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 wooden deck with a gazebo, outdoor furniture, and a grill.

1. Cozy house in private Leesville Lake community

Cozy house in private Leesville Lake community
Pittsville
10.0 out of 10, Exceptional, (47 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 $223
CA $549 total
includes taxes & fees
Sep 23 - Sep 24
Cozy house in private Leesville Lake community
A large building with a swimming pool, tennis courts, and a parking lot.

2. 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, (55 reviews)
"Great place with a great host!"
United States
Adam H.
The price is CA $185
CA $418 total
includes taxes & fees
Sep 21 - Sep 22
Cozy Lakefront Condo with Kayaks at Bernard's Landing on Smith Mountain Lake
A cozy cabin-style room with a wooden interior, a sofa, a coffee table, and a dining area with a table and chairs.

3. 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, (22 reviews)
"Wonderful place to stay!"
United States
Darelene R.
Romantic Luxury Lake Access Cabin w/ Hot Tub, Spacious Deck, and Pine walls
A dining area with a wooden table, chairs, a chandelier, and a cabinet with decorative items.

4. 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, (53 reviews)
"Nice place ! "
United States
Pattie C.
The price is CA $227
CA $476 total
includes taxes & fees
Sep 30 - Oct 1
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.

5. 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 $202
CA $546 total
includes taxes & fees
Sep 20 - Sep 21
2 Kayaks Included! Lakefront w/ Pools, Hot Tub, Golf, Pickleball
A wooden deck with a table and chairs, overlooking a forest.

6. 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, (77 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 CA $413
CA $888 total
includes taxes & fees
Sep 21 - Sep 22
Treetop & Waterfront! Quiet Cove, Hot Tub, Kayaks, Game Room and more
A hot tub with a bottle and glasses, surrounded by a wooden fence and a rural landscape.

7. 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 CA $348
CA $714 total
includes taxes & fees
Sep 18 - Sep 19
Private Farm Cottage surrounded fields, farm animals, mountain views & hot tub!
A view from a balcony overlooking a lake with a restaurant and buildings in the background.

8. 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, (58 reviews)
"We celebrated our 34th Anniversary!! The condo was perfect!! Just steps away from the outdoor pool and to dock to get on our boat. Condo was clean, bed slept good, great views, easy access in and out. We grilled out on the grill. Owners were quick to answer any questions. We have been coming here on our anniversary for 13 years. Wonderful place to stay. We would definitely rent it again!!"
United States
Christy H.
The price is CA $138
CA $350 total
includes taxes & fees
Sep 21 - Sep 22
AUGUST DISCOUNT DAYS BERNARDS LANDING NEXT2POOL &BEST VIEWS NEW REMODEL-BOOK NOW
A modern kitchen with a wooden table, two stools, a stainless steel refrigerator, a microwave, and a washing machine.

9. 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, (84 reviews)
"Excellent cottage, well appointed and clean. Taylor was very responsive to any messages or questions. Quiet, country setting within a short drive to necessary items and things to do. Will definitely return. Thank you for a great stay!"
United States
Heather H.
The price is CA $183
CA $413 total
includes taxes & fees
Sep 20 - Sep 21
Reagan’s Retreat~ Farmhouse Cottage on 45 acres~Hot Tub, Fire Pit
A balcony with a view of a lake, a dock, and a small building.

10. Amazing Views and Two Kayaks Ready to Use!

Amazing Views and Two Kayaks Ready to Use!
Moneta
10.0 out of 10, Exceptional, (109 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 CA $167
CA $257 total
includes taxes & fees
Sep 23 - Sep 24
Amazing Views and Two Kayaks Ready to Use!
A wooden deck with string lights, a bench, and a table.

11. Avalon Cottage w/ hot tub

Avalon Cottage w/ hot tub
Danville
10.0 out of 10, Exceptional, (9 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 CA $276
CA $784 total
includes taxes & fees
Sep 21 - Sep 22
Avalon Cottage w/ hot tub
A cozy room with a leather sofa, a large bed with white bedding, and a wooden ceiling.

12. 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, (20 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 $251
CA $452 total
includes taxes & fees
Sep 23 - Sep 24
One room cabin set on our farm for a peaceful getaway.
A spacious living room with a large TV, a red sofa, and a patterned rug.

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

Iconic Church Turned Unique Stay (Casino/VIR)
Danville
10.0 out of 10, Exceptional, (12 reviews)
"We really enjoyed our stay!"
United States
Connie R.
The price is CA $454
CA $911 total
includes taxes & fees
Sep 20 - Sep 21
Iconic Church Turned Unique Stay (Casino/VIR)
A wooden dock extending into a river with a kayak on it, a covered area with outdoor seating, and a building with a porch.

