
Holiday rentals in Pickens
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Top-rated holiday rentals in Pickens
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Summer Dreams Corporate Executive Suites🍋
Summer Dreams is your home away from home. Beautiful enchanting home reserved to accommodate all of your vacation or business needs. Summer Dreams Executive Retreat is located off Hwy 80 W (No neighborhood) on Summer Drive. It is located minutes from Clinton, MS; Pearl, MS; I-55 & I-220 and the Natchez Trace. You will love that Summer Dreams Executive Suites is minutes away from the Outlet Mall of MS. Hospitals, Medical Clinics and Fire Stations are nearby. The entire house is yours to enjoy!

90s themed w/Secret Gameroom+Basketball&Pickleball
Newly remodeled for the perfect blend of new AND 90s! In the house you will have plenty to do with arcade games, Nintendo, Super Nintendo, and our one of a kind selfie wall with props. There is a bookshelf in the living room with pictures and nostalgic 90s items that is actually a secret door that leads to the game room. The backyard houses our new basketball/pickleball court. Centrally located, you are just minutes from everything you could need like the best restaurants and shopping. See ya

Above It All
Escape to our cozy country cabin with 2 bedrooms 1 full bath and 2 half baths. Cast a line in the bass stocked shared fishing pond or enjoy a leisurely float on the kayaks or pontoon. Enjoy the outdoor living area featuring a large bar top, refrigerator, sink, outdoor tv and outdoor shower. Maybe just relax in a hammock or play a game of corn hole, darts, or ring toss. The large fire pit is perfect for those crisp nights. Perfect for a peaceful getaway. Book now and create lasting memories

“Paradise”
This beautiful, cozy, secluded, 2 bed/2 bath home gives you the feeling of being in the mountains! It features a fully equipped kitchen, plunge pool, hot tub, 2 outdoor bars, cooking area with a charcoal grill. It is surrounded by over 2,000 sq ft. of outdoor deck!! This property also has a mother in law suite with 1 bedroom, 1 bath, kitchen and sitting area that can be added for an additional $100/night. The property is located behind a private gate. Come relax and enjoy “PARADISE” today!

The Modern Hideaway
Welcome to your unique private oasis, where modern minimalist decor meets serene tranquility. This thoughtfully designed space features open-concept living areas filled with natural light and stylish furnishings, ensuring a comfortable and chic retreat. Step outside to discover your own private backyard space, perfect for relaxing or entertaining. Experience a getaway that makes an ideal choice for those seeking both comfort and privacy. Unwind and recharge in a world of modern comfort!

The Loft, A Little Bluestem Farm-stay
The Loft at Little Bluestem is located on a family-owned working flower farm. Our farm is located just off the historic Natchez Trace Parkway, approximately 45 minutes north of Jackson. We love this place -- from the bluestem grass that grows in our pastures, to the egrets and herons that call our little ponds home -- and we are excited to be able to share these little wonders with you, so that you too can wake up to the sounds of sheep, walk among our flowers, and fish in our pond.

Relax in Architecture! Secluded, Safe, and Serene.
Welcome to the Falk House! Listed on the National Register of Historic Places by the US Department of the Interior, the Falk House is a treasure of mid-century modern design. We've transformed the original art studio into a stylish, private oasis, with expansive views of nature and Eastover’s Upper Twin Lake. You will be central to all metro destinations, including amazing restaurants, bars, and shopping, as well as area hospitals, courts, and businesses. Long stays ideal.

Sweet Olive Cabin Morton, MS
The 2 bedroom, 1 bath cabin has an open floor plan in the den and kitchen, a queen size bed in the master bedroom and twin beds in the second bedroom, with a roll-away daybed available. A pack n play is available upon request. The bathroom is handicapped accessible. The kitchen is equipped with a gas stove, full size refrigerator and microwave. There is no dishwasher. There is a flat screen tv in both the den and the master bedroom with Directv. We have WIFI available.

Bob's Bear Lair
Take it easy at this unique and tranquil getaway. Less than a mile from Natchez Trace Parkway access, 300 yds through the woods. Bob's Bear Lair is a large rustic cabin overlooking a pond. Big porches and private setting. Enjoy a quiet getaway with Historic French Camp's local coffee shop and dining within a mile. Nestled among hardwoods this scenic spot is a hideaway from the bustle. Come experience it for yourself. Book your getaway today!

TreeLoft
Beautiful fully restored studio loft with 360° views of treetops, minutes from Natchez Trace and Reservoir, located in Madison County. Access to 100 acres including 2 ponds for fishing. Minutes from the Natchez Trace and Reservoir. Also, return to the classics with a record player and album collection, CD player with CDs and VCR player with tons of old classic movies.

Hope's Treasure
Hope's Treasure is just that--a sweet retreat less than 15 minutes from Mississippi College and Hinds Community College. With 2 bedrooms, a private bathroom, a comfortable living room, and a kitchenette, you can relax and enjoy some beautiful sunsets in a peaceful wooded setting. A picturesque half-mile drive leads from the gated entrance to your getaway.

Large Cozy 4 bedroom home sleeps 8 with pool
Welcome to The Haven Retreat—our cozy, remodeled home near I-220 and I-55. Enjoy nearby dining, shopping, and attractions. Relax with all the comforts of home, and know we’re committed to making your stay enjoyable. Please note: no parties are allowed, and no loud music or noise after 10 PM to respect our neighbors.
Popular amenities for Pickens holiday rentals
Other great holiday rentals in Pickens

The Ivy House- Tiny Home in Jackson

Family home

Grace Place

Delta Dream

Modern Fox Guesthouse

‘Secluded Cabin built by Grandfather in the 70’s’

Canton Crew Quarters

Cozy Cabin in the woods
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