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House vacation rentals in Chesterfield County

Find and book unique houses on Airbnb

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Popular amenities for Chesterfield County house rentals

House rentals with a pool

A bright landing area is presented with wooden floors and a railing overlooking the lower level. Light enters through an adjacent window, highlighting the simplicity of the space. A decorative light fixture hangs from the ceiling, while a round window adds character to the wall.
Home in Richmond
4.82 out of 5 average rating, 438 reviews

Pool/Hot tub/Entire House 2100 Sq ft

CarsonRating, 5 stars3 weeks ago
Beautiful home! The kitchen has industrial amenities and is huge! The home has basically 2 master bedrooms… and a HUGE upstairs room with 2 more beds. Fully secure with a private fence, and accessible to view security cameras. Pet friendly and big backyard for them to roam and play ❤️ 🐶 Also very responsive Host and provided an Early check-in for free! The pool and hottub are obviously lit and awesome for everyone to relax and have a good time. Also, they have an outside grill if you prefer to have an outside cookout. 5/5 stars!
Top guest favorite
The exterior of a historic home is showcased, featuring a welcoming porch adorned with columns. Lush greenery surrounds the property, complemented by a manicured yard. Large windows provide a glimpse into the inviting interior, while the façade reflects a blend of classic architectural details.
Home in Richmond
5 out of 5 average rating, 20 reviews

Historic Blanton Getaway

DamianRating, 5 stars3 weeks ago
Stunning historic house in an amazing area. Wonderful communication with Richard. Will be back
Guest favorite
A two-story home features a muted exterior with light grey siding and black shutters. The front porch is accessible via a set of white steps, flanked by neatly trimmed shrubs. A driveway leads to a dark garage, surrounded by a grassy lawn and mature trees.
Home in Midlothian
5 out of 5 average rating, 8 reviews

A house you wish you called home

JessicaRating, 5 stars17 months ago
I've stayed at quite a few AirBnbs. Some have been ultra luxe, some have been bare minimum types where I couldn't wait to check out. Others, like Jennifer's, feel like my own house. This place is just so comfortable. It reminds me of what AirBnb is supposed to be: people opening up their homes for others so that a stay away from home still feels like home. My family and I loved staying here. It was close to everywhere we wanted to get to and my kids loved the pets, which were easy to care for. It was nice to have exercise equipment available and the fenced backyard and trampoline and playground were a big plus for my kids. Jennifer was a flexible host who made sure I had all the info available to me that I needed. I'd stay here again in a heartbeat.
A welcoming living space is highlighted by a ceiling fan and a cozy fireplace. Two comfortable sofas are arranged around a glass coffee table on an area rug with geometric patterns. Natural light pours in through nearby windows, enhancing the relaxed atmosphere.
Home in Sandston
4.86 out of 5 average rating, 14 reviews

Sandston Home w/ Private Pool ~ 9 Mi to Richmond!

WarrenRating, 5 stars4 months ago
As described and exactly what we needed.
An expansive resort-style home features a lush backyard with a natural stone pool surrounded by greenery. Comfortable seating areas are visible near the water, with large windows highlighting the elegant architecture of the home in the background.
Home in Chesterfield
4.82 out of 5 average rating, 33 reviews

Lakefront Resort

JamesRating, 5 stars1 month ago
This house is awesome. It's huge and priced very competitively. It did have issues, but they didn't bother us too much. If you're expecting perfection from a home this size, at this location at this price, you're not being reasonable. For our needs, it was PERFECT.

Weekly house rentals

Superhost
Home in Petersburgh
4.79 out of 5 average rating, 58 reviews

Petersburg Vacation Gem 3BR | Private Backyard

DawnRating, 5 stars1 month ago
Very charming and tasteful renovations. The house was spacious, clean and cozy. Had an issue getting into the house due to the lock, but the host was quick to respond and was able to let us in within minutes of notification. So thankful for the excellent communication and customer service. Will definitely stay here again!
Guest favorite
A welcoming porch area features a dark wicker seating arrangement adorned with patterned cushions. A large, decorative 'WELCOME' sign stands nearby, and wood flooring enhances the space's inviting nature. The entrance is accessible through a glass-paneled door.
Home in Richmond
4.97 out of 5 average rating, 450 reviews

