Chatham Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Chatham vacation rentals

A wooden deck with a gazebo, outdoor furniture, and a grill.

1. Cozy house in private Leesville Lake community

Cozy house in private Leesville Lake community
Pittsville
10.0 out of 10, Exceptional, (53 reviews)
"Amazing location, especially for the price. Clean, cozy, and a short walk to the river. Highly recommend and will hopefully be able to book again in future."
United States
Mark C.
$349 nightly
The price is $392
Nov 11 - Nov 12
Total with taxes and fees
Cozy house in private Leesville Lake community
A balcony with a view of a lake, a dock, and a small building.

2. Amazing Views and Two Kayaks Ready to Use!

Amazing Views and Two Kayaks Ready to Use!
Moneta
10.0 out of 10, Exceptional, (113 reviews)
"Wonderful stay. Very relaxing. Host was very helpful."
United States
Kathleen R.
$167 nightly
The price is $188
Nov 15 - Nov 16
Total with taxes and fees
Amazing Views and Two Kayaks Ready to Use!
A living room with a sofa, a coffee table, and a potted plant.

3. Insta-worthy 2Bd/1Ba Apt | Minutes from Downtown!

Insta-worthy 2Bd/1Ba Apt | Minutes from Downtown!
Danville
10.0 out of 10, Exceptional, (11 reviews)
"Great unit, thoroughly enjoyed staying here."
United States
Joseph M.
$228 nightly
The price is $265
Nov 11 - Nov 12
Total with taxes and fees
Insta-worthy 2Bd/1Ba Apt | Minutes from Downtown!
A dining area with a wooden table, chairs, a chandelier, and a cabinet with decorative items.

4. Located in Historic Old West End. Minutes from the River District and Casino.

Located in Historic Old West End. Minutes from the River District and Casino.
Danville
10.0 out of 10, Exceptional, (55 reviews)
"Nice place ! "
United States
Pattie C.
$245 nightly
The price is $283
Nov 11 - Nov 12
Total with taxes and fees
Located in Historic Old West End. Minutes from the River District and Casino.
A race track with multiple cars, a Coca-Cola advertisement, and a row of houses in the background.

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

Chic Haven: 2b/1bath in the Heart of Danville
Danville
10.0 out of 10, Exceptional, (3 reviews)
"My favorite place to stay in Danville "
United States
Justin L.
$217 nightly
The price is $253
Nov 11 - Nov 12
Total with taxes and fees
Chic Haven: 2b/1bath in the Heart of Danville
A wooden deck with string lights, a bench, and a table.

6. Avalon Cottage w/ hot tub

Avalon Cottage w/ hot tub
Danville
10.0 out of 10, Exceptional, (9 reviews)
"Great"
United States
Maija Liisa L.
$462 nightly
The price is $532
Nov 11 - Nov 12
Total with taxes and fees
Avalon Cottage w/ hot tub
A view from a balcony overlooking a lake with a restaurant and buildings in the background.

7. FALL COLORS SPECIAL BERNARDS LANDING BEST VIEWS UPDATED-INDOOR POOL HOT TUB OPEN

FALL COLORS SPECIAL BERNARDS LANDING BEST VIEWS UPDATED-INDOOR POOL HOT TUB OPEN
Moneta
9.6 out of 10, Exceptional, (59 reviews)
"We liked the contemporary decor and that it was right on the water."
United States
Denise
$206 nightly
The price is $231
Nov 12 - Nov 13
Total with taxes and fees
FALL COLORS SPECIAL BERNARDS LANDING BEST VIEWS UPDATED-INDOOR POOL HOT TUB OPEN
A spacious living room with a large TV, a red sofa, and a patterned rug.

8. Iconic Church Turned Unique Stay (Casino/VIR)

Iconic Church Turned Unique Stay (Casino/VIR)
Danville
10.0 out of 10, Exceptional, (13 reviews)
"We really enjoyed our stay!"
United States
Connie R.
$594 nightly
The price is $682
Nov 11 - Nov 12
Total with taxes and fees
Iconic Church Turned Unique Stay (Casino/VIR)
A beach with a paved walkway, a rocky breakwater, and people enjoying the water.

