Holiday rentals in Chatham

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Top-rated holiday rentals in Chatham

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Top guest favourite
Flat in Danville
4.96 out of 5 average rating, 213 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 modern studio layout features a queen bed dressed in black and white linens, with a mirrored closet and a kitchenette nearby. Stainless steel appliances and quartz countertops are visible, complemented by a cityscape mural on the wall. Soft lighting enhances the space's functionality.
Tiny home in Lynchburg
4.95 out of 5 average rating, 463 reviews

The Tiny House Studio

Have you ever wondered what it would feel like to live in a tiny home? Our modern day studio is only 270 square feet, but has all of the common amenities found in much larger houses. Experience the "Tiny House Movement" for yourself in our small NYC themed studio. - Only 2 miles from Liberty University (LU) and 5 miles from University of Lynchburg (LC) - 4K TV with Netflix, Sling, and Blu-ray - Queen bed - Twin pull-out sofa - kitchenette - luxurious shower - washer/dryer - 45' from main home

Top guest favourite
An inviting indoor pool area features a clear blue water pool, surrounded by large windows that allow natural light to fill the space. A vibrant mural of mountains and water adds a serene backdrop, while a poolside ladder provides easy access.
Apartment in Moneta
4.99 out of 5 average rating, 290 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.

Top guest favourite
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, 239 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 favourite
The exterior of a two-car garage is highlighted, showcasing a combination of brick and siding. A welcoming entrance door with glass accents is positioned in the center, flanked by decorative lighting. Lush greenery surrounds the property, enhancing the tranquil setting.
Guest house in Collinsville
4.96 out of 5 average rating, 771 reviews

5 Star Apartment (1000sf) w/Garage(NoCleaningFees)

This 5 Star private guest suite located in Henry County, VA is separate from the main house. The apartment is 1000 square foot of living space. The new addition has beautiful granite countertops, ceiling fan, and a large bathroom with a ceramic walk-in shower. Great neighborhood, this in-law suite is about 40 miles from the Blue Ridge Parkway and 20 minutes from the Martinsville Speedway. Philpott Lake is 8 miles away. Industrial Park is less than 2 miles away. It is 8 minutes from SOVAH.

Top guest favourite
An open-concept living area showcases a dining table with four chairs and a black refrigerator. The compact kitchen features white cabinets and modern appliances. Natural light brightens the space through multiple windows, complemented by light-colored curtains and wooden flooring.
Flat in Bassett
4.99 out of 5 average rating, 111 reviews

The Porch at Fairystone

The Porch at Fairystone is your home away from home. This 1 bedroom 1 bathroom vacation home boasts a large open concept with the living area, kitchen and dining area all in one large room. Through a beautiful barn door you’ll find your bedroom and in-unit laundry closet with washer and dryer. Enjoy a beautiful outdoor dining space with chairs for 3 and a grill to cook your favorite meals. Just minutes away from Fairystone State Park, Goose Point, and Philpott Marina, Dam and Lake.

Top guest favourite
Guest suite in Lynchburg
4.94 out of 5 average rating, 178 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 favourite
A cozy entryway features a vibrant blue door, complementing warm hardwood floors. A small round table and two wooden chairs are positioned nearby, alongside a comfortable orange armchair. Light details are highlighted by a framed mirror and decorative plant, creating an inviting first impression.
Guest house in Martinsville
4.91 out of 5 average rating, 216 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 favourite
A cozy living area features a stylish gray sofa adorned with throw pillows and a vibrant orange accent chair. A glass coffee table sits on a textured area rug, while natural light illuminates the space through sheer curtains. Decorative elements and an art piece add character.
Flat in Danville
4.97 out of 5 average rating, 106 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

Guest favourite
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
4.94 out of 5 average rating, 157 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 favourite
An indoor pool is surrounded by white columns, featuring a mural of mountains and a lake on the wall. Several chairs are positioned along the edge of the pool area, with potted plants adding a touch of greenery.
Apartment in Moneta
4.91 out of 5 average rating, 211 reviews

Lake Escape - Smith Mountain Lake Condo

Located in Bernard's Landing, SML, this ground-floor condo offers everything you need for a quick getaway or a week-long vacation. The condo has recently been re-decorated and offers beautiful lake views, convenient access to boat rentals, one of the best restaurants on SML (Napoli by the Lake), and all the amenities you need. Guests have access to indoor and outdoor pools (outdoor pools open seasonally), sandy beach area, sauna, gym, and tennis and pickle ball courts.

Guest favourite
An outdoor pool area features a protective cover, with a compass design set into the pavement. Surrounding greenery and residential buildings are visible in the background, with tennis courts as a nearby amenity.
Apartment in Moneta
4.95 out of 5 average rating, 151 reviews

Bernard's Landing Bliss! Breathtaking Views

Come savor the breathtaking lake and mountain views and experience the best of Bernards Landing in this condo! Enjoy the best amenities - high end stainless appliances, big flat screen TVs, keypad door access – and the list goes on! River Rock Tiled Shower and Silestone Counters! Bernard’s Landing offers so much – 2 outdoor/1 indoor pool, hot tub, beach, gym, sauna, boat launch, courtesy dock, tennis, pickle ball, racquetball courts, The Landing Restaurant, and more!

Popular amenities for Chatham holiday rentals

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