Pittsville Vacation Rentals

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Vacation Rentals in Pittsville

Stylish Creekside Cabin w/Fire Pit Near Wineries!
Property grounds
Stylish Creekside Cabin w/Fire Pit Near Wineries!
9.8 out of 10, Exceptional, (47)
"Great place to get away after spending the day on the lake. Inside was spotless and comfortable. Outside was rustic. Has a cornhole set which the family enjoyed."
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, (246)
"Well appointed unit, clean, great location and views."
Romantic SML Penthouse, Bernard’s Landing. Smith Mountain Lake 3 Pools
The Inner Banks - Lakefront chalet with 180-degree lake views, dock & beach
View from property
The Inner Banks - Lakefront chalet with 180-degree lake views, dock & beach
9.0 out of 10, Wonderful, (19)
"Nice house. Long walk to front door for elderly. One bedroom upstairs very nice but warm, not enough countertop space in bathroom. Small shower hard to enter and exit. Kitchen nice and well stocked. Great wraparound porch. Bedrooms downstairs very small, no closet in one. Huge house but space not well utilized ."
The Inner Banks - Lakefront chalet with 180-degree lake views, dock & beach
Lakefront home with private dock, hot tub, kayaks & paddle board - dog-friendly
Fridge, microwave, oven, stovetop
Lakefront home with private dock, hot tub, kayaks & paddle board - dog-friendly
9.6 out of 10, Exceptional, (14)
"Cute little rancher right on the lake. Lots of space. Linens were top quality!! Extremely clean with excellent communication. Highly recommend!"
Lakefront home with private dock, hot tub, kayaks & paddle board - dog-friendly
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, (182)
"Beautiful view and clean cabin to stay in."
Cozy Waterfront Cottage -- Cabin 7 Cedar Key, No Wake Cove, Great Views!
Unique Historical log cabin with private beach and 300 ft. of waterfrontage.
Property grounds
Unique Historical log cabin with private beach and 300 ft. of waterfrontage.
10.0 out of 10, Exceptional, (240)
"My family and I love coming to the cabin! We enjoy every single trip we make out there. David is always very kind and makes us feel welcome!! Hope to visit again😊"
Unique Historical log cabin with private beach and 300 ft. of waterfrontage.
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, (70)
"We loved the cozy living room and amazing screen porch. There was plenty of space for our two young kids, us, and my sister! There was a huge and super comfy sectional sofa and a great fireplace that we made an awesome fire in with the firewood that the hosts left for us. We had a great time hanging out in the house since it rained most of the weekend and was pretty cold. When it did clear up a little, the view from the dock was gorgeous! Had we not had two small children and our dog running...
LAKE LIVING AT ITS FINEST. Cozy cottage with wide water and mountain views.
Cabin 2 at Cedar Key - Serene waterfront setting/No wake cove/Dog friendly!
Exterior
Cabin 2 at Cedar Key - Serene waterfront setting/No wake cove/Dog friendly!
10.0 out of 10, Exceptional, (138)
"Great little cabin for the family. Its located on the east end of the lake, so its a lot more quiet. For the firat few days, we were the only people around, and we basically had the lake cove to ourselves. Beautiful setting to eat breakfast on the deck with the view of the water. Great hosts as well. Very responsive and took care of everything. Highly recommend!"
Cabin 2 at Cedar Key - Serene waterfront setting/No wake cove/Dog friendly!
Love Sunsets? Glory in a natural, cozy, rustic setting
Love Sunsets? Glory in a natural, cozy, rustic setting
9.2 out of 10, Wonderful, (118)
"What a wonderful few days on SML! The cabin is quaint and tucked away in a quiet area which was perfect for us to celebrate our anniversary. Laura was wonderful to work with and quick to respond to any questions. Our well behaved lab enjoyed the dock and there was enough space in the second floor/street-side room for us to set up her crate. The view from the back deck was great and we saw many osprey flying nearby. We would definitely stay here again!"
Love Sunsets? Glory in a natural, cozy, rustic setting
Restored 1840's Downtown Loft Near Blue Ridge Parkway
Interior
Restored 1840's Downtown Loft Near Blue Ridge Parkway
10.0 out of 10, Exceptional, (199)
"I would stay here again and again! This place was amazing and our host was so kind and helpful. It was right in the center of all the downtown Bedford activities and we adored this cute quiet little town! I could not recommend this place enough! It was absolutely lovely :)"
The price is $100
$182 total
includes taxes & fees
Jun 16 - Jun 17
Restored 1840's Downtown Loft Near Blue Ridge Parkway
Lakefront Living with Dock, Fire Pit & Sunroom!
Lakefront Living with Dock, Fire Pit & Sunroom!
Lakefront Living with Dock, Fire Pit & Sunroom!
