Pittsville Holiday Rentals

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Check prices for these dates

In two weeks
27 Feb - 1 Mar
In two months
10 Apr - 12 Apr
In three months
8 May - 10 May
In four months
5 Jun - 7 Jun

Our top choices for Pittsville holiday rentals

Fridge, microwave, stovetop, coffee/tea maker

Cozy cottage just on the outskirts of Lynchburg!

Cozy cottage just on the outskirts of Lynchburg!
Evington
10.0 out of 10, Exceptional, (28 reviews)
"Cozy Cottage is a wonderful place to stay."
United States
Rodney
The price is HK$1,372
HK$2,101 total
includes taxes & fees
16 Feb - 17 Feb
Cozy cottage just on the outskirts of Lynchburg!
Interior

8 Mi to Main Street: Home w/ Yard in Bedford!

8 Mi to Main Street: Home w/ Yard in Bedford!
3.0 star property
Bedford
8.0 out of 10, Very good, (1 review)
"Open spaces enjoyed by our dog; nice home, lovely bathrooms;many treats; we advise that you grade right side yard away from downspouts as a mud area is forming that our dog loved; also we are older,(70’s) & there were no comfortable chairs for eating or watching TV; the available seating was too low for older ppl.More detailed written instructions necessary to switch from AC to heat."
United States
Thomas
The price is HK$1,001
HK$2,171 total
includes taxes & fees
28 Feb - 1 Mar
8 Mi to Main Street: Home w/ Yard in Bedford!
Fridge, microwave, oven, stovetop

Restored 1840's Downtown Loft Near Blue Ridge Parkway

Restored 1840's Downtown Loft Near Blue Ridge Parkway
Historic Centertown Bedford
10.0 out of 10, Exceptional, (259 reviews)
"Great loft, enjoyed our stay!"
United States
Jennifer W.
The price is HK$703
HK$1,336 total
includes taxes & fees
16 Feb - 17 Feb
Restored 1840's Downtown Loft Near Blue Ridge Parkway
Indoor pool

MV37 Corner Waterfront Mariners: 2 Bedroom

MV37 Corner Waterfront Mariners: 2 Bedroom
Bedford County
10.0 out of 10, Exceptional, (4 reviews)
"I would stay here again. "
United States
Zarela J.
The price is HK$1,714
HK$3,872 total
includes taxes & fees
16 Feb - 17 Feb
MV37 Corner Waterfront Mariners: 2 Bedroom
Terrace/patio

Cedar’s Rest Cabin

Cedar’s Rest Cabin
Bedford
10.0 out of 10, Exceptional, (84 reviews)
"This was our second stay and will be going for the third!"
United States
Donna B.
The price is HK$1,330
HK$2,213 total
includes taxes & fees
16 Feb - 17 Feb
Cedar’s Rest Cabin
Exterior

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
10.0 out of 10, Exceptional, (27 reviews)
"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 HK$696
HK$1,984 total
includes taxes & fees
16 Feb - 17 Feb
Boat, fish, golf, swim, & dine at Mariners Landing on Smith Mountain Lake!
Marina

#322 Pointe - 2 Bedroom Lakefront Condo at Mariners SML

#322 Pointe - 2 Bedroom Lakefront Condo at Mariners SML
Huddleston
9.6 out of 10, Exceptional, (10 reviews)
"We really enjoyed our stay!"
United States
Jill G.
The price is HK$2,085
HK$4,364 total
includes taxes & fees
16 Feb - 17 Feb
#322 Pointe - 2 Bedroom Lakefront Condo at Mariners SML
On the beach

NEW, CLEAN - Belle's Boat Haven Studio in Smith Mountain Lake

NEW, CLEAN - Belle's Boat Haven Studio in Smith Mountain Lake
Huddleston
9.8 out of 10, Exceptional, (21 reviews)
"Very clean nice people great area"
United States
Abe S.
The price is HK$703
HK$1,861 total
includes taxes & fees
16 Feb - 17 Feb
NEW, CLEAN - Belle's Boat Haven Studio in Smith Mountain Lake
Indoor pool

1066 Joffrey - 3 Bedroom Home 1st Fairway at Mariners SML

1066 Joffrey - 3 Bedroom Home 1st Fairway at Mariners SML
Bedford County
10.0 out of 10, Exceptional, (3 reviews)
"The stay was great although very short. "
United Kingdom
Zac W.
The price is HK$2,076
HK$5,132 total
includes taxes & fees
16 Feb - 17 Feb
1066 Joffrey - 3 Bedroom Home 1st Fairway at Mariners SML
Indoor pool

#344 Pointe - 2 Bedroom Lakefront Condo at Mariners SML

#344 Pointe - 2 Bedroom Lakefront Condo at Mariners SML
Bedford County
10.0 out of 10, Exceptional, (1 review)
The price is HK$1,797
HK$3,986 total
includes taxes & fees
17 Feb - 18 Feb
#344 Pointe - 2 Bedroom Lakefront Condo at Mariners SML
Property grounds

