Chatham Vacation Rentals

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Our top choices for Chatham vacation rentals

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, (43 reviews)
"Perfect location to the casino and restaurants. We loved our stay. "
United States
Gail
The price is ¥25,836
¥50,425 total
includes taxes & fees
Apr 26 - Apr 27
Located in Historic Old West End. Minutes from the River District and Casino.

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
The price is ¥21,992
¥74,776 total
includes taxes & fees
Apr 27 - Apr 28
Walking Distance to Casino

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.
The price is ¥28,748
¥53,747 total
includes taxes & fees
Apr 30 - May 1
Charming remodeled historic home in the small town of South Boston, Virginia.

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.
The price is ¥13,468
¥33,191 total
includes taxes & fees
May 7 - May 8
Tiny House - 6 miles from Averett University and 5.4 miles from Caesars Virginia

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)
"Great location…plenty of amenities. A great getaway, sabbatical, or recharge. Peaceful and "
United States
John Paul J.
The price is ¥22,567
¥33,413 total
includes taxes & fees
Apr 26 - Apr 27
Amazing Views and Two Kayaks Ready to Use!

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.
The price is ¥15,789
¥42,805 total
includes taxes & fees
Apr 27 - Apr 28
Boat, fish, golf, swim, & dine at Mariners Landing on 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
The price is ¥14,066
¥31,829 total
includes taxes & fees
Apr 26 - Apr 27
Charming Country Cottage- Long Term Stays Welcome!

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.
The price is ¥37,228
¥79,906 total
includes taxes & fees
Apr 26 - Apr 27
Church of the Perpetual Boogie: near VIR & Casino

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, (132 reviews)
"Excellent location and property! Well equipped, clean, and even had some toys there for our two children to enjoy. Host was very responsive and directions were straightforward, would highly recommended and look forward to coming again!"
United States
Adam B.
Spring is almost here so enjoy it at Birds Eye View in Bernard's Landing

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, (42 reviews)
"Beautiful place and super responsive host! Highly recommended!"
United States
Lauren G.
The price is ¥21,561
¥47,530 total
includes taxes & fees
Apr 29 - Apr 30
Cozy Lakefront Condo with Kayaks at Bernard's Landing on Smith Mountain Lake

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.
The price is ¥18,974
¥74,579 total
includes taxes & fees
Apr 27 - Apr 28
Cozy midtown 3 bedroom/1 bath

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, (16 reviews)
"Quiet, well appointed place with a beautiful view. "
United States
Steve V.
The price is ¥28,748
¥52,372 total
includes taxes & fees
May 2 - May 3
One room cabin set on our farm for a peaceful getaway.

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.
The price is ¥15,964
¥42,057 total
includes taxes & fees
Apr 27 - Apr 28
Insta-worthy 2Bd/1Ba Apt Steps from Downtown!

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.
The price is ¥21,960
¥48,157 total
includes taxes & fees
Apr 29 - Apr 30
Reagan’s Retreat~ Farmhouse Cottage on 45 acres~Hot Tub, Fire Pit

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.
The price is ¥31,577
¥89,878 total
includes taxes & fees
May 18 - May 19
Avalon Cottage w/ hot tub

#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.
The price is ¥42,591
¥89,172 total
includes taxes & fees
Apr 25 - Apr 26
#322 Pointe - 2 Bedroom Lakefront Condo at Mariners SML

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.
The price is ¥34,964
¥78,992 total
includes taxes & fees
Apr 25 - Apr 26
MV37 Corner Waterfront Mariners: 2 Bedroom

FULLY updated: Step-Free access 2BR2BA 2King & 1 queen. BEAUTIFUL & Pet friendly

FULLY updated: Step-Free access 2BR2BA 2King & 1 queen. BEAUTIFUL & Pet friendly
Huddleston
9.8 out of 10, Exceptional, (8 reviews)
"Lovely condo with fantastic water views. Lots of space for the family, we love this location and would definitely come back "
United States
Christie H.
The price is ¥21,530
¥55,341 total
includes taxes & fees
May 2 - May 3
FULLY updated: Step-Free access 2BR2BA 2King & 1 queen. BEAUTIFUL & Pet friendly

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.
The price is ¥71,766
¥119,730 total
includes taxes & fees
May 14 - May 15
10 minutes from VIR. Great bass fishing! Rustic cottage on large private pond.

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.
The price is ¥26,553
¥53,563 total
includes taxes & fees
Apr 27 - Apr 28
Heron’s Cove on Leesville Lake.
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

Search for holiday rentals in Chatham on Expedia! You can easily find your home rentals, villas, holiday apartments in Chatham using one of the methods below:

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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 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.