
Holiday houses in Pittsville
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Pittsville
Guests agree: these stays are highly rated for location, cleanliness and more.

Fun Lake Getaway with Breathtaking Views
Fantastic getaway on beautiful Smith Mountain Lake! Enjoy stunning views on two sides of this top-floor, corner condo with a wrap-around deck and natural shade. It is perfect for a relaxing break or an adventure! Activities include boating (with guest docks), swimming (indoor and outdoor), pickle ball, working out, and relaxing in the hot tub, steam room or sauna! If you are working remotely, this quiet space includes a desk and high-speed wireless. The individual HVAC unit also has a UV light.

Tranquility Cove Condo at Smith Mountain Lake
—We Welcome You— Visit and experience the ultimate respite while enjoying amazing water and mountain views, sunrises, and sunsets. This ground level condo is perfectly situated in Bernard's Landing Resort on beautiful Smith Mountain Lake! This bright, stylish & thoughtfully appointed space welcomes you to a full kitchen, spacious bdrm w/king bed, walk-in shower, and a queen sleep sofa. Amenities include restaurant & bar, tennis, pickle ball, gym, sauna, hot tub, three pools and a sandy beach.

Gateway Cottage. Historic Homeplace+Mountain Views
We have some surprises for you at Gateway Cottage! We hope you'll come share them. It's the historic homeplace for a family of seven who lived here for 100 years. It's now a blend of farmhouse and contemporary. This cottage is also a blend of country and town, with plenty of space to spread out, relax, walk our 3 acres, view mountains, and watch the deer. Need something you might have at home? I bet we've thought of it! You'll be surprised to find how well-equipped Gateway Cottage is.

Antler Ridge Lodge
Only 3 miles from SMITH MOUNTAIN! Zip Code 24161. (There's another Sandy Level near NC.) It is well-stocked and waiting for your next get-a-way! Explore acres of yard, woods & creek. Leesville & SML beaches & boat launches are 9-30 miles away. Walk or ride 1/2-mi to the road's end at Leesville Lake. Horses/hikers/bikers are welcome along the 5-mi ridge of Smith Mt minutes away. Relax around a fire enjoying the starry sky or kick back in the comfortable lodge complete with a gas log fireplace.

The Magical Cabin on Back Creek
Magic is the word most people use when they visit this hidden gem. Built in 1939 as a fishing cabin by a gentleman who incorporated box cars as rafters and beams, dates still visible since removing the attic. By far the best place I've ever lived. I decided to share it with others who love to explore, who love listening to the voice of the creek or who come just to sit on the porch high above the creek with a spouse, friend, family, or alone. For the best sleep, open the bedroom window!

Honeyfly Haven • Cozy Tiny Home Near Downtown
Welcome to Honeyfly Haven, a charming tiny home located less than 10 minutes from downtown Roanoke — perfect for travelers eager to explore the city while enjoying a peaceful retreat. This private tiny house features: • 🛏️ 1 bedroom • 🚿 1 bathroom • 🍳 A small but fully equipped kitchen • 📺 Smart TV 🐾 Pet-friendly! We welcome well-behaved pets for a $60 pet fee per pet. Whether you're in town for adventure, work, or a quick getaway, Honeyfly Haven is your ideal home base in Roanoke.

Dock Holiday at Bernard's Landing
Experience the water and mountain views at spectacular this 1 bedroom, 1 bath top floor corner condo in desirable Dockside section of Bernard's Landing. Guests enjoy all the amenities of Bernard's Landing including 2 outdoor and 1 indoor pool, Basketball, tennis and pickle ball courts,beach area, restaurant, fitness center and marina area with boat rentals. All pools and beach are short walk from the front door. Enjoy stunning views from the walk-out deck in this well-stocked condo.

Peaceful Creekside Cabin with Hot Tub
Welcome to The Cabin! •15 min to the Blue Ridge Parkway •20 min to Smith Mountain Lake •25 min to Downtown Roanoke •40 min to Peaks of Otter Follow our IG @rambleonpines for cabin tours and photos Awaiting guests deep in the poplars that over took this holler years ago after all the green beans and potato crops were pulled from this fertile soil, is a modern chic cabin over looking a babbling creek with all the luxuries one would need for a weekend away from the grind of life.

Selah Acre's Alpaca Farm Cottage
A quiet cottage for young and old alike! Situated on a farm with hiking trails, creeks & streams! Coffee, tea, cream, sweeteners and snacks await you! The "Kitchen" includes coffeemakers, fridge, microwave, toaster oven and a 2 burner hot plate with all necessities to cook (there is no standard oven or kitchen sink - if needed we will pick up your dishes and clean them for you!). Fresh linens and towels are provided. The cabin dates back to the 1800's and was recently restored.

Black Water Junction Cabin
Our cabin is built out of old wood and doors found on the farm. Because I am such a cold natured person, I installed heated floors and a heated towel bar in addition to the mini-split and electric fireplace! The cabin is surrounded by pastures that are the home to our cows, horses, goats, pot belly pig, and chickens. The highlight of a stay at BWJ Cabin would be to sit on the front porch in a rocking chair, day bed swing or hot tub looking out over the landscape and do nothing.

Tiny Cabin in a Country Forest
Far removed from the road and any city noise, our cabins are nestled in-between pastures full of horses and cows, within an easy walk of a healthy creek and fishing pond. Between our breathtaking sunsets and our add-on options (horseback riding, wagon rides, hiking, fishing, a free petting zoo, etc.), there's not much that can beat the value of our facility. You get privacy without isolation, outdoors without "roughing" it, and all within an easy drive of Smith Mountain Lake.

Lake Escape - Smith Mountain Lake Condo
Located in Bernard's Landing, SML, this ground-floor condo offers everything you need for a quick getaway or a week-long vacation. The condo has recently been re-decorated and offers beautiful lake views, convenient access to boat rentals, one of the best restaurants on SML (Napoli by the Lake), and all the amenities you need. Guests have access to indoor and outdoor pools (outdoor pools open seasonally), sandy beach area, sauna, gym, and tennis and pickle ball courts.
Popular amenities for Pittsville holiday rentals
Other great holiday rentals in Pittsville

Cozy Lake Retreat in the Trees

NEW, CLEAN - Belle's Boat Haven in SML

Hermione’s Purse

Lakefront Hideaway | Cozy Winter Escape

Studio 107

Beautiful condo W/great views & a sleeper sofa +2

Emerald Haven- Private Dock, Kayaks, Wide Water!

100acre Woods Cabin Retreat
Destinations to explore
- Western North Carolina Holiday rentals
- Washington Holiday rentals
- Myrtle Beach Holiday rentals
- Gatlinburg Holiday rentals
- Charleston Holiday rentals
- Charlotte Holiday rentals
- Outer Banks Holiday rentals
- Cape Fear River Holiday rentals
- Rappahannock River Holiday rentals
- Pigeon Forge Holiday rentals
- James River Holiday rentals
- Pittsburgh Holiday rentals
- Smith Mountain Lake State Park
- Amazement Square
- Liberty Mountain Snowflex Centre
- National D-Day Memorial
- Virginia International Raceway
- Martinsville Speedway
- Taubman Museum of Art
- Fairy Stone State Park
- McAfee Knob
- Natural Bridge State Park
- Virginia Museum of Transportation
- Appomattox Court House National Historical Park
- Mill Mountain Star
- Mill Mountain Zoo
- McAfee Knob Trailhead
- Percival's Island Natural Area
- Explore Park




