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South Boston Vacation Rentals

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Oct 10 - Oct 12
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Oct 24 - Oct 26
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Dec 19 - Dec 21

Vacation Rentals in South Boston

Our top choices for South Boston vacation rentals

2 Mi to South Boston Speedway: Cozy Tiny Home!
House (1 Bedroom) | Interior

2 Mi to South Boston Speedway: Cozy Tiny Home!

3.0 star property
2 Mi to South Boston Speedway: Cozy Tiny Home!
Lakefront Log Cabin on Beautiful Kerr Lake in downtown Clarksville VA
Dining

Lakefront Log Cabin on Beautiful Kerr Lake in downtown Clarksville VA

10.0 out of 10, Exceptional, (95)
"We enjoyed our stay and loved the cabin."
Lakefront Log Cabin on Beautiful Kerr Lake in downtown Clarksville VA
Kerr/Buggs Island Lake waterfront home w/dock, just off main channel!
Terrace/patio

Kerr/Buggs Island Lake waterfront home w/dock, just off main channel!

2.0 star property
9.8 out of 10, Exceptional, (9)
"We really enjoyed the lake house. Loved the location. Host was great! Hope to come back soon!! "
Kerr/Buggs Island Lake waterfront home w/dock, just off main channel!
Kerr Lake Log Cabin On Calm Cove With Gentle Slope To Water, Nearby Sandy Beach
4 bedrooms, iron/ironing board, travel crib, WiFi

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

10.0 out of 10, Exceptional, (186)
"Second year staying here for a family gathering. Great space and location."
Kerr Lake Log Cabin On Calm Cove With Gentle Slope To Water, Nearby Sandy Beach
Solar powered cottage at lake, with dock, on private 300 acre timber preserve
Dining

Solar powered cottage at lake, with dock, on private 300 acre timber preserve

9.8 out of 10, Exceptional, (156)
"Great location. Atmosphere. And overall vibe. Cant wait to Hopefully Go Again!"
Solar powered cottage at lake, with dock, on private 300 acre timber preserve
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.

9.8 out of 10, Exceptional, (31)
"Perfect location to the casino and restaurants. We loved our stay. "
The price is ￥17,935
￥38,658 total
includes taxes & fees
Sep 25 - Sep 26
Located in Historic Old West End. Minutes from the River District and Casino.
Walking Distance to Casino
Property grounds

Walking Distance to Casino

10.0 out of 10, Exceptional, (24)
"It is a very nice little home with a well thought out layout. Check in and out were super smooth and the bed was very comfortable. Will stay again when we come to town. "
The price is ￥25,802
￥63,048 total
includes taxes & fees
Sep 28 - Sep 29
Walking Distance to Casino
Historic 2 br & 2 ba On the River
Smart TV

Historic 2 br & 2 ba On the River

9.6 out of 10, Exceptional, (43)
"Pleasant experience."
Historic 2 br & 2 ba On the River
LAKE VIEW! FISHERMANS DREAM! CLOSE TO BLUESTONE BOAT LANDING!
Terrace/patio

LAKE VIEW! FISHERMANS DREAM! CLOSE TO BLUESTONE BOAT LANDING!

9.8 out of 10, Exceptional, (9)
"Very nice place very clean and good if you have a boat also"
LAKE VIEW! FISHERMANS DREAM! CLOSE TO BLUESTONE BOAT LANDING!
Mayo Lake Lower Unit Highend, Clean, Updated
Fridge, microwave, oven, stovetop

Mayo Lake Lower Unit Highend, Clean, Updated

10.0 out of 10, Exceptional, (93)
"Well maintained property, beautiful lake view. Quick access to town and dining. Brought our paddle boards and walked them down to the lake, which was really nice since the lake did not have many boaters. "
The price is ￥13,161
￥24,832 total
includes taxes & fees
Oct 1 - Oct 2
Mayo Lake Lower Unit Highend, Clean, Updated
The Cedar Farm Close To VIR, Danville
Property grounds

The Cedar Farm Close To VIR, Danville

10.0 out of 10, Exceptional, (34)
"Our stay was wonderful! The property was as described—clean, comfortable, and well-equipped with everything we needed. The host was responsive and made the check-in process seamless. The location was great, and we had a pleasant and relaxing experience. Would definitely stay again!"
The Cedar Farm Close To VIR, Danville
Bring YOUR BOAT- Private Dock, Deep Water, Gameroom and Firepit
Exterior detail

Bring YOUR BOAT- Private Dock, Deep Water, Gameroom and Firepit

9.8 out of 10, Exceptional, (33)
"Beautiful home, comfortable beds, spacious kitchen/living area. Great location! We plan to book again!"
Bring YOUR BOAT- Private Dock, Deep Water, Gameroom and Firepit
H2O-FRONT Chef’s_Kitchen Gig-WiFi DogsOK EV-Charger Alexa
Property grounds

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

9.8 out of 10, Exceptional, (93)
"Beautiful location on the lake!!"
H2O-FRONT Chef’s_Kitchen Gig-WiFi DogsOK EV-Charger Alexa
"Cottage On The Cove" Private Lakefront Paradise with Paddleboards & Kayaks
Property grounds

