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Compare 371 Vacation Homes in Pittsville with updated reviews, rates, and availability.

Cozy cottage just on the outskirts of Lynchburg!
Exterior

Cozy cottage just on the outskirts of Lynchburg!

10.0 out of 10, Exceptional, (14)
"We were in town for a wedding. The Cozy Cottage was the cutest and best equipped VRBO we've ever stayed in. It was clean, beautifully decorated, had everything we needed, and super serene, quiet and had great views. Would definitely stay there agai. The host was very responsive and helpful."
The price is AED 716
AED 1,080 total
includes taxes & fees
24 Dec - 25 Dec
Cozy cottage just on the outskirts of Lynchburg!
Stunning lakefront oasis with a kayak, large deck, games, & tranquil views

Stunning lakefront oasis with a kayak, large deck, games, & tranquil views

7.6 out of 10, Good, (4)
Stunning lakefront oasis with a kayak, large deck, games, & tranquil views
Blue Heron Point, Lakefront Luxury - Views, Party Deck, Docks, Hot Tub & FirePit
Exterior

Blue Heron Point, Lakefront Luxury - Views, Party Deck, Docks, Hot Tub & FirePit

9.6 out of 10, Exceptional, (76)
"Kitchen was well stocked, but bring extra trash bags. Only 2 hand towels provided. Extra Pillows available, but no pillow cases. We brought extra blankets, thankfully. While preparing Thanksgiving meal, lost electricity 3 times, 2 hours, 30 minutes, 20 minutes. Took some investigating to get updates on the power outages. Setting and outdoor amenities were great. Be prepared for the very steep driveway. "
Blue Heron Point, Lakefront Luxury - Views, Party Deck, Docks, Hot Tub & FirePit
Smith Mountain Lake Getaway w/ Private Dock!
Moneta Vacation Rental | 5BR | 4BA | 3 Steps Required for Entry | 1,900 Sq Ft

Smith Mountain Lake Getaway w/ Private Dock!

10.0 out of 10, Exceptional, (18)
"This is an excellent choice if you are visiting Smith Mountain Lake. The home was clean and well-maintained. We had a little issue with the lock-box to obtain the keys but the property manager answered my call on the first ring and helped me gain access. Beds were very comfortable and linens were furnished!"
Smith Mountain Lake Getaway w/ Private Dock!
Stunning Lake Home w/ Private Dock, Spa, Fire Pit
Island Retreat

Stunning Lake Home w/ Private Dock, Spa, Fire Pit

2.0 star property
10.0 out of 10, Exceptional, (1)
"Girls trip we had a great time. Very nice place to stay, well equipped kitchen, gaming area, and outdoor space."
Stunning Lake Home w/ Private Dock, Spa, Fire Pit
Cozy Waterfront Cottage -- Cabin 7 Cedar Key, No Wake Cove, Great Views!
Side view of cabin

Cozy Waterfront Cottage -- Cabin 7 Cedar Key, No Wake Cove, Great Views!

9.6 out of 10, Exceptional, (193)
"Perfect trip within a 2-3 hour drive time Beautiful landscape and cabin vibe"
Cozy Waterfront Cottage -- Cabin 7 Cedar Key, No Wake Cove, Great Views!
Magnolia Cove, New Lakefront Luxury w/ Covered Decks + Heated Salt Water Pool, Fire Pit & Dock!
Magnolia Cove (1)

Magnolia Cove, New Lakefront Luxury w/ Covered Decks + Heated Salt Water Pool, Fire Pit & Dock!

10.0 out of 10, Exceptional, (41)
"We totally enjoyed the size of the home and having a hot tub and heated saltwater pool were just total icing on the cake!!! We loved it!!"
Magnolia Cove, New Lakefront Luxury w/ Covered Decks + Heated Salt Water Pool, Fire Pit & Dock!
Herons Rest - Lakefront home with dock, pool table, & hot tub - dogs OK

Herons Rest - Lakefront home with dock, pool table, & hot tub - dogs OK

10.0 out of 10, Exceptional, (26)
"Loved the fenced in yard for our dogs Grandson lived on the dock -Perfect cove for swimming. Also great area for kayaking. Overall nice house- lots of dishes!"
Herons Rest - Lakefront home with dock, pool table, & hot tub - dogs OK
Heron Point - Amazing Property with Breathtaking Water Views - New Hot Tub!
Great Room

Heron Point - Amazing Property with Breathtaking Water Views - New Hot Tub!

