Pittsville Vacation Rentals

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Vacation Rentals in Pittsville

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

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

10.0 out of 10, Exceptional, (183)
"Heron Point couldn't have been more perfect. From the open kitchen and living area to the large deck and entertainment space downstairs, this house had it all. Even with 16 of us, it didn't feel cramped at all. Large back yard which allowed us to sprawl out and enjoy the weather. Having a private boat ramp was a plus and keeping our boat tied up at the dock worked wonderfully. We are sure to come back next year for our annual getaway!"
Heron Point - Amazing Property with Breathtaking Water Views - Luxury Hot Tub!
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, (60)
"Great location. "
$558 nightly
The price is $626
Sep 4 - Sep 5
Total with taxes and fees
Treetop & Waterfront! Quiet Cove, Hot Tub, Kayaks, Game Room and more
Bright, Beautiful Smith Mountain Lakefront, Full Amenities & Perfect Location!
Terrace/patio

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

10.0 out of 10, Exceptional, (36)
"Home was awesome."
Bright, Beautiful Smith Mountain Lakefront, Full Amenities & Perfect Location!
Charming Cottage with Wifi, Screened Porch Just Feet From the Lake
Property grounds

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

8.8 out of 10, Excellent, (3)
"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 !"
Charming Cottage with Wifi, Screened Porch Just Feet From the Lake
5 Bed 4 Bath Waterfront Home on Deep Water Cove Ideally located by car or boat!
Exterior

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

9.8 out of 10, Exceptional, (203)
"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!"
5 Bed 4 Bath Waterfront Home on Deep Water Cove Ideally located by car or boat!
Unique cabin that sits right on the water. Huge deck. Amazing views. Gas grill.
Property grounds

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

9.2 out of 10, Wonderful, (81)
"Nothing fancy but nive and cozy , wonderful views, convenient to lake restaurants and shops. "
Unique cabin that sits right on the water. Huge deck. Amazing views. Gas grill.
Wind Family Estate--7000sq feet with 7 flex rooms!
Exterior

Wind Family Estate--7000sq feet with 7 flex rooms!

9.4 out of 10, Exceptional, (61)
"Great place for a large group. 13 of us had plenty of room while still being able to be all together. "
Wind Family Estate--7000sq feet with 7 flex rooms!
Smith Mountain Lake Home with stunning views with wet cove
Terrace/patio

Smith Mountain Lake Home with stunning views with wet cove

9.8 out of 10, Exceptional, (29)
"Fantastic stay - great home, responsive and accommodating host, fun lake, great views, amazing kitchen!! Worked so well for our group."
$1,342 nightly
The price is $1,480
Sep 3 - Sep 4
Total with taxes and fees
Smith Mountain Lake Home with stunning views with wet cove
Secluded Waterfront Get Away on Smith Mountain Lake
Outdoor dining

Secluded Waterfront Get Away on Smith Mountain Lake

9.8 out of 10, Exceptional, (168)
"Beautiful setting. We would definitely stay here again. "
Secluded Waterfront Get Away on Smith Mountain Lake
Sunset Ridge, Lakefront NEW Luxury w/ 7-Bedrooms + Heated Salt Pool, Covered Decks, Hot Tub & Dock!
Outdoor spa tub

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

10.0 out of 10, Exceptional, (29)
"Came for Daughter's wedding"
Sunset Ridge, Lakefront NEW Luxury w/ 7-Bedrooms + Heated Salt Pool, Covered Decks, Hot Tub & Dock!
Beautiful lakeside family or corporate retreat with pool, hot tub, and more!
Exterior

Beautiful lakeside family or corporate retreat with pool, hot tub, and more!

