Pittsville Holiday Rentals

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Holiday Rentals in Pittsville

Stylish Creekside Cabin w/ Fire Pit Near Wineries
Terrace/patio
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
Romantic SML Penthouse, Bernard’s Landing. Smith Mountain Lake 3 Pools
On the beach, beach towels
Romantic SML Penthouse, Bernard’s Landing. Smith Mountain Lake 3 Pools
10.0 out of 10, Exceptional, (268)
"We arrived fairly early Friday afternoon and were stunned by the views from the condo as well as the condo itself. Everything was nicely put together, the owner supplied a lot of useful information and the whole establishment was peaceful and quite. The whole stay was very restful. As someone who likes to cook, the kitchen was amazing; I only have two suggestions. The first is main kitchen outlet, it’s overloaded and if it doesn’t throw the breaker, it may well short. The second pertains to...
Romantic SML Penthouse, Bernard’s Landing. Smith Mountain Lake 3 Pools
Unique Historical log cabin with private beach and 300 ft. of waterfrontage.
Exterior
Unique Historical log cabin with private beach and 300 ft. of waterfrontage.
10.0 out of 10, Exceptional, (259)
"This property is worth revisiting."
Unique Historical log cabin with private beach and 300 ft. of waterfrontage.
Cozy Waterfront Cottage -- Cabin 7 Cedar Key, No Wake Cove, Great Views!
Pool
Cozy Waterfront Cottage -- Cabin 7 Cedar Key, No Wake Cove, Great Views!
9.6 out of 10, Exceptional, (191)
"Really enjoyed our stay at the cabin in the quiet cove."
Cozy Waterfront Cottage -- Cabin 7 Cedar Key, No Wake Cove, Great Views!
LAKE LIVING AT ITS FINEST. Cozy cottage with wide water and mountain views.
Property grounds
LAKE LIVING AT ITS FINEST. Cozy cottage with wide water and mountain views.
9.6 out of 10, Exceptional, (79)
"Perfect cottage with a great view. We had a wonderful Mother/Daughters weekend. "
LAKE LIVING AT ITS FINEST. Cozy cottage with wide water and mountain views.
Recently updated 1 BR Condo with stunning lake views - No cleaning or linen fees
Aerial view
Recently updated 1 BR Condo with stunning lake views - No cleaning or linen fees
10.0 out of 10, Exceptional, (128)
"We stayed in the area for the funeral of my father. It was the perfect place to be able to recharge and decompress. Everything was very inviting. "
Recently updated 1 BR Condo with stunning lake views - No cleaning or linen fees
Waterfront-Large Dock-Quiet Cove- Minutes to Drifters-Bridgewater Marina
Exterior
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
Tranquil Shores Estate, Luxury Lakefront Compound w/ Heated Salt Pool, Hot Tub, Dock!
Interior
Tranquil Shores Estate, Luxury Lakefront Compound w/ Heated Salt Pool, Hot Tub, Dock!
9.8 out of 10, Exceptional, (14)
"Overall amazing experience! We will definitely consider it for future getaways! The pool is so nice in the chilly October weather and the beds are super comfortable. There wasn’t much extra toilet paper, paper towels, or trash bags so definitely bring your own. Great location, there are 2 grocery stores within a 10 min drive and lots of restaurants."
Tranquil Shores Estate, Luxury Lakefront Compound w/ Heated Salt Pool, Hot Tub, Dock!
Secluded Waterfront Get Away on Smith Mountain Lake
Outdoor dining
Secluded Waterfront Get Away on Smith Mountain Lake
9.8 out of 10, Exceptional, (141)
"Cozy little cabin with a great view of the lake. Was perfect for a weekend getaway. "
Secluded Waterfront Get Away on Smith Mountain Lake
Romantic lakefront sunset view from patio and LR -Perfect couple retreat
Outdoor dining
Romantic lakefront sunset view from patio and LR -Perfect couple retreat
9.8 out of 10, Exceptional, (40)
"The area is beautiful this time of year, especially being right on the lake. The place was cozy and comfortable. The only thing we were disappointed with was the fact that the internet was the one provided by the homeowners association which was not very reliable most evenings. "
Romantic lakefront sunset view from patio and LR -Perfect couple retreat
Cabin 2 at Cedar Key - Serene waterfront setting/No wake cove/Dog friendly!
Outdoor dining
Cabin 2 at Cedar Key - Serene waterfront setting/No wake cove/Dog friendly!
10.0 out of 10, Exceptional, (156)
"This property is located amongst ~8 other cabins and next to a larger Loge (bigger cabin). It has a massive deck, and parking spot is about 20 yards from the front door. The deck overlooks the walking path down to the dock and the lake. During our stay, the other cabin tenants left after one day so there was no one around and it was super quiet and peaceful (which could be too quiet, depending how you like it). Though no one was around, totally felt safe can easily hear cars coming up the gravel...
Cabin 2 at Cedar Key - Serene waterfront setting/No wake cove/Dog friendly!
Sunset Ridge, Lakefront NEW Luxury w/ 7-Bedrooms + Heated Salt Pool, Covered Decks, Hot Tub & Dock!
Miscellaneous
Sunset Ridge, Lakefront NEW Luxury w/ 7-Bedrooms + Heated Salt Pool, Covered Decks, Hot Tub & Dock!
10.0 out of 10, Exceptional, (12)
"This house was even better than advertised. Our large multi-generational family was at SML for my son’s wedding and this house provided everything we were looking for. Especially loved the large open floor plan with multiple gathering areas on the main floor, basement level as well as outside on the porches and patios. The heated pool, hot tub and paddle boards provided plenty of fun for the younger ones. Highly recommend this house!!"
Sunset Ridge, Lakefront NEW Luxury w/ 7-Bedrooms + Heated Salt Pool, Covered Decks, Hot Tub & Dock!
