Vacation rentals in DeWitt

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Top-rated vacation rentals in DeWitt

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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, 223 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.

Top guest favorite

The cabin's front porch features a sturdy wooden deck adorned with two folding chairs and a small table. A potted flower arrangement adds a touch of greenery, while the entrance door, framed by natural wood, invites guests into the retreat surrounded by trees.

Cabin in Blackstone

4.97 out of 5 average rating, 232 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. Pickett, this is the perfect place to stay in Blackstone if you want to get away!

Top guest favorite

A historic home features classic architecture with a grand front porch and white columns. The inviting outdoor area showcases a landscaped path leading to the entrance. Nearby, trees provide shade, and the setting sun enhances the lovely atmosphere of the property.

Home in Blackstone

4.97 out of 5 average rating, 108 reviews

Spacious Blackstone Home | Pet Friendly & Spacious

Forget your worries in this spacious historic home full of Southern charm. Sip coffee on the large front porch, relax in the cozy parlor, or enjoy a movie night in the theater room. The well-appointed kitchen has double ovens, 2 refrigerators, & plenty of space for gathering. Walk to local eateries & antique shops or take a short drive to the local creamery for fresh ice cream. We are your perfect peaceful getaway! -Local Eateries & Shops (Walking Distance) -Farmville (30 Mins) -Richmond (1 Hr)

Top guest favorite

A screened porch with black rocking chairs overlooks expansive green fields. Hanging ferns add a touch of nature. The scene is softly illuminated by a vibrant sunset, casting hues across the sky and highlighting the gentle landscape.

Farm stay in Emporia

5 out of 5 average rating, 176 reviews

Farm Stay, Country Getaway, Retreat

Disconnect & reconnect with family, a girls’ weekend or a couple’s retreat. A peaceful place to unwind, unplug, relax; enjoy watching farm animals graze, sunrises, sunsets & starry skies; reading a book or napping on the screened porch, sipping coffee, rocking on the front porch & watch cranes fish the pond. You may also enjoy walking trails & a stop at the creek to soak up nature. Town of Emporia, I-95 & Hwy 301 are 9 mi Lake Gaston 15 mi Rosemont Winery 23 mi Weldon Mills Distillery 17 mi

Top guest favorite

A charming cottage is set among trees, featuring a wooden deck and steps leading up to an entrance. Natural light illuminates the facade through large windows, while a swing set is situated nearby, accentuating the outdoor space for relaxation.

Cottage in Powhatan

4.94 out of 5 average rating, 287 reviews

Fall Special $75(Sun-Th1 nights) $145 (Fr-Sat)Pets

Farmstay on a 14 acre farm Queen bed loft upstairs. Down stairs has a bathroom, kitchen with sink, stove, oven, microwave, and complimentary kitchen-cups . There is a twin sleeper sofa in living room. Front and back porch, wireless internet and RukuTv. 14 acre farm with walking trails, old mill and creek. Cleaning fee $50 and Pet fee $50. No aggressive breeds please. All monies go toward our Horse sanctuary 501c nonprofit. Special rates do not apply from Dec 12-Jan 1st or holiday weekends.

Top guest favorite

The exterior of Daniel Cottage is framed by tall trees, showcasing a wooden deck with steps leading up to the entrance. A large window allows natural light to fill the interior, and the structure is surrounded by a well-maintained area of grass and mulch.

Cottage in Dinwiddie

4.98 out of 5 average rating, 130 reviews

Country Getaway, Entire Cottage, Modern & Private

Sitting at the forest’s edge with 12’ of glass doors, Daniel Cottage has: - Huge deck w/propane grill & fire pit, cafe table & lots of seating. - Comfy Great Room has HD tv +Netflix/Prime & fully equipped kitchen w/table for 4. - Then add two queen bedrooms - Put it all at the edge of 75 acres of beautiful, natural forest ready to be explored. Two ponds (4 & 6 acres) offer fine fishing. Hike the 3+ miles of pond & forest trails or sit back & enjoy the beauty of the Virginia countryside.