4 beds/3 Private parking/2 mins to I-64 & I-95

ChuckRating, 5 stars2 weeks ago
Sometimes it is hard finding a place for a family of 5. Xianfeng's place was absolutely perfect! Xianfeng should really help other people setup their Airbnb because she has gotten it figured out! Clean, comfortable, organized, and felt like home right when you walked it! Thanks Xianfeng!
Guest favorite
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
4.92 out of 5 average rating, 143 reviews

HideawayOasis/VSU/95/FortGreggAdams/FirePT/PoolTBL

SamanthaRating, 5 stars1 week ago
Katie’s home was lovely and looks just like the photos. Beds were super comfy, outdoor space was amazing, check in/out easy, and Katie responded to every question we had. Dogs friendly with a fenced yard for our pups to roam! Will definitely be staying again next time we’re visiting family in Virginia.
Superhost
Home in Hopewell
4.89 out of 5 average rating, 28 reviews

Inviting Retreat: Spacious 2 BR 1.5 Bath Townhouse

SaraRating, 5 stars4 months ago
We lived here for a month while house hunting after PCSing to the area. It cost the same as staying in a hotel but with James we had an older, but well-maintained townhouse with a nice living room, two bedrooms, 1.5 bathrooms, private laundry, and a fully functional eat in kitchen with extra amenities like a Keurig, an air fryer, a toaster, in addition to the normal fridge/freezer/oven/stovetop/microwave! The neighborhood was friendly and quiet, and James was always very responsive. The area lost power one of the days we were there and he got in touch with the power company to make sure they were aware and updated us about when the power was expected to return. A great and honest host!
Superhost
A spacious living area is furnished with a dark leather sofa and green armchairs. A glass coffee table sits in front of the sofa, and a dining table for four is positioned nearby. Soft lighting is provided by a chandelier overhead, accenting the warm wall tones.
Home in Richmond
4.85 out of 5 average rating, 254 reviews

Huge&Bright 2BR Basement Apartment 3king beds &mor

BrianRating, 5 stars3 months ago
⭐⭐⭐⭐⭐ I recently had the pleasure of staying at Eugene's Airbnb with my family, and I can't recommend it highly enough! 1. Outstanding Host: Eugene was an exceptional host. He was always responsive and quick to address any questions we had, making our stay smooth and enjoyable. 2. Immaculate Apartment: The apartment itself was fantastic—spotlessly clean, beautifully decorated, and equipped with everything we needed for a comfortable stay. The beds were amazing. The house is very big and Spacious accommodating a family. 3. Great Location: Conveniently located, it allowed us easy access to local attractions, restaurants, and shops, making our family trip even more enjoyable. 4. Family-Friendly: Eugene went above and beyond to ensure that our family felt at home. His thoughtful touches made a significant difference in our experience. If you're looking for a welcoming place to stay, I highly recommend booking with Eugene. You won’t be disappointed!
Superhost
The facade of a charming two-story home features a light blue exterior with white trim and a welcoming yellow front door. A flag with stars and stripes is displayed prominently. Wooden rocking chairs are positioned on the front porch, providing a comfortable sitting area.
Home in Richmond
4.88 out of 5 average rating, 345 reviews

Gorgeous and spacious Church Hill Home

PaigeRating, 5 stars2 weeks ago
Perfect house for a weekend in RVA with friends. Great size and the location is amazing with so many restaurants, bars, and shops nearby.
Superhost
The image showcases the exterior of a two-story brick home. A small wooden staircase leads up to a covered balcony. Large windows allow natural light to fill the structure, while greenery surrounds the base of the house, adding a touch of nature.
Home in Richmond
4.9 out of 5 average rating, 142 reviews

Clean! 3 bdrm house. Walk to VCU, grocery +parking

StaciaRating, 5 stars5 months ago
My family and I had a very enjoyable and comfortable stay at Bill & Brian’s home while we toured VCU with our son. Our hosts were super understanding and accommodating of our last-minute schedule changes. We will definitely consider staying at their home again if our son decides to attend VCU next Fall. Our overall experience was A+++!!!
Guest favorite
Home in Richmond
4.93 out of 5 average rating, 198 reviews

New Modern Unit in Historic Old Manchester.

KeniahRating, 5 stars6 days ago
Christian and Naomi — Thank you so much for your hospitality. Your place is beautiful and cozy. You guys were very welcoming prior to check in and during our stay. The beds were super comfy!!!! We will be sure to recommend your place to anyone looking to book an Airbnb in the Richmond area. Thanks again!

