Vacation rentals in Bolton

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Top-rated vacation rentals in Bolton

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Guest favorite
An open living area showcases high ceilings with dark wooden beams and exposed brick walls. A light-colored area rug lies beneath two round white coffee tables. Modern furnishings, including a sofa and chairs, are arranged around a central space, inviting social interaction.
Townhouse in Bolton
5.0 out of 5 average rating, 13 reviews

The Bolton Loft 2

Welcome to our beautifully renovated home, nestled in a charming old lodge in the heart of a quiet small town. This stylish retreat blends character with modern comfort, featuring elegant mid-century furnishings and thoughtful design throughout. Upstairs, you’ll find two cozy bedrooms, each with a queen bed, comfortably accommodating up to four guests. Enjoy your morning coffee surrounded by vintage charm, or explore the Vicksburg and Clinton areas, cafes, and scenic spots—just a few miles away.

Top guest favorite
Guest suite in Raymond
4.95 out of 5 average rating, 111 reviews

*Renovated* Cozy Studio Suite on Spacious Land

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!

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
4.94 out of 5 average rating, 144 reviews

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!

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
4.98 out of 5 average rating, 42 reviews

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!

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
4.96 out of 5 average rating, 102 reviews

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.

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
4.92 out of 5 average rating, 233 reviews

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.

Top guest favorite
The open-concept living area features a spacious light-colored sofa, a round wooden coffee table, and a minimalist armchair. A ceiling fan hangs overhead, while a fireplace is positioned beneath a wall-mounted television. Natural light fills the space through large windows.
Home in Brandon
4.99 out of 5 average rating, 131 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 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
4.98 out of 5 average rating, 162 reviews

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.

Top guest favorite
A blue duplex is positioned under trees and framed by blooming flowers. The well-maintained front yard features a concrete driveway leading to the entrance. A garage is visible on the left, while a line of greenery borders the driveway.
Apartment in Belhaven
4.98 out of 5 average rating, 489 reviews

Downtown Apartment, Close to the Best of Jackson

Long-term discounts now available. Welcome to this cozy one-bedroom apartment in a quiet, safe neighborhood minutes from the heart of downtown, Belhaven university, and Millsaps. This well-lit space is part of a 1940s duplex with off-street parking and a private yard for outdoor relaxation after a long day-- perfect for business professionals and cultural enthusiasts. By default we do not allow pets, however we are open to it with conditions so please request first.

Guest favorite
A round welcome sign is displayed against a light brick background. The sign features the word 'welcome' in white cursive letters. Decorative elements include a white flower, greenery, and a burlap bow with a checkered pattern, adding a charming touch.
Home in Clinton
5.0 out of 5 average rating, 10 reviews

Magnolia House

This 3-bedroom home sleeps 6 and is perfect for families, work crews, students or academic faculty. 7 min. to Amazon Data Center (Clinton), 10min to Mississippi College, 28min to UMMC. Wi-Fi, Smart TV's, a fully equipped kitchen, laundry, and a spacious yard with a relaxing patio. The property includes ample parking for cars, work trucks, or RVs. Discount for weekly/monthly bookings. Keep your family or crew rested &ready.

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
4.97 out of 5 average rating, 117 reviews

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.

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
4.94 out of 5 average rating, 411 reviews

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.

Popular amenities for Bolton vacation rentals