Chatham Vacation Rentals

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Our top choices for Chatham vacation rentals

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
$406 nightly
The price is $467
Mar 25 - Mar 26
Total with taxes and fees
Walking Distance to Casino

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
9.8 out of 10, Exceptional, (41 reviews)
"Perfect location to the casino and restaurants. We loved our stay. "
United States
Gail
$273 nightly
The price is $315
Mar 25 - Mar 26
Total with taxes and fees
Located in Historic Old West End. Minutes from the River District and Casino.

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
9.4 out of 10, Exceptional, (16 reviews)
"It was a nice location for us while in town for a funeral and visiting family in the area. It was everything we needed for our brief stay."
United States
William P.
$190 nightly
The price is $220
Apr 3 - Apr 4
Total with taxes and fees
Tiny House - 6 miles from Averett University and 5.4 miles from Caesars Virginia

NEW, CLEAN - Belle's Boat Haven Studio in Smith Mountain Lake

NEW, CLEAN - Belle's Boat Haven Studio in Smith Mountain Lake
Huddleston
9.8 out of 10, Exceptional, (21 reviews)
"Very clean nice people great area"
United States
Abe S.
$217 nightly
The price is $244
Mar 28 - Mar 29
Total with taxes and fees
NEW, CLEAN - Belle's Boat Haven Studio in Smith Mountain Lake

Charming Country Cottage- Long Term Stays Welcome!

Charming Country Cottage- Long Term Stays Welcome!
Eden
7.8 out of 10, Good, (6 reviews)
"Clean place. Very good communication. Only issue is parking Hard getting in and out especially with bigger vehicles when someone is parked right along house. Know that if you are tall person you may fill cramped/ claustrophobic as cealings are sloped."
United States
Craig
$178 nightly
The price is $200
Mar 30 - Mar 31
Total with taxes and fees
Charming Country Cottage- Long Term Stays Welcome!

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, (76 reviews)
"Peaceful, beautiful, clean, and the beds were super comfortable. It was exactly what we were looking for. "
United States
Nikki H.
$246 nightly
The price is $276
Mar 25 - Mar 26
Total with taxes and fees
Reagan’s Retreat~ Farmhouse Cottage on 45 acres~Hot Tub, Fire Pit

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, (8 reviews)
"Wonderful place to stay!"
United States
Darelene R.
$209 nightly
The price is $235
Apr 5 - Apr 6
Total with taxes and fees
Romantic Luxury Lake Access Cabin w/ Hot Tub, Spacious Deck, and Pine walls

Cosy Lakefront Condo -- 1-bedroom w/WiFi & fitness room in wonderful Huddleston

Cosy Lakefront Condo -- 1-bedroom w/WiFi & fitness room in wonderful Huddleston
Huddleston
7.6 out of 10, Good, (21 reviews)
"The unit was well equipped and the bed was comfortable. The amenities at Mariner's Landing were 10/10!"
United States
Jenny M.
$108 nightly
The price is $121
Mar 25 - Mar 26
Total with taxes and fees
Cosy Lakefront Condo -- 1-bedroom w/WiFi & fitness room in wonderful Huddleston

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
10.0 out of 10, Exceptional, (27 reviews)
"Excellent stay. Host was very accommodating on a last minute weekend getaway booking. Love this location on SML."
United States
Amy C.
$239 nightly
The price is $268
Mar 25 - Mar 26
Total with taxes and fees
Boat, fish, golf, swim, & dine at Mariners Landing on Smith Mountain Lake!

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, (39 reviews)
"We had a wonderful stay! Very peaceful and clean! "
United States
Sarah R.
$233 nightly
The price is $261
Mar 25 - Mar 26
Total with taxes and fees
Cozy Lakefront Condo with Kayaks at Bernard's Landing on Smith Mountain Lake

Charming remodeled historic home in the small town of South Boston, Virginia.

Charming remodeled historic home in the small town of South Boston, Virginia.
South Boston
10.0 out of 10, Exceptional, (6 reviews)
"The property was not available, but the owner took great care of us and made sure that we had everything we needed. The owner was great and we were well pleased. "
United States
Ricky L.
$293 nightly
The price is $328
Mar 26 - Mar 27
Total with taxes and fees
Charming remodeled historic home in the small town of South Boston, Virginia.

