A town with a prominent church, a large parking lot, and a mix of residential and commercial buildings.

Chatham Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Chatham vacation rentals

A multi-story hotel with a swimming pool and a dock.

1. #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.
$201 nightly
The price is $225
Oct 7 - Oct 8
Total with taxes and fees
#3402 - Studio Suite - Mariners Landing
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)
"The place is pristine. We only stayed one night because we were visiting a client in the area and needed to come back. But the place invites you to stay longer. The condo has everything we need. They even had 7 different types of coffee. The view is amazing, and we even cooked. The kitchen is well equipped. The bedroom is spacious, and the bed is super comfortable. We would love to stay longer."
United States
Jocelyn
$149 nightly
The price is $167
Oct 7 - Oct 8
Total with taxes and fees
Amazing Views and Two Kayaks Ready to Use!
A wooden deck with a gazebo, outdoor furniture, and a grill.

3. Cozy house in private Leesville Lake community

Cozy house in private Leesville Lake community
Pittsville
10.0 out of 10, Exceptional, (49 reviews)
"Very peaceful and quiet, which was very nice. Outside was very nice to look at in the morning!"
United States
Lance S.
$355 nightly
The price is $399
Oct 7 - Oct 8
Total with taxes and fees
Cozy house in private Leesville Lake community
A kitchen with a stainless steel refrigerator, wooden cabinets, a sink, and a door with a 'blessed' sign.

4. The Country Estate #1 Tranquil 1BR estate perfect for a relaxing getaway.

The Country Estate #1 Tranquil 1BR estate perfect for a relaxing getaway.
Danville
$148 nightly
The price is $163
Oct 20 - Oct 21
Total with taxes and fees
The Country Estate #1 Tranquil 1BR estate perfect for a relaxing getaway.
A cozy cabin-style room with a wooden interior, a sofa, a coffee table, and a dining area with a table and chairs.

5. Romantic Luxury Lake Access Cabin w/ Hot Tub, Spacious Deck, and Pine walls

Romantic Luxury Lake Access Cabin w/ Hot Tub, Spacious Deck, and Pine walls
Pittsville
10.0 out of 10, Exceptional, (23 reviews)
"Wonderful place to stay!"
United States
Darelene R.
$296 nightly
The price is $332
Oct 14 - Oct 15
Total with taxes and fees
Romantic Luxury Lake Access Cabin w/ Hot Tub, Spacious Deck, and Pine walls
A living room with a sofa, a coffee table, and a potted plant.

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

Insta-worthy 2Bd/1Ba Apt | Minutes from Downtown!
Danville
10.0 out of 10, Exceptional, (10 reviews)
"Great unit, thoroughly enjoyed staying here."
United States
Joseph M.
$248 nightly
The price is $288
Oct 19 - Oct 20
Total with taxes and fees
Insta-worthy 2Bd/1Ba Apt | Minutes from Downtown!
A well-equipped RV interior with a dining area, kitchenette, and seating space.

7. Located in beautiful Lynch Station Va this property offers an amazing escape.

Located in beautiful Lynch Station Va this property offers an amazing escape.
Lynch Station
9.4 out of 10, Exceptional, (3 reviews)
"Wonderful! Was only here overnight but loved it! Will definitely return"
United States
michele p.
$158 nightly
The price is $177
Oct 7 - Oct 8
Total with taxes and fees
Located in beautiful Lynch Station Va this property offers an amazing escape.
A race track with multiple cars, a Coca-Cola advertisement, and a row of houses in the background.

8. 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, (2 reviews)
"This is a beautiful apartment, it has everything you need to enjoy your business trip. I will definitely stay here again, great location!"
United States
Justin L.
$242 nightly
The price is $281
Oct 8 - Oct 9
Total with taxes and fees
Chic Haven: 2b/1bath in the Heart of Danville
A large hotel with multiple buildings, a marina with boats, and a forested backdrop.

9. SML Pointe Studio #3201

SML Pointe Studio #3201
Bedford County
10.0 out of 10, Exceptional, (1 review)
"Perfect"
United States
Felicia M.
$205 nightly
The price is $230
Oct 7 - Oct 8
Total with taxes and fees
SML Pointe Studio #3201
A dining area with a wooden table, chairs, a chandelier, and a cabinet with decorative items.

10. 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, (54 reviews)
"Nice place ! "
United States
Pattie C.
$284 nightly
The price is $328
Nov 6 - Nov 7
Total with taxes and fees
Located in Historic Old West End. Minutes from the River District and Casino.
A view from a balcony overlooking a lake with a restaurant and buildings in the background.

