Chatham Holiday Rentals

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Holiday Rentals in Chatham

Log Cabin Retreat/Pet Friendly: Lake, Golf & Wine

2.0 star property
10.0 out of 10, Exceptional, (5)
"Great getaway place for couples or small families. "
The price is AU$271
includes taxes & fees
5 Aug - 6 Aug
Log Cabin Retreat/Pet Friendly: Lake, Golf & Wine

Private Guesthouse w/Kitchen - Minutes from Uptown

9.6 out of 10, Exceptional, (14)
"The property was very clean and quiet. It was a nice cottage to stay in. We would stay there again."
The price is AU$229
includes taxes & fees
31 July - 1 Aug
Private Guesthouse w/Kitchen - Minutes from Uptown

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

9.8 out of 10, Exceptional, (25)
"Really comfy!"
The price is AU$378
includes taxes & fees
21 July - 22 July
Giggling Creek Cottage: 45 Acres of Rural Bliss, BedJet, Arcades + Pet Friendly

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

9.2 out of 10, Wonderful, (10)
"All we needed for race weekend. Super clean and comfortable."
The price is AU$376
includes taxes & fees
16 July - 17 July
Tiny House - 6 miles from Averett University and 5.4 miles from Caesars Virginia

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

The price is AU$385
includes taxes & fees
6 Aug - 7 Aug
Insta-worthy 2Bd/1Ba Apt Steps from Downtown!

Located in Historic Old West End. Minutes from the River District and Casino.

9.6 out of 10, Exceptional, (20)
"Had a wonderful Sister getaway weekend at the Vintage Charm! The home was perfect for our weekend, so clean and comfortable! Lovely neighborhood with lots to do in the area, we can’t wait to go back!!"
The price is AU$404
includes taxes & fees
16 July - 17 July
Located in Historic Old West End. Minutes from the River District and Casino.

Vacation home just 4 minutes drive to Caesars Virginia Casino

10.0 out of 10, Exceptional, (3)
"Perfect house to get a night out at the casino."
The price is AU$449
includes taxes & fees
16 July - 17 July
Vacation home just 4 minutes drive to Caesars Virginia Casino

Orchard Acres Farm Barnhouse

10.0 out of 10, Exceptional, (22)
"Way more than I expected everything was so peaceful so clean definitely will be back again"
The price is AU$421
includes taxes & fees
7 Aug - 8 Aug
Orchard Acres Farm Barnhouse

Charming 2 Bedroom Cottage in Beautiful Martinsville!

9.0 out of 10, Wonderful, (4)
"Very well layed out floor plan. Enjoyed our stay look forward to seeing if available for next years stay !Thank you!"
The price is AU$453
includes taxes & fees
17 July - 18 July
Charming 2 Bedroom Cottage in Beautiful Martinsville!

Heron’s Cove on Leesville Lake.

8.2 out of 10, Very good, (11)
"Very nice and loved the view of the lake! "
The price is AU$523
includes taxes & fees
16 July - 17 July
Heron’s Cove on Leesville Lake.

Upstairs Double Queen

The price is AU$342
includes taxes & fees
20 July - 21 July
Upstairs Double Queen

Oasis Pool OPEN YEAR ROUND Private Fire Pit Modern Views

9.8 out of 10, Exceptional, (20)
"Everything was awsome and had a great 4 days."
The price is AU$428
includes taxes & fees
27 July - 28 July
Oasis Pool OPEN YEAR ROUND Private Fire Pit Modern Views

Perfect Private Luxurious Home

2.0 star property
10.0 out of 10, Exceptional, (8)
"My co workers and I were looking for a clean comfortable place to stay while working in Martinsville. We definitely found that place! No complaints from us. An absolutely wonderful stay! "
The price is AU$471
includes taxes & fees
31 July - 1 Aug
Perfect Private Luxurious Home

Luxe comfort two-story home with Game Room and Firepit on private cul-desac

10.0 out of 10, Exceptional, (2)
"We needed a home to stay in the evening as my sister has a home but it was full with so many family members. Some of us rented this home and would go in the evenings to sleep. The home was very nice, clean and very well stocked. We enjoyed out stay. "
The price is AU$887
includes taxes & fees
16 July - 17 July
Luxe comfort two-story home with Game Room and Firepit on private cul-desac

Kyle's Place is a relaxing retreat in close proximity to Smith Mountain Lake.

10.0 out of 10, Exceptional, (16)
"This place was located in a great location for what we needed. It had everything we needed. The home was well thought out and made it fill like home."
The price is AU$711
includes taxes & fees
27 July - 28 July
Kyle's Place is a relaxing retreat in close proximity to Smith Mountain Lake.

Peaceful, Country, Pet Friendly Getaway - Minutes from Smith Mountain Lake Dam

Peaceful, Country, Pet Friendly Getaway - Minutes from Smith Mountain Lake Dam

Church of the Perpetual Boogie: near VIR & Casino

10.0 out of 10, Exceptional, (10)
"We really enjoyed our stay!"
The price is AU$986
includes taxes & fees
16 July - 17 July
Church of the Perpetual Boogie: near VIR & Casino

Modern Lake Access Retreat. Hot Tub & Pet Friendly!

10.0 out of 10, Exceptional, (6)
"Everything went smoothy. Great place to stay."
The price is AU$1,091
includes taxes & fees
16 July - 17 July
Modern Lake Access Retreat. Hot Tub & Pet Friendly!

1066 Joffrey - 3 Bedroom Home 1st Fairway at Mariners SML

2.5 star property
10.0 out of 10, Exceptional, (1)
"beautiful property and a great time!!"
1066 Joffrey - 3 Bedroom Home 1st Fairway at Mariners SML

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

9.6 out of 10, Exceptional, (39)
"Great location and plenty of space for our family"
The price is AU$980
includes taxes & fees
29 July - 30 July
Renovated in 2024 3 Levels Lakefront Townhouse in the heart of 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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Frequently asked questions

Can I find holiday rentals in Chatham?

Yes, there are holiday rentals close to the most popular sights in Chatham, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that Chatham has to offer?

Heron Point - Amazing Property with Breathtaking Water Views - Luxury Hot Tub!: This holiday home rental outside of Chatham is located on a lake, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 8 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub.

How many holiday rentals will I find in Chatham?

With 4 Expedia holiday rentals, you're guaranteed 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 wider area, you’ll find Tomahawk Mill Vineyard and Winery and AAF Tank Museum.

What are holiday rentals like in Chatham?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chatham. Holiday rentals offer extras such as patios, hot tubs and fire pits so your stay will be comfortable. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from shared hotel lifts and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive option for a family getaway.