Chatham Vacation Rentals

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Check prices for these dates

In two weeks
May 15 - May 17
In two months
Jun 26 - Jun 28
In three months
Jul 24 - Jul 26
In four months
Aug 21 - Aug 23

Our top choices for Chatham vacation rentals

Dining

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, (45 reviews)
"Perfect location to the casino and restaurants. We loved our stay. "
United States
Gail
$272 nightly
The price is $314
May 3 - May 4
Total with taxes and fees
Located in Historic Old West End. Minutes from the River District and Casino.
Interior

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.
$334 nightly
The price is $373
May 4 - May 5
Total with taxes and fees
Charming remodeled historic home in the small town of South Boston, Virginia.
1 bedroom, free WiFi, bed sheets, wheelchair access

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, (17 reviews)
"Quiet, well appointed place with a beautiful view. "
United States
Steve V.
$292 nightly
The price is $328
May 9 - May 10
Total with taxes and fees
One room cabin set on our farm for a peaceful getaway.
Fridge, microwave, oven, stovetop

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, (78 reviews)
"We had great communication from host and we had a blast.got to explore the property. Found me some new rocks and the hot tub was private. Would definitely stay again. If you love the outdoors go stay here."
United States
Sherry T.
$271 nightly
The price is $304
May 3 - May 4
Total with taxes and fees
Reagan’s Retreat~ Farmhouse Cottage on 45 acres~Hot Tub, Fire Pit
Interior

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
$415 nightly
The price is $477
May 11 - May 12
Total with taxes and fees
Walking Distance to Casino
Exterior

#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.
$462 nightly
The price is $518
May 4 - May 5
Total with taxes and fees
#116 Pointe - 1 Bedroom Lakefront Condo at Mariners SML
Marina

#322 Pointe - 2 Bedroom Lakefront Condo at Mariners SML

#322 Pointe - 2 Bedroom Lakefront Condo at Mariners SML
Huddleston
9.6 out of 10, Exceptional, (10 reviews)
"We really enjoyed our stay!"
United States
Jill G.
$704 nightly
The price is $789
May 3 - May 4
Total with taxes and fees
#322 Pointe - 2 Bedroom Lakefront Condo at Mariners SML
Indoor pool

MV37 Corner Waterfront Mariners: 2 Bedroom

MV37 Corner Waterfront Mariners: 2 Bedroom
Bedford County
10.0 out of 10, Exceptional, (4 reviews)
"I would stay here again. "
United States
Zarela J.
$523 nightly
The price is $585
May 3 - May 4
Total with taxes and fees
MV37 Corner Waterfront Mariners: 2 Bedroom
Interior

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.
$438 nightly
The price is $503
May 12 - May 13
Total with taxes and fees
Church of the Perpetual Boogie: near VIR & Casino
Terrace/patio

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.
$484 nightly
The price is $557
May 12 - May 13
Total with taxes and fees
Avalon Cottage w/ hot tub
Property grounds

Amazing Views and Two Kayaks Ready to Use!

Amazing Views and Two Kayaks Ready to Use!
Moneta
10.0 out of 10, Exceptional, (102 reviews)
"Great location…plenty of amenities. A great getaway, sabbatical, or recharge. Peaceful and "
United States
John Paul J.
$192 nightly
The price is $215
May 11 - May 12
Total with taxes and fees
Amazing Views and Two Kayaks Ready to Use!
Exterior

10 minutes from VIR. Great bass fishing! Rustic cottage on large private pond.

