Holiday houses in Jackson

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Top-rated holiday rentals in Jackson

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Top Guest favourite
A charming lakehouse is surrounded by lush greenery and trees, featuring a blue exterior with a sloped roof. The spacious backyard is adorned with freshly mulched areas and a variety of trees, providing a serene setting for outdoor activities.
Home in Brandon
4.94 out of 5 average rating, 105 reviews

Waterfront Rez Retreat | Spacious Group 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!

Guest favourite
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, 129 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!

Guest favourite
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
4.96 out of 5 average rating, 119 reviews

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!

Guest favourite
A tranquil swimming pool is surrounded by lounge chairs and features a shaded gazebo in the background. Lush greenery frames the pool area, enhancing the serene atmosphere in this gated community.
Condo in Jackson
4.84 out of 5 average rating, 150 reviews

Spacious Condo with Pool (Short & Long Term Stays)

VERY SPACIOUS INCLUDES POOL, TWO GYMS AND TENNIS COURT! Guests have private use of the condo with self check-in keyless entry. Has 1 bedroom with queen bed, bathroom with shower/tub, enclosed screened patio, sunroom, living room with TV and Sofa that converts to a double bed or chaise, dining room, full kitchen, and laundry area. Central heat and air conditioning. We are on the third floor. The stairway is close to the condo and two elevators are also available. No pets. No parties.

Top Guest favourite
Guesthouse in Brandon
4.99 out of 5 average rating, 752 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 favourite
A spacious living area features a comfortable sofa adorned with yellow cushions and a patterned area rug. A ceiling fan is positioned above, while light from large windows brightens the space. The kitchen area is visible in the background, showcasing modern appliances.
Apartment in Fondren
4.91 out of 5 average rating, 128 reviews

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"

Top Guest favourite
Cottage in Jackson
4.94 out of 5 average rating, 833 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 favourite
A welcoming living area features a cozy striped armchair and a glass-topped coffee table positioned on a light area rug. Natural light enters through a window, illuminating the wooden floors and sliding barn door leading to another room.
Home in Jackson
5 out of 5 average rating, 117 reviews

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!

Top Guest favourite
An open living space is highlighted by floor-to-ceiling windows that provide expansive views of surrounding nature. A spacious bed is positioned alongside a comfortable seating area, artful decor, and greenery. Warm lighting is present from multiple sources, creating a cozy atmosphere.
Guesthouse in Jackson
4.99 out of 5 average rating, 149 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 favourite
A clear blue pool is surrounded by a brick patio, with a spacious gazebo visible in the background. The gazebo features seating and is set among lush greenery, providing a serene outdoor space for relaxation.
Guesthouse in Madison
4.96 out of 5 average rating, 151 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.

Top Guest favourite
A warm living area features a gray couch facing a fireplace, with large sliding doors offering access to the outside. A wooden dining table is set for six, and a unique chandelier provides ambient lighting. Decorative elements include artwork and a mirror on the walls.
Home in Brandon
4.97 out of 5 average rating, 153 reviews

Hospitable Reservoir home w/King Bed near Shaggy’s

If you want the best food, a comfortable stay, and a place that feels like home, look no further than staying on the Rez Cottage. Walking Trails, Water Activities, and Parks are nearby. This fully furnished Cottage will have the perks of Simple Luxury without the hassle of the upkeep. Come stay for a Week or an Extended Weekend to enjoy all the Reservoir has to Offer. This property has a Beautiful Master Suite with a King Bed and Two Adjacent Bedrooms with a Queen Beds

Top Guest favourite
Apartment in Belhaven
4.99 out of 5 average rating, 463 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.

Popular amenities for Jackson holiday rentals

When is the best time to visit Jackson?

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Frequently Asked Questions

  • What are the best places to stay in Jackson?

    Travelers often choose neighborhoods around Fondren for arts and cafes, Belhaven for historic homes and tree-lined streets, and Downtown for heritage sites and local restaurants. These areas provide a variety of stays near Jackson's cultural scene.

  • What are the best things to do in Jackson with kids?

    Families can explore hands-on exhibits at the Mississippi Children's Museum, discover science and nature at the Mississippi Museum of Natural Science, or enjoy outdoor time in LeFleur's Bluff State Park. These activities appeal to a range of ages and interests.

  • What are some of the best things to do in Jackson?

