
House holiday rentals in Lakeside
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Top-rated house rentals in Lakeside
Guests agree: these houses are highly rated for location, cleanliness and more.

Charming 3-Bedroom Home in the Heart of Ashland
Ashland’s Whistle Stop – In the heart of the Center Of The Universe. Come & enjoy this beautifully remodeled & quaintly decorated 3-bedroom 2.5-bathroom home that will enfold you in the look & feel of the Town of Ashland. Come & enjoy the custom décor that celebrates all that Ashland has to offer, such as the Train Room, the Randolph Macon inspired bedroom, the Center of the Universe Billiards Room. This home has everything you will need or want to unwind for a weekend away or an extended stay!

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!

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.

Hot Tub Oasis, Minutes from Downtown Richmond
Find the best of both worlds here, a tranquil getaway while only 12 minutes from Downtown, Carytown, Scott's Addition, the VMFA, and more. Enjoy the James River by Tubing, Kayaking, Rafting or Swimming, Hiking, Award Winning Restaurants, all within a 5 minute drive. Our home includes amenities such an 8 person hot tub, a pond dock with beautiful views, outdoor fire pit, patio, essential oil bath, and tea/ coffee on us! Our kitchen is stocked with cookware, spices, & dishes. STR-135430-2024 is

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

4 beds/3 Private parking/2 mins to I-64 & I-95
Your family will be close to everything when you stay at this centrally-located place with a 92 walk score. 3 minutes to VCU, 7 minutes to Scott’s Addition Historical District and 2 minutes to I-64/95. New house built in 2016. Hosts up to 8-9 people comfortably Dripping coffee & Keurige coffee machine and coffee pods are provided! Pet friendly! Crib& high chair and kids dishes are provided for kids! This place is great for families with kids,couples,solo adventures,business travelers.

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!

Glen Allen Mid-Century Modern Casita
Welcome to the Mid-Century Modern Casita located on the border of Henrico County and Richmond City; Situated in a safe and welcoming neighborhood with easy access to the best Richmond has to offer. Every detail has been carefully considered. This home is fully equip with a washer/dryer, cookware, fast internet, smart TVs, river towels and much more to make for an accommodating stay. Conveniently located to Virginia's top attractions, we are the perfect stopping ground for your next trip!

💕 Pet friendly 2BR in Maymont
Beautifully renovated 2 bedroom house 2 blocks to Maymont park in Richmond, VA. Also walking distance to Byrd Park, Texas Beach, Northbank trail, the Fan, Carytown and many other local RVA spots! House is fully furnished with a fully stocked kitchen, internet, washer/dryer, Keurig with k-cups and a desk. Great for a corporate rental, weekend getaway or overnight with your pup! House is very pet friendly with a large fully fenced backyard, please include your pet in your reservation request.

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.

Rally & Rest: Pickleball & Designer Home
Welcome to our modern-retro 1925 brick house 🏡 — where historic charm meets bold, designer style. Perfect for groups, families, or friends who want comfort, creativity, and FUN. 📍 Steps from Scott’s Addition breweries + restaurants 🍻 🎬 Outdoor movie projector theater under the stars 🌌 🏓 Regulation-size pickleball court for epic matches 🧘 Private yoga + fitness studio with mats, blocks, and free weights 🔥 Backyard fire pit + swings for cozy nights 🚗 Parking for up to 6–8 cars

Historic Fan Home with Personality & Charm
Beautifully situated in the heart of the fan district, this home is steps away from shops, restaurants, and cafes. Walking distance to The Virginia Museum of Fine Arts, Byrd Park, VCU, and Carytown. This home has three bright bedrooms and 2 1/2 deluxe baths. Sip coffee in the gated front yard or enjoy a book in the private back yard complete with fountain, fire pit table, and covered deck with TV. The cheerful kitchen is fully stocked with essentials. Lots of light and character.
Popular amenities for house rentals in Lakeside
House rentals with a pool

Spacious Oasis on Monument Ave | Pool NOW OPEN

Historic Blanton Getaway

Entire Home • Central Richmond • Free Parking

The Resort

Richmond Home with Pool, 5 Mi to Downtown!

Pet-Friendly Home w/ Private Pool

A house you wish you called home

The Get-Together
Weekly house rentals

The Cottage in the City -Private Yard and Fire Pit

Gorgeous historic home in the heart of the Fan

Historic & Charming House in the heart of RVA!

Renovated Modern Home Minutes to Downtown Richmond

Spacious, Vibrant Home 'n Central Richmond, VA!

The Maplewood Retreat | Luxurious European Living

The Cove | Fresh | Modern | 3BR | By Highways

Waterfront Escape | Hot Tub, Canoe & SUP
Private house rentals

Modern Glen Allen Home w/Game Room & Screened deck

Next Stop: Comfort • 3 BR Near Amtrak Station

Cheerful 4 bedroom w/ game room & free parking.

River City Haven: 10‑Person Richmond Home

Hot Tub • Theater • Game Room | Sleeps 12

Renovated Charm in Heart of the Museum District

Luxe Stay | Getaway + Monthly Discount

Luxurious Spacious Retreat Close to Everything
Destinations to explore
- New York Holiday rentals
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- Virginia Beach Holiday rentals
- Raleigh Holiday rentals
- Jersey City Holiday rentals
- Wilmington Holiday rentals
- Kings Dominion
- Lake Anna State Park
- Pocahontas State Park
- Jamestown Settlement
- Greater Richmond Convention Center
- Brown's Island
- The National
- Libby Hill Park
- Forest Hill Park
- Colonial Williamsburg's Merchants Square
- Virginia Holocaust Museum
- Ingleside Vineyards
- The Poe Museum
- Altria Theater
- Science Museum of Virginia
- Children's Museum of Richmond
- Fredericksburg Battlefield Visitors Center
- Virginia State Capitol-Northwest
- American Civil War Museum
- Metro Richmond Zoo
- Jefferson Park
- Hollywood Cemetery





