A lake with a forested island and a clear blue sky.

Pittsylvania County Holiday Rentals

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Our top choices for Pittsylvania County holiday rentals

Smart TV, fireplace, video games, DVD player

1. Romantic Luxury Lake Access Cabin w/ Hot Tub, Spacious Deck, and Pine walls

Romantic Luxury Lake Access Cabin w/ Hot Tub, Spacious Deck, and Pine walls
Pittsville
10.0 out of 10, Exceptional, (17 reviews)
"Hot tub and fire pit were the best, location is very peaceful and quiet."
United States
Katherine K.
The price is HK$1,765
HK$2,263 total
includes taxes & fees
19 Aug - 20 Aug
Romantic Luxury Lake Access Cabin w/ Hot Tub, Spacious Deck, and Pine walls
Dining

2. Located in Historic Old West End. Minutes from the River District and Casino.

Located in Historic Old West End. Minutes from the River District and Casino.
Danville
10.0 out of 10, Exceptional, (51 reviews)
"Nice place ! "
United States
Pattie C.
The price is HK$1,097
HK$2,452 total
includes taxes & fees
3 Aug - 4 Aug
Located in Historic Old West End. Minutes from the River District and Casino.
Property grounds

3. Cozy house in private Leesville Lake community

Cozy house in private Leesville Lake community
Pittsville
10.0 out of 10, Exceptional, (46 reviews)
"You get exactly what is listed. The host was very helpful. Location is amazing. Highly recommended. Just take some lysol wipes. "
United States
Shannon W.
The price is HK$1,255
HK$3,126 total
includes taxes & fees
3 Aug - 4 Aug
Cozy house in private Leesville Lake community
Exterior

4. Cozy Lakefront Condo with Kayaks at Bernard's Landing on Smith Mountain Lake

Cozy Lakefront Condo with Kayaks at Bernard's Landing on Smith Mountain Lake
Moneta
10.0 out of 10, Exceptional, (51 reviews)
"Great place with a great host!"
United States
Adam H.
The price is HK$1,294
HK$2,642 total
includes taxes & fees
25 Aug - 26 Aug
Cozy Lakefront Condo with Kayaks at Bernard's Landing on Smith Mountain Lake
Exterior

5. 2 Suites! Lake Front Resort w/ Pickleball + Pool

2 Suites! Lake Front Resort w/ Pickleball + Pool
Huddleston
10.0 out of 10, Exceptional, (108 reviews)
"Really enjoyed our stay."
United States
Tyson G.
The price is HK$3,149
HK$5,687 total
includes taxes & fees
13 Aug - 14 Aug
2 Suites! Lake Front Resort w/ Pickleball + Pool
Property grounds

6. Amazing Views and Two Kayaks Ready to Use!

Amazing Views and Two Kayaks Ready to Use!
Moneta
10.0 out of 10, Exceptional, (108 reviews)
"Beautiful property exactly as described. Great view of the lake, nice amenities, and use of kayaks was appreciated. Host was very responsive and friendly. Snacks and sodas provided were a nice touch, and so were the bathrobes and slippers and the hammock on the porch. Awesome property with everything you need. Will definitely recommend and stay again!!!"
United States
Terri
The price is HK$1,325
HK$1,885 total
includes taxes & fees
24 Aug - 25 Aug
Amazing Views and Two Kayaks Ready to Use!
1 bedroom, free WiFi, bed sheets

7. One room cabin set on our farm for a peaceful getaway.

One room cabin set on our farm for a peaceful getaway.
Union Hall
10.0 out of 10, Exceptional, (18 reviews)
"We loved this for a little getaway. Peaceful with beautiful little touches. Very comfortable bed and relaxing hot tub with beautiful farm and hill views. "
United States
Annie B.
The price is HK$1,412
HK$2,572 total
includes taxes & fees
9 Aug - 10 Aug
One room cabin set on our farm for a peaceful getaway.
Exterior

8. Boat, fish, golf, swim, & dine at Mariners Landing on Smith Mountain Lake!

Boat, fish, golf, swim, & dine at Mariners Landing on Smith Mountain Lake!
Huddleston
9.8 out of 10, Exceptional, (32 reviews)
"Small but had everything I needed. Great if you want to stay on the lake."
United States
Amanda C.
The price is HK$776
HK$2,105 total
includes taxes & fees
3 Aug - 4 Aug
Boat, fish, golf, swim, & dine at Mariners Landing on Smith Mountain Lake!
Terrace/patio

9. Avalon Cottage w/ hot tub

Avalon Cottage w/ hot tub
Danville
10.0 out of 10, Exceptional, (7 reviews)
"Fantastic place and my go-to from here on out! Clean, newly upgraded and quiet and has everything you need. Great experience from beginning to end!"
United States
Adam S.
The price is HK$1,553
HK$4,393 total
includes taxes & fees
4 Aug - 5 Aug
Avalon Cottage w/ hot tub
Marina

10. #322 Pointe - 2 Bedroom Lakefront Condo at Mariners SML

#322 Pointe - 2 Bedroom Lakefront Condo at Mariners SML
Huddleston
9.8 out of 10, Exceptional, (11 reviews)
"We really enjoyed our stay!"
United States
Jill G.
The price is HK$2,814
HK$5,342 total
includes taxes & fees
29 Aug - 30 Aug
#322 Pointe - 2 Bedroom Lakefront Condo at Mariners SML
Interior

11. Iconic Church Turned Unique Stay (Casino/VIR)

Iconic Church Turned Unique Stay (Casino/VIR)
Danville
10.0 out of 10, Exceptional, (11 reviews)
"We really enjoyed our stay!"
United States
Connie R.
The price is HK$2,556
HK$5,410 total
includes taxes & fees
3 Aug - 4 Aug
Iconic Church Turned Unique Stay (Casino/VIR)
Indoor pool, a heated pool