10.0 out of 10, Exceptional, (170)
"Heron Point is a BEAUTIFUL property! All of our out of town wedding guests were able to stay under one roof and spend time together. There was plenty of room for everyone and the movie theater was a family favorite! Thank you! We will be back! "
Heron Point - Amazing Property with Breathtaking Water Views - New Hot Tub!
Secluded Lakefront Cabin Resort: 5400sqft 6BR, 5ba
The perfect getaway for you and your people! Quiet with a gorgeous view!

Secluded Lakefront Cabin Resort: 5400sqft 6BR, 5ba

9.6 out of 10, Exceptional, (29)
"Beautiful lake view nestled up on hill. Perfect weather although cabin is stocked with many things to do. Spent days on lake, fishing, catching up with good friends! Nights spent relaxing with starry views."
Secluded Lakefront Cabin Resort: 5400sqft 6BR, 5ba
Tranquil Shores Estate, Luxury Lakefront Compound w/ Heated Salt Pool, Hot Tub, Dock!
Tranquil Shores Estate (1)

Tranquil Shores Estate, Luxury Lakefront Compound w/ Heated Salt Pool, Hot Tub, Dock!

9.8 out of 10, Exceptional, (16)
"Perfect for our large family "
Tranquil Shores Estate, Luxury Lakefront Compound w/ Heated Salt Pool, Hot Tub, Dock!
Sunset Ridge, Lakefront NEW Luxury w/ 7-Bedrooms + Heated Salt Pool, Covered Decks, Hot Tub & Dock!
Sunset Ridge (1)

Sunset Ridge, Lakefront NEW Luxury w/ 7-Bedrooms + Heated Salt Pool, Covered Decks, Hot Tub & Dock!

10.0 out of 10, Exceptional, (14)
"Wonderful home! We really enjoyed our stay! Can’t wait to go back!"
Sunset Ridge, Lakefront NEW Luxury w/ 7-Bedrooms + Heated Salt Pool, Covered Decks, Hot Tub & Dock!
Relax at Dock Holiday on Smith Mountain Lake
Exterior

Relax at Dock Holiday on Smith Mountain Lake

9.0 out of 10, Wonderful, (7)
"The house is beautiful. With four bedrooms on the main floor, it was convenient for our physically challenged family members. The entertainment system was phenomenal, we loved the downstairs rec area, and the views from the back deck were amazing. We only had two issues during our five day stay. One was that the propane tanks were empty but the owner resolved that right away. The second was a rude neighbor who yelled at us when docking the boat saying we were going too fast. We weren’t creating...
Relax at Dock Holiday on Smith Mountain Lake
Unwind & Reel 'em Inn -Lakefront House at Smith Mountain Lake, near VT & Liberty
Rear of home, facing the lake.

Unwind & Reel 'em Inn -Lakefront House at Smith Mountain Lake, near VT & Liberty

9.6 out of 10, Exceptional, (70)
"Although we did not spend Thanksgiving at this house, we enjoyed all being together in this lovely home. We especially enjoyed the fireplace and view!"
Unwind & Reel 'em Inn -Lakefront House at Smith Mountain Lake, near VT & Liberty
Private house on Leesville Lake
Exterior

Private house on Leesville Lake

10.0 out of 10, Exceptional, (27)
"An excellent property and great location for us during the Thanksgiving holiday. The baked us fresh bread and left us fresh eggs and a bottle of wine. "
Private house on Leesville Lake
Peaceful Chatham Home w/ Grill & Deck
Chatham Vacation Rental | 3BR | 2BA | 1,404 Sq Ft | 1 Minor Step Required

Peaceful Chatham Home w/ Grill & Deck

10.0 out of 10, Exceptional, (6)
"We had such a great experience. Jennifer was so helpful. Yall had thought of everything. Even down to us locking ourselves out. lol. The location and the house was perfect. We even saw some deer in the backyard. We will have this place saved if we get to make it back to Chatham in the future. "
Peaceful Chatham Home w/ Grill & Deck
Waterfront: Ideal Dock for Boats, Swimming +Arcade

