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Vacation rentals in Chatham

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Top-rated vacation rentals in Chatham

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Top guest favorite
A charming two-story home with a white exterior is set against a clear blue sky. A welcoming entrance with a wooden door is flanked by decorative elements. A brick pathway leads through a manicured lawn, surrounded by lush greenery, enhancing the inviting atmosphere.
Home in Danville
4.98 out of 5 average rating, 133 reviews

Historic Gem w amenities * Midweek Stay Discounts*

Experience the best of Danville in this beautifully remodeled 1920’s gem! *MID-WEEK STAY DISCOUNT OF $30 OFF STAYS OF 3 NIGHTS OR MORE SUN-THUR* * 4 Bedrooms * 2 Full Bathrooms * 5 mins to Danville Caesars Virginia Casino * 20 mins to Virginia International Raceway * 35 mins to Martinsville Speedway * Fully Equipped Kitchen * Beautiful Deck with string lights/ yard games * Fire pit with Adirondack Chairs * Free Disney+ Streaming * Driveway & Street Parking * Walk to Averett or Downtown Danville

Top guest favorite
Apartment in Danville
4.96 out of 5 average rating, 205 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
An open living area features a stone fireplace with a mounted TV above and large windows that provide a panoramic view of the lake. A round glass dining table is set near the window, complemented by a cozy sofa and armchair, inviting relaxation and gatherings.
Condo in Moneta
4.99 out of 5 average rating, 283 reviews

Fun Lake Getaway with Breathtaking Views

Fantastic getaway on beautiful Smith Mountain Lake! Enjoy stunning views on two sides of this top-floor, corner condo with a wrap-around deck and natural shade. It is perfect for a relaxing break or an adventure! Activities include boating (with guest docks), swimming (indoor and outdoor), pickle ball, working out, and relaxing in the hot tub, steam room or sauna! If you are working remotely, this quiet space includes a desk and high-speed wireless. The individual HVAC unit also has a UV light.

Guest favorite
A sandy beach area is bordered by calm waters. Shade is provided by tiki umbrellas, while a volleyball net is visible in the soft sand. Kayaks are placed on the shore, and green lawns extend in the background, leading to a serene lakeside view.
Condo in Moneta
4.98 out of 5 average rating, 115 reviews

Tranquility Cove Condo at Smith Mountain Lake

—We Welcome You— Visit and experience the ultimate respite while enjoying amazing water and mountain views, sunrises, and sunsets. This ground level condo is perfectly situated in Bernard's Landing Resort on beautiful Smith Mountain Lake! This bright, stylish & thoughtfully appointed space welcomes you to a full kitchen, spacious bdrm w/king bed, walk-in shower, and a queen sleep sofa. Amenities include restaurant & bar, tennis, pickle ball, gym, sauna, hot tub, three pools and a sandy beach.

Top guest favorite
A charming cottage is set against a backdrop of lush greenery, featuring a well-maintained gravel pathway leading to its entrance. Two stories are visible, with red shutters framing the windows and a porch area adorned by a decorative lantern. The expansive yard invites a sense of tranquility.
Home in Gretna
5 out of 5 average rating, 78 reviews

Little Haven Cottage

Leave the demands of life and enter the peace of our Little Haven Cottage. Enter our rendition of an English cottage and enjoy watching local wildlife pass through the tranquility. Your stay will offer a repose and the ability to connect through a slow and quiet experience. Surrounded by the growing Amish community and stores where you can buy Amish food/goods. 45 min to Liberty University/ Lynchburg 40 min to Smith Mountain Lake Under 20 min to historic railroad towns Gretna/Chatham/Altavista

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, 234 reviews

Antler Ridge Lodge

Only 3 miles from SMITH MOUNTAIN! Zip Code 24161. (There's another Sandy Level near NC.) It is well-stocked and waiting for your next get-a-way! Explore acres of yard, woods & creek. Leesville & SML beaches & boat launches are 9-30 miles away. Walk or ride 1/2-mi to the road's end at Leesville Lake. Horses/hikers/bikers are welcome along the 5-mi ridge of Smith Mt minutes away. Relax around a fire enjoying the starry sky or kick back in the comfortable lodge complete with a gas log fireplace.

