Holiday houses in Cuckoo

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Top-rated holiday rentals in Cuckoo

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Top Guest favourite
A charming historic bungalow is presented, featuring white siding, green shutters, and a central door. Flanking the entrance are two wooden chairs set on a stone pathway. A large tree casts a soft shadow, complementing the clear blue sky and grass surrounding the home.
Cabin in Gordonsville
4.88 out of 5 average rating, 362 reviews

18th Century Charming Bungalow #127 & Pool

Escape & unwind from city life on a beautiful historic, 250 acre estate 20 minutes from Charlottesville! Our historic bungalow is perfect for those who want to take a step back in history and enjoy the wonder nature has to offer! Steep stairs access the upstairs bedroom, 2 can sleep downstairs. We are only 20 min away from Jefferson's "Monticello" & from James Madison's " Montpelier". Treat yourself to an onsite certified massage with a wellness therapist.Please book online at Spagreensprings.

Top Guest favourite
A shaded outdoor space features a white table with chairs and two rocking chairs positioned on a concrete floor. Brick columns frame the area, and double glass doors provide access to the interior. Lush greenery surrounds the patio, enhancing the serene environment.
Guest suite in Bumpass
4.99 out of 5 average rating, 252 reviews

River's Edge - Private Suite

Our home is located in historic Louisa County in Central Virginia on a five-acre wooded lot facing the South Anna River. Richmond is 30 minutes away and Charlottesville is less than an hour. The entire lower level of our home is used for the Airbnb. (We live in the upper level.) The decor is "homey" with some personal items. Children, pets, and smoking are not allowed. The internet is fast and cell phones work with WiFi calling. Food deliveries are not available due to our remote location.

Top Guest favourite
Guest suite in Goochland
4.97 out of 5 average rating, 236 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!

Top Guest favourite
An open and inviting living area features a comfortable plaid sofa, a wooden coffee table with decorative items, and a rocking chair. A dining table is set for meals. A kitchenette is visible in the background, enhancing the functional space.
Apartment in Rockville
4.97 out of 5 average rating, 307 reviews

The Home Stretch

Welcome to "The Home Stretch", a beautiful quiet place in the country just a few miles from Short Pump (which has great restaurants, Golf Courses, Drive Shack, wineries, Breweries. Our second floor apartment features a private entrance with all the things you may need while you are away from home. It has a spacious living area, eat in kitchen, queen bed and 2 trundle-like twin beds. We are on the premises but not in your space at all. Available day and night should you need anything.

Guest favourite
A charming single-story house is set amidst lush greenery. The exterior features light-colored siding, decorative shutters, and a welcoming front porch, framed by colorful flower beds. Large windows allow natural light to illuminate the home, creating an inviting atmosphere in a tranquil environment.
Guest suite in Louisa
4.9 out of 5 average rating, 321 reviews

The Crystal Peony (WIFI INCLUDED)

Welcome and thank you for considering The Crystal Peony in Louisa, VA as you search for your next stay! For those travelling East and West through VA, we are conveniently located JUST off I-64; and for those travelling North and South, we are only one exit from Rt-15. Our ideal location sits 30 minutes from Charlottesville and 40 minutes from Richmond. This room has its own private entrance with ample parking, a private attached bathroom and shower with a gorgeous double sink.

Top Guest favourite
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, 267 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 favourite
A charming historic cottage is featured, showcasing a white exterior with a red metal roof. The front porch is framed by a small staircase and surrounded by well-maintained greenery. Tall trees provide shade on the side, set against a backdrop of an expansive blue sky.
Cottage in Spotsylvania Courthouse
4.89 out of 5 average rating, 179 reviews

Bond House: Historic Retreat at Walnut Grove

Escape from the city to a historic 1740s cottage with a distant view of the Blue Ridge Mountains and peaceful surroundings with the opportunity to experience the slower pace of country living. Spend the day at Lake Anna to swim/ kayak/ boat or visit the state park, just 5 minutes away. Enjoy local wineries, and explore historic Civil War battlefields. After a fun filled day, return to your private oasis with a fully equipped kitchen.

Top Guest favourite
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, 152 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).

Top Guest favourite
A charming cottage with a peaked roof features a welcoming red door. Surrounding gardens with colorful flowers and lush greenery enhance the entryway, while a gravel path leads to the entrance. Trees provide a natural backdrop, contributing to the serene setting.
Home in Keswick
4.99 out of 5 average rating, 875 reviews

Charming Cottage at Golden Hill

Enjoy our lovely handcrafted cottage in its wooded, peaceful setting with its new keyhole-style herb garden. Just a mile off the Keswick exit of I-64 near Charlottesville, UVA, Monticello, many wineries and historic sites, this conveniently located property includes walking trails, hilarious chickens, beautiful gardens and a new playset for children. High speed internet is an added bonus.

Guest favourite
The Servants' Cottage, built in 1856, is showcased with a classic white exterior and a metal roof. Surrounded by well-maintained grass and shrubs, it is set against a backdrop of trees and open fields. Natural light casts gentle shadows on the lawn.
Cottage in Gordonsville
4.84 out of 5 average rating, 166 reviews

Quaint Cottage - Wolftrap Farm (Horse neighbors)

From the large covered patio of this little cottage, you can watch the horses, see our largest pond, eat your meals if you choose, and marvel at the beauty of nature. You can also book our hot tub patio, swim in our creek, fish in our ponds, hike our many miles of farm roads and woodland trails, use our Game Barn, and sip wine as you watch the sun set behind the mountains.

Top Guest favourite
A spacious bedroom features a cozy bed with decorative pillows. A traditional area rug covers the hardwood floor. Light walls are complemented by a piece of artwork, while double doors provide storage space. The kitchen area is visible in the background.
Apartment in Ashland
5 out of 5 average rating, 129 reviews

Hundred Acre Wood: basement apartment/pets welcome

Pets welcome! Cozy, comfortable, and spacious efficiency apartment with a view of pristine woods and adorable chickens and ducks. Go for a walk in the woods to Beech Creek or explore the quaint town of Ashland just 10 minutes away. A great space to unplug, rest, and get away from it all! Please note that we are not able to accommodate long-term rentals.

Top Guest favourite
The cabin exterior is illuminated at night, featuring a mounted skull above the entrance. Colorful lights cast a glow on surrounding trees, creating an enchanting atmosphere. The sleek design includes a covered porch with modern railing, highlighting the cabin's rustic charm.
Guesthouse in Troy
4.97 out of 5 average rating, 262 reviews

Cabin in The Pines

The natural wood cabin is conveniently located 12 miles east of Charlottesville on a private 100 acre farm. The owners are on property which is located near Interstate 64, a major shopping center, Martha Jefferson Hospital, University of Virginia as well as many vineyards, breweries, and historic attractions.

Popular amenities for Cuckoo holiday rentals

  1. Airbnb
  2. United States
  3. Virginia
  4. Louisa County
  5. Cuckoo