Holiday houses in Pearl

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Top-rated holiday rentals in Pearl

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

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Top Guest favourite
A cozy outdoor seating area is positioned near a fire pit surrounded by a well-maintained lawn. The backdrop features a blue-clad house with large windows, allowing light to fill the interior. Tall trees provide shade, creating a calm and inviting environment.
Home in Brandon
4.94 out of 5 average rating, 104 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!

Top 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, 116 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!

Top Guest favourite
Guesthouse in Brandon
4.99 out of 5 average rating, 749 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
Bright orange and teal decor defines a cozy living space, featuring a large monkey painting above a stylish bar with orange stools. A vibrant rug adds warmth, while a glimpse of a fully equipped kitchen with a retro-style fridge can be seen in the background.
Cottage in Jackson
4.94 out of 5 average rating, 828 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!

Guest favourite
The dining area features a round table surrounded by black upholstered chairs, providing a space for mealtimes. An open layout connects to a well-equipped kitchen with dark cabinetry and stainless steel appliances. Natural light brightens the room through a large arched window.
Home in Pearl
4.87 out of 5 average rating, 179 reviews

Stay Local - Game Room near Ampitheater / Baseball

Come and experience luxury and fun at our fully equipped airbnb! Our spacious 3BR 2BA property can comfortably accommodate up to 9 guests with its king, queen, bunk & trundle bed with memory foam mattresses. Immerse yourself in endless entertainment in our game room with a 4500 game arcade, foosball, air hockey, shuffleboard and more. The fully equipped kitchen and outdoor gas grill allow for convenient cooking and dining. Book now and make lasting memories with friends and family!

Top Guest favourite
A well-appointed sleeping area features a spacious bed with light-colored bedding. Flanking the bed are two modern lamps and decorative greenery on the wall, with a desk positioned nearby that holds a computer monitor and small plants.
Loft in Jackson
4.98 out of 5 average rating, 45 reviews

Therapy

Quick access to Jackson Airport, Downtown, Museum Trail and Veterans Football Stadium. Belhaven District, where you’ll find a brewery, food trucks, indoor & outdoor bars for entertainment. In addition, 5 mins from Pearl Outlet Mall and 2 mins from Wholefoods. Amenities features WiFi, Keurig, blender, kitchen ware, simple weights, accessible plugins for charging purposes. Gated community with an Officer on premise. Don’t forget to click the heart ❤️ adding us to your ‘Wishlist’.

Top Guest favourite
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
4.99 out of 5 average rating, 148 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.

Superhost
A living area features a teal couch adorned with yellow cushions, complemented by two round orange poufs. A coffee table, layered with decor items, sits atop a patterned rug. A modern lamp and art piece enhance the space, while natural light enters through curtain-covered windows.
Apartment in Fondren
4.81 out of 5 average rating, 59 reviews

New Years 26 in Fondren: Quiet Retreat/Balcony

Cozy 2-Level Loft in Fondren - Ideal Location! The Loft at Fondren View offers a 1BR, 1BA loft in the heart of Fondren, Jackson. This spacious two-level unit offers modern amenities in a gated community, perfect for a relaxing getaway. Just steps away from local shops, restaurants, and attractions. Enjoy the comfort of home with easy access to everything Fondren has to offer. Ideal for couples, medical professionals, or solo travelers seeking a cozy, convenient retreat.

Guest favourite
A game room featuring a pool table in the center with a set of colored balls arranged for play. Two leather sofas provide seating, while a large projector displays an image on the wall. A bar area with two stools is positioned nearby.
Home in Pearl
4.97 out of 5 average rating, 192 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.

Top Guest favourite
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
4.99 out of 5 average rating, 456 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 favourite
An outdoor sitting area features several metal chairs and a coffee table on a grassy patch. The backdrop includes a gray and wooden structure, with plants adorning the walls. Natural light brightens the space, and a pleasant sky is visible above.
Apartment in Jackson
4.97 out of 5 average rating, 396 reviews

Secret Sanctuary in Fondren

This hidden private apartment behind my home is perfect for the traveling business person or the vacationers looking for a central location in the Fondren District. With off street parking, well away from any busy thoroughfare, you can be sure to enjoy peace and comfort. You will be inspired by the original decor and outdoor porch to go out and discover Jackson or rest and enjoy solitude. Also, there is a Purified Drinking Water Faucet installed in the apartment!

Popular amenities for Pearl holiday rentals

When is the best time to visit Pearl?

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Avg. price$238 NZD$212 NZD$259 NZD$220 NZD$260 NZD$260 NZD$260 NZD$267 NZD$260 NZD$295 NZD$255 NZD$300 NZD
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Frequently Asked Questions

  • Do house rentals in Pearl have air conditioning?

    Absolutely! We offer over 20 house rentals with air conditioning in Pearl. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Pearl have free parking?

    Absolutely! We offer over 20 house rentals with free parking in Pearl. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Pearl have wifi?

    Absolutely! We offer over 20 house rentals with wifi in Pearl. Enjoy a tailored experience with all the comforts you desire.

  • Are there vacation rentals with a dedicated workspace in Pearl?

    Yes! Work meets play with ease at over 20 vacation rentals in Pearl featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Pearl?

    Four-legged friends are welcome in Pearl. Choose from more than 10 vacation rentals for guests traveling with pets.

  • What are the most popular amenities for House Rentals in Pearl?

    Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with free parking, over 20 homes with a kitchen, over 20 homes with air conditioning, over 20 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there family-friendly vacation rentals in Pearl?

    Pearl has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Pearl have a kitchen?

    Absolutely! We offer over 20 house rentals with a kitchen in Pearl. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Pearl

  • Total holiday rentals

    Explore 30 holiday rentals in Pearl

  • Verified guest reviews

    Over 1,550 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Pearl holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Pearl rentals

  • 4.8 Average rating

    Pearl stays are highly rated by guests—averaging 4.8 out of 5!

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