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 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Chatham vacation rentals

Interior

1. 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.
$236 nightly
The price is $275
Sep 21 - Sep 22
Total with taxes and fees
Insta-worthy 2Bd/1Ba Apt | Minutes from Downtown!
Property grounds

2. Amazing Views and Two Kayaks Ready to Use!

Amazing Views and Two Kayaks Ready to Use!
Moneta
10.0 out of 10, Exceptional, (111 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
$165 nightly
The price is $185
Sep 23 - Sep 24
Total with taxes and fees
Amazing Views and Two Kayaks Ready to Use!
Property grounds

3. Cozy house in private Leesville Lake community

Cozy house in private Leesville Lake community
Pittsville
10.0 out of 10, Exceptional, (48 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
Sep 23 - Sep 24
Total with taxes and fees
Cozy house in private Leesville Lake community
Outdoor dining

4. 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, (58 reviews)
"We celebrated our 34th Anniversary!! The condo was perfect!! Just steps away from the outdoor pool and to dock to get on our boat. Condo was clean, bed slept good, great views, easy access in and out. We grilled out on the grill. Owners were quick to answer any questions. We have been coming here on our anniversary for 13 years. Wonderful place to stay. We would definitely rent it again!!"
United States
Christy H.
$224 nightly
The price is $252
Sep 21 - Sep 22
Total with taxes and fees
AUGUST DISCOUNT DAYS BERNARDS LANDING NEXT2POOL &BEST VIEWS NEW REMODEL-BOOK NOW
Exterior

5. 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, (56 reviews)
"Great place with a great host!"
United States
Adam H.
$240 nightly
The price is $269
Sep 21 - Sep 22
Total with taxes and fees
Cozy Lakefront Condo with Kayaks at Bernard's Landing on Smith Mountain Lake
Exterior

6. SML Pointe Studio #3201

SML Pointe Studio #3201
Bedford County
10.0 out of 10, Exceptional, (1 review)
"Perfect"
United States
Felicia M.
$204 nightly
The price is $229
Sep 21 - Sep 22
Total with taxes and fees
SML Pointe Studio #3201
Dining

7. 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.
$296 nightly
The price is $341
Sep 30 - Oct 1
Total with taxes and fees
Located in Historic Old West End. Minutes from the River District and Casino.
Exterior

8. #3402 - Studio Suite - Mariners Landing

#3402 - Studio Suite - Mariners Landing
Bedford County
10.0 out of 10, Exceptional, (1 review)
"Mariner's Landing is a great property with great on-site amenities. There's a nice pool, a lovely little lake beach, and a restaurant on site. The property is very clean and well-maintained.The studio condo we rented was also very nice. Very clean, nicely maintained. There were some nice, unexpected touches - coffee, shampoo, lotion, and other personal care items. I highly reccommend both Mariners Landing and this condo."
United States
Nancy N.
$200 nightly
The price is $224
Sep 22 - Sep 23
Total with taxes and fees
#3402 - Studio Suite - Mariners Landing
TV, stereo

9. 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.
$168 nightly
The price is $188
Sep 28 - Sep 29
Total with taxes and fees
Located in beautiful Lynch Station Va this property offers an amazing escape.
Exterior

10. 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.
$235 nightly
The price is $274
Sep 21 - Sep 22
Total with taxes and fees
Chic Haven: 2b/1bath in the Heart of Danville
Terrace/patio

11. 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.
$484 nightly
The price is $557
Sep 21 - Sep 22
Total with taxes and fees
Avalon Cottage w/ hot tub
Interior

12. Walking Distance to Casino

Walking Distance to Casino
Danvilel
10.0 out of 10, Exceptional, (28 reviews)
"Room where great, loved the mattress. Definitely had a great night sleep here!"
United States
Brenda
$437 nightly
The price is $502
Sep 21 - Sep 22
Total with taxes and fees
Walking Distance to Casino
Lobby

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
$92 nightly
The price is $101
Sep 26 - Sep 27
Total with taxes and fees
2 Full Bed|Smoking|Danville VA
Indoor pool

14. #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
$209 nightly
The price is $234
Sep 22 - Sep 23
Total with taxes and fees
#2100 Pointe - Studio Suite at Mariners SML
Exterior

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.
$238 nightly
The price is $266
Sep 22 - Sep 23
Total with taxes and fees
#2400 Pointe - Studio Suite at Mariners SML
Exterior

16. #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.
$231 nightly
The price is $259
Sep 22 - Sep 23
Total with taxes and fees
#2203 Pointe - Studio Suite at Mariners SML
Property grounds

17. 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.
$264 nightly
The price is $297
Oct 8 - Oct 9
Total with taxes and fees
Sailors Landing~ Lake/Beach front condo with ample amenities!
Exterior

18. 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.
2 Kayaks Included! Lakefront w/ Pools, Hot Tub, Golf, Pickleball
Coffee/tea maker, fridge, microwave, oven

19. Reagan’s Retreat~ Farmhouse Cottage on 45 acres~Hot Tub, Fire Pit

Reagan’s Retreat~ Farmhouse Cottage on 45 acres~Hot Tub, Fire Pit
Glade Hill
10.0 out of 10, Exceptional, (84 reviews)
"Excellent cottage, well appointed and clean. Taylor was very responsive to any messages or questions. Quiet, country setting within a short drive to necessary items and things to do. Will definitely return. Thank you for a great stay!"
United States
Heather H.
$263 nightly
The price is $296
Sep 21 - Sep 22
Total with taxes and fees
Reagan’s Retreat~ Farmhouse Cottage on 45 acres~Hot Tub, Fire Pit
Exterior

20. 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)
"Beautiful place with lots of room. Gorgeous view and close to lake and all amenities. The pools are great for the entire family, with a nice play ground and walking areas. "
United States
David S.
$355 nightly
The price is $387
Sep 21 - Sep 22
Total with taxes and fees
Lakefront Condo w/ Free Resort Amenities at 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

City Express by Marriott Danville

City Express by Marriott Danville

8/10 Good
"The hotel was nice. Very friendly staff. Only real issues were that the indoor pools water was way too cold. The beds were a little hard. The handle on the toilet broke. The breakfast was OK but the lady who ran it did a wonderful job keeping it stocked & clean."
Jeri 2-night trip
Posted 4 hours ago
City Express by Marriott 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 $185 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!: This vacation home near Chatham 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.