Book Holiday Homes in Pittsville

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Featured Holiday Homes in Pittsville

Bright, Beautiful Smith Mountain Lakefront, Full Amenities & Perfect Location!

Bright, Beautiful Smith Mountain Lakefront, Full Amenities & Perfect Location!

Moneta
Book a stay at this family-friendly vacation home in Moneta. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Smith Mountain Lake and Hickory ...
Bright, Beautiful Smith Mountain Lakefront, Full Amenities & Perfect Location!
Cozy Waterfront Cottage --  Cabin 7 Cedar Key, No Wake Cove,  Great Views!

Cozy Waterfront Cottage -- Cabin 7 Cedar Key, No Wake Cove, Great Views!

Huddleston
Stay at this vacation home in Huddleston. Enjoy patios, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Lake Haven Marina and Smith ...
Cozy Waterfront Cottage -- Cabin 7 Cedar Key, No Wake Cove, Great Views!
Heron Point - Amazing Property with Breathtaking Water Views - Luxury Hot Tub!

Heron Point - Amazing Property with Breathtaking Water Views - Luxury Hot Tub!

Huddleston
Book a stay at this family-friendly vacation home in Huddleston. Enjoy free WiFi, a garden, and laundry facilities. Our guests praise the property condition ...
Heron Point - Amazing Property with Breathtaking Water Views - Luxury Hot Tub!
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5 Bed 4 Bath Waterfront Home on Deep Water Cove Ideally located by car or boat!

5 Bed 4 Bath Waterfront Home on Deep Water Cove Ideally located by car or boat!

Moneta
Book a stay at this family-friendly vacation home in Moneta. Enjoy free WiFi, a garden, and laundry facilities. Our guests praise the helpful staff in our reviews. ...
5 Bed 4 Bath Waterfront Home on Deep Water Cove Ideally located by car or boat!
Lakefront home with views, private hot tub/dock, deck, Free Wifi

Lakefront home with views, private hot tub/dock, deck, Free Wifi

2 out of 5
Moneta
Book a stay at this family-friendly vacation home in Moneta. Enjoy a garden, laundry facilities, and tennis courts. Popular attractions Waterwheel Marina and ...
Lakefront home with views, private hot tub/dock, deck, Free Wifi
Unique cabin that sits right on the water. Huge deck. Amazing views. Gas grill.

Unique cabin that sits right on the water. Huge deck. Amazing views. Gas grill.

Moneta
Stay at this vacation home in Moneta. Enjoy patios and air conditioning. Popular attractions Smith Mountain Lake and Crystal Shores Marina are located ...
Unique cabin that sits right on the water. Huge deck. Amazing views. Gas grill.
Tranquil Shores Estate, Luxury Lakefront Compound w/ Heated Salt Pool, Hot Tub, Dock!

Tranquil Shores Estate, Luxury Lakefront Compound w/ Heated Salt Pool, Hot Tub, Dock!

Moneta
Stay at this vacation home in Moneta. Enjoy laundry facilities, balconies, and cable/satellite TV service. Popular attractions Moneta Library and Moneta Park ...
Tranquil Shores Estate, Luxury Lakefront Compound w/ Heated Salt Pool, Hot Tub, Dock!
Beautiful lakeside family or corporate retreat with pool, hot tub, and  more!

Beautiful lakeside family or corporate retreat with pool, hot tub, and more!

Huddleston
Book a stay at this family-friendly vacation home in Huddleston. Enjoy free WiFi, private pools, and a garden. Popular attractions Smith Mountain Lake and Lake ...
Beautiful lakeside family or corporate retreat with pool, hot tub, and more!
Smith Mountain Lake Home with stunning views  with wet cove

Smith Mountain Lake Home with stunning views with wet cove

Penhook
The price is NZ$2,672 per night from 18 Aug to 19 Aug
NZ$2,672
18 Aug - 19 Aug
includes taxes & fees
Book a stay at this golf vacation home in Penhook. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Smith Mountain Lake and Lakeside Marina ...
Smith Mountain Lake Home with stunning views with wet cove
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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
480 Holiday Homes
Lowest Price
NZ$161
Highest Price
NZ$2,672
Popular accommodation
Bright, Beautiful Smith Mountain Lakefront, Full Amenities & Perfect Location!, Cozy Waterfront Cottage -- Cabin 7 Cedar Key, No Wake Cove, Great Views!, Heron Point - Amazing Property with Breathtaking Water Views - Luxury Hot Tub!, 5 Bed 4 Bath Waterfront Home on Deep Water Cove Ideally located by car or boat!, Lakefront home with views, private hot tub/dock, deck, Free Wifi, Unique cabin that sits right on the water. Huge deck. Amazing views. Gas grill., Tranquil Shores Estate, Luxury Lakefront Compound w/ Heated Salt Pool, Hot Tub, Dock!, Beautiful lakeside family or corporate retreat with pool, hot tub, and more!, Smith Mountain Lake Home with stunning views with wet cove

Top trending hotels in Pittsville

Private house on Leesville Lake

Private house on Leesville Lake

Pittsville
Stay at this vacation home in Pittsville. Enjoy free WiFi, a garden, and laundry facilities.
Private house on Leesville Lake
Lakeinn

Lakeinn

2.5 out of 5
45 Enterprise Ln, Moneta, VA
Fully refundableReserve now, pay when you stay
The price is NZ$161 per night from 29 Aug to 30 Aug
NZ$161
29 Aug - 30 Aug
includes taxes & fees
Stay at this motel in Moneta. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
Lakeinn
Hampton Inn Gretna - Smith Mountain Lake

Hampton Inn Gretna - Smith Mountain Lake

2.5 out of 5
200 McBride Ln, Gretna, VA
Fully refundableReserve now, pay when you stay
The price is NZ$183 per night from 1 Sept to 2 Sept
NZ$183
1 Sept - 2 Sept
includes taxes & fees
Book a stay at this business-friendly hotel in Gretna. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our ...
Hampton Inn Gretna - Smith Mountain Lake
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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 NZ$167 per night from 10 Aug to 11 Aug
NZ$167
10 Aug - 11 Aug
includes taxes & fees
Book a stay at this business-friendly hotel in Altavista. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Days Inn by Wyndham Altavista
Don't see what you're looking for?
See all available properties in Pittsville
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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.