Vacation rentals in Pittsylvania County

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Top-rated vacation rentals in Pittsylvania County

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Guest favorite

Condo in Moneta

4.98 out of 5 average rating, 191 reviews

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.

Mar 13 – 20

G$21,686 GYD per night

Guest favorite

Home in Gretna

5.0 out of 5 average rating, 15 reviews

Little Haven Cottage

Leave the demands of life and enter the peace of our Little Haven Cottage. Enter our rendition of an English cottage and enjoy watching local wildlife pass through the tranquility. Your stay will offer a repose and the ability to connect through a slow and quiet experience. Surrounded by the growing Amish community and stores where you can buy Amish food/goods. 45 min to Liberty University/ Lynchburg 40 min to Smith Mountain Lake Under 20 min to historic railroad towns Gretna/Chatham/Altavista

Feb 5 – 12

G$23,898 GYD per night

Guest favorite

Condo in Moneta

4.9 out of 5 average rating, 190 reviews

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.

Sep 20 – 27

G$23,817 GYD per night

Guest favorite

Home in Huddleston

4.99 out of 5 average rating, 138 reviews

No Wake Cove | Hot Tub | Views | Clear Deep Water

Welcome to Summer Lane where every room has water views and great family memories are made. Bedford County STR Permit# ZC23-0192 • Double deck w/French doors & water views from every room • Private Dock with Sundeck, slide and rope swing • 5 Person Outdoor Hot Tub • 2 Kayaks • 2 SUP Paddleboards (Seasonal) • Paddleboat • 3 Roku smart TV’s • Xfinity TV including ESPN, Wifi • 2 gas fireplaces • Outdoor firepit • Outdoor gas grill • Screened porch • Foosball • Fully stocked gourmet kitchen

Jul 20 – 27

G$177,611 GYD per night

Guest favorite

Home in Pittsville

4.97 out of 5 average rating, 159 reviews

Be Secluded on Leesville Lake in Bedford County VA

Gail & I came out of retirement to renovate this unique home with a completely new kitchen, vinyl plank flooring, new deck & new well in the Fall of 2019. This 3 bedroom lakehouse is very secluded within about an hour drive from Lynchburg, Roanoke or Danville. The dock and boat ramp are especially convenient. Keep an eye out for eagles, osprey, deer, turkeys, otters, geese & herons. You could watch eagles & osprey fishing in the lake from the upper deck, the lower deck or the dock.

Jan 1 – 8

G$31,010 GYD per night

Guest favorite

Apartment in Danville

4.94 out of 5 average rating, 143 reviews

Historic But Modern Apt, Free Parking, Wi-Fi

The apartment is part of 129 yr old home in historic area of town. The apt. has been renovated and restored. It is a great location for traveling professionals/ long term guests. The hospital and Averett Univ are 2 & 6 blocks away. New queen mattress, spacious bedroom, ceiling fan, window blinds, drapes, full floor mirror & walk-in closet. Full kitchen w/ ceiling fan, pkged coffee, tea, Mr. Coffee,sugar, bott water, disinfectant, sanitizer, spacious work desk, LR w/ ceiingl fan

Oct 8 – 15

G$21,824 GYD per night

Guest favorite

Home in Chatham

4.96 out of 5 average rating, 109 reviews

In the Heart of Historic Chatham, Virginia

BEA'S Cottage is a charming home in the heart of Chatham, Va. A short walk takes you to Chatham Hall, Hargrave Military Academy, and local dining establishments. The Air BnB is for the entire downstairs of the house, [upstairs is a long standing renter. Similar to a duplex in a city] You have complete privacy & all access to the entire downstairs, which is not accessible from upstairs. Full kitchen, dining room, 2 bedrooms, full bath, living room, and covered front porch with seating.

Sep 11 – 18

G$29,887 GYD per night

Guest favorite

Condo in Moneta

4.99 out of 5 average rating, 286 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

Jan 2 – 9

G$40,592 GYD per night

Guest favorite

Condo in Moneta

4.95 out of 5 average rating, 123 reviews

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!

Oct 10 – 17

G$26,291 GYD per night

Guest favorite

Home in Sandy Level

4.96 out of 5 average rating, 152 reviews

Antler Ridge Lodge

Enjoy the quiet solitude as you unwind at Antler Ridge Lodge! It is well-stocked and waiting for your next get-a-way! Explore acres of yard, woods, paths & creek. Then enjoy the starry sky around a fire! Walk or ride 1/2-mile to the road's end at Leesville Lake. Dogs & fishermen love it! Leesville and Smith Mountain Lake beaches & boat launches are 9-30 miles away. Horses, hikers & bikers are welcome along the 5-mile ridge of Smith Mt. just minutes away.

Aug 16 – 23

G$25,695 GYD per night

Guest favorite

Home in Altavista

5.0 out of 5 average rating, 32 reviews

Small Town Suite Getaway

This beautifully renovated 2 bedroom guest suite with a cozy outdoor deck is the perfect getaway that you’ll need. Hang out on the Adirondack chairs and sip a cup of coffee or a glass of wine! Situated in a tranquil neighborhood, you can hear the birds chirping and the leaves rustling in the wind. Conveniently located just off of US-29, it is easy to reach Lynchburg, Danville, or Roanoke as well as Leesville Lake or Smith Mountain Lake. Pets welcome!

Jan 5 – 12

G$21,755 GYD per night

Guest favorite

Home in Danville

5.0 out of 5 average rating, 27 reviews

Chic 2Br/1Ba Home near Downtown & Caesars Casino!

This contemporary styled home, nestled in a quiet neighborhood, is perfect for extended business stays and family, couples or friend getaways. Enjoy quick access to explore Danville's Historic River District sites, trails, museums, restaurants and much more! Downtown Historic River District: 3.4mi Caesar's Virginia Casino: 5.5mi VIR (Virginia International Raceway): 17.5mi Martinsville Speedway: 33mi Liberty University: 59mi

Jun 6 – 13

G$26,826 GYD per night