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Compare 80 Vacation Homes in South Boston with updated reviews, rates, and availability.

Cozy Cottage in Schoolfield - Sleeps 6 - 10 min walk to Caesars Virginia

9.6 out of 10, Exceptional, (17)
"We stayed one night while visiting the Caesars Casino. It was conveniently located, clean, and comfortable. Would definitely stay again. "
The price is AED 477
AED 641 total
includes taxes & fees
2 Dec - 3 Dec
Cozy Cottage in Schoolfield - Sleeps 6 - 10 min walk to Caesars Virginia

Located in Historic Old West End. Minutes from the River District and Casino.

9.6 out of 10, Exceptional, (10)
"Such a great place ro stay. We were thrilled with the house the moment we opened the front door. Beautifully decorated and super clean in a well established neighborhood. We would definitely stay again. "
The price is AED 496
AED 1,040 total
includes taxes & fees
30 Nov - 1 Dec
Located in Historic Old West End. Minutes from the River District and Casino.

Lake Front Home on Buggs Island / Kerr Lake<br>Close to Bluestone Boat Ramp!

10.0 out of 10, Exceptional, (14)
"We really enjoyed our first time at this house in Clarksville. We always love our trips to Bugg's Island and this house did not disappoint!!!! Pros: Very clean, easy access to town, great communication with the owners prior to arrival. We didn't have any issues or concerns during our stay. Loved the owners laminated reminders for check-in and check-out ~ made taking care of their house a breeze. The house provided all the kitchen appliances you would need for eating at home and grilling out....
Lake Front Home on Buggs Island / Kerr Lake<br>Close to Bluestone Boat Ramp!

Peaceful Chatham Home w/ Grill & Deck

10.0 out of 10, Exceptional, (6)
"We had such a great experience. Jennifer was so helpful. Yall had thought of everything. Even down to us locking ourselves out. lol. The location and the house was perfect. We even saw some deer in the backyard. We will have this place saved if we get to make it back to Chatham in the future. "
Peaceful Chatham Home w/ Grill & Deck

Buggs Island/Kerr Lake Water Views, Private Dock WFH

10.0 out of 10, Exceptional, (14)
"My family and I thoroughly enjoyed staying here. It was so convenient to rent a pontoon boat and Park it right across the street. We had a blast! I would highly recommend the property!!!"
Buggs Island/Kerr Lake Water Views, Private Dock WFH

Private dock/beach on quiet cove - Lake house w/ king beds. Pet-friendly

9.4 out of 10, Exceptional, (82)
"What a beautiful spot to relax and recharge. The surrounding area is just spectacular. It is a perfect place to unplug, take a breath and connect with nature. "
Private dock/beach on quiet cove - Lake house w/ king beds. Pet-friendly

6 Bedrooms, Lakefront, Hot-Tub & Private Dock

9.0 out of 10, Wonderful, (13)
"Great house and great location. We enjoyed our stay."
6 Bedrooms, Lakefront, Hot-Tub & Private Dock

Lakefront, Great Views, Hot Tub, Boat Options

9.8 out of 10, Exceptional, (87)
"This was our second time renting this house, we love everything about it. It's so peaceful and beautiful. The kids love going fishing and kayaking. The house has plenty of space for our large family and lots to do inside as well."
Lakefront, Great Views, Hot Tub, Boat Options

NEW RATES: Miles to VIR, Caesar's VA Casino, Martinsv'l , S.Boston, Priv. Pool

9.8 out of 10, Exceptional, (30)
"Always a joy to stay here! We look forward to coming back again some day soon!"
NEW RATES: Miles to VIR, Caesar's VA Casino, Martinsv'l , S.Boston, Priv. Pool

Dan River Chateau-In ground swimming pool great for hosting or relaxing

9.8 out of 10, Exceptional, (9)
"The house is great. We enjoyed playing air hockey in the very nice basement. The backyard is amazing! Very big yard with pool and privacy fence. The lights in the backyard at night are beautiful and a great spot to relax and wind down. We loved it and already booked it again! The host is just great!"
Dan River Chateau-In ground swimming pool great for hosting or relaxing

Modern Victorian Home across Averett University

10.0 out of 10, Exceptional, (18)
"Great house, just as advertised! Would definitely stay again"
The price is AED 514
AED 1,195 total
includes taxes & fees
8 Dec - 9 Dec
Modern Victorian Home across Averett University

Hideaway Haven - Hot Tub, Firepit & Private Dock

9.4 out of 10, Exceptional, (16)
"We always have a relaxing and wonderful time here. Thank you for sharing your home. "
Hideaway Haven - Hot Tub, Firepit & Private Dock

Historic 'Watson' Brick House w/ Private Deck!

