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

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.

Amazing Views and Two Kayaks Ready to Use!

10.0 out of 10, Exceptional, (82)
"Wonderful Nautical decore, cozy, comfortable, and stocked with all the essentials!"
The price is CA $177
CA $323 total
includes taxes & fees
Jan 13 - Jan 14
Amazing Views and Two Kayaks Ready to Use!

Witcher Roost located with Lake Front and Mountain Views.

10.0 out of 10, Exceptional, (56)
"This is a lovely house and property on Witcher Creek. The backyard leads down to the dock and fishing there is so much fun! The house is very well kept and offers enough space for multigenerational families. You can see deer from the kitchen sink and at night there are so many stars! Some shooting stars too! The town of Moneta had some great offerings if you want but getting local.honey and local beef were some hoghlights. Overall this is a great retreat to get out of town and recharge! Donna is...
Witcher Roost located with Lake Front and Mountain Views.

Sunset & LR lakeview couple retreat & professional traveler. Winter rate.

10.0 out of 10, Exceptional, (41)
"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. "
Sunset & LR lakeview couple retreat & professional traveler. Winter rate.

Secluded Waterfront Get Away on Smith Mountain Lake

9.8 out of 10, Exceptional, (145)
"The cabin was perfect for my husband, our dog and I. It had everything we needed. The area was breathtaking! We couldn't have asked for a better spot. It was quiet and the views were amazing. This was our first time at SML and we are so glad we visited. We hope to be back next year with my husband's kids and their spouses for a family vacation. If you are looking for a quiet getaway with spectacular views of the lake and the mountains, this cabin is perfect!"
Secluded Waterfront Get Away on Smith Mountain Lake

LAKE LIVING AT ITS FINEST. Cozy cottage with wide water and mountain views.

9.6 out of 10, Exceptional, (79)
"What a little treasure this cottage is! Amazing views of the mountains and lake with great water access. Pros: Scenic views, walk-in water access (great for kids/dogs), water toys (2 kayaks, 2 SUPs, 1 canoe), lovely dock to lounge on (plenty of seating with hammocks, outdoor table, polywood chairs), firepit great for s'mores, foosball table in the basement (a hit with the kids), stocked kitchen with items you need (crock pot and the basics), beautiful vaulted ceilings in living room, enjoyable...
LAKE LIVING AT ITS FINEST. Cozy cottage with wide water and mountain views.

LAKE Lookout: home with lake views!

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

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

9.8 out of 10, Exceptional, (17)
"Perfect for our large family "
Tranquil Shores Estate, Luxury Lakefront Compound w/ Heated Salt Pool, Hot Tub, Dock!

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

10.0 out of 10, Exceptional, (161)
"Stayed for 3 nights for my husbands 40th birthday. Beautiful views, clean and comfortable cabin. Will be back."
Cabin 2 at Cedar Key - Serene waterfront setting/No wake cove/Dog friendly!

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

9.6 out of 10, Exceptional, (194)
"Perfect trip within a 2-3 hour drive time Beautiful landscape and cabin vibe"
Cozy Waterfront Cottage -- Cabin 7 Cedar Key, No Wake Cove, Great Views!

The Inner Banks - Lakefront chalet with 180-degree lake views, dock & beach

8.4 out of 10, Very good, (31)
"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

Modern Farmhouse Cottage on 45 acres~Hot Tub, Fire Pit 🔥

10.0 out of 10, Exceptional, (42)
"Such a beautiful cottage! Nice and peaceful. No complaints at all."
The price is CA $165
CA $349 total
includes taxes & fees
Feb 10 - Feb 11
Modern Farmhouse Cottage on 45 acres~Hot Tub, Fire Pit 🔥

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

10.0 out of 10, Exceptional, (41)
"We totally enjoyed the size of the home and having a hot tub and heated saltwater pool were just total icing on the cake!!! We loved it!!"
Magnolia Cove, New Lakefront Luxury w/ Covered Decks + Heated Salt Water Pool, Fire Pit & Dock!

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!

Restored 1840's Downtown Loft Near Blue Ridge Parkway

10.0 out of 10, Exceptional, (220)
"We were looking for a halfway point to meet up with our son for Thanksgiving and this was a great spot. We were excited to find this historic loft to rent and it was perfect for us! Comfortable, good working kitchen for when we wanted to cook, and the main town of Bedford was all within easy walking distance. We enjoyed several hikes near the Peaks of Otter and had one especailly gorgerous day hiking Harkening Hill. The owner was very responsive when we had some questions and wanted some...
The price is CA $144
CA $263 total
includes taxes & fees
Jan 13 - Jan 14
Restored 1840's Downtown Loft Near Blue Ridge Parkway

Location! Location! Location! Nice cove and close to all lake activities!

9.8 out of 10, Exceptional, (81)
"Had a great stay. House was clean and everything was how it was supposed to be. Nice dock with power and close to a local boat ramp. We will be staying there again in the future. "
Location! Location! Location! Nice cove and close to all lake activities!

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

10.0 out of 10, Exceptional, (243)
"Perfect, one bedroom condo, for my husband and I to relax and recharge in while visiting family in the area. The place had everything we needed and was a great price! Would definitely stay here again next time we are in town. Thanks Chris! The Fosters "
Bernard's Landing Bliss! - Breathtaking Views & Modern Updates

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

9.4 out of 10, Exceptional, (73)
"The company was extremely thorough and communicative! I will be back!"
Unique cabin that sits right on the water. Huge deck. Amazing views. Gas grill.

Stunning lakefront oasis with a kayak, large deck, games, & tranquil views

7.6 out of 10, Good, (4)
Stunning lakefront oasis with a kayak, large deck, games, & tranquil views
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, (372)
"Very nice facility. Quiet, easy parking & friendly staff "
The price is CA $133
CA $157 total
includes taxes & fees
Jan 18 - Jan 19
Hampton Inn Gretna - Smith Mountain Lake

Quality Suites Altavista - Lynchburg South

2.5 star property
7.6 out of 10, Good, (558)
"It was a little noisy being on the floor with work crews staying at the hotel. Breakfast could have been better. Instead of scrambled eggs, one day they served hard boiled eggs for breakfast. No appreciated!"
The price is CA $101
CA $112 total
includes taxes & fees
Jan 26 - Jan 27
Quality Suites Altavista - Lynchburg South
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?

Cozy Waterfront Cottage -- Cabin 7 Cedar Key, No Wake Cove, Great Views!: This vacation home rental outside of Pittsville is located on a lake and has a patio, a barbecue grill, 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 vacation with amenities like 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 larger area, you’ll find Smith Mountain Lake State Park and Smith Mountain Lake Community Park.

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.