11. AUGUST DISCOUNT DAYS BERNARDS LANDING NEXT2POOL &BEST VIEWS NEW REMODEL-BOOK NOW

AUGUST DISCOUNT DAYS BERNARDS LANDING NEXT2POOL &BEST VIEWS NEW REMODEL-BOOK NOW
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
$228 nightly
The price is $255
Oct 7 - Oct 8
Total with taxes and fees
AUGUST DISCOUNT DAYS BERNARDS LANDING NEXT2POOL &BEST VIEWS NEW REMODEL-BOOK NOW
The Pointe Pool

12. #2100 Pointe - Studio Suite at Mariners SML

#2100 Pointe - Studio Suite at Mariners SML
Bedford County
9.4 out of 10, Exceptional, (9 reviews)
"The room was clean and cozy. Exactly what we were looking for. We will definitely stay again. "
United States
Tia
$207 nightly
The price is $232
Oct 8 - Oct 9
Total with taxes and fees
#2100 Pointe - Studio Suite at Mariners SML
A resort with multiple buildings, a marina, and a large body of water.

13. #2400 Pointe - Studio Suite at Mariners SML

#2400 Pointe - Studio Suite at Mariners SML
Huddleston
10.0 out of 10, Exceptional, (3 reviews)
"My brother and I stayed to do a little fishing. We had a good time and had lunch at Tiffany’s. We enjoyed our stay. "
United States
jesse h.
$236 nightly
The price is $264
Oct 9 - Oct 10
Total with taxes and fees
#2400 Pointe - Studio Suite at Mariners SML
A large building with a swimming pool, tennis courts, and a parking lot.

14. Cozy Lakefront Condo with Kayaks at Bernard's Landing on Smith Mountain Lake

Cozy Lakefront Condo with Kayaks at Bernard's Landing on Smith Mountain Lake
Moneta
10.0 out of 10, Exceptional, (58 reviews)
"really enjoyed our stay. view is spectacular!"
United States
Ben H.
$235 nightly
The price is $264
Oct 8 - Oct 9
Total with taxes and fees
Cozy Lakefront Condo with Kayaks at Bernard's Landing on Smith Mountain Lake
A balcony with a view of a lake, grassy areas, and distant mountains.

15. 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.
Sailors Landing~ Lake/Beach front condo with ample amenities!
A modern living room with a fireplace, a dining area, and a kitchen.

16. #113 Pointe - 1 Bedroom Lakefront Condo at Mariners SML

#113 Pointe - 1 Bedroom Lakefront Condo at Mariners SML
Huddleston
10.0 out of 10, Exceptional, (8 reviews)
"This place was perfect for our family of 4! It was very clean and the amenities were great!"
United States
Heather H.
$343 nightly
The price is $384
Oct 8 - Oct 9
Total with taxes and fees
#113 Pointe - 1 Bedroom Lakefront Condo at Mariners SML
A blue door with a wreath, a doormat with text, and a doorbell.

17. Cozy Lake House Retreat at Mariners Landing

Cozy Lake House Retreat at Mariners Landing
Bedford County
$303 nightly
The price is $308
Oct 7 - Oct 8
Total with taxes and fees
Cozy Lake House Retreat at Mariners Landing
A room with a reception desk, an ATM, a door with a card reader, and a doormat.

18. King Bed|Smoking|Danville VA

King Bed|Smoking|Danville VA
Danville VA
10.0 out of 10, Exceptional, (78 reviews)
"Large rooms, cozy beds, and a good price."
United States
Anonymous traveler
$88 nightly
The price is $98
Oct 7 - Oct 8
Total with taxes and fees
King Bed|Smoking|Danville VA
A resort with multiple buildings, a marina, and a large body of water.

19. #2203 Pointe - Studio Suite at Mariners SML

#2203 Pointe - Studio Suite at Mariners SML
Huddleston
8.8 out of 10, Excellent, (3 reviews)
"room was nice and clean and everything we needed for our stay."
United States
Misty R.
$229 nightly
The price is $257
Oct 8 - Oct 9
Total with taxes and fees
#2203 Pointe - Studio Suite at Mariners SML
A resort with multiple buildings, a marina, and a large body of water.

20. #116 Pointe - 1 Bedroom Lakefront Condo at Mariners SML

#116 Pointe - 1 Bedroom Lakefront Condo at Mariners SML
Huddleston
10.0 out of 10, Exceptional, (4 reviews)
"Property was perfect. Very clean and comfy. The view was awesome. Would stay again."
United States
Phyllis O.
$343 nightly
The price is $384
Oct 8 - Oct 9
Total with taxes and fees
#116 Pointe - 1 Bedroom Lakefront Condo at Mariners SML
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

The Berry Hill Resort & Conference Center

The Berry Hill Resort & Conference Center

10/10 Excellent
"Staff was excellent and very friendly. Property was well maintained and beautiful."
Howard 2-night trip
Posted 1 hour ago
The Berry Hill Resort & Conference Center

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 $167 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.

Explore a world of travel with Expedia

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.