Holiday rentals with outdoor seating in Jackson

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!

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!

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!

Fondren In-Style Southern Charm

Have a relaxing stay at "Fondren In Style" , nestled in the downtown Fondren Historic District. Our gorgeous suite is close to great restaurants, retailers and the Art District of Jackson. In town for work or leisure? We are just 2 minutes from major hospitals and and less than a mile from four area colleges and just 2.5 miles from downtown Jackson. There’s plenty to explore while you’re here – check out all the great nightlife that Fondren/Jackon has to offer at "Fondren In Style"

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!

Spacious Lefleur luxury getaway is ready for you!

This beautiful contemporary 3/2 home is super-spacious and very comfortable, allowing it to host up to 8 people without feeling cramped. Conveniently located to Everything! You will be surrounded with things to do, shopping, fine dining, entertainment, event centers, parks, colleges and hospitals. This home is newly renovated and fully furnished with all the modern amenities, Wi-Fi, smart TVs and cable. You will find yourself not wanting to leave. It is truly a home away from home!

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.

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.

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.

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.

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.

Top of Fondren

Located in the Historic Fondren District, my place is just steps from fabulous restaurants, wine bars, coffee shops, shopping, music venues (Duling Hall), and a grocery store (Corner Market). It is also very close to University of Mississippi Medical Center, Baptist Hospital, Millsaps and Belhaven University. Enjoy private/off street parking in the bustling downtown Fondren District.