Vacation rentals in Dillwyn

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Top-rated vacation rentals in Dillwyn

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Top guest favorite
Guest suite in Goochland
4.97 out of 5 average rating, 243 reviews

Relax at Pop & Nana’s Place at Nothin’ Flat

If you’re looking for a peaceful, country style getaway on a wooded 2.5 acre lot, look no further. This 2-bedroom (3 beds) 2 bath unit offers all the comforts of home including a full kitchen, dining area, game room, laundry room, covered patio and single-car garage. Outdoor parking is also available. Hang out indoors and play on our pool table, dart board, foosball table, games, puzzles, or enjoy the great outdoors making s’mores over the fire pit or enjoy the hammock. Check out our Guidebook!

Superhost
A rustic lodge is set on a spacious, cleared area surrounded by trees. The wrap-around deck showcases wooden railings and a central chimney, with the sun casting natural shadows onto the ground. Clear skies add to the inviting atmosphere.
Chalet in Dillwyn
4.9 out of 5 average rating, 156 reviews

10 Acre Wilderness Paradise!

Welcome to 🐻Lazy Bear Lodge🐻!! Escape to this luxurious, secluded 10-acre Wonderland! Vast space to sleep 12, this stunning retreat lets you unwind & enjoy the great outdoors. Relax on the expansive wrap-around deck, by the fire pit, or explore the trails. Enjoy the arcade, billiards, & outdoor games! LBL has 3 levels, 3 spacious bedrooms, & 3 bathrooms. Enjoy a fully equipped kitchen & dine in the elegant dining area or on the deck with breathtaking views of the surrounding nature.

Top guest favorite
A charming two-story house features a welcoming front porch with white railings and multiple gabled roofs. The neatly landscaped yard is complemented by a paved driveway leading to a detached garage. Surrounding greenery provides a serene backdrop against the clear blue sky.
Guesthouse in Farmville
4.98 out of 5 average rating, 318 reviews

BrightEyes Alpaca Retreat Farmville ,Virginia

Separate apartment ABOVE detached garage; Modestly equipped kitchen. KING bed, sitting area & electric fireplace. TV in living room. NO WiFi. Your HOTSPOT works great here. PET FREE indoor/outdoor. *PET FREE/NO pets allowed* , no exceptions. NO smoking (any device/format) on the premises.-posted!! Max 3/No children under 5. Apartment access is thru INDOOR garage stairs;not recommended for individuals with mobility issues. No entrance by deck (there are no lights). No EV charging onsite.

Top guest favorite
A gravel driveway leads toward a scenic countryside view, framed by trees on either side. At the entrance, two large tree stumps stand prominently, while a mailbox and a signpost indicate the property location. A soft sunset glow is visible in the distance.
Home in Farmville
5 out of 5 average rating, 111 reviews

The Hide-A-Way

Follow a long gravel driveway before you can view this comfortable house in the country. This house is 12 easy miles from the Town of Farmville and all it has to offer. Longwood University and Hampden-Sydney College is near by. Visit High Bridge State Park for hiking and Greenfront is a shopping destination. Lots of dining options will appeal to every taste and plenty of other activities to enjoy in this area. There is no phone-internet or satellite at The Hide-A-Way, Cell phones do work.

Guest favorite
A covered patio area features two reclining chairs, providing a comfortable space to relax. A charcoal grill is positioned under the awning, while potted plants add a touch of greenery. The backdrop showcases a lush woodland setting, enhancing the outdoor experience.
Guest suite in Howardsville
4.91 out of 5 average rating, 162 reviews

La-de-da studio near James River and Wineries

Welcome to La-de-da! We are located in beautiful, rural Howardsville, Virginia with convenient access to all the recreational amenities the James River has to offer. We are a VERY scenic 35 minutes to Wintergreen, all the wineries, breweries, distilleries and orchards in the region and great hiking trails! We are far enough outside of the cities of Charlottesville and Scottsville to provide peace and quiet, but just a scenic 20 minute drive to Scottsville and 40 minutes to Charlottesville.

Top guest favorite
A charming cottage is silhouetted against a vibrant sunset sky, showcasing an array of warm colors. The structure features large windows and a simple design, nestled within a tranquil landscape.
Farm stay in Scottsville
4.96 out of 5 average rating, 171 reviews

Shepherdess Cottage

Charming cottage located in Scottsville, Virginia on a 93 acre sheep farm. It is located 19 miles from Charlottesville. The Shepherdess Cottage is tiny, relatively private and offers beautiful views. We are a working farm so you may encounter us, but will respect your privacy as much as we can. You are welcome to "free range" with our sheep and enjoy exploring the property. Sometimes our lambing season (pretty much year-round) will offer bottle babies that you can feed and cuddle.

