Holiday rentals in Simpson County

Country Retreat

Relax with the whole family at this peaceful place to stay. We offer 45 acres of woods with accessible trails, a perfect get away from the city life. Very beautifull and remote country setting and yet close enough to nearly restuarants, convenient stores and gas station. Spacious three- bedroom two-bathroom with fully equipped kitchen and laundry room. Bring your favorite fishing rods to fish in our pond for bass or bream or take a walk in the woods. Our chickens are ducks are people friendly.

The Magnolia House

Welcome to a slice of small-town Mississippi charm. Stay in a 125 year old historic Craftsman home on a peaceful Main Street boulevard, offering a spacious & unique blend of historic character and modern comfort. Start your mornings or end your evenings relaxing/dining on the expansive front porch or enjoying the Fire Pit. Inside, you’ll find period details blended with functional living area. Unwind after a long day with a luxurious soak in the vintage claw-footed tub.

Cedar Oak Cabin: Grill/hot tub/ unlimited Internet

Welcome to Cedar Oak Cabin — a peaceful wooded retreat surrounded by cedar and oak trees, perfect for families, couples, and weekend escapes. Relax in the hot tub, enjoy cozy cabin comforts, Smart TV streaming, a fully equipped kitchen, and quiet outdoor spaces designed for relaxing and reconnecting. Please note: the cabin is in a natural wooded setting and is routinely treated as part of preventative maintenance for seasonal outdoor insects common to the area.

A True Treehouse- Owls Nest @Pines and Pillows

Escape to our enchanting treehouse experience nestled in the heart of Mississippi's countryside. Experience rustic vibes among the treetops with cozy accommodations, breathtaking views, and comforting amenities. Perfect for romantic getaways or adventurous retreats, our unique rental offers a serene escape with a touch of whimsical charm. Book your stay now for an unforgettable experience in nature's embrace.

Raywood Manor - Spacious - High Speed Internet

Enjoy this spacious home on 5 acres, featuring two inviting living rooms, a large family room, and plenty of comfortable spaces to relax and sleep. Have fun with the pool table and foosball table, or unwind on the full walk-around deck overlooking the fenced backyard. Located right in the middle of town, you’re within walking distance to Walmart while still enjoying peaceful, open surroundings.

Country hideaway