspired and refreshed from your stay in this spacious home nestled in the family-friendly Lakeside neighborhood with easy access to downtown, and attractions.

5.0 out of 5 average rating, 101 reviews
Top guest favorite
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

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!

4.98 out of 5 average rating, 341 reviews
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

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.

4.82 out of 5 average rating, 111 reviews
Guest favorite
A cozy living room is highlighted by warm, earthy tones on the walls. Comfortable seating arrangements include a chocolate-brown sofa and an ivory armchair. Natural light streams through large windows, illuminating the decorative area rug and the fireplace, which adds a classic touch to the space.
Home in Richmond

Lakeside Vintage Retreat | Classic RVA Charm

Welcome to "Vintage Lakeside", a 1-of-a-kind stay that embraces its historic charm and vintage character. This 4BR, 1.5BA home is anything but cookie-cutter—if you love homes with personality, history, and a lived-in warmth, you’ll feel right at home. This is not your typical modern Airbnb/VRBO—this house has stories to tell. If sleek and brand-new is what you're after, this might not be your match. But if you appreciate character, nostalgia, and an authentic feel, you’ll love your stay here.

4.83 out of 5 average rating, 36 reviews
Top guest favorite
Apartment in Richmond

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.

4.99 out of 5 average rating, 124 reviews
Top guest favorite
Guesthouse in Richmond

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

4.99 out of 5 average rating, 167 reviews
Top guest favorite
A cozy living room features a wood-burning fireplace surrounded by a stylish white mantel. Comfortable seating includes a brown leather chair and an accented blue sofa. A coffee table sits elegantly in the center, with soft lighting from overhead fixtures enhancing the space's warmth.
Home in Richmond

Eclectic Designer Retreat Near UofR + Peloton Bike

Modern design, impeccable lighting, and high-end finishes with a cozy wood burning fireplace. PELOTON exercise bike here, bring your cycling shoes! This charming private home is nestled in the heart of Westhampton just one mile from the University of Richmond and Libbie and Grove AVE. Surrounded by some of Richmond’s best shopping and dining and designed specifically for Airbnb guests to have a comfortable stay. Westhampton is one of Richmond’s most sought after neighborhoods. Welcome home!

4.94 out of 5 average rating, 401 reviews
Guest favorite
The exterior view of the house showcases a charming brick facade with a sloped roof. A spacious backyard is highlighted, featuring a well-maintained lawn and shaded areas provided by surrounding trees. A patio area with seating is visible, inviting relaxation outdoors.
Home in Richmond

Near West End off Libbie Avenue

Charming house in a quiet neighborhood a few minutes from St. Mary's Hospital, Libbie and Grove shopping and restaurants, Willow Lawn shopping center, Country Club of Virginia, St. Catherine's and St. Christopher's Schools. Pet-friendly with a sunny and fully-fenced backyard and only a few blocks from Westwood Park. First floor bedroom and full bath and two more bedrooms and a second full bath upstairs. Lovely backyard terrace with fire pit and grill for leisurely afternoons or cocktails.

4.96 out of 5 average rating, 27 reviews
Superhost
Home in Richmond

Rally & Rest: Pickleball & Designer Home

Welcome to our modern-retro 1925 brick house 🏡 — where historic charm meets bold, designer style. Perfect for groups, families, or friends who want comfort, creativity, and FUN. 📍 Steps from Scott’s Addition breweries + restaurants 🍻 🎬 Outdoor movie projector theater under the stars 🌌 🏓 Regulation-size pickleball court for epic matches 🧘 Private yoga + fitness studio with mats, blocks, and free weights 🔥 Backyard fire pit + swings for cozy nights 🚗 Parking for up to 6–8 cars

4.93 out of 5 average rating, 244 reviews
Top guest favorite
Home in Richmond

Waterfront Escape | Hot Tub, Canoe & SUP

Welcome to Rushes Reservoir—a waterfront retreat with treetop views hidden in the heart of Richmond. Perched above the reservoir, the home's main living spaces feel suspended in the canopy, with sweeping views of the woods and water. Relax in the hot tub, gather around the fire pit, paddle the reservoir by canoe or SUP, fish from the dock, or unwind on the expansive deck—all just minutes from Richmond's restaurants, breweries, and attractions.

5.0 out of 5 average rating, 22 reviews

Popular amenities for Lakeside vacation rentals