Cosy Lakefront Condo -- 1-bedroom w/WiFi & fitness room in wonderful Huddleston

Cosy Lakefront Condo -- 1-bedroom w/WiFi & fitness room in wonderful Huddleston
Huddleston
7.8 out of 10, Good, (17 reviews)
"The unit was well equipped and the bed was comfortable. The amenities at Mariner's Landing were 10/10!"
United States
Jenny M.
The price is HK$375
HK$772 total
includes taxes & fees
18 Feb - 19 Feb
Cosy Lakefront Condo -- 1-bedroom w/WiFi & fitness room in wonderful Huddleston
Indoor pool, outdoor pool

FULLY updated: Step-Free access 2BR2BA 2King & 1 queen. BEAUTIFUL & Pet friendly

FULLY updated: Step-Free access 2BR2BA 2King & 1 queen. BEAUTIFUL & Pet friendly
Huddleston
10.0 out of 10, Exceptional, (2 reviews)
"Lovely condo with fantastic water views. Lots of space for the family, we love this location and would definitely come back "
United States
Christie H.
The price is HK$703
HK$2,256 total
includes taxes & fees
22 Feb - 23 Feb
FULLY updated: Step-Free access 2BR2BA 2King & 1 queen. BEAUTIFUL & Pet friendly
Indoor pool

MV70 - 2 Bedroom condo at Mariners SML

MV70 - 2 Bedroom condo at Mariners SML
Huddleston
8.0 out of 10, Very good, (2 reviews)
"We were right near the dock to keep our Jetski and boat rentals nearby-- great time at SML"
United States
Jay F.
The price is HK$1,885
HK$4,106 total
includes taxes & fees
17 Feb - 18 Feb
MV70 - 2 Bedroom condo at Mariners SML
Indoor pool

#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$1,686
HK$3,466 total
includes taxes & fees
17 Feb - 18 Feb
#116 Pointe - 1 Bedroom Lakefront Condo at Mariners SML
Indoor pool

#224 Mariners 2 Bedroom condo

#224 Mariners 2 Bedroom condo
Bedford County
The price is HK$1,797
HK$3,986 total
includes taxes & fees
16 Feb - 17 Feb
#224 Mariners 2 Bedroom condo
Dining

#3402 - Studio Suite - Mariners Landing

#3402 - Studio Suite - Mariners Landing
Bedford County
The price is HK$851
HK$1,817 total
includes taxes & fees
16 Feb - 17 Feb
#3402 - Studio Suite - Mariners Landing
Outdoor dining

Renovated in 2024 3 Levels Lakefront Townhouse in the heart of SML.

Renovated in 2024 3 Levels Lakefront Townhouse in the heart of SML.
Moneta
9.8 out of 10, Exceptional, (45 reviews)
"Great views of the main channel of the Roanoke River. Clean property and excellent owner hospitality. Owner was exceptional to work with and communicated with me despite traveling abroad. I would highly recommend this property and host!"
United States
Greg H.
The price is HK$1,724
HK$4,069 total
includes taxes & fees
16 Feb - 17 Feb
Renovated in 2024 3 Levels Lakefront Townhouse in the heart of SML.
Property grounds

Amazing Views and Two Kayaks Ready to Use!

Amazing Views and Two Kayaks Ready to Use!
Moneta
10.0 out of 10, Exceptional, (99 reviews)
"Check-in was super easy. Great communication fromhost prior to and upon our arrival. The view was perfect, the amenities, and extra touches made the stay the relaxing and fun weekend we were hoping for - will definitely be back. "
United States
Jackie U.
The price is HK$879
HK$1,383 total
includes taxes & fees
16 Feb - 17 Feb
Amazing Views and Two Kayaks Ready to Use!
1 bedroom, free WiFi, bed sheets, wheelchair access

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, (15 reviews)
"Quiet, well appointed place with a beautiful view. "
United States
Steve V.
The price is HK$1,563
HK$2,748 total
includes taxes & fees
3 Mar - 4 Mar
One room cabin set on our farm for a peaceful getaway.
Exterior

Hudson Haven

Hudson Haven
Huddleston
9.8 out of 10, Exceptional, (32 reviews)
"We loved the property and thoroughly enjoyed the trip!"
United States
Nicole S.
The price is HK$3,010
HK$6,364 total
includes taxes & fees
22 Feb - 23 Feb
Hudson Haven
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

Secluded Lakefront Cabin Resort: 5400sqft 6BR, 5ba

Secluded Lakefront Cabin Resort: 5400sqft 6BR, 5ba

10/10 Excellent
" It was awesome!! I do this a lot, and I'd recommend this property to others. I have it saved you to my favs! Great place, clean, and great location!"
Lemerrell M. 3-night trip
Posted 3 weeks ago
Secluded Lakefront Cabin Resort: 5400sqft 6BR, 5ba

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:

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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?

Foothills Retreat, New Lakefront Luxury w/ Covered Decks + Hot Tub, Fire Pit Terrace, Dock & More!: This holiday home rental outside of Pittsville is located on the waterfront, and has a fireplace, a balcony and a BBQ 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 that you can cook with friends or family. Kick off your shoes and enjoy yourself with a pool table and 1 hot tub.

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 Lake Haven Marina and Smith Mountain Lake.

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.