Vacation rentals in Lakeside

Apartment in Chesterfield

4.94 out of 5 average rating, 17 reviews

Stonewall Manor at Keystone

We are a 5 star horse boarding farm in South Chesterfield, Virginia. There are many walking trails and the beauty of the property is awe inspiring. The apartment itself can sleep 2 in bed, one on couch, and we have access to blow up air mattress and pack-n-play for infants. All you need: full kitchen, breakfast area, coffee provided, Roku tv with all apps, exceptional wireless internet, cozy couch and sleepy bedroom equipped with black out curtains. Trust me, you book here, you'll be a regular.

A bright blue front door welcomes guests into a stylish entryway. Light wood flooring extends through the space, while a mirror and small green table add charm. A digital welcome sign is displayed nearby, and natural light fills the area from a window.

4.94 out of 5 average rating, 249 reviews

Extended Stay The Sunny ☀️ Cottage At Byrd Park

Cozy cottage in the heart of Richmond near Byrd Park & Carytown. Perfect for family & friends on vacation or extended stays. Minutes from Byrd Park- grab a paddleboat and enjoy! * Short walk to Fan district, Carytown, Maymont and Byrd Park * Whole house experience, all on one floor with 1,000 SF * Private off-street parking and great front porch for relaxing outside * Fully stocked, equipped kitchen w/ new granite & stainless appliances We love hosting in Richmond! Check out our reviews!

4.9 out of 5 average rating, 142 reviews

The well-lit wooden deck features a central rug with a single comfortable chair, inviting relaxation. Soft lighting enhances the space, creating a welcoming atmosphere for evening gatherings. A grill is positioned nearby, ready for outdoor cooking.

Cottage in Powhatan

Evening breeze cottage, nestled in the woods

Experience the perfect blend of comfort, tranquility, and tradition in this beautifully maintained home, steeped in a rich heritage of faith and family. Whether you're seeking a peaceful, cozy retreat to unwind or a welcoming base during your time in the area, this home provides an inviting atmosphere where you can truly relax. With its warm, quiet ambiance and pristine cleanliness, it offers an ideal sanctuary for both short stays and longer visits, ensuring your stay is restful and memorable.

4.98 out of 5 average rating, 595 reviews

A charming treehouse is illuminated by string lights, highlighting its wooden structure against the evening sky. A green slide extends from the deck, and a large 'LOVE' sign decorates the ground below. Windows brightly reflect the warm light from inside.

Treehouse in Forest Hill

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

A modern bathroom vanity is featured with a dual sink countertop in light gray. Circular mirrors are mounted above each sink, complemented by wall-mounted sconces. Black faucets and accessories add contrast against the neutral walls. Fresh towels hang neatly on either side.

4.99 out of 5 average rating, 185 reviews

*Mid-Century Boho* 2 Primary Suites! Private Patio

Welcome to this adorable mid-century modern, boho themed home! 1940s historic charmer! There’s 2 primary suites with private baths. 4 bedrooms total: 2 king beds and 2 queens: all gel memory foam and each room has a smart tv! Come hang out in the private, shaded backyard or the breezy screened in porch! 5 min to the very popular Forest Hill Park & James River. 10 min to Downtown, Carytown, The Fan, Museum District, Church Hill, breweries - great proximity to everything Richmond has to offer!

A comfortably arranged living room features a large navy sofa paired with a cozy armchair, complemented by a soft area rug. A mounted flat-screen TV is displayed on the accent wall, while natural light filters in through sheer curtains, illuminating the space.

5 out of 5 average rating, 57 reviews

RVA Retreat

This renovated gem is nestled in a prime cul de sac, mere minutes away from VCU, Johnston Willis, Chippenham Hospitals, SwimRVA and downtown Richmond, offering unparalleled convenience for both work and play. Stay connected with 1GB Fios internet and enjoy the latest entertainment on the new streaming TVs in the Livingroom and two bedrooms. With off-street parking and a charming small deck, this duplex unit promises the perfect blend of comfort and style. Grab this fantastic opportunity now!

4.97 out of 5 average rating, 173 reviews

A stately brick house sits among tall trees on the shore of a serene lake. A dock extends into the water with a small boat tied up beside it. The home features large windows that reflect the greenery, creating a harmonious outdoor view.

Home in Bumpass

She's a Brick Lake House

She's a Brick Lake House is a spacious, stately home on the private side of Lake Anna, VA, just steps from warm water in a quiet cove with 150 feet of waterfront and a sandy bottom with a gentle slope. Perfect for large family gatherings and small children. 5 Bedrooms, (K, K BB, K, Q, Q BB BB) a large, well-appointed kitchen, wet bar, pool table, air hockey, Fiber Wi-Fi , 4 TVs with ROKU, DVD players, kayaks and paddle boards, a rowboat, private dock, and fire pit. Linens are included.

An outdoor deck features a dining table set underneath a large umbrella, with a view of a serene lake. A hammock is positioned nearby, and colorful flowers are arranged in pots. Natural greenery surrounds the area, creating a peaceful setting.

4.93 out of 5 average rating, 14 reviews

Lake Shore Retreat Full House

Welcome to this tranquil 2-bedroom, 2.5 bathroom home, nestled on the edge of the Bon Air district. This haven invites you to connect with nature, as it sits directly on a lake teeming with wildlife (including ducks, blue herons, and bald eagles). Vaulted ceilings and skylights in the main living area of the house offer abundant natural lighting. Ideally located 15-20 min from city center/Henrico Doctors’ Hospital/VCU Hospital and 10 min from Chippenham Hospital/Johnston Willis Hospital.

