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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Our top choices for Chatham vacation rentals

1. 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.
The price is CA $150
CA $227 total
includes taxes & fees
Nov 9 - Nov 10
Amazing Views and Two Kayaks Ready to Use!

2. 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.
The price is CA $245
CA $538 total
includes taxes & fees
Nov 8 - Nov 9
Cozy house in private Leesville Lake community

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.
The price is CA $153
CA $403 total
includes taxes & fees
Nov 9 - Nov 10
Insta-worthy 2Bd/1Ba Apt | Minutes from Downtown!

4. #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.
The price is CA $119
CA $288 total
includes taxes & fees
Dec 1 - Dec 2
#3402 - Studio Suite - Mariners Landing

5. 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
The price is CA $138
CA $320 total
includes taxes & fees
Nov 8 - Nov 9
FALL COLORS SPECIAL BERNARDS LANDING BEST VIEWS UPDATED-INDOOR POOL HOT TUB OPEN

6. #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.
The price is CA $223
CA $484 total
includes taxes & fees
Dec 7 - Dec 8
#116 Pointe - 1 Bedroom Lakefront Condo at Mariners SML

7. #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
The price is CA $124
CA $300 total
includes taxes & fees
Dec 1 - Dec 2
#2100 Pointe - Studio Suite at Mariners SML

8. 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
9.6 out of 10, Exceptional, (5 reviews)
"Wonderful! Was only here overnight but loved it! Will definitely return"
United States
michele p.
The price is CA $158
CA $242 total
includes taxes & fees
Nov 8 - Nov 9
Located in beautiful Lynch Station Va this property offers an amazing escape.

9. 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.
The price is CA $144
CA $392 total
includes taxes & fees
Nov 8 - Nov 9
Chic Haven: 2b/1bath in the Heart of Danville

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, (55 reviews)
"Nice place ! "
United States
Pattie C.
The price is CA $185
CA $408 total
includes taxes & fees
Nov 8 - Nov 9
Located in Historic Old West End. Minutes from the River District and Casino.

11. SML Pointe Studio #3201

SML Pointe Studio #3201
Bedford County
10.0 out of 10, Exceptional, (1 review)
"Perfect"
United States
Felicia M.
The price is CA $119
CA $293 total
includes taxes & fees
Dec 1 - Dec 2
SML Pointe Studio #3201

12. #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.
The price is CA $112
CA $285 total
includes taxes & fees
Dec 1 - Dec 2
#2203 Pointe - Studio Suite at Mariners SML

13. 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.
The price is CA $220
CA $426 total
includes taxes & fees
Nov 15 - Nov 16
Sailors Landing~ Lake/Beach front condo with ample amenities!

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, (59 reviews)
"really enjoyed our stay. view is spectacular!"
United States
Ben H.
The price is CA $154
CA $343 total
includes taxes & fees
Nov 11 - Nov 12
Cozy Lakefront Condo with Kayaks at Bernard's Landing on Smith Mountain Lake

15. #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.
The price is CA $154
CA $333 total
includes taxes & fees
Dec 7 - Dec 8
#2400 Pointe - Studio Suite at Mariners SML

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.
The price is CA $223
CA $489 total
includes taxes & fees
Dec 1 - Dec 2
#113 Pointe - 1 Bedroom Lakefront Condo at Mariners SML

17. 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 traveller
The price is CA $127
CA $156 total
includes taxes & fees
Nov 8 - Nov 9
2 Full Bed|Smoking|Danville VA

18. Cozy Lake House Retreat at Mariners Landing

Cozy Lake House Retreat at Mariners Landing
Bedford County
The price is CA $184
CA $387 total
includes taxes & fees
Nov 8 - Nov 9
Cozy Lake House Retreat at Mariners Landing

19. Avalon Cottage w/ hot tub

Avalon Cottage w/ hot tub
Danville
10.0 out of 10, Exceptional, (9 reviews)
"Fantastic place and my go-to from here on out! Clean, newly upgraded and quiet and has everything you need. Great experience from beginning to end!"
United States
Adam S.
The price is CA $278
CA $752 total
includes taxes & fees
Nov 9 - Nov 10
Avalon Cottage w/ hot tub

20. #233 Pointe - 2 Bedroom Lakefront Condo at Mariners SML

#233 Pointe - 2 Bedroom Lakefront Condo at Mariners SML
Bedford County
10.0 out of 10, Exceptional, (6 reviews)
"Great location, great property, balcony was super nice!! Had Mother's Day Brunch, downstairs at Tiff's, it was excellent as well. Very nice stay!!"
United States
Jacqueline T.
The price is CA $265
CA $605 total
includes taxes & fees
Dec 1 - Dec 2
#233 Pointe - 2 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

Find out more about Chatham

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Chatham. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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.