Search Vacation Homes in Pittsville

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Compare 416 Vacation Homes in Pittsville with updated reviews, rates, and availability.

Lake Great Escape on Smith Mountain Lake

Lake Great Escape on Smith Mountain Lake

Waterfront home with deep water, skiing/tubing coves, firepit, pool table, SUP

10.0 out of 10, Exceptional, (27)
"My family and I spent another vacation week at the Peace of Paradise Lake House hosted by Anne. Trying to find time as a family for 3 grown boys with busy careers and one married is impossible except when it comes to the Lake House. I gave them the dates and they made the time to show up. We checked on Friday and by 4:30PM the boat was at the dock and tee times were made for two rounds of golf. We have stayed at the Lake House many times and we have no intention of going to any other...
Waterfront home with deep water, skiing/tubing coves, firepit, pool table, SUP

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

10.0 out of 10, Exceptional, (16)
"Really enjoyed our stay here with extended family! Property manager responded immediately with answers to all questions before our arrival, and they were able to get everything ready to go despite wide spread power outages from a major ice storm in the area. Kitchen is well stocked, and the house is really close to many SML attractions. "
Sunset Ridge, Lakefront NEW Luxury w/ 7-Bedrooms + Heated Salt Pool, Covered Decks, Hot Tub & Dock!

Sweet By and By... Your Escape to the Beauty of Smith Mountain Lake

9.8 out of 10, Exceptional, (153)
"Our trip was very enjoyable. The Sweet By & By was very clean, very cozy, beautiful view, and just overall very relaxing."
Sweet By and By... Your Escape to the Beauty of Smith Mountain Lake

Waterfront-Large Dock-Quiet Cove- Minutes to Drifters-Bridgewater Marina

9.8 out of 10, Exceptional, (105)
"Great stay."
Waterfront-Large Dock-Quiet Cove- Minutes to Drifters-Bridgewater Marina

Spacious 4BR with private boat dock and lakefront access

9.8 out of 10, Exceptional, (8)
"Wonderful time with family and friends even though a day was impacted by a power outage caused by hurricane Helene. "
Spacious 4BR with private boat dock and lakefront access

Foothills Retreat, New Lakefront Luxury w/ Covered Decks + Hot Tub, Fire Pit Terrace, Dock & More!

9.6 out of 10, Exceptional, (68)
"We were a group of 7 women on the leadership team of a homeschool co-op meeting for our annual spring planning retreat. This home allowed us to spread out comfortably through all of the bedrooms, cook meals with ease, eat those meals inside or out on the deck, have meetings, play games, do crafts, and have a wonderful time together! Thank you for providing such a well-stocked clean home for our enjoyment. There was also plenty of parking for everyone next to the house and up the hill of a...
Foothills Retreat, New Lakefront Luxury w/ Covered Decks + Hot Tub, Fire Pit Terrace, Dock & More!

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

9.4 out of 10, Exceptional, (73)
"Good time with friends in good place"
Unwind & Reel 'em Inn -Lakefront House at Smith Mountain Lake, near VT & Liberty

"Sunny Days"-Relaxation for All!*Wifi*4-HDTVs*Open/Cov Dock*Game Rm*Linens Incl*

9.8 out of 10, Exceptional, (179)
"The house and location of the house were fantastic. Lots of grocery and food options nearby. Would definitely stay again. "
"Sunny Days"-Relaxation for All!*Wifi*4-HDTVs*Open/Cov Dock*Game Rm*Linens Incl*

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

10.0 out of 10, Exceptional, (43)
"The property was amazing and the views were so calming! The house was perfect, definitely will rebook here during the summer so we can experience the pool!"
Magnolia Cove, New Lakefront Luxury w/ Covered Decks + Heated Salt Water Pool, Fire Pit & Dock!

Hot-Tub, Dogs allowed, Fire Pit, Lakeside Cabin Smith Mountain Lake, Kayaks

Hot-Tub, Dogs allowed, Fire Pit, Lakeside Cabin Smith Mountain Lake, Kayaks

Brenda ✦ Hot Tub ✦ Gentle/Walk Slope to the Lake ✦ Stocked Kitchen ✦ King Beds

9.8 out of 10, Exceptional, (28)
"Beautiful location on the lake. Beds were very comfortable and the home was lovely. Lots of things for kids to do and places for adults to congregate. Loved the swinging chairs!"
Brenda ✦ Hot Tub ✦ Gentle/Walk Slope to the Lake ✦ Stocked Kitchen ✦ King Beds

LAKE Sundance: Lakefront, Private Dock.

