Vacation rentals in Bolton

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Top-rated vacation rentals in Bolton

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

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Top guest favorite

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

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!

4.94 out of 5 average rating, 137 reviews

Top guest favorite

Guest suite in Raymond

*Home away from home! Studio suite/peaceful farm

We have renovated from floor to ceiling! Our fresh, clean space is exactly what you need for any occasion - whether you need a break from the daily grind or you’re just passing through. We provide a warm, comfortable environment and top-tier hospitality to make you feel like a friend, not just a visitor. We’re located at the end of a quiet, friendly street just minutes from downtown Raymond. During your stay, you'll have access to our gorgeous land including a play set, farm animals, and more!

4.95 out of 5 average rating, 114 reviews

Guest favorite

A charming single-story home features a welcoming front entrance with a burgundy door and decorative shutters. Lush green grass surrounds the house, while flower beds add color. A pathway leads to the entrance, framed by trees that complement the natural setting.

Home in Jackson

JD Airbnb "A Home Away From Home"

This home is located in the heart of Jackson and is close to amenities such as Downtown, Veterans Memorial Stadium and Jackson State University! You'll find that this home is spacious and family friendly. Enjoy the extremely large front and back yards to relax and have fun with your family. Beautifully renovated 3 bedroom, 2.0 bath home with custom details throughout. Open concept plan with wood floors, kitchen, nice sized family room, formal dining room, sitting area in Master Bedroom and etc

4.94 out of 5 average rating, 116 reviews

Guest favorite

A welcoming home features a spacious front porch adorned with white railings and multiple gabled roofs. The driveway leads to a well-maintained yard with a combination of grass and decorative landscaping, providing a sense of openness. Ample parking spaces are visible for guest convenience.

Home in Jackson

Summer Dreams Corporate Executive Suites🍋

Summer Dreams is your home away from home. Beautiful enchanting home reserved to accommodate all of your vacation or business needs. Summer Dreams Executive Retreat is located off Hwy 80 W (No neighborhood) on Summer Drive. It is located minutes from Clinton, MS; Pearl, MS; I-55 & I-220 and the Natchez Trace. You will love that Summer Dreams Executive Suites is minutes away from the Outlet Mall of MS. Hospitals, Medical Clinics and Fire Stations are nearby. The entire house is yours to enjoy!

4.94 out of 5 average rating, 145 reviews

Top guest favorite

A historic two-story house with white wooden siding and a welcoming front porch is depicted. The porch features classic columns and is adorned with American and state flags. Large windows are framed by black shutters, providing a glimpse of the surrounding greenery.

Home in Raymond

The Porter 1830

The Porter House, built in 1830-1850, is located in the heart of Raymond, MS. The home has two bedrooms upstairs each with full bathrooms and separated by a well-stocked coffee bar. The Porter House has a pool with plenty of chairs for relaxing. The Porter House is 5 minutes off of the Natchez Trace, 15 minutes from Clinton, and 30 minutes from Ridgeland/Jackson. If you are looking for a break from work-trip hotel stays or a weekend getaway, we will make your time here relaxing and memorable!

4.98 out of 5 average rating, 44 reviews

Top guest favorite

A spacious living area is highlighted by a cozy sectional sofa and a patterned area rug. Large windows provide natural light, with a fireplace featured beneath a wall-mounted television. The room is complemented by minimalist décor and a wooden coffee table, enhancing its inviting ambiance.

Place to stay in Raymond

Highland Court Raymond, MS

Highland Court is located in the Historical District of Raymond, MS one block off the Town Square. Our place has two bedrooms, one bathroom, a cozy living room/kitchenette. From our space you can stroll up the hill to Raymonds very own wedding venue, The Raymond, or shop several unique mercantile stores. Wether you are looking for a place to get ready before or after a wedding, or a perfect small town get away right off the Natchez Trace, Highland Court is the place you will want to stay.

4.96 out of 5 average rating, 104 reviews

Guest favorite

The exterior of a historic cottage is depicted, showcasing green and red siding with detailed trim. A welcoming porch features a decorative sign reading 'Cottage.' Lush landscaping with blooming flowers lines the walkway leading to the entrance.

Home in Vicksburg

Locust Street Cottage

This special place is close to everything, making it easy to plan your visit. Built in 1830 and lovingly renovated for now, it’s a slice of Vicksburg’s past. The Old Courthouse museum is visible from the back courtyard and the historic downtown is just a short walk. There’s a brewery and several unique restaurants just a few blocks away in the downtown with fun shopping close by. Casinos and the National Military Park are just a short drive. Has a desk, if needed and internet provided.

4.92 out of 5 average rating, 248 reviews

Top guest favorite

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

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!

4.96 out of 5 average rating, 145 reviews

Guest favorite

An open living space showcases polished hardwood floors and high ceilings with exposed beams. A modern kitchen island with seating is visible, alongside a comfortable seating area with a leather sofa. Soft lighting fixtures complement the overall design, creating a bright and airy atmosphere.

Loft in Bolton

The Bolton Loft 1

The Bolton Lodge is a one of a kind property. Built in 1892, it was used as a masonic lodge until its renovation in 2023. Enjoy the privacy and character of a small town with all the amenities you would expect in any modern home: full kitchen, Internet, smart TV, washer, dryer, and a walk-in shower. Located above Gaddis and Mclaurin Mercantile, you’ll be able to walk to B-town Steakhouse and S & S Burgers. Close to Interstate 20, old highway 80, the Natchez Trace, and Civil War Sites.

4.99 out of 5 average rating, 81 reviews

Top guest favorite

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.

Guesthouse in Jackson

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.

4.98 out of 5 average rating, 165 reviews

Top guest favorite

A spacious studio layout features a cozy seating area with a light-colored couch adjacent to a round coffee table. Natural light enters through multiple windows, while a queen bed is positioned in the background. A small dining table is placed along the wall, enhancing the living space.

Guest suite in Belhaven

Belhaven Guest Suite - Private

Cozy private guest suite in Belhaven home with vintage kitchenette, queen bed, full pullout sofa, Keurig, toaster oven, microwave, hotplate, oven, and fridge. Private entrance and space to a single-family home in a beautiful neighborhood. Nearby Belhaven University, Millsaps College, hospitals, and downtown. Ideal for solo travelers, couples, small families, or those traveling for work.

4.98 out of 5 average rating, 125 reviews

Guest favorite

A navy blue front door features an oval window with intricate glass detailing. A small wall-mounted light illuminates the entryway, while a charming sign reading "This Must Be the Place" is hung beside the door. A welcome mat is placed at the entrance.

Guesthouse in Raymond

Hope's Treasure

Hope's Treasure is just that--a sweet retreat less than 15 minutes from Mississippi College and Hinds Community College. With 2 bedrooms, a private bathroom, a comfortable living room, and a kitchenette, you can relax and enjoy some beautiful sunsets in a peaceful wooded setting. A picturesque half-mile drive leads from the gated entrance to your getaway.

4.94 out of 5 average rating, 417 reviews