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Holiday houses in Earlysville

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Top-rated holiday rentals in Earlysville

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

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Guest favourite
A charming cottage with a metal roof features a welcoming front porch, surrounded by greenery. Rocking chairs offer a cozy spot, while stone pathways lead to a landscaped yard. Light spills onto the deck from nearby trees, blending indoor and outdoor spaces harmoniously.
Home in Barboursville
4.93 out of 5 average rating, 312 reviews

Spaniel Hill; cozy hilltop home w privacy & views

Cozy hilltop with Views, deck and hot tub. Cottage furnished with original art and antiques collected by us, the cottage is easy to get to but feels like a world away. Recently renovated main level has three cozy bedrooms and 1.5 baths, sleeps 6, and the garden level suite offers one large king bed and a twin bed with full bath and separate sink area, sleeps 3. Close to UVA, Pantops 250 corridor, theDowntown Mall, Gordonsville and Orange to our north. Over 20 highly rated wineries within 20 m

Guest favourite
The exterior of a brick house is framed by vibrant autumn foliage, with golden and orange leaves. A pathway of bricks leads to the entrance, and subtle landscaping includes a small tree displaying colorful leaves, contributing to a serene outdoor setting.
Home in Charlottesville
4.95 out of 5 average rating, 106 reviews

Spacious apt/near Charlottesville /UVA/wineries

*Spacious, sunny, 1275sf 2-bdrm apt, 9 ft. ceilings *BEDS: 1 king+2 XL twins (can convert to a 2nd king); a twin or queen air mattress avail if requested or if >4 people ($25/night pp) *cable Wi-Fi/TV *Desk+adjustable chair *15 min to UVA; close to hiking, wineries, breweries, Monticello *15 min to CHO *Panoramic views: rolling hills; lovely woods * landscaped yard; large bluestone patio *Setting along the picturesque Garth Rd. corridor *12 min. W of town; <1 mile from Foxfield Steeplechase

Top Guest favourite
A spacious, two-story house with white siding and large porches is featured. Lush green grass surrounds the structure, and the landscape includes open pastures and trees. The setting is serene, with plenty of natural light illuminating the exterior.
Home in Dyke
4.96 out of 5 average rating, 359 reviews

Living Water Farm, Blue Ridge

Iconic home and Farm in Dyke, Virginia, circa 1891. Situated on the Roach River with views of the Blue Ridge mountains and pastures. Relax on one of the double porches or under on of the shade trees. The stone fireplace warms the heart and soul on a cool evening. Minutes from the Shenandoah National Parkway, the Blue Ridge School and several beautiful wineries. Approx. 12 miles from CHO airport, 20 min from Blue ridge Parkway, 10 min. to Standardsville and 20 miles to Charlottesville.

Top Guest favourite
A charming cottage is nestled among mature trees and vibrant landscaping, featuring a welcoming entrance. The rustic structure is complemented by lush greenery and seasonal foliage, emphasizing a serene, natural setting.
Guesthouse in Earlysville
4.97 out of 5 average rating, 394 reviews

Cottage at Frog Jump- woodland privacy at its best

Guesthouse ideal for two people. Small cottage (1 bed, 1 bath) is situated in a country setting on ten wooded acres along a large serene pond. It features a darling kitchenette with sink, fridge, microwave and toaster/convection oven. (No stove top, no oven.) You'll enjoy birdsong and views of various wildlife. A quiet, restful place to stay when you want to be near Shenandoah Nat’l Park, UVA, Charlottesville, Virginia wineries, Monticello, Montpelier, CHO, and other close-by attractions.

Top Guest favourite
A spacious living area displays soft beige sofas paired with dark blue accent tables. Natural light filters through large windows, enhancing the warm, neutral tones of the walls. A glimpse of the kitchen and bedroom can be seen through open doorways, providing a sense of flow.
Home in Charlottesville
4.96 out of 5 average rating, 223 reviews

Woodwind Cottage

Woodwind Cottage is a brand new, beautifully built cottage with living room, bedroom, bath, kitchen and loft. It has charming architectural details and a covered porch for enjoying the view of the woods. The loft has a fold out sofa for an extra guest or private work space. The home has wifi, smart tv for streaming, and a gas fireplace. Enjoy reading in the oversized window seat, rise early to see deer in the yard or, perhaps, a hot air balloon overhead in the spring and fall.

Top Guest favourite
A grassy open area is depicted, with a black and white dog lying comfortably on the ground. In the background, several canoes are visible on a trailer, positioned under trees that provide partial shade.
Guest suite in Charlottesville
4.93 out of 5 average rating, 179 reviews

The Brothers Great Room

Your private guest suite is located in Northern Albemarle County Virginia. We cannot allow cats(due to family members with allergies and the extra cleaning required) We are just off of Route 29 with easy access to local venues. The suite is up one flight of stairs. Albemarle County is central to the University of Virginia, Monticello, Montpelier, wineries, craft beer breweries, and wedding venues in the area. Your dogs may run the open areas. Please clean up after your pet.

