Pittsylvania County Holiday Rentals

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Top Holiday Rentals Destinations in Pittsylvania County

Smith Mountain Lake Home with stunning views with wet cove

Penhook
9.6 out of 10, Exceptional, (32)
"Fantastic stay - great home, responsive and accommodating host, fun lake, great views, amazing kitchen!! Worked so well for our group."
United States
Naomi F.
The price is AU$2,612
includes taxes & fees
19 Nov - 20 Nov
Smith Mountain Lake Home with stunning views with wet cove

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

Gretna
9.6 out of 10, Exceptional, (38)
"Great location, comfortable and relaxing"
United States
Jeffrey A.
Secluded Lakefront Cabin Resort: 5400sqft 6BR, 5ba

Tranquil Shores Estate, Luxury Lakefront Compound w/ Heated Salt Pool, Hot Tub, Dock!

Moneta
10.0 out of 10, Exceptional, (39)
"Easy check in and room for everyone! Loved the spaciousness of the house since we have grandparents down to 5 year olds. Beautiful accommodations!"
United States
Joy S.
Tranquil Shores Estate, Luxury Lakefront Compound w/ Heated Salt Pool, Hot Tub, Dock!

Unique cabin that sits right on the water. Huge deck. Amazing views. Gas grill.

High Point
9.2 out of 10, Wonderful, (85)
"Nothing fancy but nive and cozy , wonderful views, convenient to lake restaurants and shops. "
United States
Steve W.
Unique cabin that sits right on the water. Huge deck. Amazing views. Gas grill.

Charming Cottage with Wifi, Screened Porch Just Feet From the Lake

Moneta
9.6 out of 10, Exceptional, (9)
"We had 7 people for a graduation at Liberty University. We didn’t want to be in all the traffic, so we chose this place to relax afterward and chill for a while . It is so peaceful out back on the s screened porch . It was quiet and offered a lot of solitude . We saw deer in the yard . Great relaxing space !"
United States
Edwin F.
Charming Cottage with Wifi, Screened Porch Just Feet From the Lake

Hideaway Ridge, Lakefront NEW Luxury w/ 7-Bedrooms + Heated Salt Pool, Covered Decks, Hot Tub & Dock

Moneta
9.4 out of 10, Exceptional, (20)
"Excellent "
United States
Ali M.
Hideaway Ridge, Lakefront NEW Luxury w/ 7-Bedrooms + Heated Salt Pool, Covered Decks, Hot Tub & Dock

Heron Point - Amazing Property with Breathtaking Water Views - Luxury Hot Tub!

Huddleston
10.0 out of 10, Exceptional, (194)
"The property and home were amazing. The details of the house made our stay even better. It was a perfect week. "
United States
Danielle B.
Heron Point - Amazing Property with Breathtaking Water Views - Luxury Hot Tub!

Suite Retreat - Smith Mountain Lake Resort Home

North Shore
10.0 out of 10, Exceptional, (1)
"Our stay was absolutely magical. The house is even more glamorous in person, with stunning design and luxurious touches everywhere you look. Waking up to the serene lake views was the highlight of our trip. The entire home was spotless, and the host was incredibly welcoming. It was the perfect blend of five-star comfort and peaceful nature, complete with duck pin bowling, air hockey, billiards, golf simulator, arcade, pool, pool house, hot tub, kayaks, paddle boards, and massive dock! If you...
United States
Chris S.
Suite Retreat - Smith Mountain Lake Resort Home

Bright, Beautiful Smith Mountain Lakefront, Full Amenities & Perfect Location!

Moneta
10.0 out of 10, Exceptional, (39)
"Home was awesome."
United States
Timothy C.
Bright, Beautiful Smith Mountain Lakefront, Full Amenities & Perfect Location!

Cabin 2 at Cedar Key - Serene waterfront setting/No wake cove/Dog friendly!

Huddleston
10.0 out of 10, Exceptional, (195)
"We had a wonderful stay ."
United States
Anonymous traveller
Cabin 2 at Cedar Key - Serene waterfront setting/No wake cove/Dog friendly!

Treetop & Waterfront! Quiet Cove, Hot Tub, Kayaks, Game Room and more

Moneta
10.0 out of 10, Exceptional, (65)
"We had a great stay at this location. Home was clean and perfectly located on the lake. There were two docks which were great as we brought a boat and a couple jetskis. Would recommend and we plan to be back. "
United States
Volkodav M.
The price is AU$763
includes taxes & fees
1 Dec - 2 Dec
Treetop & Waterfront! Quiet Cove, Hot Tub, Kayaks, Game Room and more

Whispering Pines Estate, Waterfront Luxury w/ Covered Verandas + Heated Salt Pool, Hot Tub, Dock!

