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
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

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, (46 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 2 - Sep 3
Total with taxes and fees
Cozy house in private Leesville Lake community
An aerial view of a hotel with a large building, a swimming pool, and a dock with boats.

2. Boat, fish, golf, swim, & dine at Mariners Landing on Smith Mountain Lake!

Boat, fish, golf, swim, & dine at Mariners Landing on Smith Mountain Lake!
Huddleston
9.8 out of 10, Exceptional, (33 reviews)
"Small but had everything I needed. Great if you want to stay on the lake."
United States
Amanda C.
$239 nightly
The price is $268
Aug 31 - Sep 1
Total with taxes and fees
Boat, fish, golf, swim, & dine at Mariners Landing on Smith Mountain Lake!
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, (7 reviews)
"Great unit, thoroughly enjoyed staying here."
United States
Joseph M.
$269 nightly
The price is $273
Sep 30 - Oct 1
Total with taxes and fees
Insta-worthy 2Bd/1Ba Apt | Minutes from Downtown!
A race track with multiple cars, a grassy area, and a building with a brick facade and multiple chimneys.

4. 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.
$254 nightly
The price is $258
Sep 3 - Sep 4
Total with taxes and fees
Chic Haven: 2b/1bath in the Heart of Danville
A balcony with a view of a lake, a dock, and a small building.

5. Amazing Views and Two Kayaks Ready to Use!

Amazing Views and Two Kayaks Ready to Use!
Moneta
10.0 out of 10, Exceptional, (108 reviews)
"Beautiful property exactly as described. Great view of the lake, nice amenities, and use of kayaks was appreciated. Host was very responsive and friendly. Snacks and sodas provided were a nice touch, and so were the bathrobes and slippers and the hammock on the porch. Awesome property with everything you need. Will definitely recommend and stay again!!!"
United States
Terri
$165 nightly
The price is $185
Sep 2 - Sep 3
Total with taxes and fees
Amazing Views and Two Kayaks Ready to Use!
A modern living room with a sofa, a coffee table, a TV, and a sliding glass door leading to an outdoor area.

6. Tiny House - 6 miles from Averett University and 5.4 miles from Caesars Virginia

Tiny House - 6 miles from Averett University and 5.4 miles from Caesars Virginia
Danville
9.6 out of 10, Exceptional, (18 reviews)
"I enjoyed my stay up there this place is good for being on the outskirts but at the same time right next to everything. It was a very cute little place. It had everything you needed."
United States
Ashley L.
$212 nightly
The price is $245
Sep 13 - Sep 14
Total with taxes and fees
Tiny House - 6 miles from Averett University and 5.4 miles from Caesars Virginia
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.
$169 nightly
The price is $189
Aug 31 - Sep 1
Total with taxes and fees
Located in beautiful Lynch Station Va this property offers an amazing escape.
A dining area with a wooden table, chairs, a chandelier, and a cabinet with decorative items.

8. 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, (51 reviews)
"Nice place ! "
United States
Pattie C.
$299 nightly
The price is $345
Sep 6 - Sep 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.

9. 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, (57 reviews)
"This stay was amazing. The place was clean, beautiful property with lots of amenities and relatively close to fun things to do. The property was exactly as described and I was able to cook some meals. Hot tub and indoor pool were great as well. "
United States
Jennifer H.
$225 nightly
The price is $253
Sep 22 - Sep 23
Total with taxes and fees
AUGUST DISCOUNT DAYS BERNARDS LANDING NEXT2POOL &BEST VIEWS NEW REMODEL-BOOK NOW
A large building with a swimming pool, tennis courts, and a parking lot.

10. 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, (55 reviews)
"Great place with a great host!"
United States
Adam H.
$272 nightly
The price is $305
Sep 21 - Sep 22
Total with taxes and fees
Cozy Lakefront Condo with Kayaks at Bernard's Landing on Smith Mountain Lake
A wooden deck with string lights, a bench, and a table.

11. Avalon Cottage w/ hot tub

Avalon Cottage w/ hot tub
Danville
10.0 out of 10, Exceptional, (8 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.
$490 nightly
The price is $564
Aug 31 - Sep 1
Total with taxes and fees
Avalon Cottage w/ hot tub
A dining area with a dark wooden table, a chair, a wall clock, a framed picture, and a wall-mounted light fixture.

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
$442 nightly
The price is $508
Aug 31 - Sep 1
Total with taxes and fees
Walking Distance to Casino
A large hotel with multiple buildings, a marina with boats, and a forested backdrop.

13. SML Pointe Studio #3201

SML Pointe Studio #3201
Bedford County
10.0 out of 10, Exceptional, (1 review)
"Perfect"
United States
Felicia M.
$230 nightly
The price is $258
Sep 8 - Sep 9
Total with taxes and fees
SML Pointe Studio #3201

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
$238 nightly
The price is $266
Sep 1 - Sep 2
Total with taxes and fees
#2100 Pointe - Studio Suite at Mariners SML
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.
$319 nightly
The price is $358
Sep 9 - Sep 10
Total with taxes and fees
Sailors Landing~ Lake/Beach front condo with ample amenities!
A motel with a large sign, a covered parking area, and a grassy lawn.

16. 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
$91 nightly
The price is $101
Sep 26 - Sep 27
Total with taxes and fees
King Bed|Smoking|Danville VA
A resort with multiple buildings, a marina, and a large body of water.

17. #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 2 - Sep 3
Total with taxes and fees
#2400 Pointe - Studio Suite at Mariners SML
A modern kitchen with a wooden table, two stools, a stainless steel refrigerator, a microwave, and a washing machine.

18. 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, (83 reviews)
"We had a great time staying here. The host was very responsive and accommodating. The next time we need a place in this area we will rebook it. "
United States
Kenneth H.
$229 nightly
The price is $257
Aug 31 - Sep 1
Total with taxes and fees
Reagan’s Retreat~ Farmhouse Cottage on 45 acres~Hot Tub, Fire Pit
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.
$231 nightly
The price is $259
Sep 1 - Sep 2
Total with taxes and fees
#2203 Pointe - Studio Suite at Mariners SML
A covered outdoor deck with a table and chairs, overlooking a lake and surrounded by greenery.

20. Lakefront Condo w/ Boat Launch! 20 Min to Smith Mtn Lake State Park!

Lakefront Condo w/ Boat Launch! 20 Min to Smith Mtn Lake State Park!
Goodview
9.6 out of 10, Exceptional, (22 reviews)
"Everything was very nice, clean and well organized."
United States
Wendy A.
$253 nightly
The price is $284
Aug 31 - Sep 1
Total with taxes and fees
Lakefront Condo w/ Boat Launch! 20 Min to Smith Mtn Lake State Park!
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 Holbrook Hotel

The Holbrook Hotel

10/10 Excellent
"Great location property was very clean staff was very nice price was very reasonable I would definitely stay again keep up the great work"
david 1-night trip
Posted 5 hours ago
The Holbrook Hotel

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 $399 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?

Beautiful lakeside family or corporate retreat with pool, hot tub, and more!: This vacation home near Chatham is located on a lake and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 4 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 patio, a garden, and a selection of games 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.