Holiday rentals in Pickens

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Top-rated holiday rentals in Pickens

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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
4.95 out of 5 average rating, 22 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.

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, 142 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
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, 90 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!

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, 109 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
Bright orange and teal decor defines a cozy living space, featuring a large monkey painting above a stylish bar with orange stools. A vibrant rug adds warmth, while a glimpse of a fully equipped kitchen with a retro-style fridge can be seen in the background.
Cottage in Jackson
4.94 out of 5 average rating, 821 reviews

The Funky Monkey Cottage in Fondren!

The Funky Monkey is a cozy, whimsical, historic cottage brimming with charm in the heart of Fondren! The perfect spot for a quiet romantic weekend, a last-minute getaway, or a family trip to the famous Hal's St. Paddy’s day parade. Within walking distance to local restaurants, coffee shops, boutiques, movie theatre and music venues and a short drive to all major medical facilities, universities and museums.) The Funky Monkey Cottage is the most unique spot for your Jackson adventure!

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, 144 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.
Guest house in Madison
4.96 out of 5 average rating, 150 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 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, 129 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!

Guest favourite
An outdoor sitting area features several metal chairs and a coffee table on a grassy patch. The backdrop includes a gray and wooden structure, with plants adorning the walls. Natural light brightens the space, and a pleasant sky is visible above.
Flat in Jackson
4.97 out of 5 average rating, 394 reviews

Secret Sanctuary in Fondren

This hidden private apartment behind my home is perfect for the traveling business person or the vacationers looking for a central location in the Fondren District. With off street parking, well away from any busy thoroughfare, you can be sure to enjoy peace and comfort. You will be inspired by the original decor and outdoor porch to go out and discover Jackson or rest and enjoy solitude. Also, there is a Purified Drinking Water Faucet installed in the apartment!

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, 167 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!

Top guest favourite
A hallway is framed by an ornate golden chair and a slender plant, leading to a blue accent chair positioned against a dark wall. Light reflects off the polished hardwood floor, creating a welcoming entrance to the suite.
Guest suite in Belhaven
4.95 out of 5 average rating, 1,027 reviews

Jewelbox Suite w/ Private Entry - Perfect Locale

The Snooty Suite loves everybody! Smack in between downtown and Fondren (but in an awesome, old historic neighborhood in its own right), it's part of the House of Seven Gables. With a private entry, sitting room and bath, you'll have ample breathing room and the freedom to explore Jackson at your leisure. Chill on the porch, walk to the coffee shop or take a quick drive to Fondren, downtown and the museum campus.

Guest favourite
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
4.99 out of 5 average rating, 81 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

Popular amenities for Pickens holiday rentals

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