
Vacation rentals in Bolton
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Top-rated vacation rentals in Bolton
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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.
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*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!
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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!
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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!
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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.
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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.
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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!
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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.
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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.
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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.
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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.
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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.
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Popular amenities for Bolton vacation rentals
Other great vacation rentals in Bolton

Historic Craftsman Cottage in Vicksburg
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Masseys in the Park - Garden Suite
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Blue Heron ~ Modern Tiny Home
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Jackson’s Serenity Guesthouse | Quiet Country Stay
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Lakefront Cabin, fishing pier, boat & kayaks
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Goodbye City Lights!
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