Holiday rentals in Pittsville

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Top-rated holiday rentals in Pittsville

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Guest favourite
A spacious patio area is visible beneath a second-story balcony, featuring outdoor furniture and two kayaks. A well-maintained lawn and flower beds contribute to the serene setting. The entrance has sliding glass doors, allowing natural light to enhance the atmosphere.
Flat in Huddleston
4.73 out of 5 average rating, 223 reviews

Nature's Retreat

Upgraded to a brand new KING bed with all NEW linens. Great one bedroom patio apartment for a weekend getaway FOR 2 PEOPLE ONLY! The lake is absolutely beautiful and the apartment is very private, comfy and quiet. NEW GAS GRILL WITH THE REMODEL. A perfect getaway for kayaking or swimming. A SHARED DAY DOCK WITH NEIGHBORS. No boat slip nor electricity at dock. No tie-up at dock for boats or jet skis, just kayaks. Owner needs to be notified of pet and follow pet policy. There is a $35 pet fee.

Guest favourite
A cedar cabin is set against a backdrop of serene water and mountains, with vibrant pink blooms in the foreground. The tranquil scene is enhanced by lush greenery surrounding the cabin, providing a peaceful lakefront atmosphere.
Cabin in Huddleston
4.89 out of 5 average rating, 122 reviews

Cute and Comfy Cabin

WE OFFER KAYAKS, CANOE AND PADDLE BOARD FOR RENT, Sleeps 4. Free Fast Wifi 99.99% GERM FREE Welcome to Cedar Key Village, a charming lakefront community of 11 homes. This spectacular all Cedar lake front Cabin is nestled in a secluded no wake cove. Beautiful lake side garden adds to the beauty of the lake and mountains. Boat slip and shared dock with 1 other cabin I call clients after booking to answer questions, please inform me prior to booking if you would prefer me not to phone you.

Superhost
A serene view of a wide, clear cove surrounded by trees on either side. A dock with a roof is visible in the foreground, alongside a gentle slope to the water’s edge, where colorful kayaks rest. The tranquil lake reflects the blue sky.
Home in Moneta
4.85 out of 5 average rating, 220 reviews

$98 Lakefront Sun.Free Boatlift Kayaks FirePit Pet

Lakefront House...Sunday Free(w/check in any weekday & stay thru Sat.night get Sun. night free)Mar.-May Special: Mon. nights $98, Most Fun Home. Family/Pet Friendly. Amazing view. Best Location on Lake, Fireplace & Firepit w/Wood, 6 Kayaks w/vests, Best Fishing (Fish from tournaments released in cove). Private Dock w/boat lift/electricity. 6 Bikes/Helmets. Big yard. Wide deep cove. (Fresh water flowing into.Not murky) Near marina/boat launch. Trash pickup. Big deck.Gas grill. Linens/Towels Free

Top guest favourite
An open-plan interior features a king size bed with a light-colored bedspread in the foreground. A cozy seating area with a loveseat and coffee table is situated next to the kitchenette, which includes modern appliances and a window allowing natural light to fill the space.
Treehouse in Bedford
5 out of 5 average rating, 143 reviews

Cross Creek Luxury Couples Cabin

Cross Creek Luxury Couples Cabin is a one of a kind, romantic, get-away for two just 3 miles from the Blueridge Parkway. From its uniquely designed suspension over top of a creek, lighted boardwalk path through the woods that ramps up to the cabin amongst the trees giving it a true tree-house feel, 3 spacious decks for lounging and enjoying nature and the sounds of the roaring creek beneath you, to luxurious amenities galore inside and out. All in a secluded, private setting minutes from town!

Guest favourite
A handcrafted cabin is positioned on a gentle slope overlooking a tranquil pond. The exterior features a sloped green metal roof and a wooden porch, framed by surrounding trees. Natural earth tones blend with the landscape, creating a seamless connection to the woodland setting.
Cabin in Troutville
4.94 out of 5 average rating, 179 reviews

Triple Crown Cabin w/ Trout pond!