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, (106)
"I have stayed multiple times and enjoyed the cozy, clean condo each time. There are plenty of places to stay on the lake but Striper's is different to me and the cove is very peaceful and quiet. Nature is wrapped all around you and the owners to this particular condo are the very best I have ever worked with. I would not even expect anyone to be quite as kind and continously available but they are. Whenever I am at the lake with just one other person,I always choose this condo first if...
Recently updated 1 BR Condo with stunning lake views - No cleaning or linen fees
Secluded Waterfront Get Away on Smith Mountain Lake
Outdoor dining
Secluded Waterfront Get Away on Smith Mountain Lake
9.8 out of 10, Exceptional, (129)
"We loved our stay and the dock was amazing to walk down to. Ecen my dogs had a good time. I have recommended to family and friends. Grear reataurants nearby as well."
Secluded Waterfront Get Away on Smith Mountain Lake
Great home with powered dock, boat launch, outdoor pool, & beach
Exterior
Great home with powered dock, boat launch, outdoor pool, & beach
9.6 out of 10, Exceptional, (30)
"Location nice, home clean and plenty of room."
Great home with powered dock, boat launch, outdoor pool, & beach
Modern Farmhouse Cottage on 45 acres~Hot Tub, Fire Pit 🔥
Property grounds
Modern Farmhouse Cottage on 45 acres~Hot Tub, Fire Pit 🔥
10.0 out of 10, Exceptional, (27)
"Cottage very clean and comfortable! Great location with views of mountains and close proximity to site seeing of the Blue Ridge Mountains and Appalachia Trail. Very nice state park at Smith Lake and would recommend to see. Host would respond quickly to any questions we had while at cottage and made our stay very enjoyable. Will definitely book cottage again to our next trip back to the area!!"
The price is $105
$229 total
includes taxes & fees
Jun 16 - Jun 17
Modern Farmhouse Cottage on 45 acres~Hot Tub, Fire Pit 🔥
Amazing Views and Two Kayaks Ready to Use!
Property grounds
Amazing Views and Two Kayaks Ready to Use!
10.0 out of 10, Exceptional, (66)
"We had a wonderful time celebrating our 32nd Wedding Anniversay!! The condo was absolutely perfect!! Very clean, well decorated, and fully stocked. The views from the condo were stunning. We docked our boat and the distance from the dock to the condo were just a few steps away. We fished, napped, relaxed and unwinned. The food and atmosphere at Napoli by the Lake, Vinny's and Mangos was oustanding. Will definietly book again!! I can't say enough good things about this condo. Quiet place and...
The price is $158
$264 total
includes taxes & fees
Jul 1 - Jul 2
Amazing Views and Two Kayaks Ready to Use!
Heron Point - Amazing Lakefront Property with Breathtaking Water Views
Exterior
Heron Point - Amazing Lakefront Property with Breathtaking Water Views
10.0 out of 10, Exceptional, (151)
"What an amazing house. Awesome view and everything you could possibly want in a house. Great memories made. We will be back."
Heron Point - Amazing Lakefront Property with Breathtaking Water Views
Briarcliff - 3000 sq ft waterfront home w/ private dock, 2 kitchens & pool table
Fridge, microwave, oven, stovetop
Briarcliff - 3000 sq ft waterfront home w/ private dock, 2 kitchens & pool table
9.8 out of 10, Exceptional, (33)
"This was a last minute booking. One snafu with Vacasa with them not being able to verify my ID via DL but with a quick phone call that was corrected. The home itself is nice and has plenty of space and amenities. The decibel reader is a little off-putting but I understand with VA laws being the way they are. Overall, it was a nice stay."
Briarcliff - 3000 sq ft waterfront home w/ private dock, 2 kitchens & pool table
Beautiful condo lakefront beautiful views, relaxing times what else do you need?
Lake
Beautiful condo lakefront beautiful views, relaxing times what else do you need?
10.0 out of 10, Exceptional, (83)
"The condo was very clean and comfortable and had great lighting, TVs, and other amenities. The view from the balcony was beautiful! We hope to stay here again in the future."
The price is $150
$366 total
includes taxes & fees
Jun 28 - Jun 29
Beautiful condo lakefront beautiful views, relaxing times what else do you need?
SUNSET VIEWS-Pristine WATERFRONT Penthouse Condo on SML- Boat Slip Available
SUNSET VIEWS-Pristine WATERFRONT Penthouse Condo on SML- Boat Slip Available
9.8 out of 10, Exceptional, (140)
"Wonderful view from the balcony. Pool was not open when we were there but it would be fun in the summer. Took advantage of owners boat slip which was really nice. Clean, nice place to stay."
SUNSET VIEWS-Pristine WATERFRONT Penthouse Condo on SML- Boat Slip Available
Don't see what you're looking for?
See all available properties in Pittsville
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.

