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Holiday rentals in Pittsylvania County

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Pittsylvania County

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

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Top guest favourite
Flat in Danville
4.96 out of 5 average rating, 227 reviews

The Historic Blessing House in Danville on Main

Located on historic Main Street, the home has central HVAC, is workspace friendly, w/ tv and walking distance to coffee shop/wine bar/restaurant/museum/ hospital. Averette Univ is 6 blocks. Casino 1 mi Queen bed, ceiling fan, window blinds, drapes, full floor mirror & walk-in closet. Full kitchen w/ ceiling fan, coffee, tea, Keurig, bottled water, disinfectant, sanitizer, and cooking essentials. Private Bath with shower, soap, shampoo, conditioner, hair dryer. Linens incl. W/D available.

Top guest favourite
A welcoming entryway features an archway leading to a cozy living area, illuminated softly from a nearby lamp. Framed botanical art adorns the walls, alongside decorative plants in stylish pots. A neutral rug adds warmth and texture to the wooden floor.
Home in Danville
5 out of 5 average rating, 103 reviews

BRAND NEW! Charming 2 Br home...great location!!!

Perfectly nestled in a quiet, safe neighborhood! Centrally located near the downtown River District and Riverwalk Trail, Averett Univ., SOVAH Health and great restaurants. Professionally renovated, decorated and landscaped with attention to details to make your stay comfortable and enjoyable! Screened porch for coffee and birdwatching, fresh herbs and flowers for cutting, great internet for home office and smart tvs in every room. Well supplied throughout to make the perfect home away from home

Top guest favourite
A cedar cabin is set against a backdrop of serene water and mountains, with vibrant pink blooms in the foreground. The tranquil scene is enhanced by lush greenery surrounding the cabin, providing a peaceful lakefront atmosphere.
Cabin in Huddleston
4.9 out of 5 average rating, 130 reviews

Cute and Comfy Cabin, Stunning Lakefront Views

Every season offers something special be it summer on the water, fall foliage, cozy winters by the electric fireplace, and blooming springs.   Book your stay and experience why guests return year after year. Wake up to panoramic lake and mountain views in a peaceful, no-wake 60 acre cove, perfect for fishing, relaxing, reconnecting, and making memories. Inside, this cabin you’ll find a playful bear-themed décor that guests of all ages love—adding a fun, memorable touch to your stay. 

Guest favourite
Home in Danville
4.88 out of 5 average rating, 16 reviews

Cozy cottage

Stay at this beautifully renovated, 1940s cottage, right on the outskirts of Danville. Perfectly placed on a calm street, you will be able to relax while only being 5-10 minutes from all stores and attractions. The space is cute and cozy with everything you need to feel right at home! **PLEASE READ** This home was built in the 1940s. The ceilings are low. Most rooms are around 7 ft. The living room is 6’ 8”. If you are a taller person, the ceiling height may be uncomfortable.

Guest favourite
Flat in Danville
4.98 out of 5 average rating, 120 reviews

Chic Haven: 2b/1bath in the Heart of Danville

Welcome to our chic and charming boutique-inspired Airbnb nestled in the heart of the Old West End, just steps from Downtown Danville. Designed with a passion for style and comfort, our space offers a unique blend of luxury and personality, curated to provide you with an unforgettable stay. While there are stairs, the privacy that you'll find on your front and back patios is unmatched! You'll be able to enjoy your morning coffee with a private view. STR Permit# PZ25-00015

Top guest favourite
Home in Blairs
5 out of 5 average rating, 8 reviews

Levi Hall Farmhouse- Whole House

This beautifully renovated farmhouse blends rustic charm with all the modern amenities needed for a relaxing and memorable stay. Nestled in a peaceful rural setting, the home features five spacious king bedrooms and four full bathrooms, thoughtfully designed for convenience and comfort. Fresh linens, plush towels, & toiletries are provided to make your stay as comfortable as possible. The kitchenette is minimal and tidy, meant for convenience rather than full-scale cooking.

Top guest favourite
Home in Chatham
5 out of 5 average rating, 31 reviews

Hermione’s Purse

In the heart of downtown Chatham just across the creek from Chatham Hall, you will find a tiny home with room for everyone. Private and quiet with sweeping green views, Hermione’s Purse is within easy walking distance of both private schools and all downtown businesses. Built to last in 1960, the original part of the home consists of the living room and kitchen, with two bedrooms upstairs. The home’s first indoor bathroom and a bedroom downstairs were added in the 1980s.

