Holiday houses in Jack

Lakefront Charm - Fun and Romance!

Southern lake charm perfect for a romance, family fun, & holidays. Quiet beautiful inlet.Main lake view. Level walk to water. Boat dock, swing, 2 kayaks, picnic tables, grill, fire pit. 45mins. to Ft. Benning. 30 min. to Providence Canyon. 15 min. to Lakepoint State Park. Circular driveway is private, easy in/out for trailer/boats.Shopping, restaurants & boat launch w/in 1 mile. Big yard. Jacuzzi tub, WIFI, Cable. 3 beds: king, queen, full. 2 full baths. Accommodates 6. *Pets allowed w/approval.

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.

Guesthouse in Shorter

Unique above barn guesthouse with great views of the woods off the covered deck. Located in the country 5 min. from I-85 between Montgomery and Auburn. Great for game season, travelers in need of rest, or a quiet getaway! Amenities; fully equipped kitchenette, stove, microwave, mini refrig, toaster oven, coffee/tea pots (organic coffee, tea and sugar provided). Cozy living room, 50"tv, games, wifi. Relax in bathroom with clawfoot tub/shower incl. essentials. Queen bed & comfy cotton linens.

The Lake House

Take it easy at this tranquil getaway spot! Located in a quiet nature setting down a dirt road, you are sure to get plenty of R&R here! This waterfront property features 2 bedrooms and 1.5 baths. There is also a queen memory foam sleeper sofa, a trundle in the flex room that makes a king, and an air mattress. The lake house is centrally located as it is only 12 mins to downtown Enterprise and 23 minutes to Ft. Novosel. No house parties. No uncleared guests. Fishing is allowed but no swimming.

Modern Saltwater Oasis | Pool + Treehouse

Escape to one of Alabama’s top-rated Airbnb stays, located just 12 minutes north of Troy on scenic US-231 — the direct route to Florida’s Gulf Coast beaches. Surrounded by landscaped botanical gardens, this private resort cottage blends countryside seclusion with upscale comfort. Expect not to see anyone else during your stay - privacy is a priority, so you'll have a resort-style time. Guests describe the experience as spotless, peaceful, relaxing, and far beyond a typical Airbnb stay.

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

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.

The Ponds @ Andalusia

This beautifully designed, luxury home sits on a 4 acre pond surrounded by 62 peaceful acres with tall mature trees! Watch the horses grazing in the fields while drinking your morning coffee on the large decks, watch outdoor movies on the big screen while enjoying the incredible pond views and sunrises/sunsets from this stunning property! Located just 10 minutes from Gant Lake and Andalusia, & only a 90 min drive to the amazing emerald beaches at Pensacola & Destin!

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.

Stillwater Cabin

Nestled in the woods on a spring-fed pond that flows to the East Fork Choctawhatchee River, our newest addition—Stillwater Cabin—is a peaceful, cozy retreat. Fish steps from the porch, unwind by the firepit, and explore nearby Lake Eufaula and Barbour County WMA. Private, relaxing, and fully equipped—perfect for couples, small families, or outdoor lovers.

Country Comfort Inn *Newly Updated*

Middle of nowhere, but close to everywhere! The perfect taste of small town living. If you are wanting to get away somewhere that is quiet, private, and peaceful, then this is the place for you! It is located 20 minutes from Troy and Enterprise. A Dollar General and gas station are 2 minutes down the road. **NEWLY UPDATED**