South Boston Vacation Rentals from ￥11,184: Search Short-Term Rentals

A stone ruin with wooden scaffolding, surrounded by a wooden fence and lush greenery.

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Our top choices for South Boston vacation rentals

A small, well-lit room with a dining table and chairs, a white door, and a refrigerator.

1. 4 Blocks from UPTOWN, all new renovation, SUPER NICE!

Roxboro

Reginald G.

￥21,077 total

includes taxes & fees

Nov 30 - Dec 1

A dining area with a wooden table, chairs, a chandelier, and a cabinet with decorative items.

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

Danville

Pattie C.

￥44,441 total

includes taxes & fees

Nov 13 - Nov 14

A fire pit with chairs, a gravel area, and a lake view.

3. Buggs Island/Kerr Lake Water Views, Shared Dock

Clarksville

Shannon H.

￥67,877 total

includes taxes & fees

Nov 16 - Nov 17

A living room with a sofa, a coffee table, and a potted plant.

4. Insta-worthy 2Bd/1Ba Apt | Minutes from Downtown!

Danville

Joseph M.

￥44,071 total

includes taxes & fees

Dec 7 - Dec 8

A race track with multiple cars, a Coca-Cola advertisement, and a row of houses in the background.

5. Chic Haven: 2b/1bath in the Heart of Danville

Danville

Justin L.

￥42,030 total

includes taxes & fees

Dec 2 - Dec 3

A cabin with a large sliding glass door leading to a deck with a view of a lake and autumn trees. Inside, there is a sofa and a dining table with chairs.

6. Hyco Hospitable, 2026 Reno, Sleeps 8, Water Views!

Semora

￥87,542 total

includes taxes & fees

Nov 17 - Nov 18

A house by a lake with a snowy landscape and trees in the background.

7. 10 minutes from VIR. Great bass fishing! Rustic cottage on large private pond.

Alton

Chris N.

￥83,196 total

includes taxes & fees

Nov 24 - Nov 25

A dining area with a dark wooden table, a chair, a wall clock, a framed picture, and a wall-mounted light fixture.

8. Walking Distance to Casino

Danvilel

Brenda

￥76,088 total

includes taxes & fees

Nov 16 - Nov 17

A spacious living room with a large TV, a red sofa, and a patterned rug.

9. Iconic Church Turned Unique Stay (Casino/VIR)

Danville

Connie R.

￥108,141 total

includes taxes & fees

Nov 15 - Nov 16

A modern kitchen with white cabinetry, a black countertop, a built-in microwave, a stove, and a black door with a window.

10. Ranch-Style Retreat | 3BR/2BA | Central Location

Danville

"The house is nicely redone inside. Nice new appliances and everything worked just fine. There is a bit of a grease ant problem. Kitchen was not stocked. Only thing there was a disposable salt and pepper shaker. No spices, no condiments. There was one small box of sandwich bags but no other things like tinfoil or plastic wrap. No napkins. Just a roll of paper towels. My thought is that kind of thing should be disclosed in the listing.My main concern is the hood-like neighborhood. People speeding...

Christopher B.

￥94,488 total

includes taxes & fees

Dec 1 - Dec 2

11. Hyco Lake Glass Retreat + Hot Tub

Semora

Mark

￥110,615 total

includes taxes & fees

Dec 7 - Dec 8

A staircase with white balusters and wooden handrails, leading to a landing with a patterned rug and a mirror.

12. LYNCHBURG/LIBERTY U - AMISH COUNTRY LUXURY ESTATE

Gretna

￥176,820 total

includes taxes & fees

Nov 18 - Nov 19

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Find vacation rentals that suit your style

Top South Boston Hotel Reviews

An indoor swimming pool with a high ceiling and wooden beams, surrounded by lounge chairs and potted plants.

The Berry Hill Resort & Conference Center

South Boston

10/10 Excellent

Benjamin

A hot tub with wooden steps and a bench, surrounded by windows and plants.

