Holiday houses in Dinwiddie

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Top-rated holiday rentals in Dinwiddie

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
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, 354 reviews

Farmstay pets and one Nights

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 $25 day. 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 favourite
Cabin in Blackstone
4.96 out of 5 average rating, 282 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!

Top Guest favourite
A wooden deck offers a comfortable outdoor space, featuring two rocking chairs with floral cushions. A small table stands neatly between them, adorned with a vase of flowers. Surrounding trees showcase autumn foliage, creating a serene backdrop.
Cabin in Dinwiddie
5 out of 5 average rating, 123 reviews

Dinwiddie Couples Getaway- Wells Cabin @WeldanPond

Wells Cabin @Weldan Pond is a beautiful new space designed for couples who love to relax, enjoy the outdoors (hike, fish, trail bike, & more), & marvel over beautiful views. The Cottage has a full kitchen, a large king bedroom, a bright, window filled sitting area, and a new deck overlooking Upper Weldan Pond and acres of healthy, natural hardwood forest with nearly 4 miles of trails to explore. You'll also love just enjoying the deck and the beauty of the Virginia countryside.

Guest favourite
The open living area features warm wood flooring, exposed brick walls, and a cozy seating arrangement. A traditional area rug lies across the floor, with a fireplace visible in the background. A dining area with wooden chairs and a kitchen can be seen, enhancing the inviting space.
Home in Petersburgh
4.93 out of 5 average rating, 101 reviews

1830's House in Historic Old Towne Petersburg, VA

This circa 1830 storefront home was recently renovated. The second floor living quarters, fully furnished with a gourmet kitchen, super living room, study, large master bedroom and bath complete with antique claw-foot bathtub, sliding warehouse doors and much more can be yours for a surprisingly low price. Complete with original pine flooring and furnished with a combination of old and new touches. Walking distance to historic Old Towne Petersburg and ten minutes to Fort Lee.

Guest favourite
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
4.96 out of 5 average rating, 203 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 favourite
Home in Richmond
5 out of 5 average rating, 13 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.

Top Guest favourite
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, 198 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 favourite
Cabin in Dinwiddie
4.95 out of 5 average rating, 219 reviews

Late Summer Getaway on a Private Lake

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.

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.

Guest favourite
Cottage in Jarratt
4.92 out of 5 average rating, 474 reviews

Smith’s Cottage

Newly 2-bedroom cozy cottage just 2 miles off of interstate 95. This little hidden gem is surrounded by farm/wood land; while sitting on the porch sipping coffee you just might see the deer grazing in the yard! Enjoy time by the firepit right out the back door an on a clear night or any night you can star glaze the night away!! No parties are allowed on this property

Guest favourite
An inviting living room is featured, showcasing a baby grand piano to the right. Comfortable overstuffed leather sofas and a round coffee table occupy the center, while natural light filters through nearby windows. A ceiling fan and decorative wall art add to the tranquil environment.
Home in Blackstone
4.91 out of 5 average rating, 136 reviews

Cedar Breeze

Welcome! We hope you will make Cedar Breeze part of your journey. You'll enjoy this peaceful three bedroom cedar sided home with a park-like yard in this beautiful quiet residential neighborhood. Set back from the road and with a view of woods in front and in back, you'll have your privacy but be less than a mile from the center of this charming town.

Top Guest favourite
The exterior of a single-story house is surrounded by vibrant flowers and greenery. A wooden porch with stairs leads to the entrance, while large windows framed by dark green shutters allow natural light inside. Mature trees form a peaceful backdrop.
Home in McKenney
4.94 out of 5 average rating, 127 reviews

Rural Charm #3- 3 bdrm. home- minutes off of I-85

We're located on a beautiful wooded 26-acre property, green, quiet and peaceful yet just minutes off of I-85. Perfect for family groups, girl/guy weekends, and traveling professionals. Convenient if you're visiting, Fort Barfoot, Lake Phoenix, and Virginia Motor Sports Park. We're located one hour south of Richmond, VA. convenient to I -85 & I-95.

Popular amenities for Dinwiddie holiday rentals