Pittsville Vacation Rentals

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Check prices for these dates

Tonight
Dec 26 - Dec 27
Tomorrow
Dec 27 - Dec 28
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Our top choices for Pittsville vacation rentals

Outdoor dining
Private 2 Bedroom Suite at Boutique Inn with Hot Tub

Aparthotel in Altavista

Private 2 Bedroom Suite at Boutique Inn with Hot Tub
2.0 star property
The price is ￥20,640
￥44,495 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Private 2 Bedroom Suite at Boutique Inn with Hot Tub
Interior
Restored 1840's Downtown Loft Near Blue Ridge Parkway

Apartment in Historic Centertown Bedford

Restored 1840's Downtown Loft Near Blue Ridge Parkway
10.0 out of 10, Exceptional, (257)
"Great stay"
United States
John
The price is ￥14,053
￥26,696 total
includes taxes & fees
Dec 29 - Dec 30
Restored 1840's Downtown Loft Near Blue Ridge Parkway
Exterior
Cedar’s Rest Cabin

Cabin in Bedford

Cedar’s Rest Cabin
10.0 out of 10, Exceptional, (81)
"This was our second stay and will be going for the third!"
United States
Donna B.
The price is ￥26,559
￥44,204 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Cedar’s Rest Cabin
House (3 Bedrooms) | Interior
Modern Altavista Farmhouse w/ Countryside Views

Cottage in Altavista

Modern Altavista Farmhouse w/ Countryside Views
3.0 star property
6.0 out of 10, (2)
"We booked the beautiful house to stay in for our daughter’s freshman move-in at Liberty University. She actually said that this was the best place I’ve ever booked (for anything). IT IS BEAUTIFUL, inside and out. The house was exceptionally clean and even had a nice subtle fresh scent. There were snacks, which were a hit with our 3 college-aged young adults. I feel that the hosts put their heart into every detail of our stay. We truly appreciated the hospitality of our hosts, and the memories...
United States
Rachel
The price is ￥22,953
￥59,982 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Modern Altavista Farmhouse w/ Countryside Views
Terrace/patio
Boat, fish, golf, swim, & dine at Mariners Landing on Smith Mountain Lake!

Condo in Huddleston

Boat, fish, golf, swim, & dine at Mariners Landing on Smith Mountain Lake!
10.0 out of 10, Exceptional, (27)
"Excellent stay. Host was very accommodating on a last minute weekend getaway booking. Love this location on SML."
United States
Amy C.
The price is ￥13,896
￥38,927 total
includes taxes & fees
Dec 28 - Dec 29
Boat, fish, golf, swim, & dine at Mariners Landing on Smith Mountain Lake!
Property grounds
MV37 Corner Waterfront Mariners: 2 Bedroom

Apartment in Bedford County

MV37 Corner Waterfront Mariners: 2 Bedroom
3.0 star property
10.0 out of 10, Exceptional, (4)
"I would stay here again. "
United States
Zarela J.
The price is ￥34,232
￥76,986 total
includes taxes & fees
Dec 28 - Dec 29
MV37 Corner Waterfront Mariners: 2 Bedroom
Smart TV, stereo
Charming newly remodeled 1890’s, 3bd, 1Ba Downtown Bedford Loft

Apartment in Historic Centertown Bedford

Charming newly remodeled 1890’s, 3bd, 1Ba Downtown Bedford Loft
10.0 out of 10, Exceptional, (35)
"We very much enjoyed our stay. Everything about the loft was great, very clean and comfortable. We look forward to staying again."
United States
Terri T.
The price is ￥19,518
￥34,447 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Charming newly remodeled 1890’s, 3bd, 1Ba Downtown Bedford Loft
Pool
Heron’s Cove on Leesville Lake.

Vacation Home in Gretna

Heron’s Cove on Leesville Lake.
8.4 out of 10, Very Good, (14)
"It was beautiful "
United States
Jenny W.
The price is ￥26,419
￥53,080 total
includes taxes & fees
Dec 28 - Dec 29
Heron’s Cove on Leesville Lake.
Pool
Cosy Lakefront Condo -- 1-bedroom w/WiFi & fitness room in wonderful Huddleston

Condo in Huddleston

Cosy Lakefront Condo -- 1-bedroom w/WiFi & fitness room in wonderful Huddleston
8.2 out of 10, Very Good, (14)
"What a great location. Beautiful lake views and boats available to rent within walking distance. The check-in process was very easy and the property had everything we needed."
United States
Beth Kimmick, Realtor, E.
The price is ￥7,807
￥15,781 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Cosy Lakefront Condo -- 1-bedroom w/WiFi & fitness room in wonderful Huddleston
Exterior
Beautiful condo lakefront beautiful views, relaxing times what else do you need?

Condo in Huddleston

Beautiful condo lakefront beautiful views, relaxing times what else do you need?
10.0 out of 10, Exceptional, (103)
"Beautiful place. Condo excellent."
United States
James B.
The price is ￥18,268
￥52,603 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Beautiful condo lakefront beautiful views, relaxing times what else do you need?
Terrace/patio
Modern Lake Access Retreat. Hot Tub & Pet Friendly!

