Vacation rentals in Winston County
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Top-rated vacation rentals in Winston County
Guests agree: these stays are highly rated for location, cleanliness, and more.
Home in Philadelphia
4.95 out of 5 average rating, 180 reviewsThe Green Loft in Philadelphia, MS; (# 1)
Once a Man Cave, now your serene escape! This cozy haven features a sprawling island, ample seating, & a 75" flat-screen smart TV with surround sound–perfect for entertaining guests with games or movie nights. With its open-concept layout & soaring vaulted ceilings, the living area exudes a spacious cabin ambiance. Nestled in a peaceful rural community, this one-of-a-kind retreat is bathed in abundant natural light through its expansive front windows, elevating the overall tranquil atmosphere.
Oct 23 – 30
Home in Macon
4.92 out of 5 average rating, 153 reviewsPeaceful Haven - quiet country spot
Our home is a duplex, it is 2 complete houses under one roof. We live in one end, the other ( the rental) has 2 bedrooms, 1 1/2 bath/shower, living/dining room, kitchen, laundry room, closets. Plain and simple but cozy and relaxing. Kitchen with all accessories. Bed linens,bath towels, soap etc are furnished. Front porch: swing and a glider/rocker with west view. Pavilion in yard with picnic table, rocking chairs, small grill, and a fire ring. A country spot that is peaceful, birds singing.
Aug 7 – 14
Home in Louisville
5.0 out of 5 average rating, 14 reviewsCountry Escape -Spacious Comfortable Home
Large mobile home with over 2300 sq ft of space. There is an entertainment room with pool table and log fireplace for the cold nights. Large spacious kitchen for cooking family meals or entertaining guest. There is an eight-seat dining room table in the kitchen. Patio porch for outdoor seating if you want to soak up some southern sun. The home sits on over 2 acres of open land for kids to play or have a nice BBQ. The property is a great place for entertaining inside or outside guest.
Sep 5 – 12
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Winston County vacation rentals
Other great vacation rentals in Winston County
Home in Louisville
4.88 out of 5 average rating, 26 reviews5 Bdrm Lovely Southern Home
May 30 – Jun 6
Home in Macon
4.93 out of 5 average rating, 55 reviewsMacon Memories
Sep 2 – 9
Tiny home in French Camp
5.0 out of 5 average rating, 18 reviewsComfy Secluded Getaway
Jul 28 – Aug 4
Home in Starkville
4.98 out of 5 average rating, 51 reviewsSecluded pet friendly home with screened porch
Jul 23 – 30
Cabin in Sturgis
5.0 out of 5 average rating, 9 reviewsThe Cabin at Arrowhead Ranch
Jul 1 – 8
Tiny home in Brooksville
4.94 out of 5 average rating, 85 reviewsHwy 45 Cabin
Jul 15 – 22
Home in Philadelphia
5.0 out of 5 average rating, 8 reviewsWorld of Wellness 3
Aug 8 – 15
Tiny home in Starkville
5.0 out of 5 average rating, 24 reviews7 Arrows Tiny House
May 20 – 27
Home in Starkville
4.97 out of 5 average rating, 30 reviewsSpacious Paradise | Handicap Accessible | Quiet
Feb 27 – Mar 6
Home in Starkville
5.0 out of 5 average rating, 13 reviewsBrooks Farm Studio - 5 mi (10 minutes) DTN/MSU
Aug 15 – 22
Apartment in Starkville
4.84 out of 5 average rating, 68 reviewsStudio Just Off Cotton
May 19 – 26
Home in Philadelphia
4.96 out of 5 average rating, 24 reviewsThe Steel House on Poplar
Nov 15 – 22
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