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Compare 81 Vacation Homes in South Boston with updated reviews, rates, and availability.

Located in Historic Old West End. Minutes from the River District and Casino.
Paper towels
Located in Historic Old West End. Minutes from the River District and Casino.
10.0 out of 10, Exceptional, (5)
"Really clean and quiet. Close to everything in town!"
The price is ￥19,529
￥40,778 total
includes taxes & fees
Sep 27 - Sep 28
Located in Historic Old West End. Minutes from the River District and Casino.
The Cedar Farm Close To VIR, Danville
Property grounds
The Cedar Farm Close To VIR, Danville
10.0 out of 10, Exceptional, (23)
"The house is very clean in a quiet neighborhood. The house is spacious and comfortable. Took a trip to Hillsboro nc. We ate at the Colonial Inn and explored the historic town. We will be back in the future."
The Cedar Farm Close To VIR, Danville
Modern Victorian Home across Averett University
Fridge, microwave, oven, stovetop
Modern Victorian Home across Averett University
10.0 out of 10, Exceptional, (16)
"We had the best time ever!! Beautiful home, beautiful town, we loved it and are looking forward to going back."
The price is ￥19,529
￥46,566 total
includes taxes & fees
Sep 29 - Sep 30
Modern Victorian Home across Averett University
6 Bedrooms, Lakefront, Hot-Tub & Private Dock
Property grounds
6 Bedrooms, Lakefront, Hot-Tub & Private Dock
9.6 out of 10, Exceptional, (11)
"My family was in town for my sister's funeral in nearby Yanceyville, NC. This was the best place beautiful, cozy and roomy. Waking up to the view of the lake was spectacular. I and my family member would glady book again. "
6 Bedrooms, Lakefront, Hot-Tub & Private Dock
Hyco Lake Hideout - amazing location!
Exterior
Hyco Lake Hideout - amazing location!
9.4 out of 10, Exceptional, (6)
"Great get away. Loved the place"
Hyco Lake Hideout - amazing location!
Kerr Contentment Kerr Lake/Buggs Island waterfront, an amazing view
Property grounds
Kerr Contentment Kerr Lake/Buggs Island waterfront, an amazing view
10.0 out of 10, Exceptional, (12)
"We stayed with our two teenagers and had a fantastic time. The house was very clean. All the drawers and cabinets in the kitchen were clearly labeled making it easy to find and replace cooking items. The covered deck overlooking the lake was maybe the best part and we utilized it every day. Speaking of the lake, the house is located on a terrific spot with quick and easy access to the lake. Our host, Susan, could not have been nicer or more responsive. Our stay, unfortunately, overlapped when...
Kerr Contentment Kerr Lake/Buggs Island waterfront, an amazing view
Church of the Perpetual Boogie: near VIR & Casino
3 bedrooms, desk, iron/ironing board, free WiFi
Church of the Perpetual Boogie: near VIR & Casino
10.0 out of 10, Exceptional, (5)
"Unique and amazing stay with a very communicative and helpful host! Will book again when in the area."
The price is ￥36,530
￥76,084 total
includes taxes & fees
Sep 29 - Sep 30
Church of the Perpetual Boogie: near VIR & Casino
Lake Front Home on Buggs Island / Kerr Lake<br>Close to Bluestone Boat Ramp!
4 bedrooms, WiFi
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!
Buggs Island/Kerr Lake Water Views, Private Dock WFH
Fridge, microwave, oven, stovetop
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
Backwoods Guesthouse Near VIR and Hycolake
Private kitchen
Backwoods Guesthouse Near VIR and Hycolake
2.0 star property
10.0 out of 10, Exceptional, (1)
"Thank you for the hospitality, we thoroughly enjoyed the property and the wildlife that was visible on drives in during the evening! "
Backwoods Guesthouse Near VIR and Hycolake
Private dock/beach on quiet cove - Lake house w/ king beds. Pet-friendly
Private dock/beach on quiet cove - Lake house w/ king beds. Pet-friendly
9.4 out of 10, Exceptional, (80)
"We stayed at this property for Lakefest. It's quiet, clean, and close to Clarksville. Loved the shady, private walk to the beach and all the amenities. Such a quiet cove for small children to swim and enjoy the water. Internet was spotty, but otherwise great stay!"
Private dock/beach on quiet cove - Lake house w/ king beds. Pet-friendly
Lakefront, Great Views, Hot Tub, Boat Options
Exterior
Lakefront, Great Views, Hot Tub, Boat Options
9.8 out of 10, Exceptional, (86)
"We had a nice time up on the lake in between competing at VIR just a few minutes down the road. House was clean, large enough to fit our 8 team and crew, and provided us with some quiet time fishing off the dock. Host is very responsive to any issues/ requests."
