Pittsville Vacation Rentals

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Vacation Rentals in Pittsville

Stylish Creekside Cabin w/ Fire Pit Near Wineries

10.0 out of 10, Exceptional, (52)
"We book this property at least twice a year due to the close proximity of our daughter in the area. Maureen is always the ultimate host!! Highly recommend!!"
Stylish Creekside Cabin w/ Fire Pit Near Wineries

Secluded Waterfront Get Away on Smith Mountain Lake

9.8 out of 10, Exceptional, (151)
"A cozy place right on the Smith Mountain Lake. Well stocked and easy access. Amazing views and very peaceful. Close proximity to hiking spots and not far from Lynchburg and Roanoke. We hope to be back."
Secluded Waterfront Get Away on Smith Mountain Lake

Romantic SML Penthouse, Bernard’s Landing. Smith Mountain Lake 3 Pools

10.0 out of 10, Exceptional, (283)
"We have stayed here multiple times and highly recommend. Everything is just as stated, you just need to enjoy the views and relax. The owner has great communication and provides coffee, tea, and snacks too."
Romantic SML Penthouse, Bernard’s Landing. Smith Mountain Lake 3 Pools

Amazing Views and Two Kayaks Ready to Use!

10.0 out of 10, Exceptional, (87)
"This was such a lovely place to stay! Not only was it spotless, but the attention to detail and surplus of everything you could possibly need made it a slice of heaven. The kayaks were such an amazing plus, we really could not complain about a single thing. We will definitely be back! "
The price is ¥20,991
¥31,128 total
includes taxes & fees
Apr 29 - Apr 30
Amazing Views and Two Kayaks Ready to Use!

Recently updated 1 BR Condo with stunning lake views - No cleaning or linen fees

10.0 out of 10, Exceptional, (141)
"I enjoyed coming back to reminisce the area my husband & I once visited very often, when we first met 25 years ago!!! I will definitely book again with this condo/owner! "
Recently updated 1 BR Condo with stunning lake views - No cleaning or linen fees

Cabin 1 at Cedar Key - Perfect lakefront getaway!

9.6 out of 10, Exceptional, (39)
"Excellent location with splendid lake views. Deck overlooks a quiet branch of the lake. Great place to walk and enjoyed watching the deer from the deck in the morning. Would definitely return. "
Cabin 1 at Cedar Key - Perfect lakefront getaway!

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

10.0 out of 10, Exceptional, (31)
"Amazing house with great views and excellent ammenities "
Lake Paradise! Hot Tub/Pool/WIFI/Grills/Private Dock/Kayaks/SUP/Fireplaces

Lovely studio at Mariners Landing!

9.8 out of 10, Exceptional, (51)
"Very clean. Comfortable bed. Easy 1st floor access. "
Lovely studio at Mariners Landing!

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

9.8 out of 10, Exceptional, (105)
"Great stay."
Waterfront-Large Dock-Quiet Cove- Minutes to Drifters-Bridgewater Marina

Waterfront Condo!

9.8 out of 10, Exceptional, (38)
"The property was clean. The bed was comfortable. The view is beautiful. I didn’t like that there were so many opened condiments in the refrigerator."
Waterfront Condo!

Modern Lake Front Condo | Renovated Professionally | Amenities

10.0 out of 10, Exceptional, (60)
"My family and I stayed here for a long weekend while my son was in a fishing tournament. The condo was lovely, clean, and very comfortable. We loved it. The only issue we had was that it didn’t come with a dock slip and we had to leave our boat at the floating dock provided by Mariner’s Landing at an additional cost and there was no power there to charge the boat batteries. Other than that, it was perfect!"
Modern Lake Front Condo | Renovated Professionally | Amenities

LAKE Lookout: home with lake views!

10.0 out of 10, Exceptional, (20)
"We had a family Christmas gathering in this beautiful house. We all live in different parts of the country and this location was central. We used the house as a base, but only two families stayed here. Everything from the cleanliness to the well equipped kitchen and the little amenities was perfect. The view of the lake was an extra bonus and the game room was a great addition for the kids and kids at heart in the group. I highly recommend this house and hope to return in the future."
LAKE Lookout: home with lake views!

