Holiday houses in Monticello

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Top-rated holiday rentals in Monticello

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

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A bright living area features two white armchairs draped with colorful throws. A small table holds a vase of flowers, while sunlight filters through sheer white curtains, highlighting the deep blue walls. A wooden console table adds warmth to the inviting space.
Home in Monticello
4.75 out of 5 average rating, 88 reviews

Diva Farm House Escape

Are you looking to get away from the fastness of big city life? Want to enjoy time outdoors? Are you wanting to take a second to slow down and feel immersed in Southern culture? Are you a lover of local boutiques and Mom & Pop Shops? Well then, look no further. The Diva Farm House is nestled away in a quiet neighborhood, and is surrounded by very little traffic. The house is covered from top to bottom with knotty pine to really give you that farmhouse / cabin feel! Monticello is known for charm!

Top Guest favourite
A log cabin is set amid open grassland, surrounded by trees. The structure features a light-colored roof and a porch area, with an American flag gently waving. The expansive grounds provide a sense of tranquility and space, showcasing the natural surroundings.
Cabin in Sontag
4.97 out of 5 average rating, 64 reviews

The Bird Nest

Take it easy at this unique and tranquil log cabin hand built by my grandfather and father from cypress trees pulled straight out of the Louisiana swamps. Escape the city & enjoy the serenity of the country life. Located 15 minutes from Monticello and 25 minutes from Brookhaven. Dollar General located 3 miles away & a country store with fuel 1.5 miles away. This fully furnished 2/1 currently has 1 full size & 1 queen size bed and 5’ shower(not a full tub). Smoking is allowed OUTSIDE ONLY!

Top Guest favourite
A cozy loft space features an extensive bookshelf filled with various books. A vintage-style couch is positioned in front, adorned with decorative cushions. A rustic coffee table made from reclaimed wood adds a charming touch to the room, complemented by natural light from the surrounding area.
Apartment in Brookhaven
4.99 out of 5 average rating, 166 reviews

Apartment with Loft

We absolutely love hosting!This space is an apartment built in part of a shop metal building. This was designed by and for our daughter who has since moved and so now using for Airbnb. one queen bed in the loft, one twin XL bed in downstairs bedroom. couch lets out to twin bed but I would only recommend for children….as it is small. To be comfortable, you may want to ask options for more than 3 . Bathroom opens to bedroom. Please note: Shower is small. There is no TV, but great WiFi.

Guest favourite
Cabin in Tylertown
4.91 out of 5 average rating, 22 reviews

Modern Cabin with Balcony Private Country Setting

Modern meets rustic in our brand-new, three-bedroom, two-bathroom cabin with all the comforts of home. This two-story cabin was a family project from the ground up, completed in 2025. We enjoyed designing this guest house and hope you find it a rejuvenating space. The cabin is great for a refreshing weekend getaway, a home base for a work crew or home-away-from home while visiting friends in the area. Private location away from the road but less than ten minute drive to Tylertown.

Top Guest favourite
A serene pond surrounded by tall pine trees is featured, with a canoe resting on the grassy bank. A small wooden bench sits nearby, providing a spot to enjoy the tranquil view. The natural setting is enhanced by scattered dry leaves on the ground.
Cabin in Prentiss
4.95 out of 5 average rating, 58 reviews

Escape to the country with your pets!

Need a break? A place to meet up with family/friends? A romantic getaway? This comfy cabin can accommodate! Kick back & relax in the rustic-chic space. Full kitchen, 2 bedrooms, 2 bath, living room, dining area. Enjoy the view of the pond from your porch, put a line in or walk an easy trail. Traveling with a your furry friends, no problem-all are welcome. Close to Longleaf Trace, Rt 84, state parks. Ride the trace, we will pick you and your bikes up at the trail head!

Top Guest favourite
The front porch of a charming house features a roof overhead with decorative plants hanging from the beams. Several potted plants accent the porch steps, and a set of simple chairs is positioned for relaxation. A path made of stone leads to the entrance.
Home in Jayess
4.85 out of 5 average rating, 185 reviews

Quite Country Style Stay W/ WiFi

It’s an old house out in the country with lots of character & very cozy!! Not A HOTEL SUITE!! If your looking for piece & quiet, its there..:) I also have things on hand there if you need something.. extra sheets, bathroom things, kitchen condiments and seasoning.. I also have an extra full size air mattress & por-ta-crib Everything has WiFi , no cable just TVs and DVD players .. There’s 3 smart tvs 1 regular tv. They all have Roku ..