10.0 out of 10, Exceptional, (14)
"The pastor and Elder stated, the place was beautiful, clean. "
Historic 'Watson' Brick House w/ Private Deck!

Mansion on Main | Danville Vacation Rental

8.6 out of 10, Excellent, (4)
"It is an old house, as stated in the ad. Some rooms had bad smell, especially the BR in the basement. Lots of room for everything. We had minor plumbing and electrical issues. Some of the bedrooms were inter connected, had privacy issues. Disappointed with the pool, as it was not clean despite the efforts from two people who came to clean it. Overall it was good!"
Mansion on Main | Danville Vacation Rental

Kerr Contentment Kerr Lake/Buggs Island waterfront, an amazing view

10.0 out of 10, Exceptional, (14)
"We had an excellent stay. The house suited our needs perfectly. Clean and inviting. Peaceful with great views. Plenty of room for cooking/eating, socializing, and sleeping. Susan was a great host. Will be back again and would highly recommend. "
Kerr Contentment Kerr Lake/Buggs Island waterfront, an amazing view

WATERFRONT LOG HOME! HOT TUB/2 FIREPLACES/FIRE PIT/LARGE DECK/77" TV SUR. SOUND!

9.6 out of 10, Exceptional, (64)
"Excellent place to relax and connect. Cozy home with plenty of space for 4 guys. Loved the fire pit and the big screen to watch the World Series. Definitely would return especially with proximity to Biggs Island Brewery!"
WATERFRONT LOG HOME! HOT TUB/2 FIREPLACES/FIRE PIT/LARGE DECK/77" TV SUR. SOUND!

H2O-FRONT Chef’s_Kitchen Gig-WiFi DogsOK EV-Charger Alexa

9.8 out of 10, Exceptional, (86)
"Beautiful property! I have stayed at many rentals and the cooking utensils always leave a lot to be desired but not here. The owner is awesome and made sure our stay was up to our standards on a daily basis. Lots of room and a beautiful home! Thank you for the hospitality!"
H2O-FRONT Chef’s_Kitchen Gig-WiFi DogsOK EV-Charger Alexa

Graceland

10.0 out of 10, Exceptional, (10)
"We had a wonderful book club retreat at this lovely home. Gorgeous views, very quiet, well stocked with everything we needed, and excellent interaction with the hosts!"
Graceland

The Cedar Farm Close To VIR, Danville

10.0 out of 10, Exceptional, (25)
"We really appreciated how clean the house was. Nicely decorated and everything was comfortable. We enjoyed the s’more ingredients waiting for us when we arrived! The only thing we would have liked to have was a grill. It’s close to VIR, much closer than hotels in Danville, and is very peaceful. "
The Cedar Farm Close To VIR, Danville

Hyco Lake Hideout - amazing location!

9.6 out of 10, Exceptional, (7)
"Loved the location, the walk out lower level, the fishing, kayaking, and quiet."
Hyco Lake Hideout - amazing location!
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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Other property types in South Boston

Lakefront Log Cabin on Beautiful Kerr Lake in downtown Clarksville VA

10.0 out of 10, Exceptional, (76)
"The cabin is beautiful. We walked all through the neighborhood and into town. Had a great time sitting on the screened in porch wt a fire, talking and catching up wt family. Hope to do this again soon. Host was easy to contact for any questions I had. Thank you so much. God Bless. "
Lakefront Log Cabin on Beautiful Kerr Lake in downtown Clarksville VA

Kerr Lake Log Cabin On Calm Cove With Gentle Slope To Water, Nearby Sandy Beach

10.0 out of 10, Exceptional, (168)
"This is our fourth or fifth day at Jen‘s place. Suits all our needs for a weeklong fishing trip."
Kerr Lake Log Cabin On Calm Cove With Gentle Slope To Water, Nearby Sandy Beach

Cozy Cottage in Schoolfield - Sleeps 6 - 10 min walk to Caesars Virginia

9.6 out of 10, Exceptional, (17)
"We stayed one night while visiting the Caesars Casino. It was conveniently located, clean, and comfortable. Would definitely stay again. "
The price is AED 477
AED 641 total
includes taxes & fees
2 Dec - 3 Dec
Cozy Cottage in Schoolfield - Sleeps 6 - 10 min walk to Caesars Virginia
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.