Holiday houses in Pickens

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Top-rated holiday rentals in Pickens

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Top Guest favourite
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
4.9 out of 5 average rating, 144 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 favourite
A spacious living area features a sectional couch with decorative pillows, paired with a round coffee table. A modern fireplace is situated beneath a wall-mounted TV. Bright light fills the room through a nearby window, complemented by a sleek dining space visible in the background.
Home in Brandon
4.96 out of 5 average rating, 128 reviews

SunChaser 042

Welcome to SunChaser 042 •Game Room: Enjoy hours of fun with a well-equipped game room. •Professional Landscape Backyard: Relax in our beautifully landscaped backyard. Gather around the fire pit for a evenings under the stars. •Stylish Interior: Our home is designed by a professional interior decorator. •Attractions: Conveniently close to Brandon’s entertainment and shopping options. We look forward to hosting you and ensuring you have a fantastic stay in Brandon, Mississippi!

Top Guest favourite
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
5 out of 5 average rating, 108 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 favourite
Guesthouse in Brandon
4.99 out of 5 average rating, 764 reviews

The Cottage on College Street

The Cottage is very cozy with a mixture of vintage and industrial decor. Visitors will have complete privacy within the house at all times, but with our home close by, we are always happy to help should you need anything! We are located in Downton Brandon in the Historic District. The Cottage is a guest house seated behind our home; it is a very quiet place, and it is great for working individuals, couples seeking a fun concert experience, or families participating in ball tournaments.

Top Guest favourite
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, 122 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 favourite
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
4.99 out of 5 average rating, 153 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.

Top Guest favourite
A welcoming outdoor space features two red adirondack chairs positioned on a wooden deck. Flower pots with vibrant blooms are placed nearby, while lush greenery surrounds the entrance, providing a natural and serene ambiance.
Guesthouse in Madison
4.96 out of 5 average rating, 153 reviews

Mannsdale Manor Bunk House

Sweetest lil Bunkhouse in the South and in the safest little city in America according to Forbes Magazine. Nestled in the pines, our guests have privacy in nature with the amenities of rural life. Our location is central to the Madison-Jackson area; easy access to shopping and fine dining; tons of charm and character; full access to pool, private patio. Ask me for special discounts for Active military, Veterans, Law Enforcement and Southwest Airline employees. Contact Pam.

Top Guest favourite
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, 643 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 favourite
The exterior of the remodeled house features a classic design with a red roof and a prominent chimney. A spacious driveway leads to the front porch, where two chairs are positioned. The surrounding area includes well-maintained landscaping and a privacy fence in the background.
Cottage in Kosciusko
4.97 out of 5 average rating, 143 reviews

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!

Top Guest favourite
A rustic living space showcases wooden paneling and vaulted ceilings. Various mounted animal heads are displayed on the walls. The room contains a cozy seating area with a sofa and a dining table with chairs, all illuminated by natural light coming through the large windows.
Cabin in French Camp
4.95 out of 5 average rating, 184 reviews

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!

Guest favourite
A cozy living area is presented with a leather couch adorned with decorative pillows. A small wooden table and a console with a decorative lamp are visible. Natural light enters through a glass door, complemented by a mounted television and framed artwork on the walls.
Cottage in Ridgeland
4.9 out of 5 average rating, 102 reviews

#6 - Hooty's Place

We do not allow parties. Fees for early/late, check-in/out are payable on arrival/departure. We allow one pet 50 lbs or less. Other things to note: The cottages are next door to Shuckers Oyster Restaurant/Bar featuring live music Wednesday through Sunday. Enjoy weekly lunch specials Monday-Friday (11:00 am–7:00 pm); and Country Breakfast Brunch Saturday/Sunday (10:00 am-2:00 pm).

Guest favourite
The inviting loft features a spacious living area with natural wood floors. A large white sectional sofa is placed near a wooden coffee table, while a modern accent chair and a pouf offer additional seating. Sunlight filters through several large windows, enhancing the cozy ambiance.
Home in Canton
4.91 out of 5 average rating, 100 reviews

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.

Popular amenities for Pickens holiday rentals

  1. Airbnb
  2. United States
  3. Mississippi
  4. Holmes County
  5. Pickens