Top Guest favourite
The exterior of a two-story colonial-style house is visible, showcasing a well-maintained front yard with mature greenery. A gravel driveway leads to a covered parking area. Bright blue skies and scattered clouds frame the scene, highlighting the peaceful, natural surroundings.
Home in Charlottesville
4.97 out of 5 average rating, 190 reviews

Wakefield Ct | Private Parking spots | Fast WiFi

Cozy stay in an updated colonial style house on a quiet street. Short drive from great local spots along Downtown Cville, UVA Corner, Monticello, Blue Ridge Parkway, The Appalachian Trail, breweries and local wineries. An excellent choice for hosting small gathering with good yard space and pouch. A wonderful stay if you like to be close to all the attractions Cville has to offer, but still far enough to enjoy peace and quiet. Thank you, for your time and consideration.

Guest favourite
A modern living area features a charcoal gray sectional sofa facing a stylish marble coffee table. A black brick fireplace serves as a focal point, surrounded by built-in shelves showcasing decorative items and plant life. A cozy area rug anchors the space.
Home in Ruckersville
4.9 out of 5 average rating, 367 reviews

Modernized Cottage - 2 Acre Estate – Near Cville

Unwind in our beautifully renovated modern cottage, nestled on two serene acres of countryside. Surrounded by lush trees, open pastures, and the gentle backdrop of a neighboring farm—just 10 minutes from Charlottesville, & 30 mins to Downtown and UVA. You'll be perfectly positioned at the edge of Virginia wine country, with renowned vineyards and local attractions moments away, all while enjoying the beauty of nature at your doorstep in a stylish and comfortable cottage.

Top Guest favourite
A charming house is set against a backdrop of lush greenery, illuminated by string lights. A spacious covered porch is framed by large windows, showcasing warm interior lighting. Outdoor seating and a grill are arranged on the patio, inviting relaxation in the serene surroundings.
Home in Charlottesville
4.99 out of 5 average rating, 136 reviews

Country Retreat for Family & Friends

Welcome to the beautiful countryside around historic Charlottesville! "The Tree" House so named for its massively gorgeous oak, stands at what once was the site of a pre-Civil War cabin. This home welcomes visitors old and young alike and groups large or small! Explore the spacious outdoors that include hiking trails, a quaint pond with a floating dock, a fire pit and tire swing and a large field for lacrosse, soccer, football, frisbee - you name it!

Top Guest favourite
A spacious Great Room showcases exposed beam ceilings and a brick fireplace. Comfortable seating surrounds a coffee table adorned with decorative items and plants. A dining area, visible in the background, features a long table with chairs, and natural light filters in through large windows.
Guest suite in Charlottesville
4.94 out of 5 average rating, 737 reviews

Spacious home with vintage character

3 BR shabby chic home sleeps 6 at base price. (Up to 9 at $25/night per extra guest). We've divided our enormous old house just outside of Charlottesville into two completely self-contained solar powered homes. EV charging available at no extra charge. 12 min to downtown, 15 min to Monticello or UVA. Convenient to the region's best wineries and right off one of the most beautiful scenic byways in Virginia. Sunny walkout deck with grill.

Top Guest favourite
A modern kitchen is showcased, featuring white cabinets and stainless steel appliances. A large island with two wooden bar stools is visible, accompanied by a bowl of fruits. Brightly lit with recessed lighting, the kitchen offers ample counter space and a cozy atmosphere.
Guest suite in Ruckersville
4.98 out of 5 average rating, 127 reviews

Summerfields Place

Newly constructed one bedroom walkout basement apartment with private entrance, located in Ruckersville, near Shenandoah National Park and Charlottesville. Peaceful country setting with wooded acreage. Relax on the patio. Full kitchen, double bathroom sink, walk in closet, washer/dryer. Queen size bed in master bedroom and full size futon in office. Smart TV, free Wi-Fi and free parking.

Top Guest favourite
A bright sleeping area is defined by a spacious bed with striped linens and a cozy throw. Two windows allow natural light, illuminating the wood flooring. A dresser and a rocking chair are positioned nearby, complementing a small decorative rug that adds warmth.
Cottage in Free Union
4.91 out of 5 average rating, 212 reviews

Charming Country Cottage

This cottage was built in 1910 and is updated to include super fast internet, a updated bathroom, 4K streaming TVs, while keeping the charm and ambiance of the original cottage. Originally served as a country doctors office. Located in the hamlet of Free Union about 9 miles from UVA, Charlottesville, VA and Charlottesville/Albemarle Regional Airport (CHO).

Popular amenities for Earlysville holiday rentals