Holiday rentals in Pickens

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Top-rated holiday rentals in Pickens

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

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Top guest favourite
A cozy outdoor seating area is positioned near a fire pit surrounded by a well-maintained lawn. The backdrop features a blue-clad house with large windows, allowing light to fill the interior. Tall trees provide shade, creating a calm and inviting environment.
Home in Brandon
4.94 out of 5 average rating, 139 reviews

The Point at the Rez | Spacious Waterfront Getaway

Welcome to your lakeside escape perfect for families, friends, and unforgettable memories! Nestled on a serene half-acre peninsula just steps from the water, you’ll enjoy panoramic views and endless opportunities for fishing, kayaking, and bird watching The main level includes a King primary suite and additional Queen bedroom. Upstairs, each bedroom has both a Queen bed and a Twin-over-Full bunk Whether a weekend getaway or a longer vacation, this is the kind of place you won’t want to leave!

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
4.94 out of 5 average rating, 71 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
4.91 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 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, 147 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
4.99 out of 5 average rating, 138 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
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, 136 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, 88 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 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
4.98 out of 5 average rating, 166 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
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, 152 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
Home in Kosciusko
5.0 out of 5 average rating, 14 reviews

Pettit Place

Pettit Place was built in 1929 as a general store in downtown Williamsville, just on the outskirts of Kosciusko. Originally, the front half was the general store with the living quarters in back. We have completely remodeled it into a spacious four bedroom, 2300 sq ft home with an office overlooking the main street out front. Get the old time experience with a modern setup. There is a Dollar General only a 1/4 mile away and a Walmart is only 2.5 miles away.

Top guest favourite
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, 125 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!

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
4.95 out of 5 average rating, 104 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