Other types of properties in Pittsville you may be interested in

Stylish Creekside Cabin w/Fire Pit Near Wineries!
Property grounds
Stylish Creekside Cabin w/Fire Pit Near Wineries!
9.8 out of 10, Exceptional, (47)
"Great place to get away after spending the day on the lake. Inside was spotless and comfortable. Outside was rustic. Has a cornhole set which the family enjoyed."
Stylish Creekside Cabin w/Fire Pit Near Wineries!
Days Inn by Wyndham Bedford
Lobby
Days Inn by Wyndham Bedford
2.0 star property
6.0 out of 10, (679)
"I’m thinking for the breakfast area guests should maybe dress a little more appropriately . it’s summer and all with tourism however, you know there’s children to seniors ….. It was perfect for my business trip to the area. Cleanliness and a comfortable bed was wonderful."
The price is $60
$66 total
includes taxes & fees
Jun 23 - Jun 24
Days Inn by Wyndham Bedford
Days Inn by Wyndham Altavista
Lobby
Days Inn by Wyndham Altavista
2.5 star property
7.6 out of 10, Good, (737)
"Our stay was pleasantly nice. The rooms were clean and the a/c worked great! The breakfast was actually good. The rate was decent as well. "
The price is $90
$100 total
includes taxes & fees
Jun 16 - Jun 17
Days Inn by Wyndham Altavista
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.

Everything you need to know about Pittsville vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Pittsville vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pittsville vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Pittsville vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pittsville. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Pittsville in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $100 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Pittsville rentals

At Expedia, we put the best Pittsville vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Pittsville rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pittsville vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pittsville. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

The Inner Banks - Lakefront chalet with 180-degree lake views, dock & beach: This vacation home rental outside of Pittsville is located on a lake and has a patio, a selection of games, and air-conditioning 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.

What’s there to see and do in Pittsville?

Smith Mountain Lake and Leesville 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 Booker T. Washington National Monument.

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.

Recent reviews of Pittsville properties
Expedia verified reviews

Romantic SML Penthouse, Bernard’s Landing. Winter Weekly & Monthly Discounts

Romantic SML Penthouse, Bernard’s Landing. Winter Weekly & Monthly Discounts

5/5 Excellent
Great unit
"Well appointed unit, clean, great location and views."
A verified traveler stayed at Romantic SML Penthouse, Bernard’s Landing. Winter Weekly & Monthly Discounts
Posted 5 days ago
Romantic SML Penthouse, Bernard’s Landing. Winter Weekly & Monthly Discounts