
Holiday rentals in Pittsville
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Top-rated holiday rentals in Pittsville
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The Tiny House Studio
Have you ever wondered what it would feel like to live in a tiny home? Our modern day studio is only 270 square feet, but has all of the common amenities found in much larger houses. Experience the "Tiny House Movement" for yourself in our small NYC themed studio. - Only 2 miles from Liberty University (LU) and 5 miles from University of Lynchburg (LC) - 4K TV with Netflix, Sling, and Blu-ray - Queen bed - Twin pull-out sofa - kitchenette - luxurious shower - washer/dryer - 45' from main home

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.

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!

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.

Lake Lover's Paradise
Come to the lake! This spacious one bedroom top floor end unit is uniquely located between Napoli by the Lake restaurant and large outdoor swimming pool. Fantastic views of the lake from the large deck! Sleeps 2 adults and 2 small children under three. The following amenities are provided during your stay (Subject to season and repair): 2 Outdoor Pools Exercise Room Boat & Jet Ski Rental 1 Indoor Pool Hot Tub Courtesy Boat Slips Beach & Boat Launch Area Tennis & Pickleball Courts

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.

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.

Bernard's Landing Bliss! Breathtaking Views
Come savor the breathtaking lake and mountain views and experience the best of Bernards Landing in this condo! Enjoy the best amenities - high end stainless appliances, big flat screen TVs, keypad door access – and the list goes on! River Rock Tiled Shower and Silestone Counters! Bernard’s Landing offers so much – 2 outdoor/1 indoor pool, hot tub, beach, gym, sauna, boat launch, courtesy dock, tennis, pickle ball, racquetball courts, The Landing Restaurant, and more!
Popular amenities for Pittsville holiday rentals
Other great holiday rentals in Pittsville

Cozy Lake Retreat in the Trees

The Retreat at Candlers Mountain, Liberty/LYH 1 mi

Silo on the James River by Stay Different

NEW, CLEAN - Belle's Boat Haven in SML

Studio 107

Smith Mountain Lake quiet cove w/ kayaks & firepit

Luxury Lakefront | Hot Tub, Fire Table & Theatre

Lakefront Condo Resort - Amazing Views & Amenities
Destinations to explore
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- 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
- Natural Bridge State Park
- Virginia Museum of Transportation
- McAfee Knob
- Appomattox Court House National Historical Park
- Mill Mountain Star
- Mill Mountain Zoo
- Percival's Island Natural Area
- McAfee Knob Trailhead
- Explore Park