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

9.8 out of 10, Exceptional, (154)
"We have stayed here two years in a row. Very clean and well stocked kitchen! "
Sweet By and By... Your Escape to the Beauty of Smith Mountain Lake

Drift Away Ridge, Brand New Lakefront Luxury w/ Covered Decks + Hot Tub, Fire Pit, Party Deck & Dock

10.0 out of 10, Exceptional, (44)
"The House was exactly what we were looking for. We had a relaxing get away and this house had every amenity. Beautiful house with Beautiful views!"
Drift Away Ridge, Brand New Lakefront Luxury w/ Covered Decks + Hot Tub, Fire Pit, Party Deck & Dock

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

10.0 out of 10, Exceptional, (24)
"This house was very lovely and had everything someone would want for a getaway trip. So many great amenities, ample space, and much to do, this is a place I’d highly recommend to others. "
Tranquil Shores Estate, Luxury Lakefront Compound w/ Heated Salt Pool, Hot Tub, Dock!

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

9.6 out of 10, Exceptional, (69)
"Can’t ask for a better stay. We have stayed at two of GateWays properties within a month on purpose. They’re built by someone that understand lake life. Relaxed and luxury for a vacation. Special owners to understand the dynamics of a quiet cove. "
Foothills Retreat, New Lakefront Luxury w/ Covered Decks + Hot Tub, Fire Pit Terrace, Dock & More!

Unique Historical log cabin with private beach and 300 ft. of waterfrontage.

10.0 out of 10, Exceptional, (266)
"This cabin is beautiful inside and out. A very cozy feel. There is plenty of outdoor space and things to do. Well maintained. A must see to really appreciate this cabin. Had a wonderful time."
Unique Historical log cabin with private beach and 300 ft. of waterfrontage.

Here Comes the Sun: 2 Kayaks, Wifi, Ping Pong & Pool table,Sandy Beach, Fenced in Yard, Pet Friendly

9.4 out of 10, Exceptional, (76)
"Quiet and friendly neighborhood. Cozy house. The back deck is gated which made it a great place to sit with our dogs. "
Here Comes the Sun: 2 Kayaks, Wifi, Ping Pong & Pool table,Sandy Beach, Fenced in Yard, Pet Friendly

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

9.2 out of 10, Wonderful, (76)
"Due to bad weather that had passed through the area we were unable to stay here due to power outage...upon entering this property it matched the listing looked very comfortable and clean and had the most amazing view! After calling the rental staff about the power being out, they worked quick to offer and move us to another property - Here comes the sun- this rental was very close by and had an equally amazing view, was very clean and comfortable, smelled wonderful and was equipped with...
Unique cabin that sits right on the water. Huge deck. Amazing views. Gas grill.

NEED STAY-METALICA CONCERT or LIBERITY UN CONGRADS- MAY OPEN. Within 68 miles

9.8 out of 10, Exceptional, (46)
"Much needed r&r for hubby n I. Very peaceful place. Great communication with owner. It was great for us, "
NEED STAY-METALICA CONCERT or LIBERITY UN CONGRADS- MAY OPEN. Within 68 miles
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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Other types of properties in Pittsville you may be interested in

Stylish Creekside Cabin w/ Fire Pit Near Wineries

10.0 out of 10, Exceptional, (52)
"We book this property at least twice a year due to the close proximity of our daughter in the area. Maureen is always the ultimate host!! Highly recommend!!"
Stylish Creekside Cabin w/ Fire Pit Near Wineries

Quality Suites Altavista - Lynchburg South

2.5 star property
7.6 out of 10, Good, (571)
"Nice and clean "
The price is ¥9,835
¥10,895 total
includes taxes & fees
Apr 27 - Apr 28
Quality Suites Altavista - Lynchburg South

Days Inn by Wyndham Bedford

2.0 star property
6.2 out of 10, (754)
"N/A"
The price is ¥8,516
¥9,395 total
includes taxes & fees
Apr 20 - Apr 21
Days Inn by Wyndham Bedford
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.

Frequently asked questions

Are there vacation rentals in Pittsville?

Yes, there are vacation rentals near popular points of interest in Pittsville, or you can choose a more secluded option if you want a relaxing place to stay.

What are some of the best vacation home rentals in Pittsville?

Lake Paradise! Hot Tub/Pool/WIFI/Grills/Private Dock/Kayaks/SUP/Fireplaces: This vacation home rental outside of Pittsville is located on a lake and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation.

What’s there to see and do in Pittsville?

While you're exploring the area, Leesville Lake and Smith Mountain Lake State Park are a couple of picturesque spots to get outside and enjoy nature. In the larger area, you’ll find Lake Haven Marina and Smith Mountain Lake.

What’s a vacation rental in Pittsville like?

A vacation rental is a private property you can stay in for a long or short time in Pittsville. Vacation rentals offer extras such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for a small group gathering.