Holiday rentals in Charles City

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Top-rated holiday rentals in Charles City

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Guest favourite

Guest house 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.

17–24 Sep

$181 SGD per night

Guest favourite

Cabin in Blackstone

4.98 out of 5 average rating, 135 reviews

Rustic Secluded Cabin at Whetstone Creek Farm

Unwind in your own forest retreat. Enjoy waking up in the king size bed to views of trees, a well appointed open floor plan, and a front porch made for sitting! Listen to rain on the tin roof or enjoy a bonfire in the fire pit after taking a stroll down 2 miles of wooded trails or wading in the creek. Stay connected with high speed wifi. Wildlife abounds on our woodland plant farm. Approximately 15 minutes from Ft. Barfoot, this is the perfect place to stay in Blackstone if you want to get away!

6–13 Aug

$178 SGD per night

Guest favourite

Home in Smithfield

4.97 out of 5 average rating, 203 reviews

Mason Manor - Downtown Smithfield next to WCP

Historic Smithfield 233 S Mason Street 2 Bedrooms 1 Bath Located in the heart of historic Smithfield boasts old world charm and character with a touch of today’s conveniences. The living room has gas fireplace for cool evenings & leads to dining area & updated fully equipped kitchen. The full bath is updated with jetted tub. Front porch swing for relaxing and back deck for entertainment. Windsor Castle Park just steps away. Located just around the corner from restaurants, shopping & more.

31 Mar – 7 Apr

$155 SGD per night

Guest favourite

Farm stay in New Kent

4.99 out of 5 average rating, 120 reviews

Charming Willow Haven Modern Farmhouse Bungalow

Welcome to Willow Haven, our 23-acre horse farm, located between historic Williamsburg and downtown Richmond. We're located on the Hampton Roads Wine Trail, ideally positioned between four wineries only minutes away. Willow Haven Cottage is a two-story 900 sf charming pied-a-terre attached to our barn. Renovated in a modern farmhouse style w/ a furnished kitchen and a cozy second floor bedroom complete with an antique 4 poster queen bed, 14 ft ceiling, exposed beams and antique chandelier.

12–19 Jul

$170 SGD per night

Guest favourite

Cottage in Quinton

4.98 out of 5 average rating, 175 reviews

Luxury countryside cottage, IVY, near Richmond, 1

Two peaceful luxury cottages on a farm. Book one or both (Separate listings). Tranquility close to downtown Richmond and Richmond Int. Airport (15 min). Wineries, craft breweries, wedding venues, Busch Gardens, and more! We are 30mins from Williamsburg and 25min from downtown Richmond. Cities not your thing? We are less than an hour from beaches, national parks, golf courses, and fishing spots. So come and relax on your private deck overlooking a horse farm and enjoy the sunset.

1–8 Jul

$179 SGD per night

Guest favourite

Home in Cape Charles

4.99 out of 5 average rating, 104 reviews

Modern Private Beach House close to Cape Charles

A sanctuary, an oasis, a one of a kind experience communing with nature while lounging in civilized splendor—all are apt descriptions of this New York architect designed beach house on the shores of the Chesapeake Bay. Guests enjoy stunning waterfront views from a finished floor height of 36 feet. The Eastern Shore of Virginia is famous for its flat tidewaters, but this property is perched amongst unusual relic Sandhills, complete with pines, gum trees and vast sea and sunset vistas.

17–24 Nov

$1,039 SGD per night

Guest favourite

Flat in Williamsburg

4.84 out of 5 average rating, 360 reviews

The Nook

Enjoy a getaway in this cozy 1 bedroom apartment attached to a classic 1940s Cape Cod home minutes from Colonial Williamsburg and Jamestown. You'll be within biking distance to many local attractions such as Williamsburg Winery, Jamestown Island, Jamestown Settlement, Jamestown Beach, and Billsburg Brewery. Busch Gardens & Water Country are a 15 minute drive. The Nook was completely refinished in 2020. Need more space or traveling with a group? Inquire about our other units.

2–9 Jan

$134 SGD per night

Guest favourite

Guest house 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.

4–11 Aug

$136 SGD per night

Guest favourite

Home in Charles City

4.99 out of 5 average rating, 229 reviews

Hutch's Bluff - Waterfront near Williamsburg

Charming riverfront A-Frame home on 2 acres overlooking the Chickahominy River. Completely updated interior, including all furnishings and appliances. Wake in a King bed loft space with a majestic view of the river, or choose one of the two Queen bedrooms below. First floor all tile bathroom with a walk in shower. Stainless appliances and granite countertops. Bring your fishing gear, relax at the end of the pier, or enjoy the views from the large deck and fire pit.

25 Mar – 1 Apr

$366 SGD per night

Guest favourite

Guest house in Petersburg

4.94 out of 5 average rating, 142 reviews

"Lofty Cottage" Adorable 1-Bedroom Guest House

Enjoy this quaint Cozy Cottage with bedroom loft! This adorable 1-bedroom unique place has a style all its own. Built in the 1960’s behind the main house, it has floor to ceiling pine paneling, pine floors and fireplace. It has been recently remodeled with new tiled bathroom , newly remodeled kitchen and stainless steel appliances. A new Heating and Air unit was installed summer 2021. The pine paneling and 16 foot high ceilings gives it that "cottagey" feel.

8–15 Nov

$159 SGD per night

Guest favourite

Guest house in Williamsburg

4.98 out of 5 average rating, 301 reviews

Freedom Cottage /King Bed-Jamestown/ Busch Gardens

The Freedom Cottage is a charming little cottage comfortable for four can fit six with the sofa bed. You're minutes away from Freedom Park, The Premium Outlets, Jamestown Settlement and 15 minutes from Colonial Williamsburg, Busch Gardens and Water Country. The Williamsburg Winery is also well within reach of our home! Our place offers maximum utility and privacy! We ensure to sanitize every surface, wash every towel and replace every sheet after each guest.

19–26 Sep

$211 SGD per night

Guest favourite

Farm stay in Williamsburg

4.96 out of 5 average rating, 315 reviews

3 BR Cottage on Mallardee Farm in Williamsburg

Enjoy all the comforts of home during your Williamsburg vacation at Mallardee Farm! Allow us to make our home, your home while you explore all of Williamsburg’s attractions-just a 15 minute drive away! You’ll find that Mallardee Farm will serve as its own attraction with our friendly, rescued farm pets, walking trails through the 57 acre property, complimentary fishing poles, canoe, row boat & kayaks to use on our 7 acre pond. Covid-19 precautions followed.

2–9 Oct

$264 SGD per night