Bedford County
10.0 out of 10, Exceptional, (12)
"We had multiple families in for a graduation and there was plenty of room for us all. Spacious rooms, plenty of bathrooms, beautiful grounds we used everything on the inside and outside of this lovely home. Will be back!"
United States
Chrissy P.
Whispering Pines Estate, Waterfront Luxury w/ Covered Verandas + Heated Salt Pool, Hot Tub, Dock!

Foothills Retreat, New Lakefront Luxury w/ Covered Decks + Hot Tub, Fire Pit Terrace, Dock & More!

Moneta
9.6 out of 10, Exceptional, (79)
"5 star!First time visit to Smith Mountain Lake and plan to return!House was clean and adequate space for family of 12. Kiddo's enjoyed bunk bedroom and game room. Adults especially like sitting on covered porch facing the lake. Kitchen well equipped and owner very responsive, even delivered a blender on our request! Quiet cove perfect for swimming and for docking our pontoon boat. Although there were many steep steps to lake and steep driveway down to house, we still enjoyed the house and...
United States
Mary Jo K.
Foothills Retreat, New Lakefront Luxury w/ Covered Decks + Hot Tub, Fire Pit Terrace, Dock & More!

Firefly Estate, Lakefront Luxury w/ Covered Verandas + Heated Salt Pool, Hot Tub, Dock!

Moneta
9.8 out of 10, Exceptional, (6)
"We had a great stay at this property. The house was great and the property manager was very responsive. "
United Kingdom
Kayla S.
Firefly Estate, Lakefront Luxury w/ Covered Verandas + Heated Salt Pool, Hot Tub, Dock!

Unique Historical log cabin with private beach and 300 ft. of waterfrontage.

Huddleston
10.0 out of 10, Exceptional, (297)
"Another amazing stay!"
United States
Richard S.
Unique Historical log cabin with private beach and 300 ft. of waterfrontage.

Waterfront-Large Dock-Quiet Cove- Minutes to Drifters-Bridgewater Marina

Moneta
9.8 out of 10, Exceptional, (114)
"Great location. Very responsive host. We really enjoyed the pool table! Spacious for 8 adults. "
United States
Andrea K.
Waterfront-Large Dock-Quiet Cove- Minutes to Drifters-Bridgewater Marina

Lagom at the Lake - Large and Cozy lake front home. Quiet cove, beautiful views!

Huddleston
9.8 out of 10, Exceptional, (28)
"The house was the perfect size to accomodate our 4 familes, including 5 children under 7 years old. It was well appointed and in excellent condition"
United States
Steve R.
Lagom at the Lake - Large and Cozy lake front home. Quiet cove, beautiful views!

Restored 1840's Downtown Loft Near Blue Ridge Parkway

Historic Centertown Bedford
10.0 out of 10, Exceptional, (255)
"Great stay"
United States
John
The price is AU$265
includes taxes & fees
20 Nov - 21 Nov
Restored 1840's Downtown Loft Near Blue Ridge Parkway

Wind Family Estate--7000sq feet with 7 flex rooms!

Huddleston
9.4 out of 10, Exceptional, (65)
"The location and house were great! We loved the set up of bedrooms and game room, the situation with having to drive 10 minutes away to throw away garbage was less than ideal, we had a pick up truck but if you didn’t it would have been a pretty disgusting endeavor. The dock is wood, splintered bare feet. "
United States
Jill P.
Wind Family Estate--7000sq feet with 7 flex rooms!

Smith Mountain Lake luxury, Dog-friendly, WIFI, pooltable, hot tub, kayaks, dock

Huddleston
9.8 out of 10, Exceptional, (39)
"Everything was FANTASTIC We can’t wait to go back next summer!"
United States
Carol F.
Smith Mountain Lake luxury, Dog-friendly, WIFI, pooltable, hot tub, kayaks, dock
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

Find out more about Pittsylvania County

Everything you need to know about Pittsylvania County holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Pittsylvania County holiday rental for you. At Expedia, you can take your pick from private holiday 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Pittsylvania County holiday 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pittsylvania County holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Pittsylvania County holiday rentals we have chosen for you start as low as AU$265 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 holiday 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 holiday.

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.