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
Tiny home in Forest
4.98 out of 5 average rating, 101 reviews

Homewood Hollow

This Tiny Cabin is nestled in a hollow just off the highway overlooking a view of the 6 acre private lake. Located just 6 miles off I-20 in Forest Ms. It gives the traveler a relaxing stay in the country, or the small family a great place to go and enjoy nature. Spacious porches with seating gives the perfect opportunity to just sit back and gaze over the still water or try your luck at fishing. Another cabin is across the lake . Discount will apply if Homewood Hideaway is rented also.

Top guest favourite
Cabin in Yazoo County
4.9 out of 5 average rating, 146 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
Home in Brandon
5 out of 5 average rating, 117 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
Guest house in Brandon
4.99 out of 5 average rating, 777 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
Farm stay in Carthage
4.99 out of 5 average rating, 130 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
Cabin in Morton
4.97 out of 5 average rating, 652 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, 145 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 interior features wooden walls and ceiling, creating a warm ambiance. Taxidermy mounts of deer adorn the walls. A spacious couch is arranged near a wood stove, while a wooden dining table is visible, accompanied by simple chairs. Large windows provide natural light.
Cabin in French Camp
4.95 out of 5 average rating, 190 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
Farm stay in Kosciusko
5 out of 5 average rating, 22 reviews

Private Cabin • Couples Retreat • Firepit• Ponds

Escape to your private 48-acre cabin—slow mornings, fresh coffee, and total quiet. Enjoy a beautifully remodeled space with a full kitchen, coffee bar, and homemade sourdough cinnamon buns ready to bake. Walk the land, enjoy two ponds, or relax on one of the two porches. Grill at sunset and unwind under open skies. Just 6 miles from the Natchez Trace—secluded, yet close to explore. Perfect for a romantic getaway or peaceful reset.

Superhost
Cottage in Ridgeland
4.87 out of 5 average rating, 115 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
A welcoming outdoor area is illuminated by string lights, showcasing a patio with comfortable seating options. Stone pathways lead through well-maintained greenery, with solar lights providing gentle illumination. The wooden structure offers a rustic charm, contributing to a serene evening ambiance.
Home in Canton
4.91 out of 5 average rating, 103 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.

Guest favourite
A charming exterior view of the Neshoba Nest showcases a white wooden façade with gray accents. Two black metal chairs and a small table are positioned on the porch, surrounded by greenery and two wreaths adorning the windows. Bare tree branches are visible in the background.
Home in Philadelphia
4.98 out of 5 average rating, 187 reviews

Neshoba Nest

The Neshoba Nest is such a cozy place that you will love. It has recently been remodeled and mixes many eclectic vibes for you. Shiplap walls, new flooring, new bathroom, so many fun things to enjoy! And since we are calling this Airbnb, the Neshoba Nest, you will find many influences of birds Ave such! Enjoy being in a remarkable small space!

Popular amenities for Pickens holiday rentals

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