    Explore the Mississippi Civil Rights Museum, stroll the Mississippi Museum of Art, and enjoy locally rooted cuisine in Fondren. Music venues around Downtown feature blues performances inspired by the region's heritage.

  • How is the weather in Jackson?

    Jackson’s summers are warm and humid, typically reaching 90–92°F (32–33°C), while winters are mild with temperatures around 37–60°F (3–15°C). Rain is common throughout the year, with brief heavier showers in spring.

  • What are the best places to visit in Jackson?

    The Mississippi Civil Rights Museum, Eudora Welty House & Garden, and Mississippi Museum of Art are frequently suggested for their cultural and historic significance. LeFleur's Bluff State Park is also popular for spending time outdoors.

  • What are some hiking trails in Jackson?

    LeFleur's Bluff State Park has scenic walking and nature trails, while the trails at the Mississippi Museum of Natural Science wind through wooded areas and wetlands. Visitors can observe river views and local flora along the paths.

  • What are some family activities we can do in Jackson?

    Families frequently explore interactive exhibits at the Mississippi Children's Museum, tour the Mississippi Sports Hall of Fame, and enjoy picnics or nature walks in LeFleur's Bluff State Park. Outdoor gardens and zoo visits are also popular.

  • What are some of the best day trip ideas from Jackson?

    Explore the Mississippi Petrified Forest for woodland trails, or visit nearby towns known for blues history and local food. State parks around the city provide quiet lakes and birdwatching spots.

  • Are there any pet friendly accommodations available in Jackson?

    Many hosts in Jackson welcome pets, especially in neighborhoods like Fondren and Belhaven, which have green spaces and walkable areas. Dog-friendly parks and patios are common in these parts of the city.

  • What are some local tips for visiting Jackson?

    Locals often suggest exploring neighborhood restaurants for regional dishes, supporting area art galleries, and checking for live music schedules. Packing light layers is helpful due to changing temperatures, especially during spring and autumn.

  • What is Jackson known for?

    Jackson is known for its significant role in American civil rights history, especially at the Mississippi Civil Rights Museum. The city also has a music scene shaped by blues and gospel traditions, and a welcoming food culture.

  • What are the best hidden gems to explore in Jackson?

    Explore the Medgar and Myrlie Evers Home National Monument, small galleries in Fondren, and murals tucked throughout Belhaven. Quiet public gardens and seldom-visited historic homes also reveal unique perspectives on the city.

  • What are the best foods to try in Jackson?

    Jackson’s food scene highlights fried catfish, barbecue, and local tamales, often found at longstanding diners and cafes. Sweet potato pie and classic Southern vegetables feature on many menus, reflecting locally rooted traditions.

  • What should I bring for a trip to Jackson?

    Pack light, breathable clothing for summer and a rain jacket for frequent showers, plus a sweater during the mild winter. Comfortable shoes are helpful for exploring museums, parks, and neighborhood restaurants.

  • What is the nightlife in Jackson like?

    Jackson has live music clubs around Downtown and artsy lounges in Fondren, with venues featuring blues, jazz, and contemporary acts. Late-night eateries and relaxed pubs are also part of the local scene.

  • What are the most popular events or festivals in Jackson?

    Jackson draws visitors for events such as the Mississippi State Fair in autumn and the Crossroads Film Festival in spring. The city also hosts blues and gospel concerts, annual food celebrations, and art festivals throughout the year.

  • Are there family friendly vacation rentals in Jackson?

    Jackson has a range of family-friendly vacation rentals, especially in neighborhoods like Belhaven and Fondren, known for walkable streets and access to parks. Many homes provide space for kids and convenient locations near major attractions.

  • When is the best time to visit Jackson?

    Spring and autumn are often recommended for pleasant weather, with temperatures between 53–84°F (12–29°C) and lower humidity. These seasons frequently feature festivals and outdoor activities.

Quick stats about holiday rentals in Jackson

  • Total holiday rentals

    Explore 580 holiday rentals in Jackson

  • Verified guest reviews

    Over 22,640 verified reviews to help you choose

  • Family-friendly holiday rentals

    300 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 210 rentals that welcome pets

  • Holiday rentals with a pool

    60 properties feature pools

  • Rentals with dedicated workspaces

    360 properties have a dedicated workspace

  • Wi-Fi availability

    570 of Jackson holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Self check-in, Gym and BBQ grill across Jackson rentals

  • 4.7 Average rating

    Jackson stays receive an average rating of 4.7 out of 5 from guests

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  5. Jackson