Vacation rentals in Pittsville

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Top-rated vacation rentals in Pittsville

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Guest favorite

A spacious boathouse is showcased with views of the tranquil lake. Comfortable seating is arranged near water access, and a hammock is visible, inviting relaxation. A mounted TV adds leisure options, while natural light streams through the open structure. Trees line the distant shore.

Home in Leasburg

4.95 out of 5 average rating, 113 reviews

Lakefront with Million Dollar Views on HYCO Lake

Get away from the stresses of life with this 3-Bedroom lakehouse with large boathouse. Sleeps 10 people in bedrooms and additional spaces on living room on couches. Breathtaking view of the lake and surrounding. Enjoy the water with included floating water mat or explore the area with our 2 kayaks and 2 paddle boards. Home features 3 bedrooms, 2 full baths, spacious full kitchen, washer/dryer, fire pit, 1,000MBs WIFI, YouTube LiveTV, gas grill , whole house standby generator and other amenities.

Guest favorite

A spacious waterfront home is surrounded by lush greenery, with a large dock featuring seating and water toys. The inviting two-story structure showcases an airy upper deck with decorative bunting, seamlessly merging with the picturesque lake setting.

Home in Leasburg

4.9 out of 5 average rating, 142 reviews

Lakefront | Kayaks| SUPs | Hot Tub | Boat Options

Optional brand new pontoon boat rental, see below for details! Enjoy a spacious 3200+ SF home with one of the best docks and views on the lake! Stunning water view, room for many and everything you need for a romantic weekend or large gathering of family and friends. Be ready to relax on the water - feel free to use the canoe, kayaks, stand-up paddle-boards, and much more! Unobstructed view for over half a mile right in front of the house! Peace and tranquility at its' finest. Close to VIR!

Top guest favorite

A modern two-story home features a white exterior with black accents. Stone pillars support the front porch, which is accessed by steps. A landscaped yard includes various plants and a well-maintained lawn, while trees provide a natural backdrop during the cooler months.

Home in Huddleston

5 out of 5 average rating, 48 reviews

Welcome to Winny's

Located in the heart of beautiful Mariners Landing resort and golf community. Perfect for a golf, lake or family getaway. Directly across the street is the fitness center, indoor and outdoor pools, playground, and the tennis, pickleball, basketball, and sand volleyball courts. Mariners Landing hosts a marina, golf course, two restaurants, coffee shop, two private beaches, three pools and of course golfing. Guests have access to all on-site amenities and receive a preferred rate on golf.

Top guest favorite

A private balcony is presented with a round table and two black chairs, overlooking lush greenery and distant buildings. Sunlight floods the space, highlighting the inviting outdoor setting and enhancing the serene atmosphere.

Loft in Buchanan

4.97 out of 5 average rating, 938 reviews

Edifice Rex

Edifice Rex, a 300 square foot studio apartment, is only one mile and less than 2 minutes from Interstate 81 yet offers a very bucolic, peaceful setting. Countless cultural, historical and recreational opportunities exist within a 30 mile radius. The James River and Appalachian Trail are but minutes away. The name, "Edifice Rex" is to honor the caretaker on the property, a German Shepard named Rex. You will not have to interact with him ( he wears a radio collar) but he welcomes attention.

Superhost

A hot tub is positioned on a wooden deck, offering a view of a gentle slope leading to a serene lake. The surrounding greenery adds tranquility to the scene, with trees lining the background.

Home in Huddleston

4.91 out of 5 average rating, 131 reviews

$198 BigLakeHome Dock&Lift HotTub Kayaks Bikes Pet

Lakefront House...7 beds. Secluded w/Big Yard 1.68 Acres. Most Desirable and Cleanest Water Location on SML. Best fishing area. HotTub. Amazing Views. No steps entrance. Gentle lot w/ paved walkway to lake. Dock w/Boat Lift, Firepit w/Wood, 4 Kayaks/LifeVests, Bikes w/Helmets, Screened Porch. Deck. Gas Grill. Activities for kids. Near Marina w/Boat Rentals. Near State Park w/Hiking. Family/Older Folks/Kids/Pets. Lots of Parking. Near Lynchburg/Roanoke. May-August Special Mon. nights $198

Superhost

Condo in Moneta

4.81 out of 5 average rating, 147 reviews

4/25-4/27 AVAIL Bernards Landing BEST VIEWS 2B

⭐️NEW REMODEL -2024⭐️ BERNARDS VACATION PROPERTIES -BOOKBERNARDS-Voted as one of the “BEST PLACES TO STAY” at Smith Mountain Lake- January issue of Laker Magazine IF OUR DATES ARE BOOKED PLEASE SEE OUR OTHER PROPERTIES BEST LOCATION 2 BEDROOM AND VIEWS AT BERNARDS NEW RESTAURANT IN THE RESORT OPEN YEAR ROUND-NAPOLI BY THE LAKE ⭐️5G FAST WIFI⭐️ NEW KING BED-UPGRADED MATTRESS WE NOW HAVE KAYAKS, RACKET BALL, PICKLE BALL, TENNIS RACKETS & BALLS, AND MORE FUN FOR GUESTS TO USE!

