Search Vacation Homes in South Shore

Start date: Check-in selected.
To Date
End date: Check-out

Check prices for these dates

In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Our top choices for South Shore vacation homes

Outdoor dining
Charming 2-bedroom house located in beautiful wooded setting!

Charming 2-bedroom house located in beautiful wooded setting!

Charming 2-bedroom house located in beautiful wooded setting!
Raceland
9.8 out of 10, Exceptional, (6)
"Very nice house in a very peaceful setting. Beds and furniture are comfortable too. Will be staying here again in the future"
United States
Barry M.
$183 nightly
The price is $202
Dec 13 - Dec 14
Total with taxes and fees
Charming 2-bedroom house located in beautiful wooded setting!
1 bedroom, travel crib, WiFi, bed sheets
Riverview Getaway

Riverview Getaway

Riverview Getaway
Vanceburg
10.0 out of 10, Exceptional, (11)
"Very nice little Vrbo. "
United States
Rebecca S.
$125 nightly
The price is $134
Dec 14 - Dec 15
Total with taxes and fees
Riverview Getaway
Terrace/patio
The Kitchie Kottage/ House

The Kitchie Kottage/ House

The Kitchie Kottage/ House
Portsmouth
9.8 out of 10, Exceptional, (15)
"Immaculate and cozy, the host Anthony helpful, congenial and dependable, I love this place; it has become an annual stay. Beds are very comfy, kitchen is well provisioned for cooking or hosting. Lovely inside and outside, I highly recommend The Kitchie Kottage."
United States
Paula M.
$195 nightly
The price is $203
Jan 5 - Jan 6, 2026
Total with taxes and fees
The Kitchie Kottage/ House
Microwave, oven, stovetop, dishwasher
Charming 2-bedroom house in wonderful Portsmouth with AC, WiFi

Charming 2-bedroom house in wonderful Portsmouth with AC, WiFi

Charming 2-bedroom house in wonderful Portsmouth with AC, WiFi
Portsmouth
10.0 out of 10, Exceptional, (14)
"Place was very clean and well kept will definitely stay here again"
United States
eric
$263 nightly
The price is $272
Dec 14 - Dec 15
Total with taxes and fees
Charming 2-bedroom house in wonderful Portsmouth with AC, WiFi
Living area
Corner Cottage 2 bedroom pets welcome and close to downtown

Corner Cottage 2 bedroom pets welcome and close to downtown

Corner Cottage 2 bedroom pets welcome and close to downtown
Ashland
9.0 out of 10, Wonderful, (2)
"Very quiet, clean, nice house "
United States
Karen S.
$236 nightly
The price is $267
Dec 19 - Dec 20
Total with taxes and fees
Corner Cottage 2 bedroom pets welcome and close to downtown
Exterior
The Eagle's Nest:5 bed 3BathBeautiful Craftsman Home

The Eagle's Nest:5 bed 3BathBeautiful Craftsman Home

The Eagle's Nest:5 bed 3BathBeautiful Craftsman Home
Ashland
9.8 out of 10, Exceptional, (22)
"A great property; warm, cozy and accommodating. "
United States
Kevin C.
$293 nightly
The price is $342
Dec 19 - Dec 20
Total with taxes and fees
The Eagle's Nest:5 bed 3BathBeautiful Craftsman Home
Property grounds
Green Acres

Green Acres

Green Acres
2.0 star property
Minford
10.0 out of 10, Exceptional, (16)
"Very clean and great amenities "
United States
Michele
$297 nightly
The price is $297
Dec 15 - Dec 16
Total with taxes and fees
Green Acres
Exterior detail
Carroll Manor: RecentlyRenovated English Tutor. Sleeps 8

Carroll Manor: RecentlyRenovated English Tutor. Sleeps 8

Carroll Manor: RecentlyRenovated English Tutor. Sleeps 8
Ashland
9.8 out of 10, Exceptional, (11)
"Beautiful house with all of the accommodations to make us comfortable for our stay!"
United States
Darrin I.
$294 nightly
The price is $343
Dec 13 - Dec 14
Total with taxes and fees
Carroll Manor: RecentlyRenovated English Tutor. Sleeps 8
Outdoor dining
Cozy Fonzie Flat

Cozy Fonzie Flat

Cozy Fonzie Flat
Ashland
10.0 out of 10, Exceptional, (1)
"It was a very pleasant stay, it was well maintained and clean. The property manager answered my questions quickly and efficiently,also was very professional. As a Veteran it was nice to have a place that accepts pets. "
United States
James F.
$254 nightly
The price is $288
Dec 13 - Dec 14
Total with taxes and fees
Cozy Fonzie Flat
Fridge, microwave, oven, stovetop
Secluded ranch home

Secluded ranch home

Secluded ranch home
Ashland
10.0 out of 10, Exceptional, (15)
"Another great stay"
United States
Alix E.
$259 nightly
The price is $293
Dec 13 - Dec 14
Total with taxes and fees
Secluded ranch home
Exterior
Modern Comfort Near KDMC: 3BR Home w/ Workspace & Coffee Bar

Modern Comfort Near KDMC: 3BR Home w/ Workspace & Coffee Bar

Modern Comfort Near KDMC: 3BR Home w/ Workspace & Coffee Bar
Coal Grove
$201 nightly
The price is $201
Dec 19 - Dec 20
Total with taxes and fees
Modern Comfort Near KDMC: 3BR Home w/ Workspace & Coffee Bar
Living area
4Bed/3Bath GREYSTONE COTTAGE

4Bed/3Bath GREYSTONE COTTAGE

4Bed/3Bath GREYSTONE COTTAGE
Ashland
9.4 out of 10, Exceptional, (8)
"great for a quick stop."
United States
William M.
$350 nightly
The price is $408
Dec 15 - Dec 16
Total with taxes and fees
4Bed/3Bath GREYSTONE COTTAGE
Exterior
Visit The Sage Door House

Visit The Sage Door House

Visit The Sage Door House
Wheelersburg
$377 nightly
The price is $401
Jan 7 - Jan 8, 2026
Total with taxes and fees
Visit The Sage Door House
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top South Shore Hotel Reviews

Holiday Inn Portsmouth Downtown by IHG

Holiday Inn Portsmouth Downtown by IHG

10/10 Excellent
"It was really clean, staff was amazing juat wish they had complimentary breakfast."
Jewelie 1-night trip
Posted 16 hours ago
Holiday Inn Portsmouth Downtown by IHG

Find out more about South Shore

South Shore Vacation Homes information

Number of reviews
101
Accommodation
30 Vacation Homes
Lowest Price
$134
Highest Price
$408

Explore a world of travel with Expedia