Family-friendly holiday rentals in Jack

A Serene Country Home with Deck & Grill

Just 14 miles to Ft. Benning! Discover your private slice of serene country living at our charming 549 sq ft tiny home. Expertly hosted by U.S. Navy veterans, this is more than just a place to stay—it’s a carefully curated experience designed for comfort, relaxation, and seamless connection. Whether you're a military family visiting loved ones, a traveling professional, or simply seeking a unique retreat, we offer an immaculate, clutter-free haven of modern convenience and peaceful tranquility.

The A-Frame

The A-Frame is a vintage 1955 Sears and Roebuck kit house, recently remodeled for your Airbnb pleasure! This A-Frame is set way back in the woods, yet is only minutes from the interstate, movies, malls, eateries, and all Montgomery has to offer. Kind of a "best of both worlds" situation. 20 minutes from Maxwell and Gunter AFB, 50 minutes from Auburn, and 2 minutes from I-85. The A-frame is pet friendly, all we ask is that if your fur babies shed, please clean up after them before you leave.

“Farmcharm” country views/coziness at its best

READ IN FULL Farmcharm, is a cozy, tranquil studio space with PRIVATE entrance. It has a queen bed and sleeper sofa bed (both with memory foam mattresses). Take in the views of 1000's of acres surrounding the property and enjoy sitting on the large back porch sipping your morning coffee and seeing the sunrise (or sitting on the front porch watching all the birds). The property is 15 minutes from Goshen & 7 min. to Troy (13 min. to campus). RTJ golf courses (3) are all within 60-75 min entra

Civil Rights Trail Suite - Near Historic Sites

Located along The Historic Civil Rights Trail in Montgomery's first neighborhood. Enjoy the private guest suite of a newly renovated, 1923 craftsman home in our rapidly revitalizing community. The EJI Memorial immediately over the back fence, downtown attractions a 7min walk, Maxwell AFB a 5min drive, and Coretta Scott King's hairdresser still in business next door! Fast WiFi, streaming TV, and private entrance. Just a few blocks from the Interstate 85 & 65 junction. We'd love host your stay.

The Pool House only minutes away from Troy

The Pool House is nestled a mile from the Conecuh River in Goshen, Alabama. It comprises a country comfort escape paired with city convenience. This Pool House hosts one private bedroom with king bed and additional sleeping accommodations in the great room area with pool table and plenty of entertainment space. A beautiful view of the expansive countryside can be enjoyed while grilling near the porch. This awesome space is only 15min drive from Troy (231) & 22 min drive from 331 in Luverne.

Charmingly Trendy Cloverdale Loft - Gated Parking!

This loft is located in the finest location in Montgomery! Newly designed and stylish loft located in the heart of the Cloverdale Road Entertainment District. Situated directly above Montgomery's best restaurants and shopping. FREE gated Parking! Conveniently located a few blocks from Alabama State University, a mile from the Capital and downtown, close to freeways, minutes to the Civil Rights Trail, 10 minutes from Maxwell Air Force Base and less than 3 miles to Baptist Medical Center.

The Pine Lodge

The Lodge is a beautiful open concept farmhouse on 16 beautiful quiet acres with pond and pastures. Fenced front yard for small children and pets. Primary King bed suite Secondary Queen bed suite Wrap around porch with gates. High speed WiFi throughout Gourmet kitchen with 11 foot island, duel range, all with beautiful views of the pond and sunsets from the kitchen. Firepit with beautiful sunsets. Easy access to Troy and Troy University while still being out in the country.l

5 Star Resort-Inspired Hideaway w/Private Pool

Located in Troy's desirable countryside (12 min ). This top 1% home is one of the highest-ranked based on ratings, reviews, and reliability. "pristine-clean, like-new, private oasis." Enjoy resort-inspired beds and amenities: Tempur Pedic®, Ethan Allen®, and Williams Sonoma®. Paved walking trails, outdoor patio fireplace, your own private pool, and a kids' treehouse with 2 slides. DIRECTV®, fast wifi, great cell signal. Guests say, "likely the best Airbnb you will ever experience."

Eufaula Historic District: The Peacock Suite

Step back in time as you walk thru the doors of this beautifully renovated apartment set within one of Eufaula's historic homes, originally built in 1865. The home has a very walkable location, being approximately two blocks from the downtown main street, where you'll find restaurants, a grocery store, drug stores, churches and various other shops, or you can take a stroll through the historic neighborhood admiring the various historic homes and the beautiful landscaping.

The Cabins at Dream Field Farms #2

Ever wonder what it would be like to awake to scenes like this? With 200 acres of rural solitude overlooking a 16-acre lake, we offer a little piece of rural heaven. The pool adds a taste of tropical paradise for our guests to enjoy. Each cabin has 2 Queen Bedrooms, a full kitchen, and a sleeping loft with 5 twin beds. Maximum of 8 guests on site. Hike the woods or around the lake or just sit on the porch. Fishing is catch and release only. No fish cleaning on site.

Historic Neighborhood loft close to Interstate

Welcome to our recently renovated studio apartment in the historic Old Cloverdale neighborhood! Our lovely studio is within a very short walking distance of parks, coffee shops, restaurants, bars, shopping, and an independent movie theatre. We are located a short drive from downtown Montgomery, Maxwell Air Force Base, Montgomery Whitewater, Riverwalk Stadium, the State Capitol, The Legacy Museum, The Rosa Parks Museum, and many more attractions unique to the area!

The Osprey

The Osprey is a cozy cottage with its own private dock and is nestled along the water front of Pataula creek at Lake Walter F. George, nationally recognized for it's great fishing. Spectacular views, peaceful surroundings, evening star gazing, and deer all year long grazing in the yard. Pataula State Park is 2 miles away for very convenient boat launching.