10.0 out of 10, Exceptional, (34)
"Beautiful property and a great, quiet location. This was our second stay at SML and we were impressed with everything the home offered. Plenty of room for everyone to relax and be comfortable. Highly recommend this property to anyone considering a stay at SML."
Beautiful lakeside family or corporate retreat with pool, hot tub, and more!
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, (283)
"We have stayed here several time and it’s always been a great experience! "
Unique Historical log cabin with private beach and 300 ft. of waterfrontage.
Waterfront Condo at Stripers Landing, Smith Mountain Lake, Virginia
Outdoor pool

Waterfront Condo at Stripers Landing, Smith Mountain Lake, Virginia

9.6 out of 10, Exceptional, (71)
"We love coming to this area for our sml trips. Its kid friendly with the pool and easy access to the lake."
Waterfront Condo at Stripers Landing, Smith Mountain Lake, Virginia
Newly Renovated 2 bedroom with loft 1.5 bathrooms, beautiful views, pool, condo
Exterior

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

9.8 out of 10, Exceptional, (72)
"House was everything that we expected and needed as a family. Would certainly stay here again!"
Newly Renovated 2 bedroom with loft 1.5 bathrooms, beautiful views, pool, condo
Renovated in 2024 3 Levels Lakefront Townhouse in the heart of SML.
Outdoor dining

Renovated in 2024 3 Levels Lakefront Townhouse in the heart of SML.

9.8 out of 10, Exceptional, (42)
"Great location and plenty of space for our family"
$480 nightly
The price is $539
Sep 9 - Sep 10
Total with taxes and fees
Renovated in 2024 3 Levels Lakefront Townhouse in the heart of SML.
Suite Retreat - Smith Mountain Lake Resort Home
A heated pool

Suite Retreat - Smith Mountain Lake Resort Home

10.0 out of 10, Exceptional, (1)
"Our stay was absolutely magical. The house is even more glamorous in person, with stunning design and luxurious touches everywhere you look. Waking up to the serene lake views was the highlight of our trip. The entire home was spotless, and the host was incredibly welcoming. It was the perfect blend of five-star comfort and peaceful nature, complete with duck pin bowling, air hockey, billiards, golf simulator, arcade, pool, pool house, hot tub, kayaks, paddle boards, and massive dock! If you...
Suite Retreat - Smith Mountain Lake Resort Home
"Sunny Days"-Relaxation for All!*Wifi*4-HDTVs*Open/Cov Dock*Game Rm*Linens Incl*
Property grounds

"Sunny Days"-Relaxation for All!*Wifi*4-HDTVs*Open/Cov Dock*Game Rm*Linens Incl*

9.8 out of 10, Exceptional, (190)
"The property is great. The house is well equipped and very clean. Thank you for sharing your home with us"
"Sunny Days"-Relaxation for All!*Wifi*4-HDTVs*Open/Cov Dock*Game Rm*Linens Incl*
Foothills Retreat, New Lakefront Luxury w/ Covered Decks + Hot Tub, Fire Pit Terrace, Dock & More!
Fridge, microwave, oven, stovetop

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

9.6 out of 10, Exceptional, (74)
"We enjoyed our time here. Plenty of space, loads of dishes and cookware which is not always the case at many places. We enjoyed the pool table and hot tub along with spending a majority of our time on the covered porch and the dock. The driveway is steep and there are 96 steeps to the dock. So we got plenty of exercise. "
Foothills Retreat, New Lakefront Luxury w/ Covered Decks + Hot Tub, Fire Pit Terrace, Dock & More!
Whispering Pines Estate, Waterfront Luxury w/ Covered Verandas + Heated Salt Pool, Hot Tub, Dock!
A heated pool

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

10.0 out of 10, Exceptional, (10)
"We had multiple families in for a graduation and there was plenty of room for us all. Spacious rooms, plenty of bathrooms, beautiful grounds we used everything on the inside and outside of this lovely home. Will be back!"
Whispering Pines Estate, Waterfront Luxury w/ Covered Verandas + Heated Salt Pool, Hot Tub, Dock!
Charming 2-bedroom Cottage located at Va Dare and Portside Bar! Sleeps 4
Living area

Charming 2-bedroom Cottage located at Va Dare and Portside Bar! Sleeps 4

9.2 out of 10, Wonderful, (5)
"Adorable cottage, superbly decorated, centrally located. Hosts were easily accessible and very amiable. Highly recommended. "
Charming 2-bedroom Cottage located at Va Dare and Portside Bar! Sleeps 4
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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Top Pittsville Hotel Reviews

Find out more about Pittsville

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, 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 $539 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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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?

Bright, Beautiful Smith Mountain Lakefront, Full Amenities & Perfect Location!: This vacation home rental outside of Pittsville is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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 Palmer's Marina and Smith Mountain Lake.

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.