Chatham Vacation Rentals from $111: Search Short-Term Rentals

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Our top choices for Chatham vacation rentals

A bedroom with two beds, a nightstand with a lamp, and floral curtains.

1. Cozy house in private Leesville Lake community

Pittsville

Mark C.

$359 nightly

Nov 11 - Nov 12

Total with taxes and fees

A balcony with a view of a lake, a dock, and a small building.

2. Amazing Views and Two Kayaks Ready to Use!

Moneta

Kathleen R.

$169 nightly

Nov 15 - Nov 16

Total with taxes and fees

A living room with a sofa, a coffee table, and a potted plant.

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

Danville

Joseph M.

$225 nightly

Nov 11 - Nov 12

Total with taxes and fees

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.

Danville

Pattie C.

$242 nightly

Nov 12 - Nov 13

Total with taxes and fees

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

Danville

Justin L.

$225 nightly

Dec 1 - Dec 2

Total with taxes and fees

A wooden deck with string lights, a bench, and a table.

6. Avalon Cottage w/ hot tub

Danville

Maija Liisa L.

$462 nightly

Nov 11 - Nov 12

Total with taxes and fees

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

Moneta

Denise

$211 nightly

Nov 12 - Nov 13

Total with taxes and fees

A spacious living room with a large TV, a red sofa, and a patterned rug.

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

Danville

Connie R.

$594 nightly

Nov 11 - Nov 12

Total with taxes and fees

A swimming pool with a unique shape, surrounded by a fenced area with lounge chairs and a small pavilion.

9. Best view on the lake with unmatched amenities!

Bedford County

Kimberly H.

$406 nightly

Nov 15 - Nov 16

Total with taxes and fees

A covered patio with a glass table and chairs, overlooking a body of water and trees.

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

Huddleston

Elizabeth H.

$670 nightly

Nov 11 - Nov 12

Total with taxes and fees

A large hotel with multiple buildings, a marina with docked boats, and a lake.

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

Huddleston

Bobbi P.

$385 nightly

Dec 1 - Dec 2

Total with taxes and fees

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

Huddleston

Tyson G.

$359 nightly

Nov 11 - Nov 12

Total with taxes and fees

A room with a reception desk, an ATM, a door with a card reader, and a doormat.

13. 2 Full Bed|Smoking|Danville VA

Danville VA

Anonymous traveler

$100 nightly

Nov 11 - Nov 12

Total with taxes and fees

A balcony with a view of a lake, grassy areas, and distant mountains.

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

Moneta

Eugene J.

$279 nightly

Nov 19 - Nov 20

Total with taxes and fees

A resort with multiple buildings, a marina, and a large body of water.

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

Huddleston

Arthur H.

$314 nightly

Dec 1 - Dec 2

Total with taxes and fees

A marina with boats docked, a hotel with multiple floors, and a forested landscape in the background.

16. #3402 - Studio Suite - Mariners Landing

Bedford County

cong n.

$184 nightly

Dec 1 - Dec 2

Total with taxes and fees

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

Gretna

$1,059 nightly

Nov 17 - Nov 18

Total with taxes and fees

A balcony with a view of a lake, a sofa, and a television.

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

Bedford County

$386 nightly

Nov 11 - Nov 12

Total with taxes and fees

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

Huddleston

Michael M.

$364 nightly

Nov 11 - Nov 12

Total with taxes and fees

A hot tub with a wooden deck and stairs leading to a covered area.

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

Danville

"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...

Karen M.

$583 nightly

Nov 22 - Nov 23

Total with taxes and fees

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Find vacation rentals that suit your style

Top Chatham Hotel Reviews

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

The Bee Hotel Danville

Danville

10/10 Excellent

Garry

A hotel lobby with a reception desk, seating area, and a dining space.

Holiday Inn Express Danville by IHG

Danville

10/10 Excellent

Anonymous traveler

A lobby with a sofa, armchairs, a table, and a potted plant.

Sleep Inn & Suites Danville Hwy 58

Danville

10/10 Excellent

CAROL

A modern Microtel hotel by Wyndham with a flat facade, large windows, and a clear sky.

Microtel Inn & Suites By Wyndham Danville Va

Danville

10/10 Excellent

Andrew

A modern interior with round tables, dark chairs, and pendant lighting.

Courtyard by Marriott Danville

Danville

10/10 Excellent

Anonymous traveler

A large hotel with a pool, a parking lot, and a landscaped area.

Caesars Virginia Hotel & Casino - A Caesars Rewards Destination

Danville

10/10 Excellent

Menisa

A two-story brick building with red shutters, a front porch with potted plants, and a small tree in the foreground.

Early Inn at the Grove

Rocky Mount

10/10 Excellent

JoAnn

An indoor swimming pool with a high ceiling and wooden beams, surrounded by lounge chairs and potted plants.

The Berry Hill Resort & Conference Center

South Boston

10/10 Excellent

Benjamin

A hotel room with a large marble bathtub, a bed with a headboard, a bedside table with a lamp, and a chair.

Quality Inn Danville - University Area

Danville

10/10 Excellent

Sharon

City Express by Marriott Danville

Danville

10/10 Excellent

Gregory P

A covered outdoor area with a stone facade, a central entrance, and potted plants.

Hampton Inn Martinsville

Martinsville

10/10 Excellent

Cheryl

A modern interior with a black spiral staircase, two beige armchairs, and a round side table with a white flower.

Quality Suites Altavista - Lynchburg South

Altavista

10/10 Excellent

Karen

A hotel entrance with a covered patio, brick facade, and large windows.

Days Inn by Wyndham Altavista

Altavista

10/10 Excellent

Great hotel...great staff...I booked through Expedia, a wheelchair accessible room, and the hotel listened. I was running late, driving from Delaware...called the hotel and Bonnie said no worries- room will be held. Arrived- immediate check-in, room was clean, staff very helpful. One of my friends said there is no elevator, but they had enough accessible rooms on the first level. Public bathroom, eating area, lobby, hallways-- all clean, comfortable to be in. The outdoor sign could be...

Angela

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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