Walls Of Glass Overlook Tranquil Deep Water Cove - Incredible Mid-Lake Location
Interior
Walls Of Glass Overlook Tranquil Deep Water Cove - Incredible Mid-Lake Location
9.6 out of 10, Exceptional, (152)
"Overall a wonderful relaxing place to stay. Perfect for our group of 3 individuals. Roomy and had everything needed for a great get away. Will definitely return"
Walls Of Glass Overlook Tranquil Deep Water Cove - Incredible Mid-Lake Location
The Inner Banks - Lakefront chalet with 180-degree lake views, dock & beach
3 bedrooms, Internet, bed sheets
The Inner Banks - Lakefront chalet with 180-degree lake views, dock & beach
8.4 out of 10, Very good, (30)
"This house was exactly as advertised and more! Panoramic views of the lake, the community dock was fantastic for hanging out , fishing , and boating! By far the best lake house we have ever stayed in! We will definitely be returning! The Bunch’s"
The Inner Banks - Lakefront chalet with 180-degree lake views, dock & beach
Sandy Bottom Cove, New Lakefront Luxury w/ Covered Decks + Heated Salt Pool, Beach, Hot Tub, Dock!
Interior
Sandy Bottom Cove, New Lakefront Luxury w/ Covered Decks + Heated Salt Pool, Beach, Hot Tub, Dock!
10.0 out of 10, Exceptional, (28)
"We had a wonderful stay! Clean house and had everything we needed. Stocked kitchen! "
Sandy Bottom Cove, New Lakefront Luxury w/ Covered Decks + Heated Salt Pool, Beach, Hot Tub, Dock!
LAKE Lookout: home with lake views!
Fridge, microwave, oven, stovetop
LAKE Lookout: home with lake views!
10.0 out of 10, Exceptional, (17)
"Great place for a family gathering! Plenty of space to spread out and great views of the lake along with gorgeous sunrises. The home is modern and clean with comfortable beds and all the amenities you need. "
LAKE Lookout: home with lake views!
Treetop & Waterfront! Quiet Cove, Hot Tub, Kayaks, Game Room and more
Terrace/patio
Treetop & Waterfront! Quiet Cove, Hot Tub, Kayaks, Game Room and more
10.0 out of 10, Exceptional, (38)
"."
The price is AU$638
includes taxes & fees
8 Dec - 9 Dec
Treetop & Waterfront! Quiet Cove, Hot Tub, Kayaks, Game Room and more
This cabin is oozing with charm and has magnificent view of the lake and Smith Mountain
Outdoor dining
This cabin is oozing with charm and has magnificent view of the lake and Smith Mountain
9.8 out of 10, Exceptional, (152)
"Our family (my husband, our 13 yo son, our 10 month old baby, and myself) stayed at the cabin for a short weekend visit. We found it clean and easy to access. It had all of the things we needed including a high chair (which was a nice bonus). The dock was lovely and our son spent a lot of time fishing down there during out trip. The views from the cabin were really nice and the area was peaceful. Overall it was a great experience and we would certainly rent this cabin again. "
This cabin is oozing with charm and has magnificent view of the lake and Smith Mountain
Waterfront Top Floor Condo at Smith Mountain Lake
Pool
Waterfront Top Floor Condo at Smith Mountain Lake
9.6 out of 10, Exceptional, (118)
"This was a great condo that made for a great couple of days. It was easy to access and had amazing views, and we enjoyed the amenities. Some things to remember could also be in the listing: the sofa/pullout bed is in the living/room deck area, while the "primary" bed is in the back towards the parking lot. Both beds are less comfortable and would associate with what you expect for pullout type/simple frame beds and mattresses. It was fine for a few nights and simple enough if you've got one or...
Waterfront Top Floor Condo at Smith Mountain Lake
Heron Point - Amazing Property with Breathtaking Water Views - New Hot Tub!
Exterior
Heron Point - Amazing Property with Breathtaking Water Views - New Hot Tub!
10.0 out of 10, Exceptional, (167)
"Beautiful property with fun for all ages."
Heron Point - Amazing Property with Breathtaking Water Views - New Hot Tub!
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
Terrace/patio
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
Days Inn by Wyndham Bedford
Lobby
Days Inn by Wyndham Bedford
2.0 star property
6.2 out of 10, (722)
"Great place for a over night stay or for work!"
The price is AU$100
includes taxes & fees
17 Nov - 18 Nov
Days Inn by Wyndham Bedford
Hampton Inn Gretna - Smith Mountain Lake
Exterior
Hampton Inn Gretna - Smith Mountain Lake
2.5 star property
8.8 out of 10, Excellent, (352)
"Fast check in! Great big room and seems very clean! "
The price is AU$166
includes taxes & fees
10 Dec - 11 Dec
Hampton Inn Gretna - Smith Mountain Lake
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 holiday rentals in Pittsville?

Yes, there are holiday rentals close to the most popular sights in Pittsville, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Pittsville has to offer?

Cozy Waterfront Cottage -- Cabin 7 Cedar Key, No Wake Cove, Great Views!: This holiday home rental outside of Pittsville is located on a lake, and has a patio, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. You and your friends and family can relax into your holiday with amenities such as a selection of books.

What’s there to see and do in Pittsville?

Leesville Lake and Smith Mountain Lake are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find Lakeside Marina and Smith Mountain Lake State Park.

What’s a holiday rental in Pittsville like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Pittsville. Holiday rentals offer extras such as hot tubs, fire pits and patios so you'll have a home away from home. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from shared hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for small groups.