9. Best view on the lake with unmatched amenities!

Best view on the lake with unmatched amenities!
Bedford County
10.0 out of 10, Exceptional, (2 reviews)
"Top 1% of VRBOs I’ve rented! Perfect girlfriend’s getaway!"
United States
Kimberly H.
$395 nightly
The price is $398
Nov 15 - Nov 16
Total with taxes and fees
Best view on the lake with unmatched amenities!
A wooden dock extending into a river with a kayak on it, a covered area with outdoor seating, and a building with a porch.

10. Shangri-La -dogs friendly, firepit, wifi, 2 kayaks, 2 kitchens, and a Pool Table

Shangri-La -dogs friendly, firepit, wifi, 2 kayaks, 2 kitchens, and a Pool Table
Huddleston
9.8 out of 10, Exceptional, (45 reviews)
"Loved our stay. The property was perfect for our needs. As a family of cooks we LOVED the well appointed kitchen!"
United States
Elizabeth H.
$652 nightly
The price is $732
Nov 11 - Nov 12
Total with taxes and fees
Shangri-La -dogs friendly, firepit, wifi, 2 kayaks, 2 kitchens, and a Pool Table
Pointe Pool

11. #312 Pointe - 2 Bedroom Lakefront Condo at Mariners SML

#312 Pointe - 2 Bedroom Lakefront Condo at Mariners SML
Huddleston
9.8 out of 10, Exceptional, (6 reviews)
"Amazing location and the unit was super clean. We love staying in Mariner's Landing. There was great communication with the host and the check-in was super easy."
United States
Bobbi P.
$374 nightly
The price is $419
Dec 1 - Dec 2
Total with taxes and fees
#312 Pointe - 2 Bedroom Lakefront Condo at Mariners SML
An aerial view of a lakeside hotel with multiple buildings, a marina, and a swimming pool.

12. 2 Kayaks Included! Lakefront w/ Pools, Hot Tub, Golf, Pickleball

2 Kayaks Included! Lakefront w/ Pools, Hot Tub, Golf, Pickleball
Huddleston
10.0 out of 10, Exceptional, (109 reviews)
"Really enjoyed our stay."
United States
Tyson G.
$349 nightly
The price is $379
Nov 11 - Nov 12
Total with taxes and fees
2 Kayaks Included! Lakefront w/ Pools, Hot Tub, Golf, Pickleball
A room with a reception desk, an ATM, a door with a card reader, and a doormat.

13. 2 Full Bed|Smoking|Danville VA

2 Full Bed|Smoking|Danville VA
Danville VA
10.0 out of 10, Exceptional, (72 reviews)
"Easily accessible with various options around if you want food or entertainment nearby during your stay here."
United States
Anonymous traveler
$100 nightly
The price is $111
Nov 11 - Nov 12
Total with taxes and fees
2 Full Bed|Smoking|Danville VA
A balcony with a view of a lake, grassy areas, and distant mountains.

14. Sailors Landing~ Lake/Beach front condo with ample amenities!

Sailors Landing~ Lake/Beach front condo with ample amenities!
Moneta
10.0 out of 10, Exceptional, (2 reviews)
"The condo was exceptionally charming! Everything was clean and comfortable. The morning and afternoon views were amazing. So close and convenient to Napoli's for dinner. "
United States
Eugene J.
$272 nightly
The price is $305
Nov 19 - Nov 20
Total with taxes and fees
Sailors Landing~ Lake/Beach front condo with ample amenities!
A resort with multiple buildings, a marina, and a large body of water.

15. #110 Pointe - 1 Bedroom Lakefront Condo at Mariners SML

#110 Pointe - 1 Bedroom Lakefront Condo at Mariners SML
Huddleston
10.0 out of 10, Exceptional, (8 reviews)
"Our overnight stay at 110 Pointe was terrific. The weather was perfect for a fall weekend and the view is amazing. We are looking forward to returning soon."
United States
Arthur H.
$305 nightly
The price is $341
Dec 1 - Dec 2
Total with taxes and fees
#110 Pointe - 1 Bedroom Lakefront Condo at Mariners SML
A marina with boats docked, a hotel with multiple floors, and a forested landscape in the background.

16. #3402 - Studio Suite - Mariners Landing

#3402 - Studio Suite - Mariners Landing
Bedford County
9.0 out of 10, Wonderful, (2 reviews)
"not much to do unless you have a boat or like to golf. The property is small but ok for 1 night stay"
United States
cong n.
$179 nightly
The price is $201
Dec 1 - Dec 2
Total with taxes and fees
#3402 - Studio Suite - Mariners Landing
A staircase with white balusters and wooden handrails, leading to a landing with a patterned rug and a mirror.

