Holiday rentals 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, 122 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
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, 117 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.
Guest house in Jackson
4.99 out of 5 average rating, 149 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, 151 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
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, 156 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

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, 632 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
A blue duplex is positioned under trees and framed by blooming flowers. The well-maintained front yard features a concrete driveway leading to the entrance. A garage is visible on the left, while a line of greenery borders the driveway.
Flat in Belhaven
4.99 out of 5 average rating, 465 reviews

Downtown Apartment, Close to the Best of Jackson

Long-term discounts now available. Welcome to this cozy one-bedroom apartment in a quiet, safe neighborhood minutes from the heart of downtown, Belhaven university, and Millsaps. This well-lit space is part of a 1940s duplex with off-street parking and a private yard for outdoor relaxation after a long day-- perfect for business professionals and cultural enthusiasts. By default we do not allow pets, however we are open to it with conditions so please request first.

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, 137 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 cabin is situated at the edge of a private lake, surrounded by lush trees. A large wooden deck extends from the cabin, featuring a welcoming entryway with steps. The outdoors includes a grassy area and gravel driveway, providing easy access to the serene environment.
Cabin in Forest
4.95 out of 5 average rating, 444 reviews

Homewood Hideaway

Located on a private lake, this is truly a hideaway! This peaceful location will have you relaxing and unwinding in no time. This is a no frills, true rustic cabin experience within 6 miles of the I-20 exit at Forest, MS. This is great for hunting, fishing or just relaxing with family. We are located within 5 miles of 2 major state wildlife management areas in Bienville National Forest. Across the lake is Homewood Hollow another cabin available threw airbnb.

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, 397 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, 175 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