Default HTG hotel image

Pittsville Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Pittsville holiday 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, (49 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 HK$1,256
HK$3,129 total
includes taxes & fees
14 Oct - 15 Oct
Cozy house in private Leesville Lake community
A cozy cabin-style room with a wooden interior, a sofa, a coffee table, and a dining area with a table and chairs.

2. 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, (23 reviews)
"Wonderful place to stay!"
United States
Darelene R.
The price is HK$2,033
HK$2,609 total
includes taxes & fees
14 Oct - 15 Oct
Romantic Luxury Lake Access Cabin w/ Hot Tub, Spacious Deck, and Pine walls
A balcony with a view of a lake, a dock, and a small building.

3. 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)
"The place is pristine. We only stayed one night because we were visiting a client in the area and needed to come back. But the place invites you to stay longer. The condo has everything we need. They even had 7 different types of coffee. The view is amazing, and we even cooked. The kitchen is well equipped. The bedroom is spacious, and the bed is super comfortable. We would love to stay longer."
United States
Jocelyn
The price is HK$1,012
HK$1,542 total
includes taxes & fees
27 Oct - 28 Oct
Amazing Views and Two Kayaks Ready to Use!
A multi-story hotel with a swimming pool and a dock.

4. #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 HK$719
HK$1,759 total
includes taxes & fees
11 Oct - 12 Oct
#3402 - Studio Suite - Mariners Landing
The Pointe Pool

5. #2100 Pointe - Studio Suite at Mariners SML

#2100 Pointe - Studio Suite at Mariners SML
Bedford County
9.4 out of 10, Exceptional, (9 reviews)
"The room was clean and cozy. Exactly what we were looking for. We will definitely stay again. "
United States
Tia
The price is HK$744
HK$1,826 total
includes taxes & fees
11 Oct - 12 Oct
#2100 Pointe - Studio Suite at Mariners SML
A resort with multiple buildings, a marina, and a large body of water.

6. #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 HK$932
HK$2,089 total
includes taxes & fees
12 Oct - 13 Oct
#2400 Pointe - Studio Suite at Mariners SML
A view from a balcony overlooking a lake with a restaurant and buildings in the background.

7. 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, (59 reviews)
"We liked the contemporary decor and that it was right on the water."
United States
Denise
The price is HK$812
HK$2,023 total
includes taxes & fees
11 Oct - 12 Oct
AUGUST DISCOUNT DAYS BERNARDS LANDING NEXT2POOL &BEST VIEWS NEW REMODEL-BOOK NOW
A large hotel with multiple buildings, a marina with boats, and a forested backdrop.

8. 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 HK$719
HK$1,806 total
includes taxes & fees
17 Oct - 18 Oct
SML Pointe Studio #3201
A resort with multiple buildings, a marina, and a large body of water.

9. #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 HK$893
HK$2,026 total
includes taxes & fees
11 Oct - 12 Oct
#2203 Pointe - Studio Suite at Mariners SML
A large building with a swimming pool, tennis courts, and a parking lot.

10. 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, (58 reviews)
"really enjoyed our stay. view is spectacular!"
United States
Ben H.
The price is HK$968
HK$2,250 total
includes taxes & fees
14 Oct - 15 Oct
Cozy Lakefront Condo with Kayaks at Bernard's Landing on Smith Mountain Lake
A resort with multiple buildings, a marina, and a large body of water.

11. #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$1,345
HK$2,996 total
includes taxes & fees
11 Oct - 12 Oct
#116 Pointe - 1 Bedroom Lakefront Condo at Mariners SML
A well-equipped RV interior with a dining area, kitchenette, and seating space.

12. 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 HK$883
HK$1,476 total
includes taxes & fees
24 Oct - 25 Oct
Located in beautiful Lynch Station Va this property offers an amazing escape.
The Pointe Pool

13. #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 HK$1,345
HK$3,014 total
includes taxes & fees
4 Nov - 5 Nov
#113 Pointe - 1 Bedroom Lakefront Condo at Mariners SML
A balcony with a view of a lake, grassy areas, and distant mountains.