"Cottage On The Cove" Private Lakefront Paradise with Paddleboards & Kayaks

10.0 out of 10, Exceptional, (171)
"Cottage on the cove is one of the best homes we’ve stayed in. The house is extremely well stocked, the lake is gorgeous, with really great fishing, and there is enough around in the surrounding area to venture out for days trips if needed. We highly recommend staying here."
"Cottage On The Cove" Private Lakefront Paradise with Paddleboards & Kayaks
Rustic Red Cabin on Kerr Lake
Exterior

Rustic Red Cabin on Kerr Lake

10.0 out of 10, Exceptional, (3)
"Great location, very nice home. We will definitely be returning."
Rustic Red Cabin on Kerr Lake
Home featuring 3 Rooms 1 Bath Sleeps 6 Guest
Exterior detail

Home featuring 3 Rooms 1 Bath Sleeps 6 Guest

10.0 out of 10, Exceptional, (4)
"This home was great for our short stay."
The price is ￥24,577
￥31,206 total
includes taxes & fees
Oct 6 - Oct 7
Home featuring 3 Rooms 1 Bath Sleeps 6 Guest
Dan River Chateau-In ground swimming pool great for hosting or relaxing
Terrace/patio

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

9.4 out of 10, Exceptional, (13)
"We stayed four days for my Mom's 84th bd..This home is way way underpriced..Three bedroom 2 bath and a 4-8' pool..normally 350 would be reasonable.. I can't tell you the deal we received.. The Host answered ALL of our questions/ concerns within 5 minutes..What more could one ask for? "
Dan River Chateau-In ground swimming pool great for hosting or relaxing
Historic 2 br & 1 ba On the River
Interior

Historic 2 br & 1 ba On the River

9.6 out of 10, Exceptional, (45)
"I’ve stayed in this particular unit twice now (as well as 1 time in the unit next door) and all my stays with this host have been wonderful."
Historic 2 br & 1 ba On the River
Cozy home near golf & casino! in tranquil Danville
Casino

Cozy home near golf & casino! in tranquil Danville

6.0 out of 10, (2)
"The state there was excellent the property and every essential you can think of was fully loaded the only issue was the code process. We got locked out and it tried to reach property manager and could not so we reached out to BRBO and they contacted him but with no avail we were unsuccessful however we did manage to get into the"
The price is ￥36,755
￥105,723 total
includes taxes & fees
Sep 25 - Sep 26
Cozy home near golf & casino! in tranquil Danville
Boutique Guest Stay in Downtown Clarksville
Fridge, microwave, oven, stovetop

Boutique Guest Stay in Downtown Clarksville

9.6 out of 10, Exceptional, (10)
"This was our second stay at this property and we thoroughly enjoyed it again!The property is clean, and the communication with the host was excellent. The people of Clarksville are so kind and welcoming. The location is great for lake activities, or exploring the area. We found some great local breweries and vinyards within reasonable distance and of course enjoyed Buggs Island Brewery for live music lakeside in the evenings. Highly recommend!!"
The price is ￥23,264
￥53,094 total
includes taxes & fees
Oct 7 - Oct 8
Boutique Guest Stay in Downtown Clarksville
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 South Boston Hotel Reviews

Quality Inn Danville - University Area

Quality Inn Danville - University Area

10/10 Excellent
"Front Desk folks were very helpful and friendly."
James 1-night trip
Posted 3 days ago
Quality Inn Danville - University Area

Find out more about South Boston

Find out more about South Boston

Search for holiday rentals in South Boston on Expedia! You can easily find your home rentals, villas, holiday apartments in South Boston using one of the methods below:

  • View our selection of featured holiday rentals in South Boston
  • Use the map to find apartments and other holiday homes in the South Boston neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in South Boston while they last

Look no further and take a look at our great range of rental properties in South Boston!

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in South Boston?

Yes, we give you a choice of vacation rentals in South Boston near Vaughan St. Park, or you can select a more remote option if you want a relaxing stay. Our travelers say South Boston has a good selection of restaurants. Make sure you have time to check out the local tours and entertainment choices during your trip.

What are some of the best vacation rentals that South Boston has to offer?

Kerr/Buggs Island Lake waterfront home w/dock, just off main channel!: This vacation home rental near South Boston is located on a lake and has a fireplace, a balcony, and air-conditioning to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, 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.

How many vacation rentals are there in South Boston?

Choose from 3 Expedia vacation rentals in South Boston for a memorable vacation.

What can I see and do in South Boston?

Family-friendly attractions include Vaughan St. Park and North Main Street Park, whereas Hudson Heritage Farms and Constitution Square are a couple of great spots to enjoy the outdoors. Downtown South Boston Farmers Market and South Boston Speedway are other places to visit while you're in town.

What are vacation rentals like in South Boston?

Vacation rentals are privately owned properties you can reserve for a short or long stay in South Boston. Vacation rentals offer amenities like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, a vacation rental can provide a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for small groups.