Family-friendly vacation rentals in Pearl

The Point at the Rez | Spacious Waterfront 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!

Family · Kitchen · Comfort

The Funky Monkey Cottage in Fondren!

The Funky Monkey is a 1bedroom 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!

Family · Kitchen · Amenities

*Home away from home! Studio suite/peaceful farm

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!

Family · Kitchen · Access

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 8 guests with its king, queen, full & twin trundle, twin fold out, 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!

Indoor spaces · Family · Long stay

90s themed w/Secret Gameroom+Basketball&Pickleball

Newly remodeled for the perfect blend of new AND 90s! In the house you will have plenty to do with arcade games, Nintendo, Super Nintendo, and our one of a kind selfie wall with props. There is a bookshelf in the living room with pictures and nostalgic 90s items that is actually a secret door that leads to the game room. The backyard houses our new basketball/pickleball court. Centrally located, you are just minutes from everything you could need like the best restaurants and shopping. See ya

Family · Kitchen · Hospitality

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!

Family · Indoor spaces · Wifi

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!

Indoor spaces · Kitchen · Sleep quality

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!

Indoor spaces · Kitchen · Comfort

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.

Kitchen · Indoor spaces · Solo travel

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

Kitchen · Family · Backyard

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.

Indoor spaces · Kitchen · Amenities

The Cottage on College Near Downtown Brandon

Welcome to The Cottage on College, a cozy, private and pet-friendly guesthouse in Brandon’s Historic District. Enjoy vintage-industrial charm, a peaceful setting and easy access to Downtown Brandon, less than half a mile away. We’re approximately six minutes from the Brandon Amphitheater, near Shiloh and Quarry parks, and about 13 minutes from JAN Airport—ideal for concerts, tournaments, work trips, weekend getaways and longer stays.

Indoor spaces · Family · Breakfast