Waterfront vacation rentals in Chesterfield County

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Chesterfield County

Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

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Superhost

A spacious motor yacht is docked at the marina, showcasing a sleek white exterior and a teal-covered upper deck. The boat is surrounded by calm waters, with several wooden pilings providing support. Nearby boats are visible in the background, emphasizing the marina setting.

Boat in Richmond

4.9 out of 5 average rating, 170 reviews

The Jewel of the James

JUST RELISTED! WITH SOME UPGRADES. The Jewel is a privately owned and protected marina situated between the historic James River and a working farm. Yet it is only 7 miles from downtown Richmond and our state capitol. This is clearly a one of a kind place where you can RELAX and breathe FRESH CLEAN AIR while enjoying GREAT RIVER VIEWS and WATERSIDE DINING AT THE LILY PAD CAFE. ALSO The GiaMaria and the Cookie B, Capt Ron's other two yachts are also listed nearby on Airbnb.

Guest favorite

A serene landscape showcases horses grazing in a lush, green pasture surrounded by wooden fencing. The soft light of sunrise casts a warm glow over the scene, enhancing the natural beauty of the farm and its tranquil setting.

Apartment in Chesterfield

4.95 out of 5 average rating, 20 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.

Top guest favorite

The image captures a serene sunset over Lake Chesdin, with vibrant hues of orange and purple reflecting on the water's surface. A wooden dock extends into the lake, accompanied by a flag gently fluttering in the breeze. The scene embodies tranquility and natural beauty.

Guesthouse in Church Road

5 out of 5 average rating, 207 reviews

Heron Rock: Lakefront Cottage on Lake Chesdin

Enjoy peaceful lakefront living at Heron Rock Cottage, where you can stroll through the woods, swim or fish off the dock, paddle the lake in kayaks, or simply relax and enjoy the wildlife and beautiful sunsets. Situated on 6 acres in Dinwiddie County, this newly renovated cottage includes 2 bedrooms, full bath, full kitchen, living room with fireplace and private patio with dining area. Your stay includes full access to the grounds and dock and you are welcome to tie up a boat if you bring one.

Guest favorite

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, 196 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!

Superhost

A cozy living area features a light-colored sofa with decorative pillows, positioned next to a stone fireplace. A wooden dining table is visible, along with a lush green plant. Wall art and decorative plates add character to the space, illuminated by natural light from the window.

Apartment in Chesterfield

4.85 out of 5 average rating, 321 reviews

Private guest apt on creek w/ patio & fire feature

“The Nest” is a completely private, ground level “basement” apartment. 15 minutes from downtown Richmond & 18 minutes to Pocahontas State Park, this space offers a peaceful, conveniently located, retreat. Private entrance, cozy patio, & large yard- all creek side and professionally designed. Laundry in unit, high speed internet, Smart TV. Yard is wooded and private. Many restaurants and tons of shopping within 5 min of the house, and 2.5 miles from highway access. Not pet friendly at this time.

Guest favorite

A charming wooden cottage is shown, featuring a covered entryway with steps leading up to the door. An American flag is proudly displayed in front, surrounded by neatly landscaped grounds with green grass and some ornamental trees.

Cottage in Midlothian

5 out of 5 average rating, 14 reviews

Miracle on the James Cottage

Welcome to our cottage on the James River, where luxury and natural beauty intertwine to create an unforgettable experience. Our elegant property offers an enchanting escape like no other. Indulge and immerse yourself in the tranquility of the riverfront setting - it's perfect for a romantic weekend getaway to reconnect with nature and each other. Wake up to the gentle sounds of nature, stroll through our picturesque grounds, or relax on the riverside terrace while sipping your morning coffee.

Guest favorite

A furnished outdoor deck features a large red umbrella providing shade over comfortable seating. Wicker chairs and a matching coffee table are arranged around a potted plant. Lush greenery and the river can be seen in the background, enhancing the serene atmosphere.

Home in Chester

4.93 out of 5 average rating, 14 reviews

Ellie's Beautiful, Spacious, River Home

Families and furry friends will love, Ms Ellie's River home nestled on the banks of the James River. Revel in the high-end interior and historical touches across the vacation rental's 4 bedrooms, 3 full bathrooms, and 2 half bathrooms. Or, step outside to enjoy the waterfront deck, park your boat at the dock, or set by the fire pit in the open yard. For adventure seekers, Chester boasts endless historic sites like Henricus Historical Park and plenty of scenic spots like Four Mile Creek Park!

Top guest favorite

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

5 out of 5 average rating, 76 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. Local hikes, restaurants, Chesterfield mall, all within a 7 minute drive. Make sure to enjoy our amenities such as, our 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. Local brewery & eatery guides provided. STR-135430-2024

Superhost

A spacious living area features a cozy armchair beside large glass doors, offering access to a private balcony with scenic views. Two patterned chairs are positioned near a kitchen island, creating an inviting space for relaxation and gathering.

Apartment in Richmond

4.87 out of 5 average rating, 75 reviews

Lovely 1 BR Apartment with Riverfront Balcony

Looking for a calm space to relax while taking in the expansive views of the wild & wonderful James River? Then, look no further! Furnished with a mix of period pieces that provide a personal touch, this bright 1 BR space with private balcony & sweeping views of the city is just for you! Amenities include: garage, fitness & yoga rooms, rooftop lounge & adjoining terraces with fire pit & barbecue. Shiplock Views sits between historic Church Hill and a riverside bike & walking trail.

Top guest favorite

A second floor apartment is viewed from below, featuring a spacious balcony with a railing. Large windows allow natural light to fill the interior, surrounded by lush greenery. The building is designed in a contemporary style with a cozy, elevated appearance.

Guesthouse in Chesterfield

4.95 out of 5 average rating, 251 reviews

Gorgeous Creek View from your Private Eyrie

Enjoy a relaxing view of Falling Creek from the second floor apartment with a private entrance and balcony. The wall of windows overlooks a secluded backyard with visiting deer, heron, owls, and other wildlife. Sit by the pond, creek or fire pit. The property offers off street parking in a safe neighborhood which is located 20 minutes from downtown Richmond, 10 mins to Midlothian and Chesterfield, 3 mins to Swim RVA. 15 mins to the airport or train station.

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, 34 reviews

Lakefront Resort

Spectacular, resort style home looking onto a beautiful lake. This home is over 5,000 sqft of one of a kind living space. Guests enjoy the courtyard style backyard with mezmerizing swimming pools, hot tub, and grilling space. Inside features movie theatre, spa like master bath, gym, 4 bedrooms, 1 add'l. room w/sleep accommodations via pull out sofa and futon, 3 full baths and 2 half baths. Delight in this beautiful oasis for relaxation and a comfortable stay.

Guest favorite

A cozy, single-story cottage is nestled among tall trees, surrounded by a gravel area with landscaping featuring various plants. A welcoming entryway with steps leads to a purple door, blending harmoniously with the natural environment.

Home in Richmond

4.93 out of 5 average rating, 15 reviews

The Villa on Falling Creek.

Every aspect of this guest cottage home is a cozy space for you to enjoy. Large glass doors and windows set you up for a stunning panoramic view of Virginian foliage complete with access to a quaint running stream in the backyard, giving you your own slice of seclusion and privacy. Tucked comfortably into a peaceful corner of a 40 acre park, with private creek views, all within minutes of shopping, breweries, dining and a casino.