Lakefront, Great Views, Hot Tub, Boat Options
NEW RATES: Miles to VIR, Caesar's VA Casino, Martinsv'l , S.Boston, Priv. Pool
Outdoor pool
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
H2O-FRONT Chef’s_Kitchen Gig-WiFi DogsOK EV-Charger Alexa
Beach
H2O-FRONT Chef’s_Kitchen Gig-WiFi DogsOK EV-Charger Alexa
9.8 out of 10, Exceptional, (85)
"Great property"
H2O-FRONT Chef’s_Kitchen Gig-WiFi DogsOK EV-Charger Alexa
Dan River Chateau-In ground swimming pool great for hosting or relaxing
Interior
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
Cozy Cottage in Schoolfield - Sleeps 6 - 10 min walk to Caesars Virginia
Private kitchen
Cozy Cottage in Schoolfield - Sleeps 6 - 10 min walk to Caesars Virginia
9.4 out of 10, Exceptional, (15)
"Clean and quiet. Neighbors are friendly too!"
The price is ￥18,806
￥25,236 total
includes taxes & fees
Sep 30 - Oct 1
Cozy Cottage in Schoolfield - Sleeps 6 - 10 min walk to Caesars Virginia
Hideaway Haven - Hot Tub, Firepit & Private Dock
Pool
Hideaway Haven - Hot Tub, Firepit & Private Dock
9.4 out of 10, Exceptional, (14)
"Clean and great location."
Hideaway Haven - Hot Tub, Firepit & Private Dock
Danville Retreat w/ Hot Tub & Cozy Fireplace!
Interior
Danville Retreat w/ Hot Tub & Cozy Fireplace!
9.8 out of 10, Exceptional, (8)
"Our group of four retired ladies very much enjoyed our stay at this updated Victorian home. We used the spacious dining room for meals, the front living room for afternoon get-togethers and the relaxing den with leather seating to chat and watch TV. With large bedrooms located on the upper two floors, and bathrooms on all 3 floors, we felt there was more than enough room for our group to get ready for outings. We had a terrific lunch at the coffee, sandwich and wine bar within walking distance,...
Danville Retreat w/ Hot Tub & Cozy Fireplace!
Hidden Haven - Hot Tub, Outdoor Shower & Firepit
Property grounds
Hidden Haven - Hot Tub, Outdoor Shower & Firepit
9.2 out of 10, Wonderful, (10)
"Both SUP were in POOR condition. We were looking forward to using those but ended up kayaking. 1 mouse seen in great room."
Hidden Haven - Hot Tub, Outdoor Shower & Firepit
FREE Parking!! 5★ Amenities! 1 Gig WIFI! DOWNTOWN!
Living area
FREE Parking!! 5★ Amenities! 1 Gig WIFI! DOWNTOWN!
9.0 out of 10, Wonderful, (6)
"The only issue we had was that when we arrived it was extremely hot in the home and the air conditioners (window units) were also on. When we tried to turn the heat down, the thermostat was locked. I went back and forth with the property owner and he finally unlocked the thermostat remotely so we could adjust it. I've never experienced that before. "
FREE Parking!! 5★ Amenities! 1 Gig WIFI! DOWNTOWN!
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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

Located in Historic Old West End. Minutes from the River District and Casino.
Paper towels
Located in Historic Old West End. Minutes from the River District and Casino.
10.0 out of 10, Exceptional, (5)
"Really clean and quiet. Close to everything in town!"
The price is ￥19,529
￥40,778 total
includes taxes & fees
Sep 27 - Sep 28
Located in Historic Old West End. Minutes from the River District and Casino.
The Cedar Farm Close To VIR, Danville
Property grounds
The Cedar Farm Close To VIR, Danville
10.0 out of 10, Exceptional, (23)
"The house is very clean in a quiet neighborhood. The house is spacious and comfortable. Took a trip to Hillsboro nc. We ate at the Colonial Inn and explored the historic town. We will be back in the future."
The Cedar Farm Close To VIR, Danville
Modern Victorian Home across Averett University
Fridge, microwave, oven, stovetop
Modern Victorian Home across Averett University
10.0 out of 10, Exceptional, (16)
"We had the best time ever!! Beautiful home, beautiful town, we loved it and are looking forward to going back."
The price is ￥19,529
￥46,566 total
includes taxes & fees
Sep 29 - Sep 30
Modern Victorian Home across Averett University
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.