Pittsville Vacation Rentals from CA $123: Short-Term Rentals for 2025

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Vacation Rentals in Pittsville

Enjoy al fresco dining and relaxation on this deck with a gazebo and grill.

"Wonderful stay."

Experience the grandeur of this multi-story cabin, featuring a spacious balcony with outdoor seating and a staircase to an upper level, surrounded by large windows.

"We enjoyed a wonderful getaway at this beautiful home. We had a group spanning a large age range and everyone was content in this space. The hot tub was a nice addition this year. Looking forward to coming back next year. Wonderful home and host. "

Traditional stone house with a steeply pitched roof, surrounded by a well-maintained garden and a brick pathway.

"The house was very nice and very clean! We loved using the kayaks and the fire pit. The screened in porch was such a plus! The beds were very comfortable and the kitchen had everything you could need!"

Cozy room with a traditional fireplace, mantel, and framed map, set against a warm, patterned rug.

"Great stay"

CA $234 total

includes taxes & fees

Aug 4 - Aug 5

Enjoy a serene lakeside retreat with a swimming pool, walking path, and dock area perfect for boating and relaxation.

"We love coming to this area for our sml trips. Its kid friendly with the pool and easy access to the lake."

Set amidst the forest, this cabin offers a peaceful retreat with a pitched roof and two windows with shutters.

"We have stayed here several time and it’s always been a great experience! "

Enjoy a tranquil outdoor space with a glass-top table and comfortable seating, surrounded by lush trees and a serene landscape.

"Enjoyed our stay! Family of 5 - house is well described in the listing. We fit comfortably in the house; rented a boat and jet ski and used the kayaks and could easily get out on the lake from this great location; nice kitchen table for evening board games and lovely porch for morning tea!"

Enjoy a tranquil lakeside retreat with a deck featuring a round table and comfortable seating.

"Beautiful location and one of the cleanest houses we have stayed in. Overall excellent experience and can’t wait to return."

Overlooking the serene lake, this hotel offers a tranquil lakeside setting with scenic views.

"This property was perfect for a quiet getaway in a beautiful location. Nothing more relaxing that sitting on the deck and watching the lake in the evening. Plenty of amenities and close to food and shopping. Need a place to get away from the grind of the city, this is it. "

Relax on the porch with Adirondack chairs and enjoy the view from the comfort of home.

"About a month after our first stay here, we returned for more relaxation and fishing. Once again, this house delivered on all expectations.We can't recommend this property enough, and will always look as our first choice when visiting Smith Mt. Lake."

CA $970 total

includes taxes & fees

Aug 28 - Aug 29

Relax in a serene beach setting with thatched umbrellas and comfortable lounge chairs.

"We loved our stay here! Everything was exactly as described and pictured. Would definitely come back! "

Relax by the fire pit surrounded by comfortable Adirondack chairs and take in the serene views.

"Loved the location, local options for exploration and tourism, quality of the property and amenities and nearby cities. Might want to bring your own pillows."

CA $439 total

includes taxes & fees

Aug 2 - Aug 3

Relax by the pool in a spacious outdoor living area with a glass-enclosed upper level and hot tub below.

"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. "

"We had 7 people for a graduation at Liberty University. We didn’t want to be in all the traffic, so we chose this place to relax afterward and chill for a while . It is so peaceful out back on the s screened porch . It was quiet and offered a lot of solitude . We saw deer in the yard . Great relaxing space !"

Relax in Adirondack chairs by the serene lake, near a cozy fire pit and scenic views.

"Awesome home with plenty of space, open areas, and in a no-wake zone which is perfect. The deck and dock are ideal for family gatherings. Great hosts, very responsive and look forward to coming back. "

Enjoy waterfront views from the multi-story building with balconies, a dock area, and a boat launch.

"House was everything that we expected and needed as a family. Would certainly stay here again!"

Step out onto the porch and enjoy the warm atmosphere, surrounded by comfortable seating and a charming welcome.

"It was beautiful and clean and peaceful"

CA $379 total

includes taxes & fees

Aug 4 - Aug 5

Enjoy serene views of the lake from the deck, surrounded by trees and a natural shoreline.

"The title says it all, the water view we're incredible to wake up to every morning and the over all feel of the property was very comfortable. We had a great stay!"

Relax in a hot tub on a spacious deck with a view of the surrounding landscape.

"Loved the view, access to the lake, big windows in the living room, well-stocked kitchen, and hang-out spaces, including the back porches and pool table area in the basement!"

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Top Pittsville Hotel Reviews

Secluded Waterfront Get Away on Smith Mountain Lake

10/10 Excellent

"Very comfortable."

Super 8 by Wyndham Bedford

10/10 Excellent

"It’s a typical Super 8 hotel…nothing fancy, just a decent place to spend a night. The property is clean and well-maintained. We were in town for one night to visit the National D-Day Memorial, and this Super 8 is close and convenient to it. The staff was very helpful and friendly, especially with recommendations on nearby dining options. The property is across the highway from a gas station/convenience store and a fast-food restaurant. We would stay there again."