Waterfront: Ideal Dock for Boats, Swimming +Arcade

10.0 out of 10, Exceptional, (1)
"The best home we have ever stayed at. The owner spared no expense with the design and comfort of this home. The owner was extremely attentive and responsive to our needs. Will definitely return again. Thank you "
The price is AED 1,438
AED 2,417 total
includes taxes & fees
26 Dec - 27 Dec
Waterfront: Ideal Dock for Boats, Swimming +Arcade
Firefly Estate, Lakefront Luxury w/ Covered Verandas + Heated Salt Pool, Hot Tub, Dock!
Firefly Estate (1)

Firefly Estate, Lakefront Luxury w/ Covered Verandas + Heated Salt Pool, Hot Tub, Dock!

Firefly Estate, Lakefront Luxury w/ Covered Verandas + Heated Salt Pool, Hot Tub, Dock!
~5400sf, Lakefront, 6BDs, 4.5BA, kayaks, paddleboards, fire pit
Exterior

~5400sf, Lakefront, 6BDs, 4.5BA, kayaks, paddleboards, fire pit

2.0 star property
10.0 out of 10, Exceptional, (2)
"Our family had never been to Smith Mountain Lake VA and chose to come last minute because our planned trip to the NC mountains was canceled due to the hurricane. This house was PERFECT for our multi generational family from age 2 to 81! The bedrooms and bathrooms are beautiful and so very comfortable. The kitchen was an amazing gathering space and very well stocked. Living areas are super comfortable for people of all ages. We rented a boat from the marina and played putt putt and had ice cream...
~5400sf, Lakefront, 6BDs, 4.5BA, kayaks, paddleboards, fire pit
Walls Of Glass Overlook Tranquil Deep Water Cove - Incredible Mid-Lake Location
View from the atrium into the living room and out onto the deck and waterfront

Walls Of Glass Overlook Tranquil Deep Water Cove - Incredible Mid-Lake Location

9.6 out of 10, Exceptional, (152)
"Overall a wonderful relaxing place to stay. Perfect for our group of 3 individuals. Roomy and had everything needed for a great get away. Will definitely return"
Walls Of Glass Overlook Tranquil Deep Water Cove - Incredible Mid-Lake Location
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Pittsville

Stylish Creekside Cabin w/ Fire Pit Near Wineries
Pittsville Vacation Rental | 3BR | 1.5BA | 1,500 Sq Ft | 1 Step for Access

Stylish Creekside Cabin w/ Fire Pit Near Wineries

10.0 out of 10, Exceptional, (52)
"We book this property at least twice a year due to the close proximity of our daughter in the area. Maureen is always the ultimate host!! Highly recommend!!"
Stylish Creekside Cabin w/ Fire Pit Near Wineries
Unique Historical log cabin with private beach and 300 ft. of waterfrontage.
The Old Log Cabin

Unique Historical log cabin with private beach and 300 ft. of waterfrontage.

10.0 out of 10, Exceptional, (262)
"My sister and I have an ongoing Thanksgiving tradition to get together on Thanksgiving weekend with our husbands. She lives in South Carolina and we live in Pennsylvania so Huddleston is almost the exact middle for both of us. My husband came across this cabin last minute and it could not have been more prefrontal suit our needs. I only wish it was warmer but we were quite content just hanging out and staying warm by the indoor fireplace. We will definitely be returning in the summer so that we...
Unique Historical log cabin with private beach and 300 ft. of waterfrontage.
Romantic SML Penthouse, Bernard’s Landing. Smith Mountain Lake 3 Pools
Penthouse Views

Romantic SML Penthouse, Bernard’s Landing. Smith Mountain Lake 3 Pools

10.0 out of 10, Exceptional, (272)
"Very nice and cozy.. Mattress is a little wore out woke up with back pains both days... Tripod was broken so we couldn't set it up.. But very nice place very clean. Would stay here again hopefully a mattress upgrade is in the near future.."
Romantic SML Penthouse, Bernard’s Landing. Smith Mountain Lake 3 Pools
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.