Holiday rentals 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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Guest favourite
An open living area features a large wooden table at the center, surrounded by antique chairs, with a decorative rug underneath. A mix of seating options, including a green couch and a brown vintage sofa, is arranged around the space. Natural light enters through window blinds.
Home in Columbia
4.97 out of 5 average rating, 144 reviews

Herstory Home B&B- Downtown Columbia

Enjoy a stylish experience at this centrally-located cottage in downtown Columbia. Each guest gets to experience 1 free food and latte item per day at Coffee-Haus… the best Coffee experience in the Pine Belt! Come relax in our amazing soaking tub, or steam it up in our very roomie shower for two. Whether you are on a business trip and need super high speed internet and a peaceful nights sleep, or you want to celebrate with your family, the Herstory Home is excited to host your stay in Columbia!

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!

Superhost
Treehouse in Carson
5 out of 5 average rating, 5 reviews

The Eagle’s Nest

The Eagle’s Nest is not your ordinary Glamping Tent! It’s a HUT! This treehouse is hidden and tucked away on the back side of our 30 acre lake. Unplug here and enjoy nature! No wifi but some find cell service here depending on your provider. Enjoy a good night sleep in a King Bed and kids ( or adults) can camp out in the above loft area on 2 twin mattresses! Note: NO bathroom inside the hut. The bath house with 3 full baths, is just a short walk up the path! NO SMOKING INDOORS! NO CAMPFIRES!

Top guest favourite
Cabin in Tylertown
4.94 out of 5 average rating, 32 reviews

Modern Cabin with Balcony Private Country Setting

Modern meets rustic in our cozy three-bedroom, two-bathroom cabin. This home was a family project completed in 2025. Custom details include ship-lap ceilings downstairs, cedar-lined bathrooms and closet, and interior trim of rough-cut pine, all milled and installed by our family. Rebar spindles add a modern twist to the stairway. The cabin is in a private, wooded clearing away from the road but less than ten minute drive to Tylertown. Come experience the tranquility in this secluded spot!

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.
Flat in Brookhaven
4.99 out of 5 average rating, 168 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.

Top guest favourite
A cabin is set against a backdrop of lush greenery, featuring a metal roof and a welcoming front porch with a single green door. The surrounding grass is well-maintained, complementing the serene country landscape.
Home in Brookhaven
4.92 out of 5 average rating, 83 reviews

Colorful Cozy Cabin

Relax and unwind in a peaceful, serene setting, surrounded by nature. Swing on the back porch while watching the cows and donkeys graze by the pond. Sleeps 6-8; king, queen, 2 twins with an option of 2 twin air mattresses downstairs. All of the bedrooms are upstairs - which the stairs are somewhat steep. For the more adventurous, the Mt. Zion Bike Trail (ranked #1 in the state) is only a short 3 mile drive or ride! Downtown is a 5 min. drive & home to 25+ local boutiques & shops.

Guest favourite
A living area features exposed brick walls and a combination of light and dark furnishings. A comfortable sofa is positioned across from a wall-mounted TV. Two armchairs and a coffee table create a cozy seating area, illuminated by a stylish floor lamp.
Flat in Columbia
5 out of 5 average rating, 143 reviews

Upscale 1 BR Apt. in the Heart of Downtown

Relax and unwind in this cozy one-bedroom apartment featuring a king-size bed, a full kitchen, and a comfortable living area with a daybed and trundle for additional sleeping space. The apartment also includes a full-size bathroom with a shower and tub combo. The open layout offers the perfect place to rest, dine, and recharge. Whether you’re visiting for a quick trip or a longer stay, this apartment provides a simple, stylish, and comfortable space.

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, 189 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
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
4.93 out of 5 average rating, 99 reviews

The Nook

This cozy tiny house is perfect for one guest who appreciates a clean, simple, budget-friendly stay. It’s small because… it’s a tiny house. If you’re looking for a spacious luxury suite, this probably isn’t it. But if you want an affordable, comfortable place to sleep and recharge, you’ll feel right at home. The Nook offers a twin-sized Murphy bed .There is NO television!!! However we have Free WiFi for streaming Phone or Tablet .

Superhost
Home in Prentiss
5 out of 5 average rating, 4 reviews

Home Away From Home 3

Rustic home nestled at the end of a quiet cuddle sac .The home is designed for both comfort and tranquility . So come stay a while enjoy mystical sunsets from the front porch . If you are a sports fanatic the home is within walking distance to our local Christian academy field. The home includes three bedrooms, 2 bathrooms, sitting area with grill, car porch and is equipped for both short and long term stays.

Top guest favourite
Home in Summit
5 out of 5 average rating, 40 reviews

Country Lake Getaway

Enjoy this peaceful and relaxing view and have space to park your trailer while being close to: Percy Quin State Park and Quail Hollow Golf Course....15 min. Okhissa Lake....30 min. Southwest Community College...10 min SW MS Regional Medical Center....10 min. Copiah-Lincoln Community College...35 min.

Superhost
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
4.89 out of 5 average rating, 309 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!

Popular amenities for Monticello holiday rentals