Pittsville Holiday Rentals

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Holiday Rentals in Pittsville

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

9.8 out of 10, Exceptional, (18)
"Well Mike, you have out done yourself! We stayed at another Beville property last year and it was Beautiful...but we expanded our group this year to 17, so we needed a larger space... and Tranquil Shores Estate did not disappoint!! What a amazing house with plenty of room for everyone! Nicely furnished and the kitchen had everything you need..! Thank you for your hospitality and to anyone looking for a spot on the lake , look no further!! We are already looking at dates for next year and we...
Tranquil Shores Estate, Luxury Lakefront Compound w/ Heated Salt Pool, Hot Tub, Dock!

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

10.0 out of 10, Exceptional, (29)
"Great house with everything you need for all ages. Gorgeous views - off the beaten path but close to necessities. Highly recommend. "
Bright, Beautiful Smith Mountain Lakefront, Full Amenities & Perfect Location!

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

9.6 out of 10, Exceptional, (67)
"Lots of room for our whole family! "
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, (262)
"My sister and I have an ongoing Thanksgiving tradition to get together on Thanksgiving weekend with our husbands. She lives in South Carolina and we live in Pennsylvania so Huddleston is almost the exact middle for both of us. My husband came across this cabin last minute and it could not have been more prefrontal suit our needs. I only wish it was warmer but we were quite content just hanging out and staying warm by the indoor fireplace. We will definitely be returning in the summer so that we...
Unique Historical log cabin with private beach and 300 ft. of waterfrontage.

Sunset Ridge, Lakefront NEW Luxury w/ 7-Bedrooms + Heated Salt Pool, Covered Decks, Hot Tub & Dock!

10.0 out of 10, Exceptional, (15)
"This property is very beautiful and accomodated my family of 16 very comfortably. The host is very responsive when you contact him with questions or concerns. They also had the best info giving link we've rver encountered. encountered. Thank you "
Sunset Ridge, Lakefront NEW Luxury w/ 7-Bedrooms + Heated Salt Pool, Covered Decks, Hot Tub & Dock!

Beacon Pointe, New 7-Bed Lakefront Luxury w/ Covered Decks + Heated Salt Water Pool, Hot Tub, Dock!

9.8 out of 10, Exceptional, (28)
"This was a really fun place to get away down at Smith mountain Lake"
Beacon Pointe, New 7-Bed Lakefront Luxury w/ Covered Decks + Heated Salt Water Pool, Hot Tub, Dock!

My Valentine gift-Feb. low rate -couple retreat & professional traveler.

10.0 out of 10, Exceptional, (41)
"My husband stayed here for a weekend getaway and couldn’t have asked for a more perfect stay! Polly was so helpful with our late check in and getting us all off the information we needed for a peaceful stay. My husband and I enjoyed sitting on the back patio looking at the lake sipping our morning coffee and resting and relaxing in the condo. I would definitely recommend Polly’s condo for anyone looking for a quiet, peaceful trip!!"
My Valentine gift-Feb. low rate -couple retreat & professional traveler.

Secluded Waterfront Get Away on Smith Mountain Lake

9.8 out of 10, Exceptional, (146)
"It was my wifes birthday and it was so wonderful to get away to the mountains. The view of the lake was wonderful.Little Stuwii had a great time going up and down the hill to the lake.Many thanksTroy, Janee, Stuwii "
Secluded Waterfront Get Away on Smith Mountain Lake

LAKE Lookout: home with lake views!

10.0 out of 10, Exceptional, (19)
"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!

Blue Heron Point, Lakefront Luxury - Views, Party Deck, Docks, Hot Tub & FirePit

9.6 out of 10, Exceptional, (77)
"The floor to ceiling windows in the family room let is so much natural light along with beautiful views of the lake. The kitchen and pantry were both huge and accommodated our group with room to spare, no matter what you were cooking or prepping. We enjoyed many meals and games around the dining room table. We were there in January so no chance to enjoy the lake. We were able to take some walks and visit Ramulose Ridge Vineyards. The peach sangria is amazing! We felt secluded but were only...
Blue Heron Point, Lakefront Luxury - Views, Party Deck, Docks, Hot Tub & FirePit

Magnolia Cove, New Lakefront Luxury w/ Covered Decks + Heated Salt Water Pool, Fire Pit & Dock!

10.0 out of 10, Exceptional, (42)
"The property was amazing and the views were so calming! The house was perfect, definitely will rebook here during the summer so we can experience the pool!"
Magnolia Cove, New Lakefront Luxury w/ Covered Decks + Heated Salt Water Pool, Fire Pit & Dock!

