Vacation rentals in Monticello

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Top-rated vacation rentals in Monticello

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Top guest favorite

Cabin in McComb

4.89 out of 5 average rating, 265 reviews

1905 Cabin at Fortenberry Farm

What a magical home nestled on top of the hillside on a beautiful farm and nursery in the countryside of Mississippi. Come relax in the jetted tub, grill out on our deck, or spend your night outside by a fire! Our farm and nursery has more than 25 acres of trails, creeks, and nature to explore! The owners of this home are both Landscape Architects so you will have views of their lovely growing fields and their creation of Stonehedge, a replica of what Stonehenge looked like out of plants! Come

Guest favorite

Home in Brookhaven

4.89 out of 5 average rating, 37 reviews

New Hope Family Lodge w/ pool table

Enjoy time with the whole family at this peaceful, spacious country home. Play pool or board games, relax on the patio, or read in the loft. For the more adventurous, the Mt. Zion Bike Trail (ranked #1 in the state) is only a short 3 mile drive or ride! And for the more social shopper, downtown Brookhaven is home to more than 30 locally owned boutiques and shops. This quaint 1970's home has been recently renovated, but still holds onto some original charm like the beautiful hardwood floors.

Guest favorite

Home in Columbia

4.97 out of 5 average rating, 119 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 favorite

Cabin in Sontag

4.96 out of 5 average rating, 55 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!

Guest favorite

Guesthouse in Bogue Chitto

4.92 out of 5 average rating, 13 reviews

Welcome to the Allure

The Allure is a newly constructed upscale two-bedroom retreat featuring a full kitchen with modern appliances, 65" televisions in both the master and living areas, a Tempur-Pedic mattress in the master suite, and two twin beds in the second room, along with access to a beautifully shared resort-style heated and cooled pool just outside your door—ensuring a delightful stay for all guests. PLEASE NOTE The listing is exempt from hosting per Air bnb any ESA or Service Animals. We are a NO pet host.

Top guest favorite

Tiny home in Sontag

4.94 out of 5 average rating, 17 reviews

The Oakland

Enjoy the lovely setting of this romantic spot in nature situated at the corner of our main property. While the home is tiny, it is cozy and the open countryside makes up for it! The rolling pastures are typical of country life with two ponds on the property and curious livestock. The small community has a Dollar General and a country store with fuel within 2 miles either direction. Closest town is 15 miles. Shiloh Baptist Church further down the road welcomes visitors every Sunday morning.

Guest favorite

Farm stay in Summit

4.93 out of 5 average rating, 247 reviews

First Fruits Farm

Peaceful Tiny House on 80 acres, including 16 acres of blueberries and blackberries (seasonal)Get away to enjoy beautiful sunrises and sunsets on the screen porch Full kitchen. One bedroom (full size). Loveseat. Shower only.. coffee provided. BREAKFAST i UPON REQUEST. 10 minutes from Interstate 55, between Jackson, Ms and New Orleans. REGISTERED GUESTS only (prior approval for visitors) PLEASE INCLUDE the names and ages (if under 25) of all registered guests! NO SMOKING; NO PETS on premises

Guest favorite

Tiny home in Sontag

5 out of 5 average rating, 6 reviews

Blacksmith Cottage

Enjoy quiet country setting with picturesque views of fields and pastures with cattle grazing nearby. The Blacksmith Cottage commemorates the patriarch of our family on this property. This cottage has all of the modern conveniences for a comfortable stay in a country setting. There is a country store one mile away with fuel and convenience items and a Dollar General four miles away. Shiloh Baptist Church is two and a half miles away and always welcomes visitors.

Guest favorite

Apartment in Columbia

5 out of 5 average rating, 106 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.

Top guest favorite

Treehouse in Mount Olive

4.99 out of 5 average rating, 105 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 favorite

Treehouse in Pike County

4.91 out of 5 average rating, 275 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 favorite

Guesthouse in Brookhaven

4.91 out of 5 average rating, 47 reviews

Farm Cottage in the City

Unplug in this 2 bedroom (one queen bed and two twin beds) farm cottage located at Homestead Whittington Farm wedding and event venue. Peaceful setting in Brookhaven city limits with goats and other animals. Close to dining, shopping, & hospital. Full bath with shower and soaking tub.