9.6 out of 10, Exceptional, (14)
"The house is in a great location and was comfortable. We enjoyed our stay. The house, yard and especially the dock need a lot of maintainence and repairs. The upper deck of the dock was closed due to needed maintenance which was not disclosed. We had a fire alarm go off which brought out several fire trucks an hour after we arrived. Apparently it was a glitch in the system that has happened before. "
LAKE Sundance: Lakefront, Private Dock.

Escape to Oak Hollow vacation rental in Moneta, VA on Smith Mountain Lake

9.4 out of 10, Exceptional, (19)
"The area is gorgeous, the VRBO was perfect for us, very comfortable and relaxing. The screened in deck was great and we spent a great deal of time down on the new docks! It was quiet and the scenery was beautiful. Would highly recommend it. Thank you! "
Escape to Oak Hollow vacation rental in Moneta, VA on Smith Mountain Lake

Lakefront White Oak home with amazing mountain views, dock, & kayaks

9.8 out of 10, Exceptional, (35)
"Enjoyed our stay. Beautiful place, clean, and great location. "
Lakefront White Oak home with amazing mountain views, dock, & kayaks

LAKEside Sunsets: Lakehouse w/ Private Dock

9.6 out of 10, Exceptional, (56)
"We thoroughly enjoyed our stay at the lake. SML is truly my happy place. The house had a great view of the main channel and Bridgewater Marina. Oh, and the sunsets! Wow. We always love sharing the lake with our dogs who love to swim! Would rent again if there was a floating dock. The slope is steep and riprap challenging for the dogs to get in and out of the water. Checkin was a breeze. Kitchen is well equipped. Open shelves are cute. Suggest adding shelves to the pantry so we could put food...
LAKEside Sunsets: Lakehouse w/ Private Dock

Cabin on the Cove - Luxe lakefront cabin on 5 acres with huge dock

9.8 out of 10, Exceptional, (49)
"What a gorgeous home. Watching the sunrise from the balcony, sipping my coffee, seeing the deer play and the early morning fishers was absolute perfection."
Cabin on the Cove - Luxe lakefront cabin on 5 acres with huge dock

LAKEside Lodge: Lakefront with private dock

9.4 out of 10, Exceptional, (56)
"Overall a great place to stay! The air conditioning not the best but adequate. Some of the furniture was a bit tattered. "
LAKEside Lodge: Lakefront with private dock

Dockside Daze-Prime Waterfront Loc w/ Amazing View, Firepit, Tiki Bar, Lrg Dock

10.0 out of 10, Exceptional, (52)
"This incredibly well stocked, well thought out, well appointed, gorgeous gem of a home was perfect for our small family Thanksgiving. Any kitchen item you might need - there are several to choose from, including the host bringing over a turkey roasting pan so I didn’t have to bring mine. The beds, super comfy with lovely linens included. The property very well taken care off with so many amenities! Could not recommend more/a real treasure in a picture perfect location."
Dockside Daze-Prime Waterfront Loc w/ Amazing View, Firepit, Tiki Bar, Lrg Dock

LAKE TIME: Pet friendly, beautifully furnished classic lake home with gentle lot, deep water, and mountain view. Ping ping, foosball and kayaks included.

9.4 out of 10, Exceptional, (20)
"We stayed at the property over Labor Day weekend and thoroughly enjoyed everything it had to offer. The house was clean, beds very comfortable, plenty of space to cook,watch TV, kitchen well stocked, very nice pantry to tuck away all the groceries we brought in. We got lucky with weather and spent most time outdoors. Great covered dock on the water to swim, sunbathe, fish, jump. Great firepot with wood to cook and enjoy s'mores. Very gentle slope between the house and lake. One late evening we...
LAKE TIME: Pet friendly, beautifully furnished classic lake home with gentle lot, deep water, and mountain view. Ping ping, foosball and kayaks included.
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.
Don't see what you're looking for?
See all available properties in Pittsville
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Pittsville

Amazing Views and Two Kayaks Ready to Use!

10.0 out of 10, Exceptional, (85)
"Very nice. You can tell owner takes pride in the property"
The price is SAR 450
SAR 695 total
includes taxes & fees
25 Mar - 26 Mar
Amazing Views and Two Kayaks Ready to Use!

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

10.0 out of 10, Exceptional, (278)
"The only issue we had was with the dish washer not working and the kitchen sink did not drain well."
Romantic SML Penthouse, Bernard’s Landing. Smith Mountain Lake 3 Pools

Secluded Waterfront Get Away on Smith Mountain Lake

9.8 out of 10, Exceptional, (148)
"Beautiful location and one of the cleanest houses we have stayed in. Overall excellent experience and can’t wait to return."
Secluded Waterfront Get Away on Smith Mountain Lake
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.