Amazing handcrafted cabin located in the center of the "Roanoke Triple Crown" (McAfee's Knob, tinker cliffs and dragons tooth trails) just minutes from each trail head. Cabin is tucked away from everything. No other houses can be seen from the cabin. The cabin overlooks a beautiful pond with a small waterfall cascading in. Cabin was sustainability built with trees from the 20 acres it sits on. McAfee's Knob trailhead is 10 minutes away, Andy Layne trailhead to tinker cliffs is 9 minutes away.

Top guest favourite
A wide grassy area is framed by trees as golden sunlight bathes the landscape. Sharp Top Mountain rises in the distance, its silhouette contrasting against a clear sky. The tranquil scene offers an expansive view, highlighting the natural beauty of the surrounding area.
Tiny home in Bedford
4.97 out of 5 average rating, 279 reviews

Tiny house & hot tub, w/gorgeous mountain views!

Peaceful tiny house with amazing view of Sharp Top Mountain! Features: hot tub, outdoor dining area, small kitchenette amenities, and smart-tv w/firestick (must use your hotspot to stream). 10 min to BR Parkway, Peaks of Otter, and Claytor Nature Center. Wineries, orchards, and hiking nearby. Friendly dogs may occasionally visit from my mother’s house next door. (Look for Wind Tides Farm sign). ***If booking in winter months, keep in mind the wind tends to be heavy, depending on weather.***

Top guest favourite
A charming living area features rustic wooden logs as walls, complemented by a light hardwood floor. A comfortable sofa adorned with patterned cushions invites relaxation. Natural light enters through multiple windows, and a decorative chandelier hangs above a coffee table with a small plant.
Cabin in Roanoke
4.96 out of 5 average rating, 380 reviews

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!

Guest favourite
A spacious sleeping area is illuminated by soft lighting from two bedside lamps. A large bed is dressed in neutral linens, complemented by a comforter and an accent throw. A cozy armchair and a window with light curtains are visible, adding to the tranquil ambiance.
Tiny home in Vinton
4.98 out of 5 average rating, 366 reviews

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.

Top guest favourite
A breathtaking sunset casts vibrant shades of orange, pink, and purple across the lake's surface. Silhouetted docks extend into the water, framed by distant mountains and a softly illuminated sky, creating a serene lakeside scene.
Apartment in Moneta
4.99 out of 5 average rating, 370 reviews

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

Top guest favourite
A cozy bedroom features a spacious bed adorned with decorative pillows and a red throw blanket. Warm wood paneling creates a natural ambiance. Soft lighting is provided by bedside lamps, and a wooden bench offers additional seating at the foot of the bed.
Cabin in Union Hall
4.98 out of 5 average rating, 130 reviews

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.

Guest favourite
The front porch features a wooden railing and two white rocking chairs positioned for views of the surrounding landscape. A lantern hangs above, casting soft light, while a welcome mat lies at the entrance. Shadows from the railing create a pattern on the floor.
Home in Roanoke
4.95 out of 5 average rating, 125 reviews

Cozy Roanoke Escape

Minimalist 2BR home with stunning mountain views, a front porch for sunset watching, and a backyard with fire pit and grill. Fast Wi-Fi, pet-friendly, and surrounded by nature and wildlife. Fully equipped for long-term stays with modern comforts including a full kitchen, laundry, and workspace. 📍 Close to: Minutes from Roanoke Greenway, Carilion Memorial Hospital, and downtown Roanoke’s dining and arts. Easy drive to Virginia Tech. Enjoy convenience while tucked away in nature.

Guest favourite
A rustic kitchen area features a smooth white countertop bar with two wooden stools. Natural wood paneling complements modern appliances and decorative glass jars. Light enters through nearby windows, enhancing the space's warmth and clarity.
Cabin in Roanoke
4.95 out of 5 average rating, 353 reviews

Falling Pines Historic Cabin

The original log cabin was built in 1936 by the Civilian Conservation Corps (CCC). These cabins were built after the Blue Ridge Parkway was laid in 1935, which is just down the street. With love and attention our cabin's renovations were complete in 2017. We kept the original log walls to add a rustic feel to the contemporary, crisp clean decor. The cottage overlooks the babbling waters of Back Creek but is just a 5 minute drive to the grocery store, private yet convenient.

Popular amenities for Pittsville holiday rentals