4.91 out of 5 average rating, 139 reviews

The spacious two-story house is nestled among tall trees, illuminated by string lights that create a cozy ambiance. The outdoor area is complemented by seating arranged around a fire pit on the grassy lawn, enhancing the inviting nature of the property.

Home in Quinton

Light & airy home w/private hot tub on golf course

This spacious and well-appointed 4 bedroom house overlooking the Brookwoods golf course with a 7-person hot tub is the ideal place for relaxation. It is located in a safe neighborhood with 5 minutes walking distance to the Jolene family winery. The lake and golf club are also within walking distance. Bring bikes, fishing gear. Conveniently located near I-95 and I-64. 20 min to downtown Richmond, 35 min to Williamsburg attractions, King’s Dominion, Busch Garden, and Water Country.

4.9 out of 5 average rating, 279 reviews

A renovated kitchen features mint green cabinetry with gold hardware, complemented by a white countertop. A stainless steel stove and microwave are visible, along with stone flooring and exposed brick walls, providing a blend of modern and rustic elements. Natural light enters from a nearby window.

Apartment in The Fan

Start Your Richmond Adventure Here

Welcome to the Chateau Floyd, where quality rest is invited, memories are made, and adventures are sought. “A single dream is more powerful than a thousand realities.” –J.R.R. Tolkien You will LOVE Richmond in THE FAN! One of the best neighborhoods for eating, taking a stroll, and relaxing. 10 minute walk to the Virginia Museum of Fine Arts, lots of places to explore, and this apartment is PERFECT for a FUN weekend out and a relaxing time in. Don't believe me? Read the reviews.

Guest suite in Midlothian

A spiral staircase leads from the elevated deck down to the landscaped area, surrounded by trees. Sunlight filters through the branches, casting soft shadows on the ground. A gravel road borders the property, providing access to the guest suite.

4.96 out of 5 average rating, 132 reviews

Chateau Midlothian Retreat Suite

The perfect guest suite waiting to great you to relax in this cozy retreat. Full renovation completed in 2022, including all new furnishings. As an Airbnb traveler, I focused on a clean, comfortable space that guests enjoy and recommend to others. The Chateau Midlothian Suite Retreat is limited to two adult guests with reservations. No other outside guests are permitted. All guests must have their identity verified through Airbnb with at least two reviews to make reservations.

A spacious living area features a dark sofa adorned with a yellow pillow, complemented by two patterned armchairs. A large television is mounted on the wall, and natural light streams through the multiple windows, illuminating the warm hardwood floors.

4.94 out of 5 average rating, 139 reviews

Downtown Urban Farmhouse: Fire Pit & Golf Fun!

Charming bungalow in the heart of Richmond with a fenced backyard. - First floor primary bedroom with attached full bath - Walking distance to James River Park system and Floodwall Park - Beautiful backyard pergola with fire pit and swings - 2 min drive to downtown Richmond, I-95 & I-195 - Walking distance to Dogtown, Legend and Basic City Breweries - Walking distance to Hot Diggity Donuts, Croaker's Spot, Brewer's Cafe & Butter Bean market

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Stay near Lakeside's top sights

Lewis Ginter Botanical Garden171 locals recommend

Kroger140 locals recommend

Blue Bee Cider39 locals recommend

Target37 locals recommend

Mekong Restaurant32 locals recommend

Stir Crazy Cafe RVA27 locals recommend

Other great vacation rentals in Lakeside

A whimsical playhouse structure features a charming wooden façade with a sloped roof and numbered entry. Two small windows are adorned with planter boxes, and a wooden door leads to a cozy interior space, accented by warm wood flooring.

4.87 out of 5 average rating, 119 reviews

4 Bedroom Beauty

Superhost

The front of a single-story house is depicted, featuring a welcoming porch with white railings and a front door. Flanking windows with black shutters and a stone path lead to the entrance, while flower beds with shrubs add a touch of greenery.

Home in Midlothian

4.88 out of 5 average rating, 130 reviews

Cheerful and peaceful 3 bedroom home.

Superhost

The kitchen features white cabinetry and a spacious granite countertop with modern appliances. A stainless steel refrigerator stands next to an oven and microwave. Bright lighting illuminates the space, while a window allows for natural light and a view of the outdoors.

4.33 out of 5 average rating, 9 reviews

Agradable Casa familiar, con excelente ubicación

Apartment in Scott's Addition

The kitchen and living area showcase modern appliances and sleek cabinetry, complemented by a wooden dining table and a cozy seating arrangement. Light wood flooring flows throughout, while natural light enhances the space from a nearby window. Decorative elements add a personal touch to the environment.

4.91 out of 5 average rating, 296 reviews

Scott's Addition Gem with a View, Private Sleeps 4

5 out of 5 average rating, 153 reviews

A stone fire pit surrounded by five white Adirondack chairs is set within a fenced area. The backdrop features tall trees with vibrant fall foliage, creating a serene outdoor gathering space. Natural mulch covers the ground, contributing to the rustic ambiance.

Home in Midlothian

The Cottage on Bernard's Creek

4.89 out of 5 average rating, 27 reviews

A spacious living room features a stone fireplace, a large sectional sofa, and a coffee table. Soft light enters through the windows, and a wall-mounted television is visible. Decorative elements include a wall clock and framed artwork. Warm wood accents enhance the inviting space.

Home in Charles City

Wooded Oasis on the way to the beach!

4.86 out of 5 average rating, 7 reviews

A spacious living area features a comfortable couch and a glass coffee table. The kitchen showcases modern cabinetry and a large counter. A dining area is visible with a white table and chairs. Natural light enters through multiple windows, enhancing the open feel.

Apartment in Midlothian

Midlothian Family Getaway