Photo by kristy in VA

Search Holiday Rentals in South Boston

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Top Holiday Rentals in South Boston

Fridge, microwave, oven, stovetop
A roomy, comfortable home close to everything.
10.0 out of 10, Exceptional, (3)
"Dean is an amazing host! Very responsive, friendly and easy going. His property was immaculate and we felt right at home from the moment we arrived! If you need to stay in the area, you won’t regret staying here!!"
A roomy, comfortable home close to everything.
Private kitchen
Cozy Cottage in Schoolfield - Sleeps 6 - 10 min walk to Caesars Virginia
10.0 out of 10, Exceptional, (2)
"Convenient location to everything in Danville. Enjoyed the stay a lot"
The price is £145
per night
6 May - 7 May
Cozy Cottage in Schoolfield - Sleeps 6 - 10 min walk to Caesars Virginia
Fridge, microwave, stovetop, dishwasher
Historic 2 br & 1 ba On the River
10.0 out of 10, Exceptional, (16)
"Came to Danville to visit a dying friend. Very convenient location ,local food in the area was wonderful. The location being next to the river and the nature trail was amazing. I sat outside watching birds both mornings. Thanks so much."
Historic 2 br & 1 ba On the River
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Property grounds
Solar powered lake cottage with dock on private 300 acre preserve
9.6 out of 10, Exceptional, (133)
"Setting was wonderfully beautiful and silent. Kitchen supplies a little wanting. I suspect that even Thoreau had a bowl."
Solar powered lake cottage with dock on private 300 acre preserve
Interior
Danville Retreat w/ Hot Tub & Cozy Fireplace!
10.0 out of 10, Exceptional, (2)
"This house was perfect for our stay. Every bed was filled but the house is so spacious it never felt too crowded. Each bedroom and bathroom was very nice and comfortable. The neighborhood was quiet and the house is in a good location. We were able to walk to a coffee shop on the corner, which we enjoyed. Plenty of street parking for everyone - it was never an issue. Had to reach out to the property manager once for a question and he reponded very quickly and was able to help us. Finally, the...
Danville Retreat w/ Hot Tub & Cozy Fireplace!
Private dock/beach on quiet cove - Lake house w/ king beds. Pet-friendly
9.4 out of 10, Exceptional, (75)
"The house was perfect we was in town for a fishing trip. The house had accesss to the lake with a dock to park a boat at. The hows was clean and easy check in process. Loved the stay and will rebook in the future."
Private dock/beach on quiet cove - Lake house w/ king beds. Pet-friendly
Terrace/patio
Hyco Lake Hideout - amazing location!
10.0 out of 10, Exceptional, (1)
"The place was very nice. Was clean and well taken care of. Would definitely recommend and will definitely return."
Hyco Lake Hideout - amazing location!
Interior
Lakefront Log Cabin on Beautiful Kerr Lake in downtown Clarksville VA
10.0 out of 10, Exceptional, (57)
"Our stay was a great one. Our whole family stayed for a couple days and wife and I for the rest of visit. Jim Moody was an excellent host. I guess if I had to complain about anything it would be the uncomfortable of the sofa beds.A positive note is our sons dog loved the properties dog park."
Lakefront Log Cabin on Beautiful Kerr Lake in downtown Clarksville VA
Exterior
Lakefront, Great Views, Hot Tub, Boat Options
9.8 out of 10, Exceptional, (83)
"The house is great, there is a thing with the water getting a sulfur smell but the owner said to let water run for awhile and it fixed it on up and we didn’t have any more problems during our stay."
Lakefront, Great Views, Hot Tub, Boat Options
Kerr Lake Log Cabin On Calm Cove With Gentle Slope To Water, Nearby Sandy Beach
10.0 out of 10, Exceptional, (154)
"Been staying in this home in the spring and fall for years and have had a great time each and every time!! Thanks So Much To The Owner’s"
Kerr Lake Log Cabin On Calm Cove With Gentle Slope To Water, Nearby Sandy Beach
Property grounds
Graceland
10.0 out of 10, Exceptional, (6)
"Amazing home right on the water with tons of room"
Graceland
Aerial view
Bring YOUR BOAT- Private Dock, Deep Water, Gameroom and Firepit
10.0 out of 10, Exceptional, (18)
"Wonderful house and location"
Bring YOUR BOAT- Private Dock, Deep Water, Gameroom and Firepit
Fridge, microwave, oven, stovetop
Modern Victorian Home across Averett University
10.0 out of 10, Exceptional, (11)
"We really enjoyed our stay in this spacious and expertly remodeled Victorian home in a charming residential neighborhood. Love the high ceilings, large porches and big screen TVs."
The price is £352
per night
10 May - 11 May
Modern Victorian Home across Averett University
Property grounds
6 Bedrooms, Lakefront, Hot-Tub & Private Dock
9.4 out of 10, Exceptional, (9)
"The Lake House was a great place for my family to reconnect from our busy and hectic schedule. The house is spacious with a nice view of the lake. We enjoyed the covered pier for fishing and hanging out. Plus, a spacious covered deck for gathering. The kitchen worked well for meal preparation with plenty of open space upstairs and downstairs for socializing."
6 Bedrooms, Lakefront, Hot-Tub & Private Dock
Outdoor pool
SPECIAL PRICING: Miles to VIR, Birch Creek Spdwy, Martinsville , S.Boston
9.8 out of 10, Exceptional, (28)
"Once again we enjoyed our stay during the annual VIR Speed Tour weekend. Good to connect with family and friends who enjoy time at VIR while also spending time with so many amenities and a genuinely comfortable place to stay."
SPECIAL PRICING: Miles to VIR, Birch Creek Spdwy, Martinsville , S.Boston
Property grounds
Cute Lakefront Cottage
9.8 out of 10, Exceptional, (44)
"We had a good time staying at Mark's guest home. It's a beautiful spot, has all your basic needs & it's a perfect place to disconnect. We will definitely be back!"
Cute Lakefront Cottage
Outdoor dining
WATERFRONT LOG HOME w/ HOT TUB, 2 FIREPLACES, FIRE PIT, 77" TV SURROUND SOUND!
9.6 out of 10, Exceptional, (59)
"Beautifully decorated for a December stay! Charming and cozy cabin. Clean and well stocked with appliances needed for cooking/baking…we are a family that loves to cook! Super quiet neighborhood and convenient to Clarksville. Can highly recommend."
WATERFRONT LOG HOME w/ HOT TUB, 2 FIREPLACES, FIRE PIT, 77" TV SURROUND SOUND!
Interior
Historic 2 br & 2 ba On the River
10.0 out of 10, Exceptional, (17)
"Unit is as pictured. Easy location to walk to restaurants in the River District and downtown, as well as across the bridge to the Riverwalk and connected parks."
Historic 2 br & 2 ba On the River
Private kitchen
Nellie's Nest- A newly remodeled quaint home!
The price is £315
per night
5 May - 6 May
Nellie's Nest- A newly remodeled quaint home!
Paper towels
Cozy 3 bdrm 2bath home close to Averrett University (smoking allowed)
10.0 out of 10, Exceptional, (1)
"We booked this house to attend what turned out to be a horrible festival called blueridge rock festival. While our festival had issues our rental did not! Our rental had plenty of space for us to invite friends over , bake a lasagna and play some card games together which helped salvage our trip. The home was very spacious, had a lot of nice touches such as a variety of Board games, extra dishes and cookware ect. Rooms were clean and beds were comfy! 10/10 would recommend."
The price is £304
per night
5 May - 6 May
Cozy 3 bdrm 2bath home close to Averrett University (smoking allowed)
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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.

