Vacation rentals in Lakeside

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Top-rated vacation rentals in Lakeside

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
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, 176 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.

Superhost
The treehouse cabin stands elevated on stilts within a vibrant forest, surrounded by autumn foliage. Large windows reflect natural light, and a wooden ladder leads to the entry. The ground is covered in colorful fallen leaves, enhancing the woodland setting.
Treehouse in Sandston
4.99 out of 5 average rating, 288 reviews

Treehouse in the woods w/AC & heat (bath at house)

Cozy "treehouse" cabin with AC and heat tucked in the woods, with bridge for easy entry. Large windows overlook stream. Site has picnic table and fire ring. Full-size Purple mattress in loft. 80 Mb WiFi, 4KTV. Outdoor hot tub on the deck of our home and outdoor sauna are open 24/7. Trails are closed at treehouse, but many trails available nearby. Fridge, microwave, Keurig. No bathroom at treehouse, but guests have exclusive use of our guest bathroom in our main house anytime - just a short walk.

Top guest favorite
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, 312 reviews

Historic Meets Hip: Modern Basement Retreat

Welcome to Historic Meets Hip, a stylish 1-bed, 1-bath basement retreat near Battery Park, just 5 minutes from downtown Richmond with a private entrance. Important Before Booking: This suite includes a kitchenette for light meal prep (microwave, mini fridge, sink, coffee maker) but does not have a stove/oven. Guests selecting the non-refundable discounted rate receive a reduced price and acknowledge the reservation is final; travel insurance is strongly recommended when selecting this option.

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
4.97 out of 5 average rating, 314 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!

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
4.83 out of 5 average rating, 29 reviews

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.

Top guest favorite
A traditional living area is shown, featuring a comfortable gray sofa adorned with decorative pillows. A flat-screen television hangs above a classic fireplace, while light streams in through a nearby window. The space is well-lit, with a staircase visible in the background.
Home in Richmond
4.91 out of 5 average rating, 127 reviews

Perfect Location, Classic Style & Yard with Patio

Ideal location, comfortable home and fenced yard on one of Richmond's most idyllic Near West End streets. Two queen bedrooms plus a convertible twin bedroom upstairs and an additional full pull-out sleeper in the finished basement. Separate office for dedicated work space. Fully fenced backyard with a furnished patio makes this family- and pet-friendly retreat ideal for enjoying the outdoors. Living room, separate dining room and basement den. Walking distance to Mary Munford. STR-149573-2025

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
5 out of 5 average rating, 90 reviews

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.

Top guest favorite
Guesthouse in Richmond
4.99 out of 5 average rating, 148 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 favorite
A bright living area features high ceilings with exposed wooden beams. A comfortable white sofa is adorned with neutral cushions, complemented by a round wooden coffee table. Natural light filters in through large windows, with a potted plant adding a touch of greenery against the light backdrop.
Apartment in Ashland
4.98 out of 5 average rating, 134 reviews

Luminous Architectural Gem

This luxurious space is filled with natural light streaming through the large windows. Exposed beams create a warm atmosphere. The open plan layout maximizes functionality, featuring a sleek modern kitchenette, a comfortable king size bed, and a stylish living area with a plush sofa and smart TV. The bathroom is crisp and contemporary with premium fixtures. Perfect for solo travelers or couples, the bright, beam-accented retreat offers a blend of comfort and character in an intimate setting.

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
4.95 out of 5 average rating, 21 reviews

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.

Top guest favorite
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.
Guesthouse in Richmond
4.96 out of 5 average rating, 328 reviews

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.

Guest favorite
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
4.87 out of 5 average rating, 157 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.

Popular amenities for Lakeside vacation rentals

  1. Airbnb
  2. United States
  3. Virginia
  4. Henrico County
  5. Lakeside