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

Pittsylvania County Vacation Rentals

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Top Cities in Pittsylvania County

A green field with a red barn, a fence, and distant hills.
Vacation RentalsVacation Rentals

Axton

Axton

Our top choices for Pittsylvania County vacation rentals

A kitchen with a stainless steel refrigerator, wooden cabinets, a sink, and a door with a 'blessed' sign.

1. The Country Estate #1 Tranquil 1BR estate perfect for a relaxing getaway.

The Country Estate #1 Tranquil 1BR estate perfect for a relaxing getaway.
Danville
The price is CA $207
CA $259 total
includes taxes & fees
Oct 31 - Nov 1
The Country Estate #1 Tranquil 1BR estate perfect for a relaxing getaway.
A balcony with a view of a lake, a dock, and a small building.

2. Amazing Views and Two Kayaks Ready to Use!

Amazing Views and Two Kayaks Ready to Use!
Moneta
10.0 out of 10, Exceptional, (113 reviews)
"Wonderful stay. Very relaxing. Host was very helpful."
United States
Kathleen R.
The price is CA $145
CA $234 total
includes taxes & fees
Oct 28 - Oct 29
Amazing Views and Two Kayaks Ready to Use!
A multi-story hotel with a swimming pool and a dock.

3. #3402 - Studio Suite - Mariners Landing

#3402 - Studio Suite - Mariners Landing
Bedford County
9.0 out of 10, Wonderful, (2 reviews)
"not much to do unless you have a boat or like to golf. The property is small but ok for 1 night stay"
United States
cong n.
The price is CA $128
CA $311 total
includes taxes & fees
Oct 25 - Oct 26
#3402 - Studio Suite - Mariners Landing
A view from a balcony overlooking a lake with a restaurant and buildings in the background.

4. FALL COLORS SPECIAL BERNARDS LANDING BEST VIEWS UPDATED-INDOOR POOL HOT TUB OPEN

FALL COLORS SPECIAL BERNARDS LANDING BEST VIEWS UPDATED-INDOOR POOL HOT TUB OPEN
Moneta
9.6 out of 10, Exceptional, (59 reviews)
"We liked the contemporary decor and that it was right on the water."
United States
Denise
The price is CA $145
CA $362 total
includes taxes & fees
Oct 25 - Oct 26
FALL COLORS SPECIAL BERNARDS LANDING BEST VIEWS UPDATED-INDOOR POOL HOT TUB OPEN
A large hotel with multiple buildings, a marina with boats, and a forested backdrop.

5. SML Pointe Studio #3201

SML Pointe Studio #3201
Bedford County
10.0 out of 10, Exceptional, (1 review)
"Perfect"
United States
Felicia M.
The price is CA $128
CA $318 total
includes taxes & fees
Oct 25 - Oct 26
SML Pointe Studio #3201
A resort with multiple buildings, a marina, and a large body of water.

6. #110 Pointe - 1 Bedroom Lakefront Condo at Mariners SML

#110 Pointe - 1 Bedroom Lakefront Condo at Mariners SML
Huddleston
10.0 out of 10, Exceptional, (8 reviews)
"Our overnight stay at 110 Pointe was terrific. The weather was perfect for a fall weekend and the view is amazing. We are looking forward to returning soon."
United States
Arthur H.
The price is CA $242
CA $539 total
includes taxes & fees
Oct 29 - Oct 30
#110 Pointe - 1 Bedroom Lakefront Condo at Mariners SML
A resort with multiple buildings, a marina, and a large body of water.

7. #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 CA $240
CA $536 total
includes taxes & fees
Oct 26 - Oct 27
#116 Pointe - 1 Bedroom Lakefront Condo at Mariners SML
A well-equipped RV interior with a dining area, kitchenette, and seating space.

8. 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
9.4 out of 10, Exceptional, (3 reviews)
"Wonderful! Was only here overnight but loved it! Will definitely return"
United States
michele p.
The price is CA $158
CA $265 total
includes taxes & fees
Oct 25 - Oct 26
Located in beautiful Lynch Station Va this property offers an amazing escape.
A large hotel with multiple buildings, a marina with docked boats, and a lake.

9. #113 Pointe - 1 Bedroom Lakefront Condo at Mariners SML

#113 Pointe - 1 Bedroom Lakefront Condo at Mariners SML
Huddleston
10.0 out of 10, Exceptional, (8 reviews)
"This place was perfect for our family of 4! It was very clean and the amenities were great!"
United States
Heather H.
The price is CA $240
CA $536 total
includes taxes & fees
Oct 26 - Oct 27
#113 Pointe - 1 Bedroom Lakefront Condo at Mariners SML
A resort with multiple buildings, a marina, and a large body of water.

10. #2203 Pointe - Studio Suite at Mariners SML

#2203 Pointe - Studio Suite at Mariners SML
Huddleston
8.8 out of 10, Excellent, (3 reviews)
"room was nice and clean and everything we needed for our stay."
United States
Misty R.
The price is CA $121
CA $310 total
includes taxes & fees
Oct 26 - Oct 27
#2203 Pointe - Studio Suite at Mariners SML
A balcony with a view of a lake, grassy areas, and distant mountains.