Private house rentals

Superhost
A cozy exterior is presented, featuring a brick facade with white trim. The entrance is highlighted by a red door, and a small set of stairs leads to it. Lush green grass surrounds the home, with a gravel pathway and trees in the background.
Home in Richmond
4.81 out of 5 average rating, 70 reviews

House full of peace, with a parking patio for 4 cars

MaireadRating, 5 stars3 weeks ago
The house was as described. It was spotless clean and well stocked. The location was perfect for our needs. Mayra was an excellent host very responsive and accommodating. Would recommend.
Superhost
A spacious dining area features a large wooden table surrounded by six black chairs. Natural light pours in through oversized windows, illuminating a sideboard with decorative baskets above it. A modern light fixture hangs from the ceiling, complementing the black cabinetry and bright walls.
Home in Richmond
4.75 out of 5 average rating, 4 reviews

Modern Luxury in City Center

MichaelRating, 5 stars1 month ago
Holly was nothing but welcoming and helpful at every turn. Her and her husband were friendly, transparent, responsive, and accommodating throughout the entire process. Their home is beautiful and well decorated. We enjoyed our stay very much and would easily recommend this listing to anyone visiting the Richmond area. The location is within single-digit minutes of all of the great places to eat and see in the city and we enjoyed that very much. Thank you for hosting us!
Superhost
A welcoming living room features a mix of comfortable seating options, including a large blue sofa and patterned armchairs. Colorful artwork adorns the walls, complemented by natural light flowing through the windows. A vibrant area rug anchors the space, creating an artsy atmosphere.
Home in Chesterfield
4.64 out of 5 average rating, 42 reviews

Festive and fun five BR

RandyRating, 5 stars36 months ago
Crystal’s house was everything we expected it to be, neat, clean and a little on the funky side. We were in town for a wedding and had our two children, their spouses and five grandchildren, all under 10. It was really nice to have a yard the kids could play in so they could burn off some energy. We would definitely recommend Crystal‘s house to friends.
Guest favorite
Home in Richmond
4.91 out of 5 average rating, 11 reviews

Charming and Spacious Cottage in Quiet Community

SeanRating, 5 stars7 months ago
Spent 2 weeks here with German Shepard, we loved the house, great setting, neighbors are very nice, we walked our dog and he loved all the deer & the overall setting. It’s quiet, house is spacious, clean & safe.Hosts are responsive and courteous.
Superhost
A spacious living area features a large Smart TV mounted on the wall, flanked by decorative plants. A comfortable couch is positioned beside a coffee table. The dining area is visible in the background, with a table surrounded by chairs and artwork adorning the walls.
Home in Richmond
4.74 out of 5 average rating, 88 reviews

Urban Escape/family home/Carytown/fully fenced #2

DhananjayRating, 5 stars4 days ago
Mei was very helpful and responsive, it was a great place and we had a wonderful stay.
Top guest favorite
Home in Richmond
5 out of 5 average rating, 11 reviews

Modern 3 Bed 3 Bath City Retreat

ClaudiaRating, 5 stars3 days ago
We had a great experience staying at Luke’s place with our family of 5. We booked last minute and Luke contacted us right away and made arrangements to accommodate us. The house was spotless and within easy walking distance of plenty of shops and restaurants.
Superhost
The exterior of the manor house showcases a classic brick façade framed by white columns. A welcoming front porch features two seating areas, while neatly manicured shrubs line the pathways. Lush greenery surrounds the property, enhancing its inviting appearance.
Home in Moseley
4.83 out of 5 average rating, 30 reviews

“WaterView” The Manor house, waterfront property.

AnthonyRating, 5 stars1 month ago
We had 3 families and our soccer coach staying together for a local tournament. Alyson was great to deal with and communicated very well with prompt responses. The house and the grounds were wonderful. Thank you for allowing us to stay at this wonderful location Tony
Top guest favorite
A modern kitchen is shown, featuring stainless steel appliances, a spacious island with seating for four, and ample cabinetry. Natural light enters through a window, illuminating the countertop and decorative items, while a neutral color palette enhances the open and welcoming environment.
Home in Richmond
4.99 out of 5 average rating, 85 reviews

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

PatrickRating, 5 stars4 days ago
Great place! Very clean and close to the Virginia Capital Trail.

Destinations to explore