17. LYNCHBURG/LIBERTY U - AMISH COUNTRY LUXURY ESTATE

LYNCHBURG/LIBERTY U - AMISH COUNTRY LUXURY ESTATE
Gretna
$1,029 nightly
The price is $1,135
Nov 17 - Nov 18
Total with taxes and fees
LYNCHBURG/LIBERTY U - AMISH COUNTRY LUXURY ESTATE
A balcony with a view of a lake, a sofa, and a television.

18. #217 Pointe - 2 Bedroom Lakefront Condo at Mariners SML

#217 Pointe - 2 Bedroom Lakefront Condo at Mariners SML
Bedford County
$375 nightly
The price is $421
Nov 11 - Nov 12
Total with taxes and fees
#217 Pointe - 2 Bedroom Lakefront Condo at Mariners SML
An aerial view of a lakeside hotel with multiple buildings, a marina, and a swimming pool.

19. Lakefront Condo w/ Free Resort Amenities at SML!

Lakefront Condo w/ Free Resort Amenities at SML!
Huddleston
10.0 out of 10, Exceptional, (19 reviews)
"Wonderful place to rent on the lake. One of the best places we have stayed at. Very clean and loved the screened in porch."
United States
Michael M.
$354 nightly
The price is $385
Nov 11 - Nov 12
Total with taxes and fees
Lakefront Condo w/ Free Resort Amenities at SML!
A hot tub with a wooden deck and stairs leading to a covered area.

20. Westover Hills Cottage / Hot Tub/ 5 beds/ 2 bath

Westover Hills Cottage / Hot Tub/ 5 beds/ 2 bath
Danville
8.0 out of 10, Very good, (1 review)
"Wonderful property! Convenient location. Spacious for our family of 6. Layout is nice everybody has their own space. The beds are comfortable and outdoor space is great with deck and hot tub. Decor is cute and makes you feel at home. Kitchen well equipped. Only negative is in summer the master bedroom is super hot —about 10 degrees warmer than the rest of the house—which could be easily fixed with a window unit and ceiling fan. Batteries were dead in one of the remotes. Owner was very responsive...
United States
Karen M.
$566 nightly
The price is $650
Nov 22 - Nov 23
Total with taxes and fees
Westover Hills Cottage / Hot Tub/ 5 beds/ 2 bath
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chatham Hotel Reviews

A rooftop patio with outdoor furniture, a large umbrella, and a view of the cityscape.
The Bee Hotel Danville

The Bee Hotel Danville

The Bee Hotel Danville
Danville

10/10 Excellent

The staff was over the top! Great welcome, got a late checkout, made great restaurant recommendations, room was awesome, bed was very comfortable, the kitchen was spotless, and the refrigerator ice maker was great for fixing cocktails. I am excited to return!
United States
Garry
Reviewed July 19, 2023
The Bee Hotel Danville

Find out more about Chatham

Everything you need to know about Chatham vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chatham vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chatham vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chatham vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chatham. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Chatham in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $111 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Chatham rentals

At Expedia, we put the best Chatham vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Chatham rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chatham vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chatham. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Can I find vacation rentals in Chatham?

Yes, we have vacation rentals close to well known sights in Chatham, or you can choose a more secluded option if you want a relaxing place to stay. Chatham is known for its sporting events and shopping. Make sure you have time to check out the restaurants and wineries during your trip.

What are some of the best vacation home rentals that Chatham has to offer?

Firefly Estate, Lakefront Luxury w/ Covered Verandas + Heated Salt Pool, Hot Tub, Dock!: Located near Chatham, this vacation home rental is located on the waterfront and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 9 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a pool table, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals will I find in Chatham?

With 3 Expedia vacation rentals, you're sure to find just the right place for your Chatham stay.

What can I see and do in Chatham?

While exploring the area, visit family-friendly sights like Danville Science Center, or get outside and enjoy nature at Leesville Lake. In the larger area, you’ll find Tomahawk Mill Vineyard and Winery and Danville Mall.

What are vacation rentals like in Chatham?

Vacation rentals are privately owned accommodations you can stay in for a couple days or more in Chatham. Vacation rentals offer extras like kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a sanitized environment, vacation rentals can offer a sense of security away from shared hotel elevators and busy front desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for a family trip or a small group gathering.

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