Holiday Rentals in Pittsylvania County

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Featured Holiday Rentals in Pittsylvania County

NEW 2024! LUXURY LAKEFRONT!Chef's Kitchen, Elevator, Firepit, Bar, Gameroom!

10.0 out of 10, Exceptional, (11)
"We really enjoyed our stay. The home is beautiful and has great amenities, inside and out. The owners could not have been nicer or more responsive."
NEW 2024! LUXURY LAKEFRONT!Chef's Kitchen, Elevator, Firepit, Bar, Gameroom!

Lakefront with Amazing Mountain and Lake Views, Docks, Fire Pit, Kayaks and More

10.0 out of 10, Exceptional, (96)
"Nice and calm place perfect for a large group or a family trip. It has a large living room everyone can hang out with, and there’s plenty of space for small group entertainment as well. Def recommend if you’re visiting the SML. "
Lakefront with Amazing Mountain and Lake Views, Docks, Fire Pit, Kayaks and More

Whispering Pines Estate, Waterfront Luxury w/ Covered Verandas + Heated Salt Pool, Hot Tub, Dock!

10.0 out of 10, Exceptional, (12)
"We had multiple families in for a graduation and there was plenty of room for us all. Spacious rooms, plenty of bathrooms, beautiful grounds we used everything on the inside and outside of this lovely home. Will be back!"
Whispering Pines Estate, Waterfront Luxury w/ Covered Verandas + Heated Salt Pool, Hot Tub, Dock!

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

10.0 out of 10, Exceptional, (188)
"It was wonderful. Well equiped kitchen. Nice dock. Plenty of kayak, paddle boards, canoes. Great swimming areas, with shallow places for kids. Media room was a hit for kids when it rained or they were tuckered out. Beautiful place. We plan to go back. Perfect place for a family reunion"
Heron Point - Amazing Property with Breathtaking Water Views - Luxury Hot Tub!

Beautiful lakeside family or corporate retreat with pool, hot tub, and more!

10.0 out of 10, Exceptional, (41)
"This was the best house yet we’ve stayed in and plan to return next year. Fabulous location. Gorgeous house - great amenities! Love the kitchen! Great communication with the owner. Easy walk down to the lake beautiful view! "
Beautiful lakeside family or corporate retreat with pool, hot tub, and more!

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

10.0 out of 10, Exceptional, (287)
"Another amazing stay!"
Unique Historical log cabin with private beach and 300 ft. of waterfrontage.

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

10.0 out of 10, Exceptional, (31)
"Came for Daughter's wedding"
Sunset Ridge, Lakefront NEW Luxury w/ 7-Bedrooms + Heated Salt Pool, Covered Decks, Hot Tub & Dock!

Secluded Waterfront Get Away on Smith Mountain Lake

9.8 out of 10, Exceptional, (171)
"Great place for a getaway nice clean little cabin "
Secluded Waterfront Get Away on Smith Mountain Lake

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

9.8 out of 10, Exceptional, (195)
"We had an excellent time! Ken is a great host and provided everything we could possibly need and more! The dock is in a nice quiet cove which made the lake experience even better! "
"Sunny Days"-Relaxation for All! Wifi-4 HDTVs-Open/Cov Dock-Game Rm-Linens Incl

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

9.4 out of 10, Exceptional, (19)
"Beautiful home. Lovely and convenient. Great toys for playing on the water. "
Hideaway Ridge, Lakefront NEW Luxury w/ 7-Bedrooms + Heated Salt Pool, Covered Decks, Hot Tub & Dock

5 Bed 4 Bath Waterfront Home on Deep Water Cove Ideally located by car or boat!

9.8 out of 10, Exceptional, (208)
"It was a beautiful home on a great part of the lake! It was a little hard with little ones and all the steps (double decker dock, three floors at the house) but - if you had older children only it was perfect!!! "
5 Bed 4 Bath Waterfront Home on Deep Water Cove Ideally located by car or boat!

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

9.6 out of 10, Exceptional, (4)
"We had a great stay at this property. The house was great and the property manager was very responsive. "
Firefly Estate, Lakefront Luxury w/ Covered Verandas + Heated Salt Pool, Hot Tub, Dock!

Unique cabin that sits right on the water. Huge deck. Amazing views. Gas grill.

9.2 out of 10, Wonderful, (82)
"Nothing fancy but nive and cozy , wonderful views, convenient to lake restaurants and shops. "
Unique cabin that sits right on the water. Huge deck. Amazing views. Gas grill.

Treetop & Waterfront! Quiet Cove, Hot Tub, Kayaks, Game Room and more

10.0 out of 10, Exceptional, (63)
"Relaxing! Great place to stay. Enjoyed the accommodations, game room, and the location. "
The price is €528
includes taxes & fees
6 Oct - 7 Oct
Treetop & Waterfront! Quiet Cove, Hot Tub, Kayaks, Game Room and more

Bright, Beautiful Smith Mountain Lakefront, Full Amenities & Perfect Location!

10.0 out of 10, Exceptional, (37)
"Home was awesome."
Bright, Beautiful Smith Mountain Lakefront, Full Amenities & Perfect Location!

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

10.0 out of 10, Exceptional, (36)
"Super easy to access and just a picture perfect place with plenty of room and privacy. Will try and stay again with this property. "
Tranquil Shores Estate, Luxury Lakefront Compound w/ Heated Salt Pool, Hot Tub, Dock!

Charming Cottage with Wifi, Screened Porch Just Feet From the Lake

9.0 out of 10, Wonderful, (4)
"We had 7 people for a graduation at Liberty University. We didn’t want to be in all the traffic, so we chose this place to relax afterward and chill for a while . It is so peaceful out back on the s screened porch . It was quiet and offered a lot of solitude . We saw deer in the yard . Great relaxing space !"
Charming Cottage with Wifi, Screened Porch Just Feet From the Lake

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

9.8 out of 10, Exceptional, (114)
"Enjoyed a nice quiet weekend getaway. Conveniently located near food and activities. "
Waterfront-Large Dock-Quiet Cove- Minutes to Drifters-Bridgewater Marina

Lagom at the Lake - Large and Cozy lake front home. Quiet cove, beautiful views!

9.8 out of 10, Exceptional, (26)
"Best Stocked Kitchen Ever Plenty of room Dock was good would recommend to anyone. Everything was well kept and in good working order.Thank You"
Lagom at the Lake - Large and Cozy lake front home. Quiet cove, beautiful views!

SML Sunset Escape~7 Bedroom/5 Bath~Sleeps 18~Hot Tub~Fire Pit~Private 2 Slip Dock~Pet Friendly

9.8 out of 10, Exceptional, (6)
"I booked a long weekend for my wife's 60th birthday party. I had 13 friends and family stay for the weekend and we had a private chef who prepared dinner for 22 on her birthday night. The home handled everything seamlessly. The crowd never felt "crowded" and we had an amazing time. Our favorite part was unwinding in the hot tub. The house is perfectly outfitted and when I had a couple of questions, the owner responded immediately. I will definitely stay here again and I look forward to...
SML Sunset Escape~7 Bedroom/5 Bath~Sleeps 18~Hot Tub~Fire Pit~Private 2 Slip Dock~Pet Friendly
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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Top Pittsylvania County Hotel Reviews

Find out more about Pittsylvania County

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Holiday Homes in Pittsylvania County

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