Photo by kristy in VA

Vacation rentals in South Boston

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Top vacation rentals in South Boston

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

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

29.47 mi from city center
$237 nightly
The price is $274 total per night
$274 total
Jun 9 - Jun 10
Total includes taxes and fees
This vacation home features laundry facilities.
Washer
Dryer
Bring YOUR BOAT- Private Dock, Deep Water, Gameroom and Firepit

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

23.06 mi from city center
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This cottage featured laundry facilities and barbecue grills.
Washer
Dryer
Waterfront home with dock, just off main channel, minutes from Clarksville!

Waterfront home with dock, just off main channel, minutes from Clarksville!

2 out of 5
23.29 mi from city center
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This vacation home features laundry facilities. There's fun for all ages with a playground and an arcade/game room.
Kitchen
Washer
Lakefront Log Cabin on Beautiful Kerr Lake in downtown Clarksville VA

Lakefront Log Cabin on Beautiful Kerr Lake in downtown Clarksville VA

19.51 mi from city center
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This cabin features a hot tub and a sauna. A garden, laundry facilities, and barbecue grills are also on offer.
Hot Tub
Kitchen
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

17.7 mi from city center
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This vacation home features a water park, a garden, and laundry facilities. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site.
Kitchen
Washer
Kerr Lake Log Cabin On Calm Cove With Gentle Slope To Water, Nearby Sandy Beach

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

22.21 mi from city center
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This cabin featured laundry facilities and barbecue grills.
Kitchen
Washer
Cozy Lakefront Cabin in Semora w/ Large Dock!

Cozy Lakefront Cabin in Semora w/ Large Dock!

16.7 mi from city center
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This cabin featured laundry facilities and barbecue grills.
Kitchen
Washer
Cute Lakefront Cottage

Cute Lakefront Cottage

20.8 mi from city center
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This cottage includes a garden and barbecue grills.
Kitchen
Air conditioning
Solar powered cottage at lake, with dock, on private 300 acre timber preserve

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

23.02 mi from city center
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Stay at this cottage in Clarksville. Enjoy an in-room coffeemaker and air conditioning. Popular attractions Old Soudan Wildlife Management Area and Longwood Public Use Area are located nearby.
Kitchen
Pet friendly
Miles to VIR, Caesar's VA Casino, Martinsv'l , S.Boston, Priv. Pool POOLS OPEN

Miles to VIR, Caesar's VA Casino, Martinsv'l , S.Boston, Priv. Pool POOLS OPEN

19.36 mi from city center
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This vacation home features an outdoor pool and a hot tub. Enjoy the sauna and conveniences like a garden and laundry facilities.
Pool
Hot Tub
Kerr Contentment Kerr Lake/Buggs Island waterfront, an amazing view

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

22.42 mi from city center
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This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Backwoods Milton House 3BR&2bath 3 Miles from VIR

Backwoods Milton House 3BR&2bath 3 Miles from VIR

2 out of 5
20.17 mi from city center
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This vacation home features laundry facilities.
Washer
Dryer
Single-Story Cabin on Hyco Lake: Swim & Unwind!

Single-Story Cabin on Hyco Lake: Swim & Unwind!

19.28 mi from city center
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This cabin includes a garden and laundry facilities.
Kitchen
Washer
Graceland

Graceland

19.2 mi from city center
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A hot tub is featured at this vacation home, along with laundry facilities and barbecue grills.
Hot Tub
Kitchen
"Cottage On The Cove" Private Lakefront Paradise with Paddleboards & Kayaks

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

16.71 mi from city center
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This vacation home features a garden, laundry facilities, and barbecue grills. There's fun for all ages with a playground and an arcade/game room.
Kitchen
Washer
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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.

The Best Way to Find your Vacation Rentals in South Boston

How cheap can a vacation rental in South Boston be?

You can find vacation rentals in South Boston for as low as $274 per night.

How do you look for the best vacation rental deals in South Boston with Travelocity?

Travelocity provides the best vacation rental deals in various locations throughout South Boston so you can create the perfect plan for you. You can search and filter by type of property, amenities, neighborhood, price range, number of bedrooms, and more.

Are cancellations free on vacation rentals with Travelocity?

Each vacation rental has its own cancellation policy. It’s essential to understand the terms of your agreement before booking. Most rentals in South Boston can be canceled for free when notifying the property before the cancellation deadline.

What types of vacation rentals are available in South Boston?

Short term rentals come in all shapes and sizes. Choose from properties for a wide range of budgets and types of holidays. Families, couples, outdoor adventurers, and leisure travelers alike will find the perfect place for them. Check out our South Boston vacation apartments to get started building your trip.

What are the benefits of booking a short-term rental in South Boston?

Whether it’s for a summer getaway, a winter excursion, or a routine business trip, South Boston vacation homes are often an excellent choice. You can enjoy group vacations with short term rentals to fit your party size. You might take a romantic weekend for two or plan a family reunion, and all stay under one roof. The options are endless, and you can find them on Travelocity.

Why is Travelocity the best site to find your vacation rental in South Boston?

With Travelocity, all your travel needs are taken care of in one convenient platform. We offer fantastic deals on our large selection of vacation rentals to get you the most savings and rewards back on every booking. Save more when you bundle bookings together, including car rentals, flights, and activities. Here, you can build custom South Boston vacations.

How to cancel your vacation rental with Travelocity?

To cancel your vacation rental, contact the property manager. You can find their contact information in the ‘Itinerary’ section of your Travelocity account. Most properties receive a full refund when you cancel before the cancellation deadline. Policies vary by property, so it’s important to understand the terms before booking. For more information, visit our customer service portal.