Private house on Leesville Lake

10/10 Excellent

"My husband and I absolutely loved this house. The hosts were professional, pleasant, accomodative, and communicated very well. The house was stocked with what we needed. The atmosphere was serene, relaxing, just simply everything we needed to rejuvenate . My only negative is that I thought we would have access to the lake since it is categorized as a lake house. However, I would definitely stay there again."

Firefly Estate, Lakefront Luxury w/ Covered Verandas + Heated Salt Pool, Hot Tub, Dock!

10/10 Excellent

"The property was beautiful with a great pool and dock. All ages (84 yrs to 7 months old) enjoyed hanging out by the pool. Playing pool, or sitting out on the covered deck playing games and music. Location was convenient to restaurants and grocery store."

Days Inn by Wyndham Bedford

10/10 Excellent

"No matter what room you are assigned, you can pull right up to your door, even on the second floor! They have designed a driveway to go up to the second level, so no stairs. As a person with a disability, I REALLY appreciated this! Everything was wonderful, except the bed; the mattress was way too soft and my back was a wreck the next morning. Otherwise, great stay!"

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

10/10 Excellent

"We had a wonderful week at Whispering Pines Estate with our family of 23! The pool was welcomed with the heat and humidity! We loved the covered porch to read and relax out of the sun! We enjoyed the large table to eat dinner together and viewing the wildlife in the evening. We had an awesome week and are looking forward to returning next year!"

Find out more about Pittsville

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, cottages, cabins, villas... 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pittsville vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pittsville vacation rentals we have selected for you start as low as CA $123 per night. Entering your travel dates in the search wizard 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.

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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?

Heron Point - Amazing Property with Breathtaking Water Views - Luxury Hot Tub!: This vacation home rental outside of Pittsville is located on a lake and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 8 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a selection of games and a hot tub.

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 Palmer's Marina.

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.

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Pittsville Vacation Rentals

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Vacation Rentals in Pittsville

Private house on Leesville Lake

Private house on Leesville Lake

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

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

5 Bed 4 Bath Waterfront Home on Deep Water Cove Ideally located by car or boat!

5 Bed 4 Bath Waterfront Home on Deep Water Cove Ideally located by car or boat!

Restored 1840's Downtown Loft Near Blue Ridge Parkway

Restored 1840's Downtown Loft Near Blue Ridge Parkway

Waterfront Condo at Stripers Landing, Smith Mountain Lake, Virginia

Waterfront Condo at Stripers Landing, Smith Mountain Lake, Virginia

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

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

Lakefront home for easy boating, fishing, private dock & AC/Wifi, Dogs ok!

Lakefront home for easy boating, fishing, private dock & AC/Wifi, Dogs ok!

Secluded Waterfront Get Away on Smith Mountain Lake

Secluded Waterfront Get Away on Smith Mountain Lake

This Smith Mountain Lake home on the Blackwater exemplifies lake life at its best

This Smith Mountain Lake home on the Blackwater exemplifies lake life at its best

SUNSET VIEWS-Pristine WATERFRONT Penthouse Condo on SML- Boat Slip Available

SUNSET VIEWS-Pristine WATERFRONT Penthouse Condo on SML- Boat Slip Available

Treetop & Waterfront! Quiet Cove, Hot Tub, Kayaks, Game Room and more

Treetop & Waterfront! Quiet Cove, Hot Tub, Kayaks, Game Room and more

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

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

Boat, fish, golf, swim, & dine at Mariners Landing on Smith Mountain Lake!

Boat, fish, golf, swim, & dine at Mariners Landing on Smith Mountain Lake!

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

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

Charming Cottage with Wifi, Screened Porch Just Feet From the Lake

Charming Cottage with Wifi, Screened Porch Just Feet From the Lake

Smith Mountain Lake luxury, Dog-friendly, WIFI, pooltable, hot tub, kayaks, dock

Smith Mountain Lake luxury, Dog-friendly, WIFI, pooltable, hot tub, kayaks, dock

Newly Renovated 2 bedroom with loft 1.5 bathrooms, beautiful views, pool, condo

Newly Renovated 2 bedroom with loft 1.5 bathrooms, beautiful views, pool, condo

Reagan’s Retreat~ Farmhouse Cottage on 45 acres~Hot Tub, Fire Pit

Reagan’s Retreat~ Farmhouse Cottage on 45 acres~Hot Tub, Fire Pit

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

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

Our Point of View - Lakefront home with hot tub, pool table, dock - dog-friendly

Our Point of View - Lakefront home with hot tub, pool table, dock - dog-friendly

Top Pittsville Hotel Reviews

Secluded Waterfront Get Away on Smith Mountain Lake

Find out more about Pittsville

Find out more about Pittsville

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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Frequently asked questions