Book Holiday Homes in Pittsville

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Featured Holiday Homes in Pittsville

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
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
The price is AU$655 per night from 26 May to 27 May
AU$655
includes taxes & fees
26 May - 27 May
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$803 per night from 6 May to 7 May
AU$803
includes taxes & fees
6 May - 7 May
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
LAKE Sundance: Lakefront, Private Dock.

LAKE Sundance: Lakefront, Private Dock.

Moneta
With a stay at this vacation home in Moneta (High Point), you'll be a 1-minute drive from Smith Mountain Lake and 5 minutes from Hickory Hill Vineyards.
LAKE Sundance: Lakefront, Private 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.

Pittsville 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 Pittsville vacation homes are the perfect way for you to wing it.

Holiday houses in Pittsville 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 Pittsville 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 Pittsville adventures, obvs.

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

Pittsville Holiday Homes essential information

Accommodation
419 Holiday Homes
Lowest Price
AU$124
Highest Price
AU$803
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, 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, LAKE Sundance: Lakefront, Private Dock.

Top trending hotels in Pittsville

Stylish Creekside Cabin w/ Fire Pit Near Wineries

Stylish Creekside Cabin w/ Fire Pit Near Wineries

Pittsville
With a stay at this cabin in Staunton River, you'll be in the mountains, and 18.9 mi (30.4 km) from Smith Mountain Lake and 9.9 mi (15.9 km) from Centra Gretna ...
Stylish Creekside Cabin w/ Fire Pit Near Wineries
Beautiful waterfront lodge, private dock and breath taking views of Smith Mt.

Beautiful waterfront lodge, private dock and breath taking views of Smith Mt.

Pittsville
When you stay at this lodge in Pittsville, you'll be 12 minutes by foot from Leesville Lake.
Beautiful waterfront lodge, private dock and breath taking views of Smith Mt.
Quality Suites Altavista - Lynchburg South

Quality Suites Altavista - Lynchburg South

2.5 out of 5
1558 Main St, Altavista, VA
Fully refundableReserve now, pay when you stay
The price is AU$124 per night from 1 Jun to 2 Jun
AU$124
includes taxes & fees
1 June - 2 June
Located in Altavista, Quality Suites Altavista - Lynchburg South is within a 5-minute drive of Avoca Museum and Town & Country Shopping Center.
Quality Suites Altavista - Lynchburg South
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Days Inn by Wyndham Altavista

Days Inn by Wyndham Altavista

2.5 out of 5
1557 Main St, Altavista, VA
Fully refundableReserve now, pay when you stay
The price is AU$133 per night from 30 May to 31 May
AU$133
includes taxes & fees
30 May - 31 May
Located in Altavista, Days Inn by Wyndham Altavista is within a 5-minute drive of Avoca Museum and Town & Country Shopping Center.
Days Inn by Wyndham Altavista
Don't see what you're looking for?
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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.

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^Subject to availability and chosen travel dates.