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 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Chatham vacation rentals

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

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)
"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
$164 nightly
The price is $184
Sep 30 - Oct 1
Total with taxes and fees
Amazing Views and Two Kayaks Ready to Use!
A wooden deck with a gazebo, outdoor furniture, and a grill.

2. 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.
$335 nightly
The price is $376
Sep 27 - Sep 28
Total with taxes and fees
Cozy house in private Leesville Lake community
A view from a balcony overlooking a lake with a restaurant and buildings in the background.

3. 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.
$217 nightly
The price is $244
Sep 28 - Sep 29
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.

4. 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.
$245 nightly
The price is $275
Sep 28 - Sep 29
Total with taxes and fees
Cozy Lakefront Condo with Kayaks at Bernard's Landing on Smith Mountain Lake
A living room with a sofa, a coffee table, and a potted plant.

5. 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.
$239 nightly
The price is $278
Oct 19 - Oct 20
Total with taxes and fees
Insta-worthy 2Bd/1Ba Apt | Minutes from Downtown!

6. #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
$203 nightly
The price is $227
Sep 28 - Sep 29
Total with taxes and fees
#2100 Pointe - Studio Suite at Mariners SML
A multi-story hotel with a swimming pool and a dock.

7. #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.
$195 nightly
The price is $219
Sep 27 - Sep 28
Total with taxes and fees
#3402 - Studio Suite - Mariners Landing
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, (54 reviews)
"Nice place ! "
United States
Pattie C.
$282 nightly
The price is $325
Sep 30 - Oct 1
Total with taxes and fees
Located in Historic Old West End. Minutes from the River District and Casino.
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.
$198 nightly
The price is $222
Sep 27 - Sep 28
Total with taxes and fees
SML Pointe Studio #3201
A wooden deck with string lights, a bench, and a table.

10. 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.
$458 nightly
The price is $527
Sep 28 - Sep 29
Total with taxes and fees
Avalon Cottage w/ hot tub
A race track with multiple cars, a Coca-Cola advertisement, and a row of houses in the background.

11. 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.
$232 nightly
The price is $271
Oct 19 - Oct 20
Total with taxes and fees
Chic Haven: 2b/1bath in the Heart of Danville
A modern kitchen with a wooden table, two stools, a stainless steel refrigerator, a microwave, and a washing machine.

12. 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.
$251 nightly
The price is $282
Sep 27 - Sep 28
Total with taxes and fees
Reagan’s Retreat~ Farmhouse Cottage on 45 acres~Hot Tub, Fire Pit
A well-equipped RV interior with a dining area, kitchenette, and seating space.

13. 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.
A dining area with a dark wooden table, a chair, a wall clock, a framed picture, and a wall-mounted light fixture.

14. 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
$413 nightly
The price is $475
Sep 28 - Sep 29
Total with taxes and fees
Walking Distance to Casino
A resort with multiple buildings, a marina, and a large body of water.

15. #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.
$222 nightly
The price is $249
Sep 28 - Sep 29
Total with taxes and fees
#2203 Pointe - Studio Suite at Mariners SML
A kitchen with a stainless steel refrigerator, wooden cabinets, a sink, and a door with a 'blessed' sign.

16. 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.
An aerial view of a lakeside hotel with multiple buildings, a marina, and a swimming pool.

17. 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.
$370 nightly
The price is $404
Sep 28 - Sep 29
Total with taxes and fees
Lakefront Condo w/ Free Resort Amenities at SML!
A room with a reception desk, an ATM, a door with a card reader, and a doormat.

18. 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
$91 nightly
The price is $101
Sep 27 - Sep 28
Total with taxes and fees
2 Full Bed|Smoking|Danville VA
A wooden dock extending into a river with a kayak on it, a covered area with outdoor seating, and a building with a porch.

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

Shangri-La -dogs friendly, firepit, wifi, 2 kayaks, 2 kitchens, and a Pool Table
Huddleston
9.8 out of 10, Exceptional, (43 reviews)
"Loved our stay. The property was perfect for our needs. As a family of cooks we LOVED the well appointed kitchen!"
United States
Elizabeth H.
$661 nightly
The price is $742
Sep 27 - Sep 28
Total with taxes and fees
Shangri-La -dogs friendly, firepit, wifi, 2 kayaks, 2 kitchens, and a Pool Table
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.
$324 nightly
The price is $363
Sep 28 - Sep 29
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

Sleep Inn & Suites Danville Hwy 58

Sleep Inn & Suites Danville Hwy 58

8/10 Good
"The room was very clean. The staff was friendly and helpful."
Carl 1-night trip
Posted 14 hours ago
Sleep Inn & Suites Danville Hwy 58

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 $184 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.