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, 187 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.

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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
4.98 out of 5 average rating, 330 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!

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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.

ValueFamilyIndoor spaces

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
5.0 out of 5 average rating, 99 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.

LocationFamilyAccuracy

Top guest favorite
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.
Guesthouse 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.

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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
4.86 out of 5 average rating, 35 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.

ValueFamilyComfort

Top guest favorite
Apartment in Richmond
4.99 out of 5 average rating, 113 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.

FamilyValueKitchen

Superhost
A well-lit living space features an open layout with a cozy yellow sofa and a decorative area rug. A small table with drinks rests in front of the couch. The kitchen showcases wooden cabinets, stainless steel appliances, and seating at the counter bar.
Home in Richmond
4.81 out of 5 average rating, 286 reviews

Snug in Carver

Right in the heart of Carver, we're just blocks from VCU, the Altria Theater, and Monroe Park. We're also THE closest Airbnb to the interstate in the city of Richmond. If you're getting off 95/64 in the evening, you can slip right back on in the morning in about 90 seconds flat! We're just a hop-skip from downtown and all that has to offer. Stroll down through the First Friday gallery walk, or enjoy all the delicious restaurants and bars Jackson Ward and Broad St. have to offer.

ValueFamilyParking

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, 338 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.

FamilyValueWalkability

Top guest favorite
Guest suite in Richmond
4.98 out of 5 average rating, 92 reviews

The Enchanted Studio w/ Tree-Top Views

Some spaces feel different the moment you walk in. The Enchanted Studio is one of them. Perched on the second floor of a beautifully crafted Richmond home, the Enchanted Studio greets you with a wall of windows and a view that stops you — a rain garden, towering trees, and a creek threading quietly along the property's edge. Thoughtfully designed, this retreat works for however you need it: a quiet escape, a remote work base, or simply a place to decompress in a beautiful setting.

LocationValueAccuracy

Guest favorite
Home in Glen Allen
4.96 out of 5 average rating, 26 reviews

Peaceful 3 BR Ranch | King Bed | Fireplace

This bright and cheerful home on a cul-de-sac is perfect for families and friends. Our cozy home offers 3 bedrooms and 2 full bathrooms for your stay. Enjoy a safe, quiet neighborhood with a school playground next door where kids can have fun playing. Relax in sunny rooms, soak in the greenery, and unwind on the outdoor deck. Conveniently located near shopping, dining, and I-95/I-295 corridor, this home offers comfort, peace, and a welcoming space to make memories.

FamilyLocationQuiet

Top guest favorite
The kitchen area features wooden cabinetry and a spacious white refrigerator. A dining table with four wooden chairs is set to one side, while the living area, equipped with a cozy blue couch, is visible in the background. Natural light illuminates the space.
Guesthouse in Ashland
4.96 out of 5 average rating, 682 reviews

2 Bdrms★Pet Friendly★4K Theater★Fire Pit★Fast Wifi

Minutes from I-95 "The Cottage" is a great stop along your journey just 15 minutes to Kings Dominion or Meadow Event Park. Surf high speed internet, catch up on laundry, dine in Ashland or have a cookout and share stories around the campfire. You’ll love the Cottage because of the clean accommodations, complete kitchen, quiet neighborhood, home theater, comfy beds & pet friendly! The Cottage is great for Families, Couples, Business Travelers & Fun Seekers!

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Popular amenities for Lakeside vacation rentals