Spacious 4BR with private boat dock and lakefront access

9.8 out of 10, Exceptional, (8)
"Wonderful time with family and friends even though a day was impacted by a power outage caused by hurricane Helene. "
Spacious 4BR with private boat dock and lakefront access

Amazing Views and Two Kayaks Ready to Use!

10.0 out of 10, Exceptional, (83)
"We recently enjoyed a winter stay at this beautiful condo on Smith Mountain Lake, and it was absolutely perfect! The property was spotless, cozy, and well-equipped for a relaxing retreat. The lake views from the balcony were stunning, even in the winter months, and provided such a peaceful atmosphere.The condo’s fireplace added a warm and inviting touch, making it the perfect spot to curl up with a book or just unwind . The kitchen was stocked with provisions and the hosts went above with all...
The price is AU$381
includes taxes & fees
30 Jan - 31 Jan
Amazing Views and Two Kayaks Ready to Use!

Hideaway Ridge, Lakefront NEW Luxury w/ 7-Bedrooms + Heated Salt Pool, Covered Decks, Hot Tub & Dock

9.2 out of 10, Wonderful, (13)
"We had the best time and are already planning our return!"
Hideaway Ridge, Lakefront NEW Luxury w/ 7-Bedrooms + Heated Salt Pool, Covered Decks, Hot Tub & Dock

Blackwater Castle w/ Private Pool, Arcade, Hot Tub

9.8 out of 10, Exceptional, (43)
"Rented Blackwater for my 40th birthday celebration. I couldn't imagine a better place if I tried. The home is beautiful, comfortable, and well-appointed. The arcade was beyond my dreams! The decorations for Halloween made it even better. We're already planning a return in the summer. Communication with the host was fast and reliable, and they added some personal touches for my birthday that were very sweet and definitely appreciated. The kitchen also had everything we needed! I'm in love."
Blackwater Castle w/ Private Pool, Arcade, Hot Tub

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

10.0 out of 10, Exceptional, (43)
"Hideaway ridge was a beautiful property and owners communicated well. They looked out for our safety with winter weather. Everyone had a great time. Would rebook."
Drift Away Ridge, Brand New Lakefront Luxury w/ Covered Decks + Hot Tub, Fire Pit, Party Deck & Dock

Whispering Pines Estate, Waterfront Luxury w/ Covered Verandas + Heated Salt Pool, Hot Tub, Dock!

Whispering Pines Estate, Waterfront Luxury w/ Covered Verandas + Heated Salt Pool, Hot Tub, Dock!

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

10.0 out of 10, Exceptional, (173)
"We are a large group of friends that travel frequently and have stayed in a variety of AirBB's and Vrbos. This one far exceeded any of our stays. We never had to leave the property because everything we wanted to do was there. ie. Movie room , game room, fire pit, Hot Tub, puzzles, etc. Everything was provided in the kitchen. The views of the lake were amazing. This house is an all year around vacation home. It was truly amazing. The pictures don't describe the beauty of this home.We can't...
Heron Point - Amazing Property with Breathtaking Water Views - New Hot Tub!

Bernard's Landing Bliss! - Breathtaking Views & Modern Updates

10.0 out of 10, Exceptional, (243)
"We enjoyed our stay! Condo very clean and the amenities awesome! Would stay again!"
Bernard's Landing Bliss! - Breathtaking Views & Modern Updates

Cabin 2 at Cedar Key - Serene waterfront setting/No wake cove/Dog friendly!

10.0 out of 10, Exceptional, (161)
"Awesome winter getaway. A very enjoyable weekend for us and our dog. The cabin was cozy, clean and warm."
Cabin 2 at Cedar Key - Serene waterfront setting/No wake cove/Dog friendly!
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

Hampton Inn Gretna - Smith Mountain Lake

2.5 star property
8.8 out of 10, Excellent, (373)
"Nice stay"
The price is AU$174
includes taxes & fees
5 Feb - 6 Feb
Hampton Inn Gretna - Smith Mountain Lake

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

9.8 out of 10, Exceptional, (18)
"Well Mike, you have out done yourself! We stayed at another Beville property last year and it was Beautiful...but we expanded our group this year to 17, so we needed a larger space... and Tranquil Shores Estate did not disappoint!! What a amazing house with plenty of room for everyone! Nicely furnished and the kitchen had everything you need..! Thank you for your hospitality and to anyone looking for a spot on the lake , look no further!! We are already looking at dates for next year and we...
Tranquil Shores Estate, Luxury Lakefront Compound w/ Heated Salt Pool, Hot Tub, Dock!
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?

Tranquil Shores Estate, Luxury Lakefront Compound w/ Heated Salt Pool, Hot Tub, Dock!: This holiday home rental outside of Pittsville is located on the waterfront, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 9 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as 1 hot tub.

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 Tomahawk Mill Vineyard and Winery and Lake Haven Marina.

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.