
Vacation rentals in South Shore
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Top-rated vacation rentals in South Shore
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Top guest favorite

Home in South Point
4.98 out of 5 average rating, 54 reviewsSecluded 75 acre Ranch Home
BRating, 5 stars2 weeks ago
Dara was extremely helpful and understanding when some issues arose. Good communication and very responsive. I’d book again.
Guest favorite

Home in Ashland
4.95 out of 5 average rating, 43 reviewsThe Nest
YurielRating, 5 stars1 week ago
George has amazing home! It was very comfortable and peaceful. Everything was clean and prepared. Also amazing speakers!! Loved everything about it.
Guest favorite

Guesthouse in Jackson
4.96 out of 5 average rating, 48 reviewsCozy Spacious Getaway
KimberlyRating, 5 stars4 weeks ago
Way better than pictured. Was so comfortable and had everything we could need. The hot tub was AMAZING! We would love to come back in the summer and relax by the pool.
Guest favorite

Home in Peebles
4.9 out of 5 average rating, 39 reviewsHarvest Haven Grain Bin
RitaRating, 5 stars2 weeks ago
If you’re looking for a peaceful little getaway, this is the place for you from the kitchen to the bedroom. Everything was squeaky clean and very nicely decorated. We enjoyed grilling and spending time in the hot tub. You can hear traffic noises when you are outside, but that did not bother us. All in all it was the perfect place to celebrate our anniversary. I would definitely recommend this place to anyone!!
Guest favorite

Cabin in Jackson
4.86 out of 5 average rating, 71 reviewsCabin On 40Acre Hiking & Happiness Oasis
LauraRating, 5 stars1 month ago
We stay at this place everytime we travel to Jackson for our event!
Guest favorite

Home in Ashland
4.9 out of 5 average rating, 80 reviewsSuper Cute Modern Home
AmyRating, 5 stars1 week ago
The house had everything we needed for our short stay. We were in town for Easter and to celebrate my father-in-law’s 75th birthday. There was a power outage and Shane called to check on us. Thankfully we weren’t at the house when it happened, but everything was in order when we arrived back at the house.
Guest favorite

Cabin in Crown City
5 out of 5 average rating, 35 reviews“Eagles Nest” retreat w/ Hot tub & ATV option
EmmaRating, 5 stars1 month ago
My friends and I rented this property as a getaway for the 1 year anniversary of the loss of my friend's partner. This rental was truly lovely and relaxing. We found the property very clean and the beds/couches were comfortable. It was very private and we loved getting to use the ATVs. It's hard to be sad when you're ATVing and hot tubbing with your best friends. The property was also very close to many of the Mothman attractions we came to town for. We would definitely stay again. And Spooky the cat was so friendly. We are a bunch of animal-lovers, so he was a welcome friend during our stay.
Guest favorite

Cabin in Oak Hill
4.78 out of 5 average rating, 73 reviewsSecluded 2 bedroom cabin near Lake Jackson.
ZackRating, 5 stars1 week ago
Everytime I stay here, I love it more! The private setting and beautiful woods are great. I highly recommend this for anyone looking to get away and enjoy nature.
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