Vacation rentals in Pickens

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Top-rated vacation rentals in Pickens

Guests agree: these stays are highly rated for location, cleanliness, and more.

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The dining area features a round table surrounded by black upholstered chairs, providing a space for mealtimes. An open layout connects to a well-equipped kitchen with dark cabinetry and stainless steel appliances. Natural light brightens the room through a large arched window.
Home in Pearl
4.86 out of 5 average rating, 224 reviews

Stay Local - Game Room near Ampitheater / Baseball

Come and experience luxury and fun at our fully equipped airbnb! Our spacious 3BR 2BA property can comfortably accommodate up to 8 guests with its king, queen, full & twin trundle, twin fold out, memory foam mattresses. Immerse yourself in endless entertainment in our game room with a 4500 game arcade, foosball, air hockey, shuffleboard and more. The fully equipped kitchen and outdoor gas grill allow for convenient cooking and dining. Book now and make lasting memories with friends and family!

Top guest favorite
A tiny cabin is presented, set against a backdrop of trees with autumn foliage. A welcoming porch extends from the front, featuring a red wreath on the door. The well-maintained area surrounding the cabin is clear, providing easy access and a sense of openness.
Tiny home in Forest
4.98 out of 5 average rating, 109 reviews

Homewood Hollow

This Tiny Cabin is nestled in a hollow just off the highway overlooking a view of the 6 acre private lake. Located just 6 miles off I-20 in Forest Ms. It gives the traveler a relaxing stay in the country, or the small family a great place to go and enjoy nature. Spacious porches with seating gives the perfect opportunity to just sit back and gaze over the still water or try your luck at fishing. Another cabin is across the lake . Discount will apply if Homewood Hideaway is rented also.

Top guest favorite
An outdoor bar area constructed from natural wood features several stools and a countertop. The setting is surrounded by greenery, with trees providing shade. Decor elements like hanging plants and rustic ornaments are present, contributing to a relaxed, natural environment.
Cabin in Yazoo County
4.91 out of 5 average rating, 149 reviews

“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!

Top guest favorite
The open-concept living area features a spacious light-colored sofa, a round wooden coffee table, and a minimalist armchair. A ceiling fan hangs overhead, while a fireplace is positioned beneath a wall-mounted television. Natural light fills the space through large windows.
Home in Brandon
4.99 out of 5 average rating, 131 reviews

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!

Top guest favorite
A bright seating area features two armchairs and a sofa, inviting relaxation. A wooden coffee table is positioned in the center. French doors open to a deck, allowing natural light to fill the space and offering a view of the surrounding greenery.
Farm stay in Carthage
4.99 out of 5 average rating, 134 reviews

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.

Top guest favorite
The exterior of the Falk House features a mid-century modern design with a prominent overhang supported by slender columns. Lush green grass and tall trees frame the structure, creating a serene connection to nature. Expansive windows invite natural light into the space.
Guesthouse in Jackson
4.98 out of 5 average rating, 162 reviews

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.

Guest favorite
A cozy living area features a neutral-tone sofa and armchairs, arranged around a wooden coffee table. A fireplace is situated beneath a wall-mounted television. Natural light enters through large windows, framed by patterned curtains, while a decorative rug adds subtle texture to the space.
Home in Brandon
4.97 out of 5 average rating, 176 reviews

Hospitable Reservoir home w/King Bed near Shaggy’s

If you want the best food, a comfortable stay, and a place that feels like home, look no further than staying on the Rez Cottage. Walking Trails, Water Activities, and Parks are nearby. This fully furnished Cottage will have the perks of Simple Luxury without the hassle of the upkeep. Come stay for a Week or an Extended Weekend to enjoy all the Reservoir has to Offer. This property has a Beautiful Master Suite with a King Bed and Two Adjacent Bedrooms with a Queen Beds

Guest favorite
The cabin's exterior showcases a welcoming facade with natural wood shingles and a covered porch. Colorful flowers and greenery enhance the surrounding landscape. Stone steps lead to the entrance, flanked by hanging planters, while tall trees provide a sense of privacy and tranquility.
Cabin in Morton
4.97 out of 5 average rating, 670 reviews

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.

Top guest favorite
A rustic living area features wooden beams and walls, creating a warm environment. A stone fireplace serves as a focal point, flanked by two windows that invite natural light. Soft seating is arranged around a coffee table, complemented by decorative accents and a stylish chandelier above.
Cabin in French Camp
4.97 out of 5 average rating, 121 reviews

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!

Top guest favorite
A welcoming cottage features a covered porch with seasonal decorations and rocking chairs. The exterior displays a light color palette with dark blue window shutters, surrounded by lush greenery. Steps lead up to the entrance, emphasizing the home’s inviting character.
Cottage in McCool
5 out of 5 average rating, 105 reviews

Cheerful 3-bedroom country cottage

This family friendly relaxing cottage is located 5 minutes away from the Historical District of French Camp. Come enjoy the peacefulness of our cozy home tucked away in the quiet country of Mississippi. It is 36 miles from Starkville MS, ( home of the Mississippi State Bulldogs) 19.5 miles to Kosciusko, and 60 miles from the Pearl River resort, and water park. Located 2.6 miles from the Natchez Trace, approximately halfway between Tupelo and Jackson.

Guest favorite
A spacious bedroom features warm wooden accents on the ceiling and floor. A king-size bed is centered beneath two lamps, with a decorative ottoman at its foot. Area rugs add texture, while wooden doors provide access to additional spaces.
Guest suite in Kosciusko
4.95 out of 5 average rating, 103 reviews

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

Top guest favorite
Farm stay in Kosciusko
5 out of 5 average rating, 34 reviews

Private Cabin• Fish • Firepit• Ponds •Nature walks

Escape to 50 private acres of peace and quiet. Fish two private ponds, enjoy nature walks, birdwatch from the porch, and unwind around the fire pit under the stars. Inside, you’ll find a beautifully remodeled cabin, coffee bar, and homemade sourdough cinnamon buns ready to bake. Just 6 miles from the Natchez Trace—perfect for a romantic getaway or peaceful reset.

Popular amenities for Pickens vacation rentals