Vacation Home in Huddleston

Modern Lake Access Retreat. Hot Tub & Pet Friendly!
10.0 out of 10, Exceptional, (8)
"4.5 stars - great stay! The home is easy to find and not ridiculously far from grocery, dining, and entertainment. Hosts were commutative and made check in super simple. Our group especially enjoyed the large outdoor deck."
United States
Alicia R.
The price is ￥39,080
￥93,684 total
includes taxes & fees
Dec 28 - Dec 29
Modern Lake Access Retreat. Hot Tub & Pet Friendly!
Outdoor spa tub
1066 Joffrey - 3 Bedroom Home 1st Fairway at Mariners SML

Vacation Home in Bedford County

1066 Joffrey - 3 Bedroom Home 1st Fairway at Mariners SML
2.5 star property
10.0 out of 10, Exceptional, (3)
"The stay was great although very short. "
United Kingdom
Zac W.
The price is ￥41,477
￥102,507 total
includes taxes & fees
Dec 28 - Dec 29
1066 Joffrey - 3 Bedroom Home 1st Fairway at Mariners SML
Indoor pool
#206 Pointe - 2 Bedroom Lakefront Condo at Mariners SML

Apartment in Huddleston

#206 Pointe - 2 Bedroom Lakefront Condo at Mariners SML
10.0 out of 10, Exceptional, (4)
"On first floor, great location to beach/pool/market"
United States
AMANDA B.
The price is ￥41,639
￥86,827 total
includes taxes & fees
Dec 28 - Dec 29
#206 Pointe - 2 Bedroom Lakefront Condo at Mariners SML
Fridge, microwave, stovetop, dishwasher
#2400 Pointe - Studio Suite at Mariners SML

Apartment in Huddleston

#2400 Pointe - Studio Suite at Mariners SML
10.0 out of 10, Exceptional, (3)
"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 ￥19,724
￥43,103 total
includes taxes & fees
Dec 28 - Dec 29
#2400 Pointe - Studio Suite at Mariners SML
Indoor pool
#344 Pointe - 2 Bedroom Lakefront Condo at Mariners SML

Vacation Home in Huddleston

#344 Pointe - 2 Bedroom Lakefront Condo at Mariners SML
10.0 out of 10, Exceptional, (1)
The price is ￥35,897
￥79,273 total
includes taxes & fees
Dec 28 - Dec 29
#344 Pointe - 2 Bedroom Lakefront Condo at Mariners SML
Exterior detail
Reagan’s Retreat~ Farmhouse Cottage on 45 acres~Hot Tub, Fire Pit

Cottage in Glade Hill

Reagan’s Retreat~ Farmhouse Cottage on 45 acres~Hot Tub, Fire Pit
10.0 out of 10, Exceptional, (73)
"Peaceful, beautiful, clean, and the beds were super comfortable. It was exactly what we were looking for. "
United States
Nikki H.
The price is ￥16,160
￥40,769 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Reagan’s Retreat~ Farmhouse Cottage on 45 acres~Hot Tub, Fire Pit
Exterior
Cozy 2-bedroom house in nice Moneta with WiFi, AC, privacy and convenience.

Vacation Home in Moneta

Cozy 2-bedroom house in nice Moneta with WiFi, AC, privacy and convenience.
10.0 out of 10, Exceptional, (1)
"Great pet-friendly place to go for the fall foliage. "
United States
Jessica D.
The price is ￥31,197
￥55,200 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Cozy 2-bedroom house in nice Moneta with WiFi, AC, privacy and convenience.
Stovetop, coffee/tea maker, cookware/dishes/utensils
#233 Pointe - 2 Bedroom Lakefront Condo at Mariners SML

Apartment in Bedford County

#233 Pointe - 2 Bedroom Lakefront Condo at Mariners SML
10.0 out of 10, Exceptional, (5)
"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 ￥41,639
￥86,827 total
includes taxes & fees
Dec 28 - Dec 29
#233 Pointe - 2 Bedroom Lakefront Condo at Mariners SML
Marina
#116 Pointe - 1 Bedroom Lakefront Condo at Mariners SML

Apartment in Huddleston

#116 Pointe - 1 Bedroom Lakefront Condo at Mariners SML
10.0 out of 10, Exceptional, (4)
"Property was perfect. Very clean and comfy. The view was awesome. Would stay again."
United States
Phyllis O.
The price is ￥33,670
￥68,880 total
includes taxes & fees
Dec 28 - Dec 29
#116 Pointe - 1 Bedroom Lakefront Condo at Mariners SML
Exterior
Cozy Lakefront Condo with Kayaks at Bernard's Landing on Smith Mountain Lake

Condo in Moneta

Cozy Lakefront Condo with Kayaks at Bernard's Landing on Smith Mountain Lake
10.0 out of 10, Exceptional, (35)
"Hosts were fantastic! Most thoughtfully appointment and equipped VRBO we stayed in, A! Thoroughly enjoyed our stay. "
United States
Ken S.
The price is ￥17,956
￥43,135 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Cozy Lakefront Condo with Kayaks at Bernard's Landing on Smith Mountain Lake
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 Pittsville Hotel Reviews

Hampton Inn Gretna - Smith Mountain Lake

Hampton Inn Gretna - Smith Mountain Lake

10/10 Excellent
"Thank you! I have stayed there since 2023 every year to visit family for the holidays. I have always been pleased with everything up and down! Keep up the great work! "
John 1-night trip
Posted 3 days ago
Hampton Inn Gretna - Smith Mountain Lake

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 vacation rentals in Pittsville?

Yes, there are vacation rentals near popular points of interest in Pittsville, or you can choose a more secluded option if you want a relaxing place to stay.

What are some of the best vacation home rentals in Pittsville?

Secluded Lakefront Cabin Resort: 5400sqft 6BR, 5ba: This vacation home rental outside of Pittsville is located on a lake and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

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 larger area, you’ll find Lakeside Marina and Lake Haven Marina.

What’s a vacation rental in Pittsville like?

A vacation rental is a private property you can stay in for a long or short time in Pittsville. Vacation rentals offer extras such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for a small group gathering.