Holiday houses in Jay

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Top-rated holiday rentals in Jay

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

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Top Guest favourite
A yurt-style glamping tent sits on a wooden platform, surrounded by lush greenery. Sunlight filters through the trees, casting a warm glow on the tent, which features a mesh front for ventilation. The natural landscape enhances the peaceful ambiance of the site.
Yurt in Milton
4.95 out of 5 average rating, 101 reviews

The Wandering Path Yurt # 2

Immerse yourself in nature with over 20 wooded acres and 2000 feet of water frontage and trails on Big Coldwater Creek. Quiet, tranquil and peaceful are how most guests describe their stay at The Wandering Path. Being in nature has a significant impact on mental and physical health. You will leave here feeling refreshed and recharged. Kayak, canoe, hike, fish or relax the day away. At this time, children under 12 are not allowed, pets are not allowed, exceptions are considered, pls inquire

Top Guest favourite
A charming tiny house features a blue exterior and white columns supporting the porch. A welcoming yellow door invites guests, while the surrounding area is landscaped with mulch and small plants. Two chairs are positioned on the porch, offering a spot to relax.
Tiny home in Milton
4.98 out of 5 average rating, 121 reviews

The Sunset Cottage

Come make memories you won’t forget in our beautiful, romantic tiny house. Watch the sunrise over the fields while sipping a cup of coffee. You will Enjoy exploring the nearby Coldwater Creek during the day, Or if you rather relax on the most beautiful beaches in Florida, it is a short drive. After a busy day, enjoy a magnificent view of the sunset or watch the deer as they approach the fields from the East. Please understand we are still improving the outdoors with additional landscaping.

Top Guest favourite
A charming renovated home is displayed, featuring a blue exterior with white trim. The front porch is enclosed with multiple windows, allowing for ample light. Surrounding greenery adds a natural touch, and steps lead to the welcoming entrance.
Home in Brewton
4.97 out of 5 average rating, 29 reviews

Mady's Happy Place

Please make yourself at home in our cozy renovated nearly 100 year old home. Just minutes from historic downtown Brewton, parks, shopping and restaurants. Plan a day trip to the pristine white beaches in Pensacola located just 1 hour and 15 minutes away. Then head back to your warm and inviting home to enjoy the sunset on the enclosed porch or just curl up on the couch in front of the 65" TV. Whatever you decide to do, Mady's Happy Place is here to make your getaway a wonderful experience.

Top Guest favourite
An open kitchen area features modern appliances, including a stove and refrigerator. A small round table with two stools occupies the center, while natural light filters through a window adorned with a fabric treatment. Light-colored walls and wood-like flooring create a clean and functional space.
Apartment in East Brewton
4.95 out of 5 average rating, 113 reviews

W&W Airbnb

Kick back and relax in our studio Apt . Brewton is a small town with lots of charm. Jennings Park is close by and has a paved walking trail Plenty of restaurants ElReys Mexican, Happy kitchen Chinese. David’s Catfish, Camp 31 BBQ, simply donuts and so much more. There is a laundry mat conveniently located less than a mile. We are not responsible for water, Power or Internet service issues that may occur during your stay. THINGS TO NOTE: We do have a rooster that is fond of crowing. Lol

Top Guest favourite
A log cabin is positioned on elevated ground, framed by colorful autumn foliage. The wooden steps lead up to a spacious porch, which is accompanied by an adjacent storage building. The structure's natural wood texture complements the surrounding trees.
Cabin in Escambia County
4.93 out of 5 average rating, 101 reviews

Rustic and Elegant Log Cabin

Forget your worries in this spacious and serene space located in the Conecuh National Forest. Cabin has small amount of steps on front and is 3 levels on the back, overlooking the forest and trail down to the creek. Spacious back porch with several comfortable rocking chairs allows for birdwatching and visiting. Down the trail 2-3 min walking or driving is a covered pavilion and beautiful creekside private sandbar. Wifi and phone are spotty. Conveniently located close to fishing lakes.

Top Guest favourite
An open living space features a comfortable sofa, complemented by a cozy throw blanket and cushions. Large windows allow natural light to fill the room, which includes a kitchen area with modern appliances. A soft area rug anchors the space, creating a welcoming ambiance.
Home in Milton
4.97 out of 5 average rating, 159 reviews

Blackwater Bay Mae's Cottage

Mae's Cottage is a peaceful little bay house located right off of Interstate 10 in Milton (< 1 mile) and is within steps to the beautiful Blackwater River and Bay. It is approximately 100 yards from water access where you can enjoy fishing, boating, kayaking or just watching the sun set. There is a public boat launch so bring your boat/jet skis/kayaks and fishing gear and head out to the beautiful waters of Blackwater Bay. Relax with the whole family at this peaceful little bungalow.

