
Holiday houses in Lakeside
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Top-rated holiday rentals in Lakeside
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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.

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!

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.

Vintage Charm in Lakeside | A Timeless RVA Retreat
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.

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.

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

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.

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!

Stylish Cottage near Botanical Gardens + Huge Deck
Modern charm meets cozy elegance in this newly renovated home. Walk to Lewis Ginter Botanical Gardens or visit neighborhood favorites like Hob Nob, RVA Antiques, Final Gravity Brewery and Lakeside Farmer’s Market. Relax on the spacious deck, enjoy movie night in the stylish living room, or find tranquility in the Zen garden. The beautifully landscaped backyard is fully fenced, perfect for pets of all sizes to enjoy the outdoors. Consider this your “home away from home” in every sense!

Bright & Spacious 2 Bedrm | Fenced Backyard | Deck
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 downstairs unit is a part of a duplex and comfortably sleeps 4 in the two spacious queen bedrooms and has a newly 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.

Ashland Aerie
Relax in this peaceful, stylish space for one, located north of Richmond. Park in the carport and go upstairs (21 steps) to enjoy privacy, convenience, and safety - with kitchenette, small washer/dryer, smart TV, desk, and exterior cameras. Ashland, less than three miles south, has restaurants (many), grocery stores, laundromats, a movie theater, a public library, churches, a post office, and Randolph Macon College. King’s Dominion and Meadow Event Park are six miles north.

Parkside Log Cabin
This 1930s log cabin is a peaceful getaway nestled inside the rural National Battlefield Park system while only 20 minutes from all that downtown Richmond has to offer. Overlooking a private pond for canoeing, fishing or stargazing, this property has all the charm of a vintage log cabin but with modern amenities like a fully stocked kitchen, cozy loft for sleeping, and a luxurious bathroom with an oversized shower, complete with plush robes for two.
Popular amenities for Lakeside holiday rentals
Other great holiday rentals in Lakeside

Spacious Room in Great Ambiance 10%weekly discount

Calm&Cozy: Private Bed+Bathroom

Travel Nurse Haven 1st Floor Master Suite

Shared home w/private bed & bath in N. Churchill

2 Rooms with a GREAT View for the Price of 1

Willow Tree Breeze-Near VCU&VUU

Richmond Museum District; close to everything!

Tranquility in the City
Quick stats about holiday rentals in Lakeside

Total holiday rentals
Explore 90 holiday rentals in Lakeside

Nightly prices starting at
Lakeside holiday rentals start at $53 NZD per night before taxes and fees

Verified guest reviews
Over 1,970 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
90 of Lakeside holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Lakeside rentals

4.6 Average rating
Lakeside stays receive an average rating of 4.6 out of 5 from guests
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- Rentals with a patio Lakeside
 - Family-friendly rentals Lakeside
 - Rentals with a fire pit Lakeside
 - Fitness-friendly rentals Lakeside
 - Apartment rentals Lakeside
 - Rentals with a fireplace Lakeside
 - House rentals Lakeside
 - Pet-friendly rentals Lakeside
 - Rentals with outdoor seating Lakeside
 - Rentals with a washing machine and dryer Lakeside
 
- Kings Dominion
 - Carytown
 - Pocahontas State Park
 - Brown's Island
 - Jamestown Settlement
 - Royal New Kent Golf Club
 - Golden Horseshoe Golf Club
 - Lake Anna State Park
 - Independence Golf Club
 - The Country Club of Virginia - James River
 - Kinloch Golf Club
 - The Foundry Golf Club
 - Lee's Hill Golfers' Club
 - Libby Hill Park
 - Hermitage Country Club
 - Hollywood Cemetery
 - The Poe Museum
 - Kiskiack Golf Club
 - Spring Creek Golf Club
 - Science Museum of Virginia
 - Grand Prix Raceway
 - Ingleside Vineyards