Vacation rentals in Pratts

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Top-rated vacation rentals in Pratts

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Top guest favorite
Lush green shrubs form a natural foreground against rolling hills. A distant mountain is partially shrouded in mist, while blue skies are visible above. Farm buildings are seen in the background, nestled among the trees and fields.
Chalet in Hood
4.99 out of 5 average rating, 291 reviews

Firnew Studio

Romantic getaway from the city in the heart of Virginia Wine Country, 15 minutes to Shenandoah National Park, 30 minutes to Charlottesville. Private art studio on 265 acre farm with spectacular Blue Ridge views. Deck overlooks pond. Perfect sunrise and sunset viewing. Walk to swimming hole, collect fresh eggs, feed goats, canoe in pond or simply relax on large private deck. Perfect for one couple. Close to wineries, breweries, hiking, Montpelier, Monticello. 1.5 hrs from DC/ Richmond.

Top guest favorite
A private hot tub is positioned on a wooden deck, inviting relaxation. The exterior of a two-story building is visible in the background, featuring a well-maintained lawn and a staircase leading to a covered porch. Soft lighting illuminates the outdoor seating area.
Apartment in Madison
4.91 out of 5 average rating, 260 reviews

The Studio at Dark Run Retreat

Quiet studio on a secluded 5 acres only 3 miles from town. Kick back and relax by the pool in the warmer months, or in the hot tub in the cooler months. Small trails lead to the creek running along the property, maybe you'll even catch a glimpse of the deer or turkey that wander thru...we've even seen a lil bear once! There is an apartment above the studio, so we ask that you be mindful of those guests if occupied. *The studio got a make-over! As of 10/6/20, we will no longer be hosting pets*

Top guest favorite
A newly constructed guesthouse features a charming exterior with a sloped red roof and white trim. A covered balcony with a red umbrella overlooks landscaped gardens. Stone pathways and greenery surround the home, enhancing the inviting outdoor space.
Guesthouse in Orange
5 out of 5 average rating, 285 reviews

Taj Garage Guesthouse

Above garage guesthouse with private, self check-in entrance, off-street parking, among historic homes, 4 blocks to restaurants, shops, park, etc. in downtown Orange. Includes a fully equipped kitchen, queen bed, full bath, seating area, TV, wifi and balcony. Custom heart pine furniture, EV charger, refrig, stove, microwave, toaster and Keurig. Close to superb wineries, breweries and historic sites. Four blocks from the railroad so you will occasionally hear "that lonesome whistle blow".

Top guest favorite
The exterior of Sunset Retreat features a welcoming entrance with a decorative sign and a covered porch. Lush shrubs frame the doorway, and a stone pathway leads to the steps. A warm, neutral color palette complements the nature surrounding the home.
Home in Aroda
4.98 out of 5 average rating, 102 reviews

Sunset Retreat a cabin off the beaten path

Relaxation and quiet are two words that come to mind at Sunset Retreat. Close enough to stores for convenience but far enough away for solitude. Large yard, fire pit and concrete area if children want to create a masterpiece in chalk, there is also a tree swing next to woods. Close to many wineries, breweries and hiking. No WIFI or satellite tv, we have antenna only. You are welcome to bring your own hotspot . We have one smart tv. There is also a private in ground pool for summer time use.

Top guest favorite
The entrance features double wooden doors that open to a welcoming interior. A 'hello' mat is placed on the threshold, and two stylish chairs are positioned on the balcony above, inviting guests to enjoy the view. Lush plants accentuate both sides of the entrance.
Apartment in Somerset
4.98 out of 5 average rating, 197 reviews

Cozy Farm Apt near Cville•wineries, mt. views

Come experience a relaxing getaway on our family’s dairy farm! Set in beautiful Orange County, We are close enough to Charlottesville (25 min) to fulfill all your shopping and eating needs, but have the privacy, calm and tranquility of the country, with beautiful majestic mountain views! This is a wonderful location for exploring all of wine country, unwinding from the hustle of busy life, and then taking in the sunset in this quiet country setting with rolling hills as your backdrop!

Top guest favorite
A rustic log cabin is surrounded by lush greenery in a serene wooded setting. The spacious front lawn is fenced, providing a safe area for pets. The porch features a swing, inviting relaxation amidst the natural landscape.
Cabin in Madison
4.96 out of 5 average rating, 109 reviews

Relaxing 2BR CABIN, 12 acres, dog friendly, hiking

Bring the whole fur family & enjoy precious time away from the hustle & bustle of everyday life. This updated cabin sits on 12.5 acres of mainly wooded land in the heart of the blue ridge- Madison County. Within 30 minutes of wineries, breweries, hiking, & Charlottesville! Boasting a primary loft bedroom w/ a queen bed and a bonus room w/ a full bed, this home away from home can comfortably sleep 4-5! Front porch swing & fenced yard for the pups to play. Guests can completely relax!

