Pittsville Vacation Rentals

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Vacation Rentals in Pittsville

Stylish Creekside Cabin w/ Fire Pit Near Wineries

10.0 out of 10, Exceptional, (52)
"Very nice and very private. Would definitely stay here again."
Stylish Creekside Cabin w/ Fire Pit Near Wineries

Secluded Waterfront Get Away on Smith Mountain Lake

9.8 out of 10, Exceptional, (152)
"It was my wifes birthday and it was so wonderful to get away to the mountains. The view of the lake was wonderful.Little Stuwii had a great time going up and down the hill to the lake.Many thanksTroy, Janee, Stuwii "
Secluded Waterfront Get Away on Smith Mountain Lake

Amazing Views and Two Kayaks Ready to Use!

10.0 out of 10, Exceptional, (87)
"Wonderful Nautical decore, cozy, comfortable, and stocked with all the essentials!"
The price is CA $167
CA $258 total
includes taxes & fees
Apr 30 - May 1
Amazing Views and Two Kayaks Ready to Use!

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

10.0 out of 10, Exceptional, (284)
"Great accommodations and close to the center of town. Very comfortable."
Romantic SML Penthouse, Bernard’s Landing. Smith Mountain Lake 3 Pools

Recently updated 1 BR Condo with stunning lake views - No cleaning or linen fees

10.0 out of 10, Exceptional, (141)
"Very nice property very spacious for just two people"
Recently updated 1 BR Condo with stunning lake views - No cleaning or linen fees

Sweet By and By... Your Escape to the Beauty of Smith Mountain Lake

9.8 out of 10, Exceptional, (154)
"We enjoyed the charming, spacious, and relaxing cabin, especially the unbeatable lake views and access. It was absolutely gorgeous in the autumn mornings. The hot tub was amazing too. Thank you!"
The price is CA $311
CA $578 total
includes taxes & fees
May 18 - May 19
Sweet By and By... Your Escape to the Beauty of Smith Mountain Lake

Cabin 1 at Cedar Key - Perfect lakefront getaway!

9.6 out of 10, Exceptional, (40)
"Beautiful views of the lake!"
Cabin 1 at Cedar Key - Perfect lakefront getaway!

Waterfront Condo!

9.8 out of 10, Exceptional, (37)
"This place was perfect for our stay. Cute and cozy!"
Waterfront Condo!

Waterfront-Large Dock-Quiet Cove- Minutes to Drifters-Bridgewater Marina

9.8 out of 10, Exceptional, (108)
"Great stay."
Waterfront-Large Dock-Quiet Cove- Minutes to Drifters-Bridgewater Marina

LAKE Lookout: home with lake views!

10.0 out of 10, Exceptional, (21)
"Our family needed a place to stay for a family member’s wedding in the area. It was perfect with more than enough room for all of us to spread out. "
LAKE Lookout: home with lake views!

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

10.0 out of 10, Exceptional, (26)
"Our family need a large house to accommodate everyone for a post Christmas get together, grandparents, parents, and kids. The house was perfect for what we were looking for. Plenty of space, well equipped with everything you could want and very helpful and quickly responsive management/owners. Definitely would recommend it and I could see us staying there again in the future. "
Tranquil Shores Estate, Luxury Lakefront Compound w/ Heated Salt Pool, Hot Tub, Dock!

Lovely studio at Mariners Landing!

9.8 out of 10, Exceptional, (52)
"It worked well for our quick stay"
Lovely studio at Mariners Landing!

Modern Lake Front Condo | Renovated Professionally | Amenities

10.0 out of 10, Exceptional, (60)
"Owners were awesome to deal with and the property was super comfortable and excellent all around!"
Modern Lake Front Condo | Renovated Professionally | Amenities

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

10.0 out of 10, Exceptional, (267)
"The cabin was super cozy and fun. We had a lot of fun swimming and playing on the dock and enjoying the hammocks and scenery."
Unique Historical log cabin with private beach and 300 ft. of waterfrontage.

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

9.6 out of 10, Exceptional, (193)
"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!

Drift Away Ridge, Brand New Lakefront Luxury w/ Covered Decks + Hot Tub, Fire Pit, Party Deck & Dock

10.0 out of 10, Exceptional, (45)
"Hideaway ridge was a beautiful property and owners communicated well. They looked out for our safety with winter weather. Everyone had a great time. Would rebook."
Drift Away Ridge, Brand New Lakefront Luxury w/ Covered Decks + Hot Tub, Fire Pit, Party Deck & Dock

Spacious pet friendly Cottage with balcony, dock, and hot tub

10.0 out of 10, Exceptional, (1)
Spacious pet friendly Cottage with balcony, dock, and hot tub

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

10.0 out of 10, Exceptional, (46)
"Overall, very impressed! Despite the rain all weekend, it was a great getaway!"
The price is CA $331
CA $782 total
includes taxes & fees
May 14 - May 15
Treetop & Waterfront! Quiet Cove, Hot Tub, Kayaks, Game Room and more

Here Comes the Sun: 2 Kayaks, Wifi, Ping Pong & Pool table,Sandy Beach, Fenced in Yard, Pet Friendly

9.4 out of 10, Exceptional, (76)
"This house is a perfect getaway if you want to be active and use the lake or simply relax on the deck. It is so dog friendly with the dog yard - my dog and I played out there a ton! We were able to cook our meals and just hang out on the deck and enjoy the views. The state park entrance is around the corner and we enjoyed hiking in the mornings. Great house! "
Here Comes the Sun: 2 Kayaks, Wifi, Ping Pong & Pool table,Sandy Beach, Fenced in Yard, Pet Friendly

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

9.4 out of 10, Exceptional, (56)
"The space was perfect for 8 adults— with room to spare! We cooked all our meals and had what we needed. Enjoyed time both inside and out. Thank you! "
The price is CA $1,003
CA $2,386 total
includes taxes & fees
May 11 - May 12
Wind Family Estate--7000sq feet with 7 flex rooms!
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.
Don't see what you're looking for?
See all available properties in Pittsville
Save an average of 15% on thousands of hotels when you're signed in

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)
"Very nice and very private. Would definitely stay here again."
Stylish Creekside Cabin w/ Fire Pit Near Wineries

Beautiful waterfront lodge, private dock and breath taking views of Smith Mt.

10.0 out of 10, Exceptional, (19)
"All of us loved the pool, the house was comfy and cozy too. Felt like home. Great place to stay!"
Beautiful waterfront lodge, private dock and breath taking views of Smith Mt.

Quality Suites Altavista - Lynchburg South

2.5 star property
7.6 out of 10, Good, (572)
"great stay"
The price is CA $103
CA $115 total
includes taxes & fees
May 26 - May 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?

Sweet By and By... Your Escape to the Beauty of Smith Mountain Lake: This vacation home rental outside of Pittsville is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher, and a stovetop. Kick off your shoes and enjoy yourself 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.