House holiday rentals in Chesterfield County

Find and book unique houses on Airbnb

Top-rated house rentals in Chesterfield County

Guests agree: These houses are highly rated for location, cleanliness and more.

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Top Guest favourite
A comfortable living area features a brown leather sectional couch with a matching armchair and ottoman. A round table sits on a patterned rug, while soft natural light filters through the window blinds. Two framed animal prints adorn the light-colored wall.
Home in Richmond
4.91 out of 5 average rating, 246 reviews

Luxury BOHO upper unit

Relax in this calm, stylish 3 bedroom/2 full bath upper level unit. Another Airbnb is in the finished basement unit. The space is completely yours and no access to the other basement unit. Only shared area is the back deck. Unit has a completely updated kitchen with stainless steal and granite. Master bedroom has a super comfy queen bed and a master bath that has a beautiful walk in shower. Guest room has another queen bed and office area has a futon. Elegance and romantic boho style throughout!

Guest favourite
Home in Richmond
4.95 out of 5 average rating, 246 reviews

Private Garden Home w/ Large Fenced Yard + Gazebo

Experience Casa Terra, a one-of-a-kind historic home in the urban heart of Richmond, Virginia. Tucked away on a sprawling 1/3 acre property just ten minutes from downtown, this thoughtfully restored 1928 Craftsman bungalow blends timeless character with natural calm. Designed for couples, small families and furry companions, Casa Terra features a 6ft fully fenced backyard where dogs can play beneath the branches of a 100-year-old willow oak while guests unwind in the gazebo or around the fire.

Guest favourite
An outdoor hot tub is situated next to wooden steps in a yard adorned with autumn leaves. Surrounding trees display vibrant red foliage, while the house stands to the side, illuminated by soft afternoon sunlight.
Home in Richmond
4.96 out of 5 average rating, 148 reviews

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

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, 270 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.

Top Guest favourite
The living area showcases a light-colored seating arrangement with plush white chairs, accented by pink cushions. A decorative area rug is placed on hardwood floors. A mirrored wall reflects natural light, enhancing the space, while a television is mounted nearby above a classic fireplace.
Home in Richmond
4.99 out of 5 average rating, 164 reviews

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.

Top Guest favourite
A welcoming living room features a comfortable sectional sofa and two stylish armchairs arranged around a round coffee table. A TV is mounted above a white mantel, with a decorative plant and wall art enhancing the space. Natural light streams through large windows, illuminating the rich hardwood floors.
Home in Richmond
4.97 out of 5 average rating, 173 reviews

Pristine updated rowhome with garage

*Sunday checkout at 3 pm* Located in the heart of historic Richmond and within a short walking distance to the James River, Brown's Island, Belle Isle, downtown, Altria Theatre, and VCU. This comfortable, spacious, and beautiful rowhome in eclectic Oregon Hill awaits your visit and is painstakingly furnished with Airbnb guests in mind. All of your day-to-day needs are met so you can relax and enjoy your time! - Walk score: 73, very walkable. Thanks for your consideration!

Top Guest favourite
A spacious living room features a sectional sofa with decorative pillows, arranged around a modern coffee table. Natural light filters through sheer curtains, illuminating the fireplace and artwork on the walls. A wooden sideboard complements the space, along with a chair and potted plants.
Home in Richmond
4.94 out of 5 average rating, 100 reviews

Kid and Pet Friendly Home in The River City

Located about a mile from the banks of the James River, and several restaurants and breweries, but with a quiet neighborhood feel. This well-decorated family home is equipped with the necessities parents long for when traveling with small children, and is pet-friendly with no pet fee. With a huge fenced-in back yard, full kitchen, dedicated office, and nursery, you'll comfortably enjoy all Richmond has to offer while living like a local.

Top Guest favourite
A covered outdoor entertaining area features comfortable seating arranged around a fire pit. Soft lighting strung above creates a warm ambiance. The space is complemented by decorative plants and cushioned sofas, providing a cozy environment for gatherings.
Home in Colonial Heights
4.94 out of 5 average rating, 191 reviews

HideawayOasis/VSU/95/FortGreggAdams/FirePT/PoolTBL

Welcome to Our Hidden Oasis! 🌿✨ This cozy retreat is designed with love and thoughtfulness, perfect for small families and intimate connections. Enjoy year-round outdoor fun—roast s’mores by the fire pit, relax on the patio, or challenge friends to a game of pool. Sleep soundly in our comfy beds and wake up refreshed for new adventures. Whether unwinding or making memories, this home is your perfect getaway. We can't wait to host you!

Superhost
A spacious living area features a comfortable grey sofa and a round coffee table atop a patterned rug. Soft lighting from string lights illuminates the staircase leading to an upper sleeping loft. Natural light enters through a window, enhancing the inviting ambiance.
Home in Richmond
4.93 out of 5 average rating, 291 reviews

The Cottage in the City -Private Yard and Fire Pit

Your family will be close to everything when you stay at this peaceful, centrally-located home. This home is equipped with anything you may need during your stay! Enjoy the beautiful naturally lit living room throughout the day, or stargaze in the back yard while enjoying gentle heat from the firepit. The best part? We are a quick drive to anything you may be looking to do in Richmond and only 12 minutes to downtown center city.

Guest favourite
A spacious bedroom showcases a large bed adorned with greenery-themed bedding. A cozy sitting area is positioned beside a window, allowing natural light to illuminate the room. Floral wallpaper and light-colored furnishings create a serene atmosphere, complemented by soft lighting from bedside lamps.
Home in Midlothian
4.93 out of 5 average rating, 128 reviews

The Greenhouse 'n the Heart of Midlothian, VA

The Greenhouse is a whimsical refuge located in the very heart of Old Midlothian Village with its old churches and historic houses and is within a 15-20 minute walking distance from several restaurants. You will love staying in our nature inspired home with its resort inspired furnishings; green, leafy décor, fully equipped kitchen, large bathrooms, stocked laundry room, and large yard with gas grill, picnic table and fire pit.

Superhost
A living room features a comfortable gray sofa adorned with yellow and black cushions, complemented by a bright yellow chair. A large window allows natural light to flood the space, and a wall-mounted television is positioned above a dark wooden coffee table. Cheerful yellow curtains frame the window.
Home in Richmond
4.81 out of 5 average rating, 175 reviews

Cozy Cape Close to the City!

Enjoy a relaxing experience in a quiet neighborhood conveniently located less than a 10 minute drive to the city! This location is perfect for any traveling nurses who are going to McGuire VA hospital or anyone looking to experience all that the city of Richmond has to offer! Located right outside of the city and close to several highways it is a great location for everyone looking to stay in the area!

Guest favourite
A brick exterior of a single-story home is presented, surrounded by greenery. A gently sloping pathway leads to the front entrance, framed by lush landscaping. Large windows are positioned symmetrically on either side of the door, enhancing natural light and providing views of the outdoors.
Home in Richmond
4.82 out of 5 average rating, 101 reviews

Cozy 3 bedroom home near Downtown

With 2 queen beds, 1 double and 1 twin, this house makes for a very comfortable get away. There are several smart TVs around the house. The wifi and cell service is very strong in this area. The whole group will enjoy easy access to all of Richmond’s iconic attractions from this centrally located home. We do not allow parties at this location.

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