Other types of properties in South Boston you may be interested in

Hiking
The Berry Hill Resort & Conference Center
4.0 star property
9.2 out of 10, Wonderful, (499)
"Beautiful property and our room was just as described. Loved the back balcony off of our room with rocking chairs to enjoy the evening. Highly recommend visiting the Library bar in Mansion restaurant for enjoyable cocktails and exceptional service. Can’t wait to visit again."
The price is £169
per night
3 May - 4 May
The Berry Hill Resort & Conference Center
Lobby
Americas Best Value Inn & Suites South Boston
2.0 star property
5.6 out of 10, (178)
"Office was closed when I locked myself out. I walked around to find personnel to let me back in room."
The price is £49
per night
9 May - 10 May
Americas Best Value Inn & Suites South Boston
Boating
Clarion Pointe South Boston - Danville East
3.5 star property
7.4 out of 10, Good, (171)
"nothing unique about property, just peaceful."
The price is £105
per night
19 May - 20 May
Clarion Pointe South Boston - Danville East
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.

Everything you need to know about South Boston holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the South Boston holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect South Boston holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

South Boston holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in South Boston. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A South Boston holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of South Boston holiday rentals we have selected for you start as low as £145 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on South Boston rentals

At Expedia, we put the best South Boston holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top South Boston rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream South Boston holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around South Boston. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in South Boston?

Yes, there are holiday rentals close to the most popular sights in South Boston, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers 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 holiday rentals that South Boston has to offer?

Hyco Lake Hideout - amazing location!: This holiday home rental outside of South Boston is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a garden.

How many holiday rentals are there in South Boston?

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

What can I see and do in South Boston?

Enjoy the area's cultural attractions such as L. E. Coleman African-American Museum, or get outdoors into nature at a spot like Hudson Heritage Farms. In the wider area, you’ll find South Boston Speedway and Staunton River State Park.

What are holiday rentals like in South Boston?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in South Boston. Holiday rentals feature amenities like kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a clean environment, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for a small group gathering.

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