Vacation rentals in Chesterfield County

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Top-rated vacation rentals in Chesterfield County

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Guest favorite

Guesthouse in Church Road

5.0 out of 5 average rating, 133 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.

Aug 21 – 28

G$27,758 GYD per night

Guest favorite

Home in Richmond

4.93 out of 5 average rating, 121 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!

Feb 23 – Mar 2

G$28,448 GYD per night

Guest favorite

Apartment in Chesterfield

4.85 out of 5 average rating, 248 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.

Nov 29 – Dec 6

G$17,978 GYD per night

Guest favorite

Guest suite in Richmond

4.94 out of 5 average rating, 150 reviews

New! Cozy Bright Suite w/Patio

Welcome! This private, newly renovated, walkout basement suite was created for you to have a great stay. Enjoy a patio, driveway parking, fast wifi, a workstation, a Smart TV, and a list of fun places to visit in Richmond! Most restaurants, shopping, breweries, hiking, parks, etc. are only 14-20 mins away! Enjoy fun activities and come back to a comfy getaway. We keep your space clean and bright in natural light w/blackout curtains for sleeping! Permit: STR-092482-2021 We do not accept locals.

May 28 – Jun 4

G$22,107 GYD per night

Guest favorite

Apartment in Richmond

4.99 out of 5 average rating, 217 reviews

Art Lovers Fan District Studio Apt Near Carytown

Located at the intersection of Richmond’s Historic Fan & Museum Districts, this cozy one-bedroom studio with kitchen is in walking distance to the Virginia Museum of Fine Arts as well as RVA’s best restaurants, brew pubs & Carytown. Located in a historic home (first RVA home w/ a street mural), our bright, airy apartment is perfect for couples, solo explorers & business travelers. Ours is an inclusive space that welcomes all considerate guests. Why be a basement dweller when you can stay here?

Jun 26 – Jul 3

G$24,497 GYD per night

Guest favorite

Guesthouse in Chesterfield

4.96 out of 5 average rating, 184 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 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.

Aug 2 – 9

G$22,405 GYD per night

Guest favorite

Apartment in Richmond

4.94 out of 5 average rating, 748 reviews

Private B&B in Historic Fan

We are looking for people who will enjoy the Historic Fan District of Richmond. The stand alone apartment includes a bedroom, bathroom, and renovated kitchen which has microwave, refrigerator, toaster ,and Keurig coffee machine. For our overnight guests we will provide the ingredients for a delicious breakfast: baked goods butter jams etc., 6 breakfast cereals, , fresh fruit , tea and for Keurig 10 varieties of coffee plus hot chocolate and hot apple cider.

Mar 26 – Apr 2

G$22,288 GYD per night

Guest favorite

Home in Richmond

4.98 out of 5 average rating, 114 reviews

Your Cottage in the City

Whether you're visiting for business or pleasure, our home is the perfect base for your stay in Richmond. Book now and experience the best of Southern hospitality in this historic and charming neighborhood! Our home is located in the heart of Church Hill, within walking distance to some of the best restaurants, cafes, and shops in the area. With easy access to public transportation, you can explore all that Richmond has to offer.

Sep 29 – Oct 6

G$25,797 GYD per night

Guest favorite

Guest suite in Richmond

4.97 out of 5 average rating, 587 reviews

Forest Hill Modern Guest House

Located in Richmond's charming and historic Forest Hill neighborhood just blocks from the James River Park and next door to Forest Hill Park. A modern studio space with a queen-size bed and a comfy couch in a private guest house. 1 bath with a spacious shower and simple kitchenette. A great overnight space or comfortable stay for those wanting to explore the cities great food, breweries, parks, and trails!

Aug 26 – Sep 2

G$36,554 GYD per night

Guest favorite

Guesthouse in Richmond

4.97 out of 5 average rating, 375 reviews

A Place of Peace

A separate cozy cottage for two. Queen sized bed with en-suite full bathroom, plus a screened-in porch and an outside deck. JD, our short-haired orange cat and Ambassador, will be happy to keep you company and share HIS porch!. We are a short drive downtown and a 5-minute walk to the James River. Richmond is a foodie town with great brew-pubs everywhere. All are welcome!

Mar 21 – 28

G$18,221 GYD per night

Guest favorite

Home in Colonial Heights

4.95 out of 5 average rating, 100 reviews

HideawayOasis/VSU/95/FortGreggAdams/FirePT/PoolTBL

Welcome to our Hidden Oasis! This cozy home is filled with love and thoughtfulness from the moment you arrive! Perfect for small families and small get togethers! Outdoor space perfect for all seasons! Come make s’mores, enjoy our fire pit, play some pool, have amazing sleep, and make amazing memories!

May 22 – 29

G$32,532 GYD per night

Guest favorite

Guesthouse in North Chesterfield

4.85 out of 5 average rating, 162 reviews

Modern Studio Guesthouse w/free parking

"Tidings" is a completely private detached unit, 3 minutes from Midlothian Turnpike. This space offers a quiet, convenient, and private entrance with high-speed internet, large yard, quiet neighborhood, convenient to major stores. Many restaurants and tons of shopping within 5 miles!

Jul 8 – 15

G$19,117 GYD per night