Book Holiday Homes in Chatham

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Featured Holiday Homes in Chatham

Waterfront home with deep water, skiing/tubing coves, firepit, pool table, SUP

Waterfront home with deep water, skiing/tubing coves, firepit, pool table, SUP

Moneta
When you stay at this vacation home in Moneta, you'll be on the waterfront, just steps from Smith Mountain Lake and 9 minutes by foot from Virginia Dare Cruises ...
Waterfront home with deep water, skiing/tubing coves, firepit, pool table, SUP
Foothills Retreat, New Lakefront Luxury w/ Covered Decks + Hot Tub, Fire Pit Terrace, Dock & More!

Foothills Retreat, New Lakefront Luxury w/ Covered Decks + Hot Tub, Fire Pit Terrace, Dock & More!

Moneta
With a stay at this vacation home in Moneta, you'll be on the waterfront, within a 5-minute drive of Smith Mountain Lake and Hickory Hill Vineyards.
Foothills Retreat, New Lakefront Luxury w/ Covered Decks + Hot Tub, Fire Pit Terrace, Dock & More!
Waterfront-Large Dock-Quiet Cove- Minutes to Drifters-Bridgewater Marina

Waterfront-Large Dock-Quiet Cove- Minutes to Drifters-Bridgewater Marina

Moneta
With a stay at this vacation home in Moneta, you'll be on the waterfront, within a 10-minute drive of Smith Mountain Lake and Crystal Shores Marina.
Waterfront-Large Dock-Quiet Cove- Minutes to Drifters-Bridgewater Marina
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LAKEside Sunsets: Lakehouse w/ Private Dock

LAKEside Sunsets: Lakehouse w/ Private Dock

Moneta
With a stay at this vacation home in Moneta, you'll be on the waterfront, within a 10-minute drive of Smith Mountain Lake and Crystal Shores Marina.
LAKEside Sunsets: Lakehouse w/ Private Dock
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
The price is AU$447 per night from 2 Apr to 3 Apr
AU$447
includes taxes & fees
2 Apr - 3 Apr
With a stay at this vacation home in Danville, you'll be within a 5-minute drive of Caesars Virginia Casino and Danville Museum of Fine Arts.
Located in Historic Old West End. Minutes from the River District and Casino.
Sweet By and By... Your Escape to the Beauty of Smith Mountain Lake

Sweet By and By... Your Escape to the Beauty of Smith Mountain Lake

Huddleston
When you stay at this vacation home in Huddleston, you'll be on the waterfront, just steps from Smith Mountain Lake and 13 minutes by foot from Smith Mountain ...
Sweet By and By... Your Escape to the Beauty of Smith Mountain Lake
Lake Paradise! Hot Tub/Pool/WIFI/Grills/Private Dock/Kayaks/SUP/Fireplaces

Lake Paradise! Hot Tub/Pool/WIFI/Grills/Private Dock/Kayaks/SUP/Fireplaces

Moneta
With a stay at this vacation home in Moneta, you'll be on the waterfront, just steps from Smith Mountain Lake.
Lake Paradise! Hot Tub/Pool/WIFI/Grills/Private Dock/Kayaks/SUP/Fireplaces
Unwind & Reel 'em Inn -Lakefront House at Smith Mountain Lake, near VT & Liberty

Unwind & Reel 'em Inn -Lakefront House at Smith Mountain Lake, near VT & Liberty

Moneta
With a stay at this vacation home in Moneta, you'll be on a lake, just steps from Smith Mountain Lake.
Unwind & Reel 'em Inn -Lakefront House at Smith Mountain Lake, near VT & Liberty
PEACEFUL LAKEFRONT TOWNHOME WITH BOAT SLIP AND DOCK

PEACEFUL LAKEFRONT TOWNHOME WITH BOAT SLIP AND DOCK

Moneta
The price is AU$825 per night from 1 Apr to 2 Apr
AU$825
includes taxes & fees
1 Apr - 2 Apr
With a stay at this vacation home in Moneta, you'll be on the waterfront, within a 10-minute drive of Smith Mountain Lake and Crazy Horse Marina.
PEACEFUL LAKEFRONT TOWNHOME WITH BOAT SLIP AND DOCK
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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.

Chatham Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Chatham vacation homes are the perfect way for you to wing it.

Holiday houses in Chatham let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Chatham in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Chatham adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Chatham with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Chatham vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Chatham Holiday Homes essential information

Accommodation
487 Holiday Homes
Lowest Price
AU$150
Highest Price
AU$825
Popular accommodation
Waterfront home with deep water, skiing/tubing coves, firepit, pool table, SUP, Foothills Retreat, New Lakefront Luxury w/ Covered Decks + Hot Tub, Fire Pit Terrace, Dock & More!, Waterfront-Large Dock-Quiet Cove- Minutes to Drifters-Bridgewater Marina, LAKEside Sunsets: Lakehouse w/ Private Dock, Located in Historic Old West End. Minutes from the River District and Casino., Sweet By and By... Your Escape to the Beauty of Smith Mountain Lake, Lake Paradise! Hot Tub/Pool/WIFI/Grills/Private Dock/Kayaks/SUP/Fireplaces, Unwind & Reel 'em Inn -Lakefront House at Smith Mountain Lake, near VT & Liberty, PEACEFUL LAKEFRONT TOWNHOME WITH BOAT SLIP AND DOCK

Top trending hotels in Chatham

Spacious Countryside Cabin w/Hot Tub and Firepit

Spacious Countryside Cabin w/Hot Tub and Firepit

Chatham
With a stay at this vacation home in Chatham, you'll be in the mountains, and 14.2 mi (22.8 km) from Smith Mountain Lake and 6.6 mi (10.6 km) from Leesville ...
Spacious Countryside Cabin w/Hot Tub and Firepit
Riverside Inn & Suites by OYO Danville Ceaser Casino

Riverside Inn & Suites by OYO Danville Ceaser Casino

2.5 out of 5
2500 Riverside Dr, Danville, VA
Fully refundableReserve now, pay when you stay
The price is AU$150 per night from 1 Apr to 2 Apr
AU$150
includes taxes & fees
1 Apr - 2 Apr
With a stay at Riverside Inn & Suites by OYO Danville Ceaser Casino in Danville, you'll be within a 5-minute drive of Caesars Virginia Casino and Danville ...
Riverside Inn & Suites by OYO Danville Ceaser Casino
Caesars Virginia

Caesars Virginia

3.5 out of 5
1100 W. Main Street, Danville, VA
The price is AU$457 per night from 1 Apr to 2 Apr
AU$457
includes taxes & fees
1 Apr - 2 Apr
With a stay at Caesars Virginia in Danville, you'll be a 1-minute walk from Caesars Virginia Casino and 10 minutes by foot from Ballou Park.
Caesars Virginia
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The Bee Hotel Danville

The Bee Hotel Danville

2.5 out of 5
420 Patton St, Danville, VA
Fully refundableReserve now, pay when you stay
The price is AU$238 per night from 13 Apr to 14 Apr
AU$238
includes taxes & fees
13 Apr - 14 Apr
With a stay at The Bee Hotel Danville in Danville, you'll be within a 5-minute drive of Caesars Virginia Casino and Danvillian Gallery.
The Bee Hotel Danville
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.