Holiday rentals in Pickens

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Top-rated holiday rentals in Pickens

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Top guest favourite
A spacious living area features two beige sofas adorned with blue accent pillows, facing a glass-topped coffee table. A ceiling fan hangs above, while natural light filters through window coverings. In the background, a dining area is visible with modern wooden chairs around a table.
Home in Brandon
5 out of 5 average rating, 13 reviews

Stay Local @ The Rez

Come and experience luxury and fun at our fully equipped airbnb! Our spacious 4BR 3BA property can comfortably accomodate up to 16 guests with its 3 king, 2 queen, full/twin bunk/trundle & twin day bed/trundle with memory foam mattresses. Immerse yourself with entertainment with TVs in every room, foosball table, bumper pool table, ski ball, & axe throwing. The fully equipped kitchen & outdoor grill allow for convenient cooking & dining. Just a short walk/drive to the nearest boat ramps/fishing.

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, 141 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
4.95 out of 5 average rating, 105 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
Guest house in Brandon
4.99 out of 5 average rating, 732 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
5 out of 5 average rating, 105 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
A cozy living area is featured, showcasing a comfortable sofa paired with an accent chair. A television is mounted above a decorative fireplace. Natural light floods the space through large windows leading to an outdoor area, enhancing the inviting atmosphere.
Home in Canton
4.99 out of 5 average rating, 68 reviews

CountryView

CountryView is located in Gluckstadt, 15 minutes from Madison and 5 minutes from the Natchez Trace and Reservoir. Start your morning off right with fresh eggs that you can prepare. The chickens that provided your eggs are close by so feel free to tell them thank you. Also, right outside your door within walking distance is a pond for fishing. You will almost certainly catch a glimpse of birds, horses, and possibly even deer. While inside relax with peaceful and clean accommodations.

Top guest favourite
The exterior of a single-story brick house is presented, featuring a welcoming front porch with two seating areas. Large windows are framed by dark shutters, and green landscaping separates the house from a grassy yard. A well-maintained path leads to the front door.
Home in Flora
4.98 out of 5 average rating, 44 reviews

Down on the Corner

Relax with the whole family at this peaceful place to stay with great outdoor space! The Down on the Corner has a large yard with a beautiful live oak giving great shade. The outdoor fireplace is perfect for a relaxing evening. located in the heart of Flora and a 15-20 minute drive to Madison and Clinton. A quick walk to Main Street in Flora or a 1 min drive which offers great dining and shops! The Mississippi Petrified Forest is a 5 minute drive. Flora is an undiscovered gem.

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.
Guest house in Jackson
4.99 out of 5 average rating, 141 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 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
4.96 out of 5 average rating, 141 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 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, 610 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
4.98 out of 5 average rating, 124 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, 162 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!

Popular amenities for Pickens holiday rentals

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