Top guest favorite

A tranquil scene depicts a silhouette of a boat gliding across the water as the sun sets, casting warm golden reflections on the surface. The horizon features gentle outlines of trees against the vibrant sky.

Cottage in Huddleston

4.97 out of 5 average rating, 138 reviews

Peaceful 3 bedroom cottage near SML State Park

The enormous screened porch is where you will want to relax and enjoy the views. 3/4 mile to SML State Park(beach, hiking, biking, boat ramp), 4 miles to Parkway Marina, 1/2 mile to Mariners Landing Golf Course. Plenty of parking for multiple vehicles and a loop driveway if you’re towing boats. 2 queen and 2 twin beds. Fully equipped kitchen, cozy living room with smart TV and fireplace, 400Mbps WiFi. Separate sunroom for gaming or teleworking. Well behaved owners with dogs welcome.

Superhost

The kitchen features warm wood cabinetry and modern stainless-steel appliances. A central island with a wooden countertop provides seating for two. Natural light enters through the open layout, with a living area visible in the background near a mounted television.

Home in Danville

4.82 out of 5 average rating, 11 reviews

Althea's Cottage

Nice and quaint, recently remodeled little cottage that's centrally located within a 5-minute walk to Caesar's Casino, the Riverwalk Trail, shopping, grocery stores, movie theater, restaurants, and Ballou Park! Free on-site washer/dryer use, off-street parking, outdoor patio area, great neighbors, an attentive host, and all the amenities of home make this the perfect getaway for someone in town for work or play! Roku doorbell cameras on exterior by front and side doors. Owner/agent

Superhost

The open living area features a large stone fireplace with a mounted television above it. Natural light floods through multiple windows, illuminating the wooden ceiling and floor. A cozy seating area is complemented by a decorative rug and a wooden coffee table.

Bungalow in Boones Mill

4.84 out of 5 average rating, 239 reviews

Starlight Falls Cottage

Built in the late fifties, this charming bungalow was rumored to be a gamblers cabin, although it was originally built as a guest cottage for Brookway Hideway, a large property next door. Large picture windows offer panoramic views of the creek boasting its own waterfall. This cottage is perfect for honeymooners, family getaways, or weekends away. Centrally air conditioned with a large stone fireplace to take the chill out of the air. Or to cozy up to on a cool evening.

Guest favorite

An indoor pool is surrounded by white columns, featuring a mural of mountains and a lake on the wall. Several chairs are positioned along the edge of the pool area, with potted plants adding a touch of greenery.

Condo in Moneta

4.9 out of 5 average rating, 183 reviews

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.

Top guest favorite

A modern two-story house is depicted with a mix of grey siding and stone accents. Large windows allow natural light to fill the interior. The front porch features wooden posts and a black railing, while the vibrant orange doors add a bold touch to the design.

Home in Huddleston

5 out of 5 average rating, 17 reviews

Fairway Haven Golf Course/Lake Retreat

Welcome to our stunning Airbnb located in the picturesque Mariner's Landing Lake & Golf Course Resort! Situated on the 6th Fairway with breathtaking views, our 2200 square foot home is the perfect retreat for your vacation. With three spacious bedrooms and four comfortable beds, there's ample room for you and your guests to relax and unwind. As soon as you step inside, you'll be greeted by inviting ambiance of our tastefully decorated living spaces.

Top guest favorite

Home in Moneta

5 out of 5 average rating, 69 reviews

Cozy Lakefront Condo with Kayaks

Welcome to the Petite Lake Retreat! Our cozy, one-bedroom, one-bathroom, lakefront condo is located in the beautiful resort community of Bernard's Landing on Smith Mountain Lake. Steps away from the main marina and the popular restaurant, Napoli on the Lake, you can relax at the nearby beach, swim in one of the onsite pools, or tour around Smith Mountain Lake by watercraft. Come to The Petite Lake Retreat and make memories that will last a lifetime!