Guest favourite
The exterior of a charming single-story home features white siding, a grey roof, and two front entrances. A well-maintained lawn with green grass surrounds the house, and trees with autumn foliage provide a colorful backdrop. A paved walkway leads to the front doors.
Home in Gretna
4.98 out of 5 average rating, 81 reviews

Nellie's Nest

This adorable three bedroom is perfect for your stay in Gretna. Hit the sidewalks for a run or walk down to the best coffee shop around, The Pod. Take a quick 15 min drive to Smith Mountain Lake or visit the wineries just outside of town. Relaxed living at it's best here in small town Virginia! *More photos coming Common Destinations: Chatham Hall and Hargrave Military Academy - 12 mins Olde Dominion Agricultural Complex - 6 mins Liberty University - 36 miles

Top guest favourite
Aerial view of the cabin and pool area, surrounded by lush green trees and well-maintained gardens. A rectangular pool is centrally located, flanked by colorful umbrellas alongside sun loungers. The rustic cabin and neighboring structures feature varied roof styles, contributing to the serene country setting.
Farm stay in Hurt
4.97 out of 5 average rating, 118 reviews

18th Century Cabin Retreat

Come enjoy our 18th century cabin! They don't make them like this anymore. One side built in 1750, the other in 1825. Sit under the giant white oak and enjoy the country air. This is a wonderful retreat to kick back and relax. Enjoy the pool, horseshoes, and fire pit. In the winter months, cozy up by the wood stove or fire place with gas logs. NO PETS!!! Please do not bring your pets. Owners live on site, so if you are in need of anything, please ask!

Top guest favourite
A spacious family room showcases a large sectional sofa and armchair arranged around a coffee table. A fireplace with a modern mantel stands as a central feature, with natural light illuminating the area from nearby windows. The open kitchen with granite countertops is visible in the background.
Home in Danville
4.99 out of 5 average rating, 90 reviews

Heart of Danville Renovated Modern 3bd/2ba.

Newly renovated ranch in the heart of Danville. As you enter the front door is a sitting room to relax and enjoy reading a good book. Three bedrooms with King Size Beds and 60” Smart TVs . Enter the open floor plan from the kitchen into family room with the fireplace, 65” Smart TV, a new modern style sectional sofa and chair for a relaxing stay. Outdoor eating on the new deck. A Fire Pit is located in the backyard for sitting around a cozy fire.

Top guest favourite
A sign reading 'Danville Rock Cottage' is mounted on a white post. The cottage features a light exterior surrounded by lush trees and a well-maintained lawn, creating a serene outdoor setting. The unique rock sitting area and fire pit are visible in the background.
Cottage in Danville
5 out of 5 average rating, 34 reviews

Danville Rock Cottage

Handicap accessible home. Centrally-located, your stay will be peaceful despite being close to everything. Enjoy resting outdoors in a unique sitting made out of rock or by the back yard's fire pit. The cottage is 3.5 miles from downtown Danville Historic District and Danville Science Museum, 2.5 miles from Caesars Virginia, 14 miles from VIR, 22 miles from Martinsville Speedway and 5 miles from AAF Tank Museum. No smoking or pets allowed.

Top guest favourite
A fire pit is surrounded by four adirondack chairs, inviting relaxation and conversation. The fire flickers, casting a warm glow amidst a backdrop of green trees and open farmland. The area offers a serene setting for enjoying quiet evenings under the sky.
Farm stay in Ringgold
4.99 out of 5 average rating, 93 reviews

The Cedar Farm | Close To VIR, Danville

Welcome to the Cedar Farm located in Ringgold, Virginia. This beautiful and newly renovated home is surrounded by nature. Cedar Farm is the perfect stay for those looking to getaway and enjoy the quiet of nature while still being close to everything the area has to offer. Relax in the upscale interior, hangout on the sunny back deck, or build a cozy fire at the fire pit and gaze at the stars. We can't wait to host you at Cedar Farm!

Popular amenities for Pittsylvania County holiday rentals