
Holiday rentals in Pittsville
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Top-rated holiday rentals in Pittsville
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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.

Spacious and Cozy Basement Studio
We offer a quiet, spacious, water proofed, open space basement studio with a kitchenette. It is conveniently located near shops, restaurants, universities, and a downtown entertainment area. We are located 2 minutes from Lynchburg College, 11 minutes from Liberty University, and 13 minutes from Randolf College by car. You’ll love our place because it offers comfort and peacefulness. Our place is ideal for couples, solo adventurers, and business travelers who come for a short period of time.

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.

Forest Cabin Retreat | Hot Tub & Creekside
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.

Cozy, Beautiful 1br- Private entry - 10 min to LU!
Only 10 minutes from Liberty University and 20 minutes from Downtown Lynchburg! After a day of adventuring, come unwind in our cozy bungalow! With over 800sqft, this newly renovated basement unit is spacious, beautiful, clean and cozy. We are serious about coffee, so we’ve outfitted a great coffee bar. Make yourself a cup using our Nespresso, or go traditional with a Chemex and ground beans. As a courtesy, we provide some light breakfast options - cereal and oatmeal packets.

Private Guesthouse w/Kitchen - Minutes from Uptown
Welcome to The Blue Door on Mulberry! This private guesthouse is on a centrally-located lot at the front of Martinsville’s Mulberry neighborhood. Maintain your sense of privacy while still being close to everything Martinsville has to offer. The property is less than 5 mins from the Martinsville Uptown District, under 10 mins to the Martinsville Speedway, under 4 mins to the SOVA Hospital, and walking distance to the Virginia Museum of Natural History, Piedmont Arts, and more!

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

Little Cabin Annie

Hermione’s Purse

Couples Lake Retreat! Swim, Boat, Relax and Enjoy

Black Water Junction Casa

Studio 107

Southern Escape @ Bernards Landing w/ Kayaks

Modern Condo Quite Location Near Lynchburg & LU
Destinations to explore
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- Smith Mountain Lake State Park
- Amazement Square
- Liberty Mountain Snowflex Centre
- National D-Day Memorial
- Fairy Stone State Park
- Virginia International Raceway
- Taubman Museum of Art
- Martinsville Speedway
- Mill Mountain Star
- Mill Mountain Zoo
- Virginia Museum of Transportation
- Explore Park
- McAfee Knob Trailhead
- Appomattox Court House National Historical Park
- Percival's Island Natural Area
- Natural Bridge State Park
- McAfee Knob