Top guest favorite
A tiny house is set against a backdrop of colorful sunset skies. The exterior features blue siding with softly glowing lights around the entrance. Lawn chairs are positioned in front, inviting relaxation. Trees and greenery surround the area, enhancing the serene atmosphere.
Tiny home in Scottsville
4.99 out of 5 average rating, 484 reviews

Rare Find: Private Animal Sanctuary & Tiny Cottage

For animal lovers seeking an exclusive and unique getaway, this boutique Airbnb in Scottsville offers a tranquil escape where guests can unwind in nature and connect with the sanctuary’s resident animals. Recognized by Northern Virginia Magazine, Trips 101, and Trips to Discover as one of Virginia’s most distinctive stays, this thoughtfully curated retreat features cozy furnishings, charming handcrafted details, and an expansive window that showcases views of the animals.

Top guest favorite
The cabin exterior features a wooden facade complemented by metal accents. A screened-in porch with a white door opens into the entryway, surrounded by potted plants and greenery. Stone steps lead to the porch, creating an inviting entrance.
Tiny home in Scottsville
4.92 out of 5 average rating, 270 reviews

Convenient Rustic Cabin near Wineries

I’m located 6 miles from Scottsville, 15 miles from Charlottesville, 25-30 minute drive. A pasture of cattle is not too far away you can hear the mooing at times and see sightings of deer quite often. It’s a private and quiet location. Two large rivers, James and Rivanna offer recreational activities. Rustic cabin, country located. Clean and cozy with a well stocked kitchen with all your cooking needs. If not, leave suggestions on what is missed. Thank you.

Top guest favorite
The front of the farmhouse displays a sloped roof and a porch with seating. A small table and two chairs are set on the grassy area. Large glass doors offer a view into the living space, framed by surrounding greenery.
Cottage in 501
4.95 out of 5 average rating, 129 reviews

A Perfect Country Getaway

Heron Hill 49 is a place for people who want to unplug, get away, and appreciate the quiet of country life. It’s an ideal space to relax or to work without distractions. Fiber optic internet is provided; cell service is limited. (We recommend wi-fi calling.) Guests will enjoy walking the property, following Spring Creek, and exploring the remains of an old, hand-built stone dam in the woods. Birdwatchers will find an abundance of species.

Top guest favorite
A serene lakefront view showcases a spacious green lawn leading to a small pavilion. The pavilion features a covered area for relaxation, with a clear view of the tranquil lake surrounded by trees under a blue sky with scattered clouds.
Home in Farmville
4.95 out of 5 average rating, 155 reviews

The Lake House

Enjoy nature in this lakefront 3 bed/1.5 bath retreat. This house is set off the road in a very serene and rural area, yet you are only a short drive away from many conveniences. Less than 5 miles from Downtown Farmville, restaurants, GreenFront, and Longwood University. About a 20 min to Hampden Sydney. This is the perfect place to disconnect from the outside world and relax dockside. *Please read all details below*

Top guest favorite
The exterior of the house is framed by vibrant autumn foliage, showcasing a mix of reds, oranges, and yellows. Stone steps lead to a welcoming porch, illuminated by soft interior lights. A gravel pathway is bordered by lush greenery, enhancing the natural setting.
Cottage in Palmyra
4.96 out of 5 average rating, 158 reviews

Hawkwood House King Bedroom

Hawkwood House is close to Charlottesville, VA. It is in a 100-acre wood. Two guests share downstairs bedroom. Guests may use upper floor only with prior arrangements. It is a very quiet, peaceful setting. It is located near historic sites from colonial times of the United States and the Civil War and near Charlottesville VA and homes to three early US presidents (Monticello, Ash Lawn and Montpelier).

Guest favorite
A cozy cabin with a striking red metal roof is set amidst lush greenery. A stone pathway leads to the entrance, framed by trees and ivy. A classic lantern stands nearby, complementing the rustic charm of the wooden structure.
Cabin in Appomattox
4.96 out of 5 average rating, 417 reviews

Cozy and Private Riverfront Cabin on 50 Acres

Voted “Coolest AirBnb in Virginia” by Condé Nast www.cntraveler.com/gallery/best-airbnbs-in-the-us Nestled amongst a stand of mature hardwood trees, atop a bluff overlooking the scenic Appomattox River, this cozy cabin is a great place to let your stress melt away. Originally built in the 1800's and moved to its current location in the 1970's, it offers old-school charm and modern comfort.

Popular amenities for Dillwyn vacation rentals

  1. Airbnb
  2. United States
  3. Virginia
  4. Buckingham County
  5. Dillwyn