10 minutes from VIR. Great bass fishing! Rustic cottage on large private pond.
Alton
10.0 out of 10, Exceptional, (1 review)
"We came down for an event at VIR. The hosts were fantastic and the home was lovely. Will be back!"
United States
Chris N.
$657 nightly
The price is $751
May 14 - May 15
Total with taxes and fees
10 minutes from VIR. Great bass fishing! Rustic cottage on large private pond.
Outdoor pool, a heated pool

Oasis Pool OPEN YEAR ROUND Private Fire Pit Modern Views

Oasis Pool OPEN YEAR ROUND Private Fire Pit Modern Views
Martinsville
9.8 out of 10, Exceptional, (24 reviews)
"Everything was fantastic "
United States
Erica B.
$253 nightly
The price is $284
May 3 - May 4
Total with taxes and fees
Oasis Pool OPEN YEAR ROUND Private Fire Pit Modern Views
Exterior

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, (28 reviews)
"The lake was beautiful. Although, too early in season for boat tour or outdoor pools. Needed help from wait staff at Tiff's Restaurant to locate indoor pool. "
United States
Bruce
$238 nightly
The price is $267
May 4 - May 5
Total with taxes and fees
Boat, fish, golf, swim, & dine at Mariners Landing on Smith Mountain Lake!
Smart TV

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.
$179 nightly
The price is $208
May 7 - May 8
Total with taxes and fees
Tiny House - 6 miles from Averett University and 5.4 miles from Caesars Virginia
Smart TV, fireplace, video games, DVD player

Giggling Creek Cottage: 45 Acres of Rural Bliss, BedJet, Arcades + Pet Friendly

Giggling Creek Cottage: 45 Acres of Rural Bliss, BedJet, Arcades + Pet Friendly
Bassett
9.8 out of 10, Exceptional, (30 reviews)
"Very nice property. "
United States
Laura G.
$245 nightly
The price is $273
May 4 - May 5
Total with taxes and fees
Giggling Creek Cottage: 45 Acres of Rural Bliss, BedJet, Arcades + Pet Friendly
Indoor pool

#344 Pointe - 2 Bedroom Lakefront Condo at Mariners SML

#344 Pointe - 2 Bedroom Lakefront Condo at Mariners SML
Bedford County
10.0 out of 10, Exceptional, (2 reviews)
"We had a good time. Nice room and a Beautiful view. We enjoyed lunch at Tiffs and had dinner at Napoli Cowboy. "
United States
jesse h.
$633 nightly
The price is $709
May 3 - May 4
Total with taxes and fees
#344 Pointe - 2 Bedroom Lakefront Condo at Mariners SML
Indoor pool

#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.
$321 nightly
The price is $359
May 4 - May 5
Total with taxes and fees
#2400 Pointe - Studio Suite at Mariners SML
Outdoor dining

Renovated in 2024 3 Levels Lakefront Townhouse in the heart of SML.

Renovated in 2024 3 Levels Lakefront Townhouse in the heart of SML.
Moneta
9.8 out of 10, Exceptional, (46 reviews)
"Great views of the main channel of the Roanoke River. Clean property and excellent owner hospitality. Owner was exceptional to work with and communicated with me despite traveling abroad. I would highly recommend this property and host!"
United States
Greg H.
$488 nightly
The price is $548
May 5 - May 6
Total with taxes and fees
Renovated in 2024 3 Levels Lakefront Townhouse in the heart of SML.
Indoor pool

#243 Pointe - 2 Bedroom Lakefront Condo at Mariners SML

#243 Pointe - 2 Bedroom Lakefront Condo at Mariners SML
Bedford County
9.0 out of 10, Wonderful, (2 reviews)
"Property view was beautiful. Property staff were very friendly and helpful! We will definitely come back for another visit! "
United States
Karen K.
$704 nightly
The price is $789
May 4 - May 5
Total with taxes and fees
#243 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

Riverside Inn & Suites Danville Virginia

Riverside Inn & Suites Danville Virginia

2/10 Terrible
"No water pressure"
Nicholas 1-night trip
Posted 10 hours ago
Riverside Inn & Suites Danville Virginia

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 $135 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?

Blue Water Retreat, Private Lakefront, 6 Bedrooms, Covered Deck, 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. Kitchen amenities include a dishwasher, a fridge, and a stovetop. 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 Danville's Riverwalk Trail. 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.