Charles Bass House Bed & Breakfast

South Boston

10/10 Excellent

I chose this place based upon the pictures and reviews. Upon pulling up to the house, a huge rainbow flag was festooned over the entrance. There was also rainbow (LGBT pride) items in the kitchen. The website makes no mention, at least that I saw, that it is an LGBT owned/friendly place, nor did any of the pictures show the flags, etc. I don't mind what people do in the privacy of their own home, but running a B&B & pushing your sexuality on guests who may or may not approve is very...

Anonymous traveler

A rooftop patio with outdoor furniture, a large umbrella, and a view of the cityscape.

The Bee Hotel Danville

Danville

10/10 Excellent

Garry

A lobby with a sofa, armchairs, a table, and a potted plant.

Sleep Inn & Suites Danville Hwy 58

Danville

10/10 Excellent

CAROL

A wooden deck with a metal roof overlooking a lake.

Clarion Pointe South Boston - Danville East

South Boston

10/10 Excellent

antonio

A breakfast buffet with various food items and a coffee machine.

Quality Inn South Boston - Danville East

South Boston

10/10 Excellent

Darlene

A modern hotel lobby with a large mural of a lake and autumn trees, a seating area with colorful chairs, a sofa, and a kitchen area with a large window.

Clarion Pointe on the lake Clarksville-South Hill West

Clarksville

10/10 Excellent

David

A hotel lobby with a reception desk, seating area, and a dining space.

Holiday Inn Express Danville by IHG

Danville

10/10 Excellent

Anonymous traveler

A modern bar area with a central island, wooden accents, and a menu display.

Courtyard by Marriott Danville

Danville

10/10 Excellent

Anonymous traveler

A large hotel with a pool, a parking lot, and a landscaped area.

Caesars Virginia Hotel & Casino - A Caesars Rewards Destination

Danville

10/10 Excellent

Menisa

A view from a balcony with a pool, a bridge in the distance, and a clear sky.

Quality Inn - On The Lake Clarksville-Boydton

Clarksville

10/10 Excellent

Sabrina

A hotel room with a large marble bathtub, a bed with a headboard, a bedside table with a lamp, and a chair.

Quality Inn Danville - University Area

Danville

10/10 Excellent

Sharon

A hotel room with a large bed, two chairs, a desk, and a window with curtains.

Quality Inn - Roxboro South

Roxboro

10/10 Excellent

Sherryl

Find out more about South Boston

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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?

Lakefront Retreat, Private Cove & Dock, 10/10 Reviews, Peaceful Kerr Lake Escape: This vacation home rental near South Boston is located on a lake and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, 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 books.

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. South Boston Speedway and South Boston Town Hall 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.

South Boston Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for South Boston vacation rentals

1. 4 Blocks from UPTOWN, all new renovation, SUPER NICE!

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

3. Buggs Island/Kerr Lake Water Views, Shared Dock

4. Insta-worthy 2Bd/1Ba Apt | Minutes from Downtown!

5. Chic Haven: 2b/1bath in the Heart of Danville

6. Hyco Hospitable, 2026 Reno, Sleeps 8, Water Views!

7. 10 minutes from VIR. Great bass fishing! Rustic cottage on large private pond.

8. Walking Distance to Casino

9. Iconic Church Turned Unique Stay (Casino/VIR)

10. Ranch-Style Retreat | 3BR/2BA | Central Location

11. Hyco Lake Glass Retreat + Hot Tub

12. LYNCHBURG/LIBERTY U - AMISH COUNTRY LUXURY ESTATE

Find vacation rentals that suit your style

Top South Boston Hotel Reviews

The Berry Hill Resort & Conference Center

10/10 Excellent

Find out more about South Boston

Frequently Asked Questions

Can I find vacation rentals in South Boston?

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

How many vacation rentals are there in South Boston?

What can I see and do in South Boston?

What are vacation rentals like in South Boston?