Holiday rentals in DeWitt

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Top-rated holiday rentals in DeWitt

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Top guest favourite
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, 231 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

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Guest favourite
Cabin in Emporia
4.82 out of 5 average rating, 28 reviews

Cabin + Fire Pit + Stocked Catch Release Pond

The perfect place to slow down and unwind. This cozy cabin offers a peaceful setting surrounded by nature, complete with a private pond perfect for fishing or enjoying the view. Whether you’re looking for a quiet weekend escape or a place to recharge, this hidden gem has everything you need. Conveniently located just a few miles off I95 and only 5 minutes from Emporia, you’ll have access while still feeling completely tucked away from it all. Come enjoy the quiet, the woods, and a slower pace

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Top guest favourite
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, 150 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.

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Top guest favourite
Cabin in Blackstone
4.96 out of 5 average rating, 284 reviews

Rustic Forest Cabin at Whetstone Creek Farm

Unwind in a private mini retreat- enjoy waking up in the king size bed to forest views, birdsong, 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 our private wooded trails or wading in the creek. Stay connected with WiFi, or just cozy up with a book or a game. Wildlife abounds on this woodland plant farm. Approximately 15 minutes from downtown Blackstone and Ft. Pickett, this is the perfect place to get away!

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Top guest favourite
A red kayak rests at the edge of the serene reservoir, surrounded by trees that frame the waterway. The calm surface reflects the clear blue sky and soft ripples created by a gentle breeze, ensuring a tranquil outdoor experience.
Cottage in Lanexa
4.98 out of 5 average rating, 164 reviews

TooFine Lakehouse, pet friendly waterfront cottage

Cute & cozy (tiny) waterfront cottage nestled in a pine forest. Situated on an almost 3 acre point on the Diascund Reservoir this is THE perfect spot to get away from it all & still be in the middle of everything! Options abound - fishing from the dock, bird watching, canoeing, roasting marshmallows around the fire pit, swinging in the hammocks, napping on the screened in porch, grilling on the patio, reading in the loft, playing games (inside & out), or just chill & feel the vibe.

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Top guest favourite
Cabin in Dinwiddie
4.95 out of 5 average rating, 220 reviews

Late Summer Getaway on a Private Lake

Looking for a quiet place to slow down, reconnect, and make some memories? Tucked along a small private lake, this cozy country cabin on 6 acres gives you room to settle in and recharge. Spend the morning sipping coffee near the water, take one of the canoes out, fish with one of the provided poles, relax in the hammock, and end the evening in the hot tub or around a waterside fire. Here, lots of modern comforts don't come at the expense of rare privacy and a truly beautiful spot.

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Top guest favourite
Guest suite in Richmond
4.99 out of 5 average rating, 91 reviews

The Enchanted Studio w/ Tree-Top Views

Some spaces feel different the moment you walk in. The Enchanted Studio is one of them. Perched on the second floor of a beautifully crafted Richmond home, the Enchanted Studio greets you with a wall of windows and a view that stops you — a rain garden, towering trees, and a creek threading quietly along the property's edge. Thoughtfully designed, this retreat works for however you need it: a quiet escape, a remote work base, or simply a place to decompress in a beautiful setting.

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Top guest favourite
Tiny home in Richmond
4.99 out of 5 average rating, 209 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!

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Superhost
A houseboat, painted in blue and white, is docked next to a wooden marina. Surrounding greenery provides a natural backdrop, while a wooden structure with a red roof is visible in the background, showcasing a peaceful riverside setting.
Boat in Richmond
4.88 out of 5 average rating, 523 reviews

Warm, Cozy and Comfortable Houseboat, Gated Marina

Note: Dates taken? I have one other boat online-- The Cookie B with beautiful 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.

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Guest favourite
A cozy living area features a plush, green sofa adorned with textured cushions. A round wooden coffee table displays decorative bottles and a stack of books. Sunlight filters through a partially draped window, creating a warm ambiance against the rustic log walls.
Cabin in Henrico
4.97 out of 5 average rating, 92 reviews

Parkside Log Cabin

This 1930s log cabin is a peaceful getaway nestled inside the rural National Battlefield Park system while only 20 minutes from all that downtown Richmond has to offer. Overlooking a private pond for canoeing, fishing or stargazing, this property has all the charm of a vintage log cabin but with modern amenities like a fully stocked kitchen, cozy loft for sleeping, and a luxurious bathroom with an oversized shower, complete with plush robes for two.

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Top guest favourite
Home in Richmond
5 out of 5 average rating, 14 reviews

Waterfront Escape | Hot Tub, Canoe & SUP

Welcome to Rushes Reservoir—a waterfront retreat with treetop views hidden in the heart of Richmond. Perched above the reservoir, the home's main living spaces feel suspended in the canopy, with sweeping views of the woods and water. Relax in the hot tub, gather around the fire pit, paddle the reservoir by canoe or SUP, fish from the dock, or unwind on the expansive deck—all just minutes from Richmond's restaurants, breweries, and attractions.

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Guest favourite
A well-lit sleeping area features two spacious beds, each dressed with checkered bedding. A nightstand holds a lamp beside the beds, while a window allows natural light to fill the room. Warm wooden floors contribute to the inviting atmosphere.
Home in Petersburgh
4.89 out of 5 average rating, 63 reviews

Pet-Friendly in Petersburg, VA

Welcome to our warm, pet-friendly home in Petersburg, VA. It’s comfortable, fresh, and practical—perfect for travelers with pets. We love animals, so your furry friends are truly welcome. Located near the historic River Street Market and Petersburg National Battlefield, it’s a great spot to explore and relax. Enjoy a peaceful, cozy retreat where everyone, including your pets, feels at home.

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Popular amenities for DeWitt holiday rentals