Vacation rentals in Chatham

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Top-rated vacation rentals in Chatham

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Top guest favorite
A charming lodge exterior is framed by a large tree, showcasing a cozy structure with a sloped roof and a brick chimney. Outdoor seating is arranged near a gravel area, inviting relaxation in a serene natural setting.
Home in Sandy Level
4.97 out of 5 average rating, 257 reviews

Antler Ridge Lodge - 19 Acres of Seclusion +WiFi

Only 12-mi to the Anthony Ford Boat Launch at SML, 8-mi to Myers Creek ramp at Leesville Lake. Well-stocked and waiting for your next get-a-way! Explore acres of yard, woods & creek. Leesville Lake only a 1/2-mi walk to the end of the road. Horses/hikers/bikers are welcome along the 5-mi ridge of Smith Mt only 3-mi away. Relax around a fire enjoying the starry sky or kick back in the comfortable lodge complete with a gas log fireplace, 65" Smart TV, & Fiber WiFi, 50 MBS up & down. Pet friendly.

Top guest favorite
Apartment in Danville
4.96 out of 5 average rating, 239 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 favorite
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
5.0 out of 5 average rating, 105 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

Guest favorite
An open area is presented with wooden walls and a high ceiling, featuring a seating arrangement with a couch and a side table. A carpet enhances the space, while soft lighting fixtures contribute to the ambiance. The adjoining area includes a rustic table and shelving units.
Home in Gretna
4.98 out of 5 average rating, 50 reviews

Room to Roam

A haven for nature seekers, this home is just out of town with plenty of comfort that makes you feel a world away from stresses of life. Turn onto quiet back roads to our quaint little escape just along the edge of a timber farm where creeks and streams border this secluded property. There is plenty of land to roam as you explore and appreciate the wildlife. Absence of city lights makes the night sky a perfect backdrop for stargazing. Take time to get away from it all and enjoy some relaxation.

Top guest favorite
A charming living area features rustic wooden logs as walls, complemented by a light hardwood floor. A comfortable sofa adorned with patterned cushions invites relaxation. Natural light enters through multiple windows, and a decorative chandelier hangs above a coffee table with a small plant.
Cabin in Roanoke
4.96 out of 5 average rating, 404 reviews

The Magical Cabin on Back Creek

Magic is the word most people use when they visit this hidden gem. Built in 1939 as a fishing cabin by a gentleman who incorporated box cars as rafters and beams, dates still visible since removing the attic. By far the best place I've ever lived. I decided to share it with others who love to explore, who love listening to the voice of the creek or who come just to sit on the porch high above the creek with a spouse, friend, family, or alone. For the best sleep, open the bedroom window!

Guest favorite
A spacious living area is furnished with a dark sectional sofa and a wooden coffee table atop a neutral area rug. Light fixtures hang from the ceiling, and a warm welcome sign is mounted on the wall. The open layout provides a view into the dining space.
Home in Alton
4.94 out of 5 average rating, 206 reviews

8 mi. to VIR! 18 min to Danville, South Boston, Va

Spacious & relaxing, this rural country home is 8 miles from VIR, and ~18 mi to Danville, South Boston, & Roxboro. The listing is on one floor level. High-speed Starlink WiFi. Bedrooms have linens/pillows/blankets. Bathrooms have towels,soap, etc. Full kitchen with coffee. Oversized paved parking with easy accessibility. Perfect for trailers/multiple large vehicles. Close to hwy, may want to pack earplugs. Please note: this listing is not in the city. Strict no smoking or pets please.

Top guest favorite
A cozy bedroom features a spacious bed adorned with decorative pillows and a red throw blanket. Warm wood paneling creates a natural ambiance. Soft lighting is provided by bedside lamps, and a wooden bench offers additional seating at the foot of the bed.
Cabin in Union Hall
4.99 out of 5 average rating, 148 reviews

Black Water Junction Cabin

Our cabin is built out of old wood and doors found on the farm. Because I am such a cold natured person, I installed heated floors and a heated towel bar in addition to the mini-split and electric fireplace! The cabin is surrounded by pastures that are the home to our cows, horses, goats, pot belly pig, and chickens. The highlight of a stay at BWJ Cabin would be to sit on the front porch in a rocking chair, day bed swing or hot tub looking out over the landscape and do nothing.

Guest favorite
The image showcases different areas of the home. A cozy living room with a smart TV and seating is visible alongside a modern kitchen with ample counter space. A dining nook features a round table with decor. A game room highlights entertainment options, including a dartboard and a mini-golf setup.
Home in Danville
4.91 out of 5 average rating, 127 reviews

Family Retreat w/Gameroom Near Averett and Casino

Enjoy the comfort and convenience of our spacious home, perfect for both short getaways and extended stays. It is only 5 minutes away from Caesars Casino and 30 minutes away from VIR. Our property is equipped with modern amenities you need for a comfortable and productive stay, including: * High-speed Wi-Fi * Dedicated workspace * Smart TVs in all bedrooms * Sound system (Bluetooth) in living rooms * Game room * BBQ grill Message me about weekly or extended stay discount.

Top guest favorite
Home in Chatham
5.0 out of 5 average rating, 36 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.

Top guest favorite
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, 89 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 favorite
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, 92 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.

Superhost
The living room features a comfortable black leather sofa and a classic armchair with a patterned design. A coffee table sits centrally on a patterned area rug, while a TV is mounted on the wall. Natural light enters through the windows, enhancing the space.
Home in Danville
4.92 out of 5 average rating, 108 reviews

The Empty Nest

Located just 2.7 miles from Caesars Virginia and 2 miles from the NC state line, the Empty Nest is your perfect getaway. With Virginia International Raceway 20 miles away and Martinsville Speedway just 30 miles, it's an ideal base for both adventure and relaxation. Enjoy the comfort and convenience of this charming retreat!

Popular amenities for Chatham vacation rentals