Guest favorite
A welcoming entrance to the duplex is highlighted by a stone pathway leading to a wooden porch. Lush greenery surrounds the porch, with shrubs and trees providing a serene atmosphere. The sky is partially cloudy, adding to the tranquil outdoor setting.
Home in Madison
4.95 out of 5 average rating, 438 reviews

Unit A-Mountain Retreat- SAUNA-Hiking-Wineries

Renovated duplex in Madison, VA. Enjoy a peaceful setting, amazing views and convenient to wineries, wedding venues & hiking. SAUNA! On-site walking trail. Near Early Mtn Vineyards, Prince Michelle Winery, Yoder's Market, Bald Top Brewing & Plow & Hearth. A 30 min drive to Charlottesville, Shenandoah Nat. Park, Culpeper & Orange. Shopping, restaurants, breweries, antiquing, site seeing and more. *RENT ENTIRE HOME* - Inquire for our unit A & B combined rate. Dogs allowed-$30 fee.

Top guest favorite
An aerial view of the historic Woodbourne Estate Manor showcases its striking red roof and white facade. The surrounding landscape features lush greenery, expansive fields, and well-maintained gardens. Pathways are visible leading to the entrance, enhancing the inviting atmosphere of this picturesque estate.
Farm stay in Madison
4.97 out of 5 average rating, 116 reviews

Brewery Manor Sleeps 10 Hot Tub

Woodbourne Estate, circa 1810, is a National and Virginia historic registered landmark Manor House and farm nestled in the foothills of the Blue Ridge Mountains in Madison, Virginia. The 53-acre Estate is also home to our award-winning Bald Top Brewing Company which sits just a comfortable stroll beyond the Manor house. This magical Manor, with its gorgeous grounds, gardens, barns, ruins, pool, stream and vistas awaits! The Manor at Bald Top: Drink in the Moment!

Top guest favorite
A modern tiny cottage is shown, featuring a spacious wooden deck with outdoor seating and a propane grill. Large glass doors offer a view into the interior, while a compact sauna is positioned nearby on the grassy landscape, surrounded by lush trees.
Tiny home in Madison
5 out of 5 average rating, 118 reviews

Luxury Tiny Home 1: Sauna, River & Mountain Views

Welcome to Rooted Land Co., a 350-acre private retreat nestled at the base of the Blue Ridge Mountains with over one mile of Rapidan River frontage. The property features three luxury tiny cottages, each intentionally positioned for privacy and stunning mountain views. Guests are invited to enjoy hiking, fishing, wildlife observation, and farm life in a serene, rural setting just minutes from Virginia’s finest wineries, breweries, and Shenandoah National Park.

Guest favorite
Cottage in Madison
4.92 out of 5 average rating, 168 reviews

Charming Guest Cottage at Winery

Early Mountain Vineyards' charming Guest Cottage, nestled next to our front block of grapevines and below our historic hilltop barn, offers breath-taking views of the Blue Ridge Mountains and a serene place to watch the sunset while sipping wine. Only short distance to our Tasting Room - open 5 days a week, Thursday - Monday. We recommend a reservation in advance - this can be made via our website, Early Mountain Vineyards, or by calling our winery directly.

Superhost
A screened porch features comfortable seating arrangements, including a hanging chair and a cozy couch. Soft lighting strands drape across the wooden beams, while a large dining table sits in the corner. The surrounding forest is visible through expansive windows, enhancing the connection to nature.
Cabin in Pratts
4.95 out of 5 average rating, 157 reviews

Stunning Modern Cabin w WiFi near Shenandoah Park

My family lovingly restored this log cabin and it was recently featured in the Washingtonian as one of the top places to visit in the DC region! We’re so excited to share it with you! It is one of the only houses in the area with reliable high speed xfinity wifi. It is a short drive to so many of the popular Shenandoah National Park hikes and it's centrally located to so many of the popular breweries, wineries, restaurants, and adorable small towns.

Top guest favorite
A well-lit bedroom features a cozy bed adorned with decorative pillows. Two bedside lamps provide soft lighting, while a ceiling fan adds airflow. Natural light enters through a window framed by light curtains, complementing the serene artwork displayed above the bed.
Cottage in Madison
4.99 out of 5 average rating, 172 reviews

Fishback Cottage, Convenient Central location

Centrally located in the country side of Madison, VA. With easy access to route 29 and closely located to local breweries, wineries and hiking. Speedy wifi makes it easy for a business trip or for a night of relaxation with Netflix. 7 Min Drive to Renback Barn or Early Mountain Vineyards 17 Mile Drive to White Oak Canyon or Old Rag trails 25-30 Min Drive to Charlottesville (UVA) or Culpeper 20 Min Drive to Woodberry Forest

Popular amenities for Pratts vacation rentals

  1. Airbnb
  2. United States
  3. Virginia
  4. Madison County
  5. Pratts