Pittsville Holiday Rentals

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Holiday Rentals in Pittsville

Our top choices for Pittsville holiday rentals

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

10.0 out of 10, Exceptional, (12)
"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!

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

10.0 out of 10, Exceptional, (186)
"It was wonderful. Well equiped kitchen. Nice dock. Plenty of kayak, paddle boards, canoes. Great swimming areas, with shallow places for kids. Media room was a hit for kids when it rained or they were tuckered out. Beautiful place. We plan to go back. Perfect place for a family reunion"
Heron Point - Amazing Property with Breathtaking Water Views - Luxury Hot Tub!

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

10.0 out of 10, Exceptional, (39)
"This was the best house yet we’ve stayed in and plan to return next year. Fabulous location. Gorgeous house - great amenities! Love the kitchen! Great communication with the owner. Easy walk down to the lake beautiful view! "
Beautiful lakeside family or corporate retreat with pool, hot tub, and more!

Restored 1840's Downtown Loft Near Blue Ridge Parkway

10.0 out of 10, Exceptional, (249)
"Great stay"
The price is NZ$291
includes taxes & fees
28 Sept - 29 Sept
Restored 1840's Downtown Loft Near Blue Ridge Parkway

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

9.8 out of 10, Exceptional, (193)
"We had an excellent time! Ken is a great host and provided everything we could possibly need and more! The dock is in a nice quiet cove which made the lake experience even better! "
"Sunny Days"-Relaxation for All! Wifi-4 HDTVs-Open/Cov Dock-Game Rm-Linens Incl

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

10.0 out of 10, Exceptional, (286)
"Another amazing stay!"
Unique Historical log cabin with private beach and 300 ft. of waterfrontage.

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

9.6 out of 10, Exceptional, (76)
"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!

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!

9.8 out of 10, Exceptional, (206)
"This house has everything a family needs to relax and enjoy Smith Mountain Lake. The quiet cove make it feel safe while sitting on the large dock and watching children play in the small beach area. Hours of entertainment outside easily moved into comfort and amenities inside. No one ever felt on top of each other while we visited, prepared meals and played tournaments of foosball. The hosts have many special touches to truly help the vacation experience. Best vacation ever!"
5 Bed 4 Bath Waterfront Home on Deep Water Cove Ideally located by car or boat!

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

10.0 out of 10, Exceptional, (37)
"Home was awesome."
Bright, Beautiful Smith Mountain Lakefront, Full Amenities & Perfect Location!

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

10.0 out of 10, Exceptional, (63)
"Relaxing! Great place to stay. Enjoyed the accommodations, game room, and the location. "
The price is NZ$1,015
includes taxes & fees
28 Sept - 29 Sept
Treetop & Waterfront! Quiet Cove, Hot Tub, Kayaks, Game Room and more

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

9.6 out of 10, Exceptional, (4)
"We had a great stay at this property. The house was great and the property manager was very responsive. "
Firefly Estate, Lakefront Luxury w/ Covered Verandas + Heated Salt Pool, Hot Tub, Dock!

Secluded Waterfront Get Away on Smith Mountain Lake

9.8 out of 10, Exceptional, (170)
"Great place for a getaway nice clean little cabin "
Secluded Waterfront Get Away on Smith Mountain Lake

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."
The price is NZ$2,699
includes taxes & fees
20 Oct - 21 Oct
Smith Mountain Lake Home with stunning views with wet cove

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

10.0 out of 10, Exceptional, (189)
"Beautiful little cabin in a great area, secluded and quiet, very nice short stay "
Cabin 2 at Cedar Key - Serene waterfront setting/No wake cove/Dog friendly!

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

10.0 out of 10, Exceptional, (36)
"Super easy to access and just a picture perfect place with plenty of room and privacy. Will try and stay again with this property. "
Tranquil Shores Estate, Luxury Lakefront Compound w/ Heated Salt Pool, Hot Tub, Dock!

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

10.0 out of 10, Exceptional, (31)
"Came for Daughter's wedding"
Sunset Ridge, Lakefront NEW Luxury w/ 7-Bedrooms + Heated Salt Pool, Covered Decks, Hot Tub & Dock!

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.

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

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

9.4 out of 10, Exceptional, (19)
"Beautiful home. Lovely and convenient. Great toys for playing on the water. "
Hideaway Ridge, Lakefront NEW Luxury w/ 7-Bedrooms + Heated Salt Pool, Covered Decks, 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.
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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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Pittsville holiday rental for you. At Expedia, you can take your pick from private holiday 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Pittsville holiday 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 holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pittsville holiday rentals we have selected for you start as low as NZ$291 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 holiday 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 holiday.

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 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?

Heron Point - Amazing Property with Breathtaking Water Views - Luxury Hot Tub!: This holiday home rental outside of Pittsville is located on a lake, and has a balcony, a garden and a BBQ 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 that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 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 wider area, you’ll find Palmer's Marina and Smith Mountain Lake.

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.