Heron’s Cove on Leesville Lake.

Heron’s Cove on Leesville Lake.
Gretna
8.4 out of 10, Very Good, (14 reviews)
"Very nice and loved the view of the lake! "
United States
Lee W.
$305 nightly
The price is $336
Mar 25 - Mar 26
Total with taxes and fees
Heron’s Cove on Leesville Lake.

Spring is almost here so enjoy it at Birds Eye View in Bernard's Landing

Spring is almost here so enjoy it at Birds Eye View in Bernard's Landing
Moneta
10.0 out of 10, Exceptional, (131 reviews)
"It was a wonderful stay, as always! Lynn is very responsive in the reservation process!"
United States
Dave A.
$380 nightly
The price is $427
Apr 1 - Apr 2
Total with taxes and fees
Spring is almost here so enjoy it at Birds Eye View in Bernard's Landing

One room cabin set on our farm for a peaceful getaway.

One room cabin set on our farm for a peaceful getaway.
Union Hall
10.0 out of 10, Exceptional, (15 reviews)
"Quiet, well appointed place with a beautiful view. "
United States
Steve V.
$292 nightly
The price is $328
Mar 31 - Apr 1
Total with taxes and fees
One room cabin set on our farm for a peaceful getaway.

Cozy midtown 3 bedroom/1 bath

Cozy midtown 3 bedroom/1 bath
Danville
10.0 out of 10, Exceptional, (2 reviews)
"Great stay! Misty was very welcoming. Will definitely visit again!"
United States
Hope B.
$405 nightly
The price is $466
Mar 25 - Mar 26
Total with taxes and fees
Cozy midtown 3 bedroom/1 bath

Insta-worthy 2Bd/1Ba Apt Steps from Downtown!

Insta-worthy 2Bd/1Ba Apt Steps from Downtown!
Danville
10.0 out of 10, Exceptional, (3 reviews)
"Great unit, thoroughly enjoyed staying here."
United States
Joseph M.
$208 nightly
The price is $241
Mar 31 - Apr 1
Total with taxes and fees
Insta-worthy 2Bd/1Ba Apt Steps from Downtown!

Avalon Cottage w/ hot tub

Avalon Cottage w/ hot tub
Danville
10.0 out of 10, Exceptional, (7 reviews)
"Hot tub is the #1 draw, then the affordability and location. This is my 2nd stay and I hope to stay here again next yr. Great timely response to communications"
United States
Deb Deborah W.
$460 nightly
The price is $529
Mar 25 - Mar 26
Total with taxes and fees
Avalon Cottage w/ hot tub

Church of the Perpetual Boogie: near VIR & Casino

Church of the Perpetual Boogie: near VIR & Casino
Danville
10.0 out of 10, Exceptional, (10 reviews)
"We really enjoyed our stay!"
United States
Connie R.
$559 nightly
The price is $642
Mar 25 - Mar 26
Total with taxes and fees
Church of the Perpetual Boogie: near VIR & Casino

#2100 Pointe - Studio Suite at Mariners SML

#2100 Pointe - Studio Suite at Mariners SML
Bedford County
9.4 out of 10, Exceptional, (9 reviews)
"Great trip. Wonderful area people are very friendly and informative. First time going. We will be back! "
United States
Jason C.
$246 nightly
The price is $276
Mar 25 - Mar 26
Total with taxes and fees
#2100 Pointe - Studio Suite at Mariners SML

Amazing Views and Two Kayaks Ready to Use!

Amazing Views and Two Kayaks Ready to Use!
Moneta
10.0 out of 10, Exceptional, (101 reviews)
"Check-in was super easy. Great communication fromhost prior to and upon our arrival. The view was perfect, the amenities, and extra touches made the stay the relaxing and fun weekend we were hoping for - will definitely be back. "
United States
Jackie U.
$190 nightly
The price is $213
Apr 6 - Apr 7
Total with taxes and fees
Amazing Views and Two Kayaks Ready to Use!
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

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 $121 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.

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?

Tranquil Shores Estate, Luxury Lakefront Compound w/ Heated Salt Pool, Hot Tub, Dock!: This vacation home rental near Chatham is located on a lake and has a fireplace, a balcony, 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. Kick off your shoes and enjoy yourself with an arcade game room and a hot tub.

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.