Vacation rentals in Chesterfield County

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Top-rated vacation rentals in Chesterfield County

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

Guest favorite
Guesthouse in Church Road
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.
Aug 16 – 23
$116 per night
5.0 out of 5 average rating, 129 reviews
Guest favorite
Apartment in Chesterfield
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.
Jul 9 – 16
$74 per night
4.86 out of 5 average rating, 238 reviews
Guest favorite
Guesthouse in Chesterfield
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 and creek in 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.
Jul 30 – Aug 6
$77 per night
4.97 out of 5 average rating, 175 reviews

Popular amenities for Chesterfield County vacation rentals

Other great vacation rentals in Chesterfield County

Guest favorite
Home in Richmond
Luxury BOHO upper unit
Aug 20 – 27
$139 per night
4.93 out of 5 average rating, 111 reviews
Guest favorite
Tiny home in Powhatan
Peaceful Tiny house with hot tub, deck, & fire pit
Oct 8 – 15
$259 per night
4.94 out of 5 average rating, 220 reviews
Guest favorite
Guesthouse in Richmond
A Place of Peace
Dec 10 – 17
$79 per night
4.97 out of 5 average rating, 365 reviews
Guest favorite
Home in Midlothian
Sheffield Cottage -Charming and Cozy 4BR Cottage
Sep 16 – 23
$235 per night
4.99 out of 5 average rating, 176 reviews
Guest favorite
Barn in Richmond
Cozy Carriage House Conversion
May 1 – 8
$110 per night
4.92 out of 5 average rating, 208 reviews
Guest favorite
Apartment in Richmond
Private B&B in Historic Fan
Jan 10 – 17
$93 per night
4.94 out of 5 average rating, 741 reviews
Guest favorite
Home in Midlothian
The Cottage on Bernard's Creek
Jun 30 – Jul 7
$333 per night
5.0 out of 5 average rating, 117 reviews
Guest favorite
Guesthouse in Richmond
Carytown/Byrd Park Backyard Studio
May 19 – 26
$81 per night
4.98 out of 5 average rating, 283 reviews
Guest favorite
Guest suite in Richmond
New! Cozy Bright Suite w/Patio
May 13 – 20
$112 per night
4.94 out of 5 average rating, 138 reviews
Guest favorite
Guesthouse in Richmond
Forest Hill Modern Guest House
Jun 12 – 19
$152 per night
4.97 out of 5 average rating, 567 reviews
Guest favorite
Home in Midlothian
Elegant & Spacious Family Home
Mar 7 – 14
$108 per night
5.0 out of 5 average rating, 14 reviews
Guest favorite
Guest suite in Richmond
Bon Air Private Tranquil Suite
Nov 8 – 15
$58 per night
5.0 out of 5 average rating, 48 reviews

Destinations to explore