Vacation rentals in Raymond

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Top-rated vacation rentals in Raymond

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

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Superhost

Home in Jackson

4.85 out of 5 average rating, 113 reviews

Relax in Shady Oaks Near Hospitals-Dining-Colleges

Relaxing older home nestled in a quiet area. Long term stays welcome. High speed internet. Home is clean & updated with all needed amenities. Easy access from I-55 and cIose to I-220, UMMC, Baptist, St. Dominic, local colleges as well as downtown Jackson. Large deck overlooks tree lined back yard where you can sit & drink your morning coffee or have a drink (ice tea, of course) to unwind. Close to multiple excellent restaurants, museums, hospitals, and parks in the metro area. Enjoy your stay!

Guest favorite

Home in Jackson

4.95 out of 5 average rating, 111 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

Place to stay in Raymond

4.97 out of 5 average rating, 75 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

Guest suite in Raymond

4.88 out of 5 average rating, 51 reviews

Cozy Studio Suite & Spacious Land

Located at the end of a quiet, friendly, safe street just minutes from downtown Raymond, this guest suite is everything you need to take a breath while on your travels. This space is newly renovated with all the amenities you could want - and more! We provide a warm, comfortable environment and top-tier hospitality to make sure you don't just feel like a visitor, but a friend. During your stay, you'll have access to our 6 acres of gorgeous land including a pond, play set, hammock, and more!

Guest favorite

Guesthouse in Raymond

4.99 out of 5 average rating, 119 reviews

Charming, Peaceful Cottage

Ready to get away from it all? Come stay at Dove Cottage, a tiny space, fully furnished with everything you would need or want with great views of a beautifully landscaped yard that we call “The Park”. Rest and relax on the front porch. Take a bike ride or walk through the historic town of Raymond. This guest house is close to the Natchez Trace and only a half hour from all the Jackson area attractions. A fire pit with s’mores and free breakfast are included. Come see for yourself!

Top guest favorite

Cabin in Raymond

5 out of 5 average rating, 42 reviews

Walden@Raymond

Walden@Raymond is a small cabin with a private, personal-use salt pool that blends modern comforts with outside nature and beauty. This is an ideal place for quiet and reflection. Enjoy morning coffee watching blue heron fish the lake or bake with a view of the fruit trees. In the summer, enjoy the pool at mid-day or a private night swim under a star-filled sky. In the winter, snuggle up in front of a wood burning fire with hot tea and a good book. This is the retreat you deserve. Enjoy!

Top guest favorite

Guesthouse in Brandon

4.99 out of 5 average rating, 700 reviews

The Cottage on College Street

The Cottage is very cozy with a mixture of vintage and industrial decor. Visitors will have complete privacy within the house at all times, but with our home close by, we are always happy to help should you need anything! We are located in Downton Brandon in the Historic District. The Cottage is a guest house seated behind our home; it is a very quiet place, and it is great for working individuals, couples seeking a fun concert experience, or families participating in ball tournaments.

Guest favorite

Cottage in Jackson

4.94 out of 5 average rating, 772 reviews

The Funky Monkey Cottage in Fondren!

The Funky Monkey is a cozy, whimsical, historic cottage brimming with charm in the heart of Fondren! The perfect spot for a quiet romantic weekend, a last-minute getaway, or a family trip to the famous Hal's St. Paddy’s day parade. Within walking distance to local restaurants, coffee shops, boutiques, movie theatre and music venues and a short drive to all major medical facilities, universities and museums. The Funky Monkey Cottage is the most unique spot for your Jackson adventure!

Top guest favorite

Guesthouse in Jackson

4.99 out of 5 average rating, 129 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

Guesthouse in Madison

4.96 out of 5 average rating, 144 reviews

Mannsdale Manor Bunk House

Sweetest lil Bunkhouse in the South and in the safest little city in America according to Forbes Magazine. Nestled in the pines, our guests have privacy in nature with the amenities of rural life. Our location is central to the Madison-Jackson area; easy access to shopping and fine dining; tons of charm and character; full access to pool, private patio. Ask me for special discounts for Active military, Veterans, Law Enforcement and Southwest Airline employees. Contact Pam.

Guest favorite

Home in Pearl

4.97 out of 5 average rating, 166 reviews

Modern Farmhouse w/ Gameroom + Close to Everything

Newly remodeled farmhouse in the perfect location. Fully stocked kitchen, on site laundry, outdoor gathering with fire pit. The game room has pool table, arcade games, karaoke machine, and extra large projector. Perfect location within 15 minutes of Downtown Jackson, outlet mall, Mississippi Braves, Brandon Amphitheater, golf courses, JAN airport, Tesla, several museums, & more. If you need a car, we can accommodate you through Turo. Just message us for availability.

Guest favorite

Guest suite in Belhaven

4.95 out of 5 average rating, 975 reviews

Jewelbox Suite w/ Private Entry - Perfect Locale

The Snooty Suite loves everybody! Smack in between downtown and Fondren (but in an awesome, old historic neighborhood in its own right), it's part of the House of Seven Gables. With a private entry, sitting room and bath, you'll have ample breathing room and the freedom to explore Jackson at your leisure. Chill on the porch, walk to the coffee shop or take a quick drive to Fondren, downtown and the museum campus.