Holiday rentals in Pickens

The Point at the Rez | Spacious Waterfront Getaway

Welcome to your lakeside escape perfect for families, friends, and unforgettable memories! Nestled on a serene half-acre peninsula just steps from the water, you’ll enjoy panoramic views and endless opportunities for fishing, kayaking, and bird watching The main level includes a King primary suite and additional Queen bedroom. Upstairs, each bedroom has both a Queen bed and a Twin-over-Full bunk Whether a weekend getaway or a longer vacation, this is the kind of place you won’t want to leave!

“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 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.

Mrs. Lillie’s Hideaway

Welcome to our charming family-friendly Airbnb, nestled in the heart of town! Whether you're here for a weekend getaway or an extended stay, you'll love being just steps away from the best local attractions. With a welcoming atmosphere, our space is designed to make you feel right at home. Enjoy a restful night's sleep in our well-appointed bedrooms, cook up a storm in the fully equipped kitchen, and relax in the spacious living area. We look forward to hosting you and your loved ones!

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.

7BR City Retreat | Smart TVs, BBQ & Near Belhaven

Welcome to City Retreat, a spacious and inviting 7-bedroom, 3-bath home nestled in one of Jackson’s most convenient neighborhoods. Designed with groups in mind, this home is the perfect choice for family reunions, wedding parties, sports teams, business retreats, or friends’ getaways. With room to comfortably accommodate large groups, you’ll find the perfect balance of comfort, space, and Southern hospitality. Book your stay at City Retreat today! “Stay awhile, y’all.”

The Betterton Place - 3 Bed 2 Bath Cozy Cottage

Located in the heart of Kosciusko, MS on E Jefferson St, this 50’s era house has been completely remodeled with newly tiled kitchen floors and bathrooms, granite, exposed tongue and groove ceiling, new furniture and appliances throughout! King bed in master suite. King and Queen in the guest bedrooms. If you’re coming to Kosciusko, stay in the comfort of a clean, SMOKE-FREE, home that is centrally located to everything! Have a better stay… at The Betterton Place!

The Craftsman Cabin

Take it easy at this unique and tranquil getaway. The Craftman's cabin is a large rustic cabin on over a 100 acre homestead bordering the Natchez Trace Parkway. Overlooking a pond it has front and back porches with a 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!

Lindsay’s Country Getaway

Relax with the whole family at this peaceful place to stay. A four bedroom, 2 bath, 2000 square ft, newly renovated, 2012 model double wide, that’s tucked comfortably a 1/4 mile off the beaten path. We are only 2.5 miles from Dollar General and 4.8 miles from Walmart. Access to a 1.5 acre pond, with a 40’ pier. Fish if you like! We also have a nice grilling deck and a pool table inside for your enjoyment.

rb and me with water access

Make some memories at this unique and family-friendly place or enjoy it by yourself! Remodeled cabin on the Ross Barnett Reservoir just minutes to Madison. Great for a family vacation spot or for fishermen wanting easy access to the water. 2 boat ramps are accessible in the neighborhood with boat tie offs in back yard. Plenty of parking. No large parties. Small get togethers are fine. Swimming pool in back yard.

The Riff House, 2 bedroom guest suite with balcony

The Riff House is a modern luxury guest house above The Guitar Academy in historic downtown Kosciusko. Originally built in 1880 as a hardware store, this building housed Hammond's Hardware for 80 years. This unit is a 2 bedroom one bath suite with a large balcony overlooking the court square. Amenities include refrigerator, microwave, coffee pot, and washer and dryer. This is an upstairs unit without elevator

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.