Vacation rentals in Chesterfield

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Top-rated vacation rentals in Chesterfield

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Guest favorite

Home in Richmond

4.93 out of 5 average rating, 123 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!

Oct 6 – 13

G$28,134 GYD per night

Guest favorite

Guesthouse in Church Road

5.0 out of 5 average rating, 135 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.

Oct 2 – 9

G$27,551 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.

Mar 14 – 21

G$17,684 GYD per night

Guest favorite

Guest suite in Richmond

4.94 out of 5 average rating, 152 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.

Jun 14 – 21

G$26,093 GYD per night

Superhost

Boat in Richmond

4.88 out of 5 average rating, 441 reviews

Warm, Cozy and Comfortable Houseboat, Gated Marina

Note: Dates taken? I have two other boats online-- The Cookie B and also--Beautiful Yacht, River Views. We offer no contact boarding if desired and we understand the need for a clean place to stay. Therefore we go beyond the recommended guidelines concerning sanitation by fogging the entire boat after each guests departure. And for dining, you can cook aboard or enjoy the Lily Pad Cafe, an outdoor covered and heated restaurant on the river, and it is only two miles from the marina.

Jul 28 – Aug 4

G$24,713 GYD per night

Guest favorite

Guesthouse in Chesterfield

4.96 out of 5 average rating, 187 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.

Jun 3 – 10

G$23,971 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 8 – 15

G$26,365 GYD per night

Guest favorite

Treehouse in Richmond

4.88 out of 5 average rating, 121 reviews

Romantic Treehouse for 2 (No Kids) in Little Farm

Surrounded by trees and peace in our small farm in a neighborhood, this cozy little cabin is made for secluded romantic stays and to enjoy a relaxing and restful night. Not suitable for children. Only adults allowed. Cabin is 10 X 12" of cuteness with all the amenities you might need to feel comfortable, electricity, Smart TV, wifi, coffee maker, memory foam bed, and an awesome outdoor bathroom to shower under the stars!

Apr 21 – 28

G$23,386 GYD per night

Guest favorite

Guest suite in Richmond

4.97 out of 5 average rating, 589 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!

Sep 8 – 15

G$36,664 GYD per night

Guest favorite

Guesthouse in Richmond

4.97 out of 5 average rating, 376 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!

Jan 18 – 25

G$19,330 GYD per night

Guest favorite

Guest suite in Midlothian

4.88 out of 5 average rating, 404 reviews

Studio Basement

Fully private basement studio apartment. LOCATION, LOCATION, LOCATION!! This basement apartment is 5 min to lots of shopping, dining, 30 min to downtown Richmond, close to major freeways, tons of historical sights within minutes!!! Tons of upgrades like, stainless steel appliances, granite counter-tops, spa rock shower floor, just to name a few.

Aug 27 – Sep 3

G$16,420 GYD per night

Guest favorite

Guesthouse in North Chesterfield

4.84 out of 5 average rating, 164 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$19,175 GYD per night