Top guest favorite
Cabin in Vinton
4.99 out of 5 average rating, 142 reviews

Forest Cabin Retreat | Hot Tub & Creekside

Welcome to The Cabin! •15 min to the Blue Ridge Parkway •20 min to Smith Mountain Lake •25 min to Downtown Roanoke •40 min to Peaks of Otter Follow our IG @rambleonpines for cabin tours and photos Awaiting guests deep in the poplars that over took this holler years ago after all the green beans and potato crops were pulled from this fertile soil, is a modern chic cabin over looking a babbling creek with all the luxuries one would need for a weekend away from the grind of life.

Top guest favorite
A comfortable living area showcases a dark sofa adorned with textured pillows and a soft throw. A light wood coffee table sits centrally, accompanied by a cozy chair with a light cushion. Decorative wall art and a subtle light source create a relaxed ambience.
Guest suite in Lynchburg
4.94 out of 5 average rating, 175 reviews

Cozy, Beautiful 1br- Private entry - 10 min to LU!

Only 10 minutes from Liberty University and 20 minutes from Downtown Lynchburg! After a day of adventuring, come unwind in our cozy bungalow! With over 800sqft, this newly renovated basement unit is spacious, beautiful, clean and cozy. We are serious about coffee, so we’ve outfitted a great coffee bar. Make yourself a cup using our Nespresso, or go traditional with a Chemex and ground beans. As a courtesy, we provide some light breakfast options - cereal and oatmeal packets.

Top guest favorite
A cozy bedroom is furnished with a spacious bed covered in white linens, accented by a dark bedspread. A plush armchair and a wooden dresser are visible, with artwork adorning the walls. Natural light illuminates the room through the window, enhancing the inviting atmosphere.
Guesthouse in Martinsville
4.92 out of 5 average rating, 202 reviews

Private Guesthouse w/Kitchen - Minutes from Uptown

Welcome to The Blue Door on Mulberry! This private guesthouse is on a centrally-located lot at the front of Martinsville’s Mulberry neighborhood. Maintain your sense of privacy while still being close to everything Martinsville has to offer. The property is less than 5 mins from the Martinsville Uptown District, under 10 mins to the Martinsville Speedway, under 4 mins to the SOVA Hospital, and walking distance to the Virginia Museum of Natural History, Piedmont Arts, and more!

Guest favorite
A cozy living area is highlighted by a comfortable sectional sofa and a coffee table adorned with magazines. Two mirrors reflect light from nearby windows, enhancing the openness of the space. A decorative wall accent adds a welcoming touch.
Home in Danville
4.95 out of 5 average rating, 151 reviews

Comfy 3BR w/ large basement, deck, W/D, wifi

Our family's best memories occurred here - so we're opening our doors to groups looking to make memories of their own. With 3 bedrooms, 5 beds and free parking, there's room for everyone. Our huge family room with sleeper sectional, office nook, back deck, large yard, WiFi, large TVs, and games are reasons to stay in - but if you venture out, we're 10 minutes from the riverwalk and parks. With modern farmhouse decor, Retreat on Rosemary says, "Welcome to the South, y'all!"

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
4.99 out of 5 average rating, 74 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

Guest favorite
The image captures a fountain with multiple streams of water, set against a backdrop of a brick building with a vibrant awning. Outdoor seating is visible at a restaurant, surrounded by greenery and park space.
Loft in Danville
4.97 out of 5 average rating, 193 reviews

2BR Riverview Fountain Loft - Best Location!

BEST LOCATION! 2 BR River District Loft in the very heart of downtown. River and Fountain Park views. Popular local restaurant downstairs and many more within short walking distance as well as Ballad Brewery and Riverwalk access and a Bikeshare station within 50 yards. Great for VIR, Averett University, Caesar’s Casino and Corporate visits.

Popular amenities for Chatham vacation rentals

  1. Airbnb
  2. United States
  3. Virginia
  4. Pittsylvania County
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