Guest favourite
An open-concept great room features high wooden ceilings and walls made of wood planks. Leather sofas and chairs are arranged around a coffee table in a cozy seating area. A television is mounted on the wall, and several deer antlers are displayed, adding rustic charm.
Cabin in Monticello
4.93 out of 5 average rating, 29 reviews

A Country Get Away

Take a break and unwind at this peaceful oasis. This 4 bedroom, 2 bathroom home is perfect for anyone looking to spend a couple days in the country. Wether your rocking on the porch, or hiking around the 4 miles of trails on our 320 acres, there’s plenty to explore while visiting. The house has a 1200 sq ft great room/ kitchen area that provides the perfect place spread out and relax when we’re not exploring the woods.

Top Guest favourite
A wooden staircase leads to a treehouse entrance, surrounded by lush ferns and tall trees. A welcome mat with a cheerful message is positioned at the base of the steps, and a sign labeled 'Owl Nest' is visible next to the door.
Treehouse in Mount Olive
4.99 out of 5 average rating, 145 reviews

A True Treehouse- Owls Nest @Pines and Pillows

Escape to our enchanting treehouse experience nestled in the heart of Mississippi's countryside. Experience rustic vibes among the treetops with cozy accommodations, breathtaking views, and comforting amenities. Perfect for romantic getaways or adventurous retreats, our unique rental offers a serene escape with a touch of whimsical charm. Book your stay now for an unforgettable experience in nature's embrace.

Guest favourite
A comfortable living area is presented with a neutral-toned sofa adorned with decorative pillows. A patterned armchair complements the space. Natural light enters through sheer curtains, highlighting the wooden floor and an accent table featuring a small decorative flower arrangement.
Home in Brookhaven
4.88 out of 5 average rating, 43 reviews

“A” Avenue for You

Your family will be close to everything when you stay at this centrally-located home in a quaint, quiet neighborhood. Perfect for families, friends, or work crews- whether you need a few nights or a few weeks. A fully stocked kitchen, laundry area, & dedicated work space make this home perfect for relaxing or working from “home.” Your pets are welcome; for an additional fee.

Guest favourite
A cozy porch area features a hanging chair with plush cushions, paired with a sofa adorned with orange accents. A patterned rug adds texture, and a lush hanging plant is suspended above, providing a touch of nature against the backdrop of greenery.
Treehouse in Pike County
4.91 out of 5 average rating, 302 reviews

Riverfront Cabin w/ Firepit, Outdoor Tub, Kayaks!

Enjoy the tranquility of the Bogue Chitto river in the freshly renovated Blue Heron Cabin. This modern waterfront cabin sits on 3 acres and offers beautiful views of the river and nature. The cabin is bright and cozy and provides many outdoor spaces, including a screened in porch, an outdoor shower, outdoor tub, and kayaks available for your use!

Guest favourite
The tiny house exterior features a clean white facade with black trim. A small porch is adorned with a black chair and a side table, while a decorative wreath hangs on the door. Potted plants add a touch of greenery, and gravel borders the walkway.
Tiny home in Brookhaven
4.92 out of 5 average rating, 92 reviews

The Nook

This is an all-in-one tiny house!!! Perfect if you only need a place to sleep, shower and you do not mind eating out. There is a small fridge and microwave in the Nook. Close to shopping and restaurants. The Nook offers a twin-sized Murphy bed There is NO television!!! Free WiFi for streaming Phone or Tablet .

Guest favourite
Cottage in McComb
4.86 out of 5 average rating, 51 reviews

Oasis in the Country

Perfect for a quick getaway or a peaceful retreat, this shared space offers a cozy space to relax and enjoy outdoor activities in equal measure. Take it easy at this unique and tranquil getaway by escaping to the peaceful Mississippi countryside and enjoying a quiet stay in our charming pool house.

Popular amenities for Monticello holiday rentals