Top Guest favourite
The exterior of the home features a brick facade and a large covered carport. A spacious driveway leads to the front entrance, which is framed by manicured landscaping and tall trees in the background. The roofline accents the inviting structure under a partly cloudy sky.
Home in Brewton
4.99 out of 5 average rating, 165 reviews

The Dogwood - Luxury home

A cozy & luxurious home away from home. Living room & Each bedroom with TV. Master has king bed with separate tub and shower. Spacious open floor plan with electric fireplace. Covered back porch with great privacy, fire pit area in back yard & attached carport. Guest bedrooms have queen beds. New build which opened December 20,2019. Great location for those visiting family, on business or just a relaxing getaway. 1 adult/guest must be 25 years old to book this house.

Top Guest favourite
The stilt house features a wooden deck with seating options and overlooks the tranquil Blackwater River. Surrounding trees provide a natural setting, while the calm water reflects the structure and landscape. A boat dock is visible, enhancing the waterfront experience.
Home in Milton
4.95 out of 5 average rating, 259 reviews

Waterfront with kayaks* Blackwater River Shanty

Enjoy nature in this 2 bedroom stilt house on Paradise Island surrounded by the Blackwater River- just a 30 minute drive to Gulf Beaches! Kayak around the island, enjoying the turtles & birdwatching, or boat or drive to downtown Milton to dock and dine at Blackwater Bistro or Boomerang Pizza. There is a boat ramp, boat house, 4 kayaks and life jackets for guest use. Easily visit Navarre Beach, vibrant Downtown Pensacola, Pensacola Beach, or Ponce de Leon Springs.

Top Guest favourite
A modern retreat is showcased with a striking dark exterior and large glass windows. The wooden deck is complemented by outdoor seating, while lush greenery surrounds the home, creating a serene setting within the pine forest.
Home in Pace
4.94 out of 5 average rating, 222 reviews

The Pine House Pace, FL

Enjoy this UNIQUE retreat! 🌲✨ Located on 3 acres of lush pines, this home is the perfect getaway for you or your family. With the romantic modern vibe of the house, you are sure to feel RELAXED, REJUVENATED and ready for whatever is next. Unwind with a book in our 7 ft sitting window, watch the pines sway through the expansive living room windows, or gather with friends for dinner at the outdoor dining area. No matter the reason, the Pine House is for you!

Guest favourite
Cabin in Molino
5.0 out of 5 average rating, 7 reviews

Charming Cabin, Sleeps 6

Make lasting memories at this unique, family-friendly cabin in Molino, FL. This cozy retreat features one bedroom with a queen bed and a loft with two full beds, accessible by a slim, space-saving spiral staircase. The bedroom closet also houses the water heater, but still provides space for hanging clothes and storage. The cabin is thoughtfully equipped with a washer and dryer for your convenience and offers 526 sq. ft. of living space (plus the loft).

Top Guest favourite
Guest suite in Brewton
4.92 out of 5 average rating, 87 reviews

Peaceful Escape: Cozy Living

Peaceful and cozy studio near everything. Relax in this clean and comfy 1-bed/ 1-bath studio. The perfect spot for a quiet getaway or a simple stay. Enjoy a kitchenette with microwave, mini fridge, cable tv, wifi, and all the essentials you need to feel right at home. Step outside to a large yard with a patio table and chairs for outdoor meals or morning coffee. You just minutes from downtown, only 1 mile from grocery store and 5 miles from walmart.

Guest favourite
Tiny home in Brewton
5.0 out of 5 average rating, 5 reviews

Richburg Retreat - tiny house on a fishing pond

Escape to a peaceful country retreat overlooking a pond, just 5 miles from town and conveniently located between Brewton and Flomaton. Enjoy modern comforts with rural charm, including a refrigerator, microwave, and coffee bar for light meals. Wake to tranquil pond views and unwind with beautiful sunsets. Fish in the designated pond area, and enjoy the nostalgic sound of the passing train whistle a few times each day.

Popular amenities for Jay holiday rentals