14. 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, (43 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 $302
CA $1,102 total
includes taxes & fees
Sep 28 - Sep 29
Shangri-La -dogs friendly, firepit, wifi, 2 kayaks, 2 kitchens, and a Pool Table
A two-story house with a balcony, a flag, and a staircase leading to the entrance.

15. Hudson Haven Lakefront w Private Dock + Firepit Sleeps 8 Quiet Cove

Hudson Haven Lakefront w Private Dock + Firepit Sleeps 8 Quiet Cove
Huddleston
9.8 out of 10, Exceptional, (35 reviews)
"Loved this place! So peaceful and relaxing! "
United States
Anonymous traveller
The price is CA $407
CA $968 total
includes taxes & fees
Oct 6 - Oct 7
Hudson Haven Lakefront w Private Dock + Firepit Sleeps 8 Quiet Cove
An outdoor patio with a sofa, chairs, and a table, overlooking a lake and surrounded by trees.

16. Luxury Lakefront, Hot Tub, Fire Table and Theatre

Luxury Lakefront, Hot Tub, Fire Table and Theatre
Huddleston
9.8 out of 10, Exceptional, (15 reviews)
"Great location and beautiful house. Would stay again!"
United States
Catherine K.
The price is CA $628
CA $1,569 total
includes taxes & fees
Sep 30 - Oct 1
Luxury Lakefront, Hot Tub, Fire Table and Theatre
A covered deck with a grill, outdoor furniture, and a view of the surrounding greenery.

17. King Bed Pet Friendly BBQ Grill Peaceful

King Bed Pet Friendly BBQ Grill Peaceful
4.0 star property
Madison
8.0 out of 10, Very good, (1 review)
The price is CA $705
CA $1,123 total
includes taxes & fees
Sep 21 - Sep 22
King Bed Pet Friendly BBQ Grill Peaceful
A lakeside residential area with multiple houses and a boat dock.

18. The full Smith Mountain Lakefront experience: private boat slip, 3 balconies, game room, community pool & beach, propane grill, and pets welcome. No resort fees, ever.

The full Smith Mountain Lakefront experience: private boat slip, 3 balconies, game room, community pool & beach, propane grill, and pets welcome. No resort fees, ever.
Huddleston
10.0 out of 10, Exceptional, (17 reviews)
"A wonderful experience! Every aspect of the experience was a very smooth process. Property was exceptionally clean, comfortable and well maintained. Location was perfect. Would highly recommend this property and host."
United States
DENISE L.
The price is CA $325
CA $922 total
includes taxes & fees
Oct 13 - Oct 14
The full Smith Mountain Lakefront experience: private boat slip, 3 balconies, game room, community pool & beach, propane grill, and pets welcome. No resort fees, ever.
A dining area with a dark wooden table, a chair, a wall clock, a framed picture, and a wall-mounted light fixture.

19. 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 CA $226
CA $707 total
includes taxes & fees
Sep 21 - Sep 22
Walking Distance to Casino
A modern living room with a grey sofa, blue ottoman, and two armchairs. There is a TV on a wooden stand, a round mirror, and a lamp on a side table.

20. Walk to Caesars Casino | 3BR Home w/King Bed

Walk to Caesars Casino | 3BR Home w/King Bed
Danville
10.0 out of 10, Exceptional, (2 reviews)
"The house was clean and closely located to the casino"
United States
Nefertiti H.
Walk to Caesars Casino | 3BR Home w/King Bed
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

Bella Vista Hotel & Suites

Bella Vista Hotel & Suites

8/10 Good
"This was my family’s first stay at the Bella Vista. We were pleasantly surprised. It was a charming hotel with great amenities. It seemed like it was a refurbished older hotel so if you looked beyond the bling, you could tell it was an older lady. But for the price, it was excellent! I gave it only four stars because there definitely needs to be some upgrades to the carpet in the hallways. And a few other maintenance things that could be upgraded. I do wish there was an ice machine on our floor because going down to the first floor was not always practical. The hotel rooms themselves had vinyl flooring, which was fantastic! No carpets and I truly wish other hotels would follow suit. Overall, a good stay and we will definitely look into this hotel when we plan our next trip back to Lynchburg. Oh, and the breakfast was very nice as well. No complaints."
Gina 1-night trip
Posted 11 hours ago
Bella Vista Hotel & Suites

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 $257 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.