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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Guest favourite
A cozy living room is furnished with a large sectional sofa and a coffee table, framed by bright windows allowing natural light. Minimalist wall art is displayed above, and a potted plant adds a touch of greenery to the space.
Home in Richmond
4.9 out of 5 average rating, 443 reviews

Contemporary Living in the Historic Fan District

Built in 1911, this spacious home has been renovated to blend contemporary design and traditional architecture. Notice the bold feature walls and expressive artwork and head to the patio to enjoy a drink while cooking with the BBQ. The house features three bedrooms, two full baths, updated kitchen and basement with a washer / dryer, as well as a large front porch and backyard that features a outdoor TV, grill and table and chairs for six. Fully stocked kitchen features everything you'd need to cook. Super fast fios internet, Sonos sound system througout the house, 60 inch TV with AppleTV in family room, 60 inch TV w/AppleTV outside. The house is mere blocks from great restaurants like Kuba Kuba, Joe's Inn (my favorite) and Flora - just to name a few. Best coffee in town can be found at Lamplighter (5 blocks) and the best drinks are at Heritgage (2 blocks). About a 15 minute walked to The VMFA, Carytown shopping and The Museum District. Guests have full access to the house. I'm happy to assist you throughout your stay if you have any questions. Call or text. The Fan District is a superb location with tree-lined streets and historic homes. Head to the unique boutique shops, try some local cuisine in an independently-owned restaurant, and have fun exploring the Museum District. Walking or biking are your best bet. Everything is close and there's a bikeshare just down the street. Easy to use and lots of places to return.

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, 232 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!

Top guest favourite
A modern kitchen features light-colored cabinetry and a spacious island with a marbled countertop. Stainless steel appliances are integrated, including a microwave and a coffee maker. Natural light is provided by a window above the sink, enhancing the functional layout of the space.
Home in Richmond
4.98 out of 5 average rating, 140 reviews

Private 2 acres. Huge yard/drive. 8 min to Airport

Private and spacious 3 bedroom, 2 full bath home on 2 acres. Less than 10 mins to Airport, Winery, Food and Shops Fully equipped kitchen for your cooking needs. Huge driveway and yard to turn around large vehicles, or boat trailers. Plenty of space to unwind and relax while enjoying Deer and other animals passing by. 10 minutes from Richmond Airport (RIC), VA Capital Bike Trail, River Dog Winery, local recreation park and shopping. 15 minutes to Downtown Richmond. 45 minutes to Williamsburg.

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
4.98 out of 5 average rating, 128 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

Top guest favourite
A spacious eat-in kitchen features wooden cabinetry and granite countertops. Modern appliances include a stainless-steel refrigerator and microwave. An island with seating for four is at the center, complemented by decorative place settings. Warm lighting creates a welcoming and functional cooking space.
Home in Midlothian
4.95 out of 5 average rating, 123 reviews

Spacious and Beautiful Home with Outdoor Kitchen

This beautifully appointed home offers an ideal retreat for anyone seeking affordable luxury, just 25 mins from RVA. Sleeps 8-10 guests, features 4 beds/2.5 baths. Step outside to enjoy the outdoor kitchen, perfect for grilling and relaxing on the patio with a table, chairs, and a cozy fire pit, or retreat to the screened-in porch, complete with a TV. The fully stocked kitchen accommodates meal preparation for family and friends. The home is equipped with a whole-house water filtration system.

Top guest favourite
A single-story home is surrounded by trees, featuring a gravel driveway. A white fence borders a patio area with multiple chairs, which provide an outdoor seating space. The house showcases a covered porch stretching along its front, enhancing the connection to the natural surroundings.
Home in Midlothian
5 out of 5 average rating, 173 reviews

The Cottage on Bernard's Creek

Enjoy the whole house, 3 bedroom, plus junior suite, 2 bath home on 9 acres located on Bernard's Creek. This 2000 sq ft home has been tastefully furnished with updated amenities, and antique furnishings. Seven guests will look forward to experiencing this home that's located in a private setting yet less than 5 minutes to local restaurants and quick access to interstate 288. Guests love the screened porch for relaxing and dining, plus an outdoor fire pit for sunsets and evening gatherings.

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
4.84 out of 5 average rating, 242 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.

Guest favourite
A bedside table is shown beside a spacious bed, topped with a vase of colorful flowers and a magazine. Soft white bedding and multiple pillows are arranged on the bed, complemented by a lamp casting a warm glow against a softly colored wall.
Home in Colonial Heights
4.97 out of 5 average rating, 101 reviews

The Spruce House

The Spruce House is a cozy 1960's rancher, ideal for tourists who loves to explore historic places, traveling health workers, business and workers on special projects, sports tour for local tournaments. The simplicity of this house will welcome you during your stay. Nestled at the heart of the city, but when you look out in the windows, you will enjoy the tranquility of the countryside, the twitting of the birds in the rain forest and the backyard designed to look like a campsite.

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
4.96 out of 5 average rating, 155 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!

Guest favourite
The interior space features a distinctive floating staircase adorned with lush green plants. A bookshelf filled with various titles stands nearby, while a cozy guitar is positioned on the floor. A glimpse of a bedroom is visible through the archway.
Home in Richmond
4.93 out of 5 average rating, 107 reviews

Maymont Boho Bungalow

Located right beside Maymont Park, the James River at Texas Beach, the picturesque lakes of Byrd Park, The Fan & Carytown! Easy access to the city, too! This stylish space had loads of character, two comfortable bedrooms, a cozy living room with a unique floating staircase, and fully outfitted kitchen and eating area. Perfect for anyone who loves to be outside with all of the parks within walking distance and the private back deck with string lights!

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
4.93 out of 5 average rating, 182 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
4.94 out of 5 average rating, 277 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.

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