12. MV37 Corner Waterfront Mariners: 2 Bedroom

MV37 Corner Waterfront Mariners: 2 Bedroom
Bedford County
9.8 out of 10, Exceptional, (7 reviews)
"I would stay here again. "
United States
Zarela J.
The price is HK$2,353
HK$4,726 total
includes taxes & fees
3 Aug - 4 Aug
MV37 Corner Waterfront Mariners: 2 Bedroom
Outdoor spa tub

13. Private Farm Cottage surrounded fields, farm animals, mountain views & hot tub!

Private Farm Cottage surrounded fields, farm animals, mountain views & hot tub!
Glade Hill
10.0 out of 10, Exceptional, (18 reviews)
"Really nice farm, house is clean and nicely set up, and we loved the animals!"
United States
Janet W.
The price is HK$1,961
HK$4,025 total
includes taxes & fees
3 Aug - 4 Aug
Private Farm Cottage surrounded fields, farm animals, mountain views & hot tub!
Outdoor dining

14. AUGUST DISCOUNT DAYS BERNARDS LANDING NEXT2POOL &BEST VIEWS NEW REMODEL-BOOK NOW

AUGUST DISCOUNT DAYS BERNARDS LANDING NEXT2POOL &BEST VIEWS NEW REMODEL-BOOK NOW
Moneta
9.6 out of 10, Exceptional, (55 reviews)
"This stay was amazing. The place was clean, beautiful property with lots of amenities and relatively close to fun things to do. The property was exactly as described and I was able to cook some meals. Hot tub and indoor pool were great as well. "
United States
Jennifer H.
The price is HK$981
HK$2,238 total
includes taxes & fees
1 Sept - 2 Sept
AUGUST DISCOUNT DAYS BERNARDS LANDING NEXT2POOL &BEST VIEWS NEW REMODEL-BOOK NOW
Indoor pool

15. #323 Pointe - 2 Bedroom Lakefront Condo at Mariners SML

#323 Pointe - 2 Bedroom Lakefront Condo at Mariners SML
Bedford County
9.8 out of 10, Exceptional, (7 reviews)
"I only stayed a short time (Tuesday-Thursday) but we had a great time. The unit was even nicer in person and so clean. Getting in and out of the unit and buildings was simple, all the codes worked and were sent before I even arrived. Everything we needed was right on the property, restaurants, a store, pools, great walking trails and a private beach. I would definitely stay here again."
United States
Sarah P.
The price is HK$3,492
HK$6,246 total
includes taxes & fees
8 Aug - 9 Aug
#323 Pointe - 2 Bedroom Lakefront Condo at Mariners SML
Property grounds

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

Treetop & Waterfront! Quiet Cove, Hot Tub, Kayaks, Game Room and more
Moneta
10.0 out of 10, Exceptional, (76 reviews)
"Had a great time with the pups, kayaking, fishing and spending time in the hot tub. Would stay again!"
United States
ALLEN H.
The price is HK$2,588
HK$5,293 total
includes taxes & fees
1 Sept - 2 Sept
Treetop & Waterfront! Quiet Cove, Hot Tub, Kayaks, Game Room and more
Interior

17. Walking Distance to Casino

Walking Distance to Casino
Danvilel
10.0 out of 10, Exceptional, (28 reviews)
"Room where great, loved the mattress. Definitely had a great night sleep here!"
United States
Brenda
The price is HK$1,270
HK$3,939 total
includes taxes & fees
17 Aug - 18 Aug
Walking Distance to Casino
TV, stereo

18. Located in beautiful Lynch Station Va this property offers an amazing escape.

Located in beautiful Lynch Station Va this property offers an amazing escape.
Lynch Station
10.0 out of 10, Exceptional, (2 reviews)
"Wonderful! Was only here overnight but loved it! Will definitely return"
United States
michele p.
The price is HK$882
HK$1,484 total
includes taxes & fees
3 Aug - 4 Aug
Located in beautiful Lynch Station Va this property offers an amazing escape.
Exterior

19. #116 Pointe - 1 Bedroom Lakefront Condo at Mariners SML

#116 Pointe - 1 Bedroom Lakefront Condo at Mariners SML
Huddleston
10.0 out of 10, Exceptional, (4 reviews)
"Property was perfect. Very clean and comfy. The view was awesome. Would stay again."
United States
Phyllis O.
The price is HK$2,155
HK$4,088 total
includes taxes & fees
16 Aug - 17 Aug
#116 Pointe - 1 Bedroom Lakefront Condo at Mariners SML
Coffee/tea maker, fridge, microwave, oven

20. Reagan’s Retreat~ Farmhouse Cottage on 45 acres~Hot Tub, Fire Pit

Reagan’s Retreat~ Farmhouse Cottage on 45 acres~Hot Tub, Fire Pit
Glade Hill
10.0 out of 10, Exceptional, (83 reviews)
"We had a great time staying here. The host was very responsive and accommodating. The next time we need a place in this area we will rebook it. "
United States
Kenneth H.
The price is HK$784
HK$2,017 total
includes taxes & fees
9 Aug - 10 Aug
Reagan’s Retreat~ Farmhouse Cottage on 45 acres~Hot Tub, Fire Pit
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

Caesars Virginia Hotel & Casino - A Caesars Rewards Destination

Caesars Virginia Hotel & Casino - A Caesars Rewards Destination

8/10 Good
"Great place for a quick couples getaway."
Kenny 1-night trip
Posted less than an hour ago
Caesars Virginia Hotel & Casino - A Caesars Rewards Destination