14. 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 HK$1,055
HK$2,330 total
includes taxes & fees
8 Nov - 9 Nov
Sailors Landing~ Lake/Beach front condo with ample amenities!
A blue door with a wreath, a doormat with text, and a doorbell.

15. Cozy Lake House Retreat at Mariners Landing

Cozy Lake House Retreat at Mariners Landing
Bedford County
The price is HK$1,030
HK$2,406 total
includes taxes & fees
11 Oct - 12 Oct
Cozy Lake House Retreat at Mariners Landing
A resort with multiple buildings, a marina, and a large body of water.

16. #224 Mariners 2 Bedroom condo

#224 Mariners 2 Bedroom condo
Bedford County
10.0 out of 10, Exceptional, (1 review)
The price is HK$1,593
HK$3,721 total
includes taxes & fees
22 Oct - 23 Oct
#224 Mariners 2 Bedroom condo
An aerial view of a building with a parking lot and surrounding greenery.

17. #217 Pointe - 2 Bedroom Lakefront Condo at Mariners SML

#217 Pointe - 2 Bedroom Lakefront Condo at Mariners SML
Bedford County
The price is HK$1,482
HK$3,398 total
includes taxes & fees
12 Oct - 13 Oct
#217 Pointe - 2 Bedroom Lakefront Condo at Mariners SML
A wooden dock extending into a river with a kayak on it, a covered area with outdoor seating, and a building with a porch.

18. 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, (44 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 HK$1,730
HK$6,253 total
includes taxes & fees
13 Oct - 14 Oct
Shangri-La -dogs friendly, firepit, wifi, 2 kayaks, 2 kitchens, and a Pool Table
A lakeside residential area with multiple houses and a boat dock.

19. 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 HK$1,399
HK$4,925 total
includes taxes & fees
4 Nov - 5 Nov
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.
Pointe Pool

20. #233 Pointe - 2 Bedroom Lakefront Condo at Mariners SML

#233 Pointe - 2 Bedroom Lakefront Condo at Mariners SML
Bedford County
10.0 out of 10, Exceptional, (5 reviews)
"Great location, great property, balcony was super nice!! Had Mother's Day Brunch, downstairs at Tiff's, it was excellent as well. Very nice stay!!"
United States
Jacqueline T.
The price is HK$1,593
HK$3,721 total
includes taxes & fees
20 Oct - 21 Oct
#233 Pointe - 2 Bedroom Lakefront Condo at Mariners SML
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Pittsville Hotel Reviews

Days Inn by Wyndham Altavista

Days Inn by Wyndham Altavista

8/10 Good
"Clean room"
Phillip 1-night trip
Posted 15 hours ago
Days Inn by Wyndham Altavista

Find out more about Pittsville

Search for holiday rentals in Pittsville on Expedia! You can easily find your home rentals, villas, holiday apartments in Pittsville using one of the methods below:

  • View our selection of featured holiday rentals in Pittsville
  • Use the map to find apartments and other holiday homes in the Pittsville neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Pittsville while they last

Look no further and take a look at our great range of rental properties in Pittsville!

Frequently asked questions

Are there holiday rentals in Pittsville?

Yes, there are holiday rentals close to the most popular sights in Pittsville, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Pittsville has to offer?

Firefly Estate, Lakefront Luxury w/ Covered Verandas + Heated Salt Pool, Hot Tub, Dock!: This holiday home rental outside of Pittsville is located on the waterfront, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 9 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a pool table and 1 hot tub so that you can immerse yourself in your holiday.

What’s there to see and do in Pittsville?

While you're exploring the area, Leesville Lake and Smith Mountain Lake State Park are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find Smith Mountain Lake and Smith Mountain Lake Community Park.

What’s a holiday rental in Pittsville like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Pittsville. Holiday rentals offer extras such as hot tubs, fire pits and patios so you'll have a home away from home. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from shared hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for small groups.