Holiday rentals in Lakeside

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Top-rated holiday rentals in Lakeside

Guests agree: these stays 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, 186 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
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, 473 reviews

Romantic Urban Glamping Tent with A/C & Hot Tub

Stay in a romantic bell tent, unplug for a while, explore Richmond, and rediscover the simple joy of experiencing something new. Nestled in a serene space in the heart of Richmond, this beautiful tent with A/C offers an unforgettable summer camp experience. Choose from a collection of camp adventures to help you relax and experience life. Ideal for your date night, birthday, or staycation. Unwind in your private hot tub, camp fire & screened gazebo. Tent with A/C, wifi & lighting. Easy parking.

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
4.98 out of 5 average rating, 328 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
A bright living area features large windows that provide natural light. A sectional sofa and a coffee table are situated on a patterned area rug. A small side table holds a lamp, and acoustic guitars are displayed nearby.
Guest house in Richmond
4.95 out of 5 average rating, 61 reviews

Northside Hideaway

Kick back and relax in this calm, stylish studio. Located in Bellevue and close to everything. Quiet residential neighborhood. Walk to restaurants, shops and Saturday farmer’s market. Easy highway access, 10 minutes to downtown or west end. The space is located on the back of our family’s property. In addition to the studio, you will have access to the backyard, patio and fire pit. The studio is filled with light, equipped with kitchen essentials, and comes with high speed Wi-Fi, Netflix/Hulu.

Guest favourite
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
4.85 out of 5 average rating, 34 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.

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
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, 98 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 favourite
Flat in Richmond
4.99 out of 5 average rating, 109 reviews

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.

Top guest favourite
Guest house in Richmond
4.99 out of 5 average rating, 158 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
The treehouse is illuminated at night, showcasing its inviting wooden structure with large windows. A bridge leads to the main entrance, surrounded by trees. Soft lights adorn the deck and outdoor area, creating a warm and welcoming ambiance.
Treehouse in Richmond
4.97 out of 5 average rating, 633 reviews

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

Superhost
A cozy living area is furnished with a gray sectional sofa and two brown leather chairs. A wooden coffee table is centrally placed, and a large flat-screen TV is mounted above a decorative mantel. Natural light enters through multiple windows adorned with sheer curtains.
Home in Glen Allen
4.72 out of 5 average rating, 61 reviews

Bright & Spacious Unit | Fenced Backyard | Parking

This historic duplex has lots of character with the upgrades you want! Super close to I-295/I-95, you can be in downtown Richmond to view the sites in about 15 minutes. This private downstairs unit is a part of a duplex and comfortably sleeps 4 in the two spacious queen bedrooms and has a renovated bathroom. The property is in a quiet neighborhood with a wooded backyard and small creek! Enjoy being close to everything in a serene location with a 5-star experience from a Superhost.

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, 335 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.

Popular amenities for Lakeside holiday rentals