Holiday rentals in Chatham

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Chatham

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

%{current} / %{total}1 / 1
Top guest favourite
A small kitchen area features a black dining table surrounded by four wooden chairs. A coffee station is visible on the wall, with coffee cups and a coffee maker arranged neatly. Natural light enters through the window adorned with floral curtains.
Home in Danville
4.92 out of 5 average rating, 135 reviews

Quaint & Quiet Place 10 miles from VIR

Comfortable and relaxing, this older 3-bedroom home sits on 1.5 acres with large shade trees. Both front porch and back deck areas have peaceful views. Very safe, quiet neighborhood. The circle drive extending in front of the house adds extra paved parking for trailers, etc. VIR guests welcome! Under 10 mi to VIR. Less than 1 mi. to Danville Airport & dining, and 5 mi. to historic downtown Danville and the hospital, and 8 mi to Casino. Prime location to Danville. Very fast, high-speed WIFI.

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, 242 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 favourite
Flat in Danville
4.96 out of 5 average rating, 218 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 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, 381 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!

Top guest favourite
A cozy cabin is nestled among lush trees, featuring a welcoming entrance with a red metal roof and a gravel driveway. A sunroom can be seen, while a swing set is positioned in the yard, providing an inviting outdoor space.
Cabin in Patrick Springs
4.98 out of 5 average rating, 364 reviews

Martin's Blueberry Hill Cabin

Built in 1984, over 300 blueberry bushes add to the beautiful view of Bull Mountain. KING bed. Window unit AC for the warm summer months. Gas log fireplace for the winter. Smart TV & WIFI will keep you connected while you enjoy the quiet. Everything you need to enjoy cooking & fun local favorites. Gazebo with table for outdoor dining. Fire pit for the colder nights! 15 min from the Blue Ridge Pkwy, 30 min from Martinsville Speedway, 30 min to Hanging Rock, 40 min to Floyd & more.

Top guest favourite
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
4.98 out of 5 average rating, 130 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.

Top guest favourite
Home in Chatham
5 out of 5 average rating, 25 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.

Superhost
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, 159 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
The modern cabin is nestled among tall trees, featuring a distinctive black and white exterior with a metal roof. A spacious porch wraps around the front, providing a welcoming entrance. Soft lighting adds to the inviting feel of the outdoor space.
Cabin in Vinton
4.99 out of 5 average rating, 171 reviews

Woodland Retreat | Babbling Creek | Hot Tub

Welcome! •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 favourite
The exterior of a grain bin home is shown, featuring a round metallic structure with a black roof. A covered porch adorned with a table and chairs is visible, alongside a grill. Lush green grass surrounds the home, complemented by a clear blue sky.
Home in Rustburg
4.95 out of 5 average rating, 111 reviews

A Grain Bin House near Lynchburg, 9 mins to LU

A Grain Bin turned into a modern home on a working farm 2 bedrooms (king Beds) 2 baths, nice kitchen. Loft area offers charm with mini bar overlooking a gorgeous staircase and the living area front covered porch with cooking area Home offers electric Heat Pump also a propane fireplace. Outside on the covered porch offers a table and chairs along with a propane blackstone griddle and grill.10 mins. to Liberty University.

Top guest favourite
A lakehouse is framed against a vibrant sunrise, with soft hues of orange and pink reflecting on the tranquil water. The structure features a wraparound deck, and a slight mist hovers above the lake, enhancing the serene atmosphere of the secluded setting.
Home in Pittsville
4.95 out of 5 average rating, 200 reviews

Lakehouse on Leesville Lake in Bedford County VA

My late wife, Gail, & I came out of retirement to renovate this unique home with a completely new kitchen, vinyl plank flooring, new deck & new well in the Fall of 2019. This 3 bedroom lakehouse is very secluded within about an hour drive from Lynchburg, Roanoke or Danville. The dock and boat ramp are especially convenient. Keep an eye out for eagles, osprey, deer, bear, turkeys, otters, geese & heron.

Guest favourite
Cabin in Union Hall
4.91 out of 5 average rating, 268 reviews

Lake Front*Dock*FirePit*Bumper/Poker Table

Perched on a bluff overlooking the Blackwater at Smith Mountain Lake sits The Retreat at Pine Haven. Spend your days enjoying the views from the covered deck, swimming, boating or kayaking and your evenings around the flickering flames of your own campfire ring. Ask about adding Kayak Rentals to your stay.

Popular amenities for Chatham holiday rentals

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