11. Sailors Landing~ Lake/Beach front condo with ample amenities!

Sailors Landing~ Lake/Beach front condo with ample amenities!
Moneta
10.0 out of 10, Exceptional, (2 reviews)
"The condo was exceptionally charming! Everything was clean and comfortable. The morning and afternoon views were amazing. So close and convenient to Napoli's for dinner. "
United States
Eugene J.
The price is CA $188
CA $422 total
includes taxes & fees
Nov 8 - Nov 9
Sailors Landing~ Lake/Beach front condo with ample amenities!
A large building with a swimming pool, tennis courts, and a parking lot.

12. 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, (59 reviews)
"really enjoyed our stay. view is spectacular!"
United States
Ben H.
The price is CA $179
CA $410 total
includes taxes & fees
Oct 27 - Oct 28
Cozy Lakefront Condo with Kayaks at Bernard's Landing on Smith Mountain Lake
An aerial view of a lakeside hotel with multiple buildings, a marina, and a swimming pool.

13. 2 Kayaks Included! Lakefront w/ Pools, Hot Tub, Golf, Pickleball

2 Kayaks Included! Lakefront w/ Pools, Hot Tub, Golf, Pickleball
Huddleston
10.0 out of 10, Exceptional, (109 reviews)
"Really enjoyed our stay."
United States
Tyson G.
The price is CA $203
CA $548 total
includes taxes & fees
Oct 25 - Oct 26
2 Kayaks Included! Lakefront w/ Pools, Hot Tub, Golf, Pickleball
A wooden deck with a gazebo, outdoor furniture, and a grill.

14. Cozy house in private Leesville Lake community

Cozy house in private Leesville Lake community
Pittsville
10.0 out of 10, Exceptional, (51 reviews)
"Very peaceful and quiet, which was very nice. Outside was very nice to look at in the morning!"
United States
Lance S.
The price is CA $245
CA $585 total
includes taxes & fees
Oct 25 - Oct 26
Cozy house in private Leesville Lake community
A resort with multiple buildings, a marina, and a large body of water.

15. #2400 Pointe - Studio Suite at Mariners SML

#2400 Pointe - Studio Suite at Mariners SML
Huddleston
10.0 out of 10, Exceptional, (3 reviews)
"My brother and I stayed to do a little fishing. We had a good time and had lunch at Tiffany’s. We enjoyed our stay. "
United States
jesse h.
The price is CA $166
CA $373 total
includes taxes & fees
Oct 27 - Oct 28
#2400 Pointe - Studio Suite at Mariners SML
A cozy room with a leather sofa, a large bed with white bedding, and a wooden ceiling.

16. 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, (21 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 CA $221
CA $419 total
includes taxes & fees
Nov 2 - Nov 3
One room cabin set on our farm for a peaceful getaway.
A dining area with a wooden table, chairs, a chandelier, and a cabinet with decorative items.

17. 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, (55 reviews)
"Nice place ! "
United States
Pattie C.
The price is CA $192
CA $433 total
includes taxes & fees
Nov 6 - Nov 7
Located in Historic Old West End. Minutes from the River District and Casino.
An aerial view of a lakeside hotel with multiple buildings, a marina, and a swimming pool.

18. Lakefront Condo w/ Free Resort Amenities at SML!

Lakefront Condo w/ Free Resort Amenities at SML!
Huddleston
10.0 out of 10, Exceptional, (19 reviews)
"Wonderful place to rent on the lake. One of the best places we have stayed at. Very clean and loved the screened in porch."
United States
Michael M.
The price is CA $203
CA $539 total
includes taxes & fees
Oct 26 - Oct 27
Lakefront Condo w/ Free Resort Amenities at SML!
A hallway leading to a bathroom with a sink and mirror. A red folding chair is placed outside the door.

19. Private, Charm, & Unique Stay

Private, Charm, & Unique Stay
Fort Hill
9.6 out of 10, Exceptional, (31 reviews)
"Cozy"
United States
Richard
The price is CA $99
CA $191 total
includes taxes & fees
Oct 25 - Oct 26
Private, Charm, & Unique Stay
A covered patio with a glass table and chairs, overlooking a body of water and trees.

20. Shangri-La -dogs friendly, firepit, wifi, 2 kayaks, 2 kitchens, and a Pool Table

Shangri-La -dogs friendly, firepit, wifi, 2 kayaks, 2 kitchens, and a Pool Table
Huddleston
9.8 out of 10, Exceptional, (45 reviews)
"Loved our stay. The property was perfect for our needs. As a family of cooks we LOVED the well appointed kitchen!"
United States
Elizabeth H.
The price is CA $304
CA $1,108 total
includes taxes & fees
Oct 25 - Oct 26
Shangri-La -dogs friendly, firepit, wifi, 2 kayaks, 2 kitchens, and a Pool Table
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

The Holbrook Hotel

The Holbrook Hotel

10/10 Excellent
"Hidden gem."
Michael 2-night trip
Posted 6 hours ago
The Holbrook Hotel

Find out more about Pittsylvania County

Everything you need to know about Pittsylvania County vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Pittsylvania County vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pittsylvania County vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Pittsylvania County vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pittsylvania County. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pittsylvania County vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pittsylvania County vacation rentals we have selected for you start as low as CA $234 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Pittsylvania County rentals

At Expedia, we put the best Pittsylvania County vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Pittsylvania County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pittsylvania County vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pittsylvania County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.