Top guest favorite

The exterior of a tiny home features rustic wooden siding, framed by a well-maintained white picket fence. A single window allows natural light inside, with trees and blue skies visible in the background. The surrounding grassy area provides space for outdoor activities.

Tiny home in Richmond

4.98 out of 5 average rating, 105 reviews

The Barkin’ B & B

Just five minutes from the airport and downtown, this cozy tiny home offers rustic charm and modern comfort. Fully equipped with kitchen essentials, books, games, and even coloring books, it’s perfect for relaxing. Pet-friendly, it comes stocked with dog treats, chews, toys, and a large fenced-in backyard for furry companions to enjoy. Conveniently located for travelers, it provides a peaceful retreat while keeping you close to city attractions. A perfect home away from home!

Guest favorite

An enclosed pool area features a turquoise swimming pool, surrounded by large glass panels that provide views of the outdoor landscape. Two blue lounge chairs are positioned near the pool, creating a calming space for relaxation.

Farm stay in Chesterfield

4.97 out of 5 average rating, 110 reviews

Keystone Acres Farm *Enclosed Heated Pool*

Keystone Acres is located in Chesterfield, VA at a beautiful 1000 acre horse farm. On property we have roughly 60 horses owned by different tenants. The brick farm house in which you will be staying in overlooks one of our ponds & multiple horse barns. We have many "internal" roads here and hope you enjoy the farm views. Our 5 bedroom house is perfect for families or friends who want to have a getaway to "unplug" and experience the country life and each other's time.

Guest favorite

The living area features natural wood paneling with high ceilings. A comfortable sofa is arranged facing a wall-mounted TV, alongside a wooden coffee table. A staircase leads to the loft, visible above, while a doorway opens to the kitchen area.

Guesthouse in Petersburgh

4.95 out of 5 average rating, 183 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.

Guest favorite

The exterior of the farmhouse features a welcoming front porch with wooden railings and two chairs. The white brick facade is complemented by a grassy area and decorative plants. Large windows allow natural light to flow into the space, surrounded by trees and a serene sky.

Farm stay in Carson

4.96 out of 5 average rating, 115 reviews

The Farmhouse at Feast of Harvest Retreat & Camp

This renovated farmhouse is only 10 minutes off Interstate 85 or 95 but you will feel like you are miles away from everything. Invest in yourself and spend a weekend at this peaceful and tranquil farm retreat. The farmhouse comfortably sleeps up to 7 and is ready for your next getaway. During the day, go for walks and watch the cows. At night, challenge the family to one of our many board games and puzzles, relax with a book, DVD, or head outside to stargaze.

Guest favorite

A covered outdoor entertaining area features comfortable seating arranged around a fire pit. Soft lighting strung above creates a warm ambiance. The space is complemented by decorative plants and cushioned sofas, providing a cozy environment for gatherings.

Home in Colonial Heights

4.93 out of 5 average rating, 162 reviews

HideawayOasis/VSU/95/FortGreggAdams/FirePT/PoolTBL

Welcome to Our Hidden Oasis! 🌿✨ This cozy retreat is designed with love and thoughtfulness, perfect for small families and intimate connections. Enjoy year-round outdoor fun—roast s’mores by the fire pit, relax on the patio, or challenge friends to a game of pool. Sleep soundly in our comfy beds and wake up refreshed for new adventures. Whether unwinding or making memories, this home is your perfect getaway. We can't wait to host you!

Top guest favorite

A serene view of a small private lake is framed by lush green trees and vibrant foliage. The shoreline features a gentle curve, creating a tranquil atmosphere, while sunlight reflects off the water's surface, enhancing the natural beauty of the setting.

Cabin in Dinwiddie

4.95 out of 5 average rating, 177 reviews

*No Fees* Lake Cabin with Private Dock

Looking for a new favorite spot to make memories? This lake cabin offers a gorgeous view and plenty of space for fun on the water. Set on a small private lake, the cabin has it's own dock, hot tub, high-speed internet, fire pit, large covered porch, and includes partial access to two sides of the lake. I'm proud to offer this family property with no additional fees, and know you'll enjoy our treasured spot.