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, 173 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
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 Bellevue
4.98 out of 5 average rating, 303 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 two-story brick house displays traditional architectural features, including black shutters on the windows. The front yard is landscaped with well-maintained shrubs and grass, providing a welcoming entrance. The home is bordered by trees, creating a natural backdrop.
Home in Stonewall Court
4.9 out of 5 average rating, 126 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

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
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.
Flat in Ashland
4.99 out of 5 average rating, 129 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.

Top guest favourite
Flat in Mechanicsville
5 out of 5 average rating, 103 reviews

Cozy "Blue Butterfly" Cottage w/ futon

Clean & cozy 1 bedroom cottage w/ ample parking. Cottage is located in a safe and quiet neighborhood close to shopping with a plethora of restaurants. Only minutes away from the historic City of Richmond with it's rich history, museums, & beautiful views of the James River. Enjoy the nightlife with scads of restaurants & clubs or dine at Rockets Landing & watch the sun set over the river. Being centrally located makes this cottage the perfect place for traveling nurses & professionals.

Guest favourite
The living area features a spacious sectional sofa, complemented by a coffee table and decorative accents. A fireplace serves as a focal point, while large windows allow natural light to enhance the neutral tones of the room. An open layout connects to the kitchen and dining space.
Home in Ashland
4.93 out of 5 average rating, 166 reviews

Clean & Cozy getaway close to Kings Dominion & RMC

Clean & Cozy 3 bedroom, 2 full bath, located in Ashland, Va. Fully fenced in back yard, Board games & kid books for family time. YMCA, library & parks with in walking distance.1.3 miles from Randolph Macom College, 9 miles from King dominion,14 miles to Richmond Raceway, multiple restaurants, coffee shops & stores with-in 3 miles. Peaceful, cozy & quiet neighborhood. Absolutely NO PARTIES, NO "gatherings" NO Smoking, Any evidence of smoking inside will result in an additional $300 fee.

Guest favourite
Home in Quinton
4.96 out of 5 average rating, 100 reviews

The Duck Blind located near RIC airport

Take it easy at this unique and tranquil getaway. Location is 8 miles to Richmond International Airport. Relax in this private and cozy 1 bed, 1 bath tiny house with a full kitchen and living space. Beautiful finishes in the newly renovated kitchen and bathroom. Spacious yard with plenty of nature to enjoy. Enjoy the fire pit under the stars. Gas/ charcoal grill available for use. High speed internet and WiFi included. Conveniently located to interstate, shops, and restaurants!

Top guest favourite
A spacious outdoor patio area features comfortable seating arrangements and decorative plants. The building's exterior is painted in a deep color, complemented by a contrasting entrance door. A spiral staircase is visible, leading to an upper level, surrounded by green trees and a wooden fence.
Guest house in Richmond
4.96 out of 5 average rating, 324 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.

Top guest favourite
An exterior view showcases a wooden staircase leading to the entrance of the accommodation. The stairs are surrounded by trees, with a pathway made of stone tiles visible in the foreground. The rustic brick wall of the building adds character to the serene natural setting.
Flat in Ashland
4.98 out of 5 average rating, 129 reviews

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.

Top guest favourite
A compact kitchen area is visible, featuring white cabinets above a countertop accommodating a microwave and coffee maker. A small fridge and an all-in-one washer and dryer unit are included. Grey tiling adds a modern touch, while a textured mat enhances the space.
Guest suite in Oregon Hill
4.99 out of 5 average rating, 188 reviews

Quaint Studio in Oregon Hill

This quaint studio apartment lies in the heart of historic Oregon Hill. Less than two blocks from the James River nestles this space near VCU, Hollywood Cemetery, Brown's Island and Downtown Richmond. Studio on the Hill invites you to enjoy the best of Richmond with its vibrant arts scene, deep history and unbelievable food scene. Whether you're visiting Richmond for move-in day at VCU or a concert at the Allianz Amphitheatre, we're perfectly situated for your stay!

Top guest favourite
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.
Guest house in Ashland
4.96 out of 5 average rating, 648 reviews

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

Minutes from I-95 "The Cottage" is a great stop along your journey & 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, no cleaning fee & pet friendly! The Cottage is great for Families, Couples, Business Travelers & Fun Seekers!

Popular amenities for Lakeside holiday rentals

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