Holiday houses in Portland

Treetop Views *Trails, Fishing *No Cleaning Fee

Amazing two-story house nestled high up in the trees. A true treehouse! This treehouse sits amongst a forest of poplar trees and feels very secluded and private. It has spectacular views of Kentucky’s rolling hills as it looks out across the valley. This treehouse was hand built and handcrafted with love and attention to detail. Located just off of I65 outside the historical little town of Franklin, KY. We are located between Nashville (45min), Bowling Green (35min) and Mammoth Cave (55 min).

Porchland Cottage - Countryside view-Pet Friendly

Porchland Cottage is a hillside retreat featuring views of the countryside with large porches & is the perfect place for a get-away or visiting the Nashville area. The cottage is just a few years old-extremely clean-8 min to town-40 min to Nashville-8 miles to SRMC. Located on the hillside of historic South Tunnel railroad & close to neighboring Gallatin. The land was occupied during the civil war by Union soldiers and has an area that is considered “The Fort”, although no structure exists.

The Honey Branch

The Honey Branch sits on a little over five acres but feels like being on hundreds of acres. While middle Tennessee is growing at a rapid pace, things on Pee Dee Branch Road would tell a different story. Less than 30 miles from Broadway, The Grand Ole Opry and Opry Mills Mall. Less than 10 miles from Indian Lake Shopping in Hendersonville, downtown Gallatin and White House. Most recently, The Honey Branch has upgraded its internet capability with high speed fiber. Beds are 2 queens, 1 full.

Howdie's Cottage near Nashville and Bowling Green

Our tiny studio guest cottage is located half way between Bowling Green,KY and Nashville,TN just 1.5 miles off I-65 @ exit 117. Private, beautiful farm views and convenient to everything Nashville and Southern KY has to offer. Enjoy Music city and all things Nashville. Head North for the day and visit Mammoth Caves or the Corvette Museum. Head back in the evening and we just might have a fire going in the fire pit! Short and long term guests welcome. Please inquire about long term pricing.

Pet-Friendly Boho Bungalow | Charming Retreat

Escape to this renovated 1940s boho bungalow in Franklin, KY. Perfect for couples, work travelers, or weekend getaways, this cozy retreat features a relaxing backyard pergola, fire pit, and easy access to Nashville, Mammoth Cave, and local Amish markets. We welcome extended stays at a discount! Just scroll down to the bottom and click "contact host" to ask us for your long stay discount! Dog-friendly with self check-in, fast Wi-Fi, and easy access to I-65 for exploring southern Kentucky!

Cozy Cabin with Private Walking Trail

Relax and retreat to this peaceful rural cabin with modern amenities and charming outdoor spaces situated on a working farm. Enjoy the walking trail through 10 acres of woods or swing while enjoying beautiful country views. Experience the best of both worlds in the historic 19th century cabin with a modern addition. A short drive to quaint downtown Russellville, Auburn, or Franklin KY each with plenty of shopping. The nearby Red River provides opportunities for kayaking, tubing or fishing.

Peaceful, chic farmhouse north of Nashville

We have free high-speed Wi-Fi - ideal for remote workers and TV bingeing. Perdue Farm is great for family gatherings, rejuvenation, and professionals. The interior is spacious with lots of natural light. The whirlpool tub offers relaxation and restoration. Outside, enjoy the wide open spaces. Soak in the amazing sunsets around the firepit in the back garden. Your stay at The Perdue Farm offers relaxation, fun family times, and a tranquil experience. Book your Tennessee adventure now!

White Duck

Keep it simple at this peaceful and centrally-located cabin minutes from Interstate 24. Twenty minutes from Clarksville, APSU and nearby Fort Campbell KY to the north and thirty minutes from downtown Nashville and all it has to offer to the south. The quiet woodsy setting and comfortable interior of White Duck provide a restful transition from a day of sightseeing or an exciting football or hockey game. **There is a $50 pet fee** Please include your pet during the booking process.

The Upper Room

**We are still cleaning up debris from 2026 Snowmageddon! 😆 Be patient! Welcome to the Upper Room, a studio apartment above our detached garage with one bedroom/one bath, and small kitchen. Smart TVs w/ Roku. Conveniently located on Hwy 52 between Westmoreland and Lafayette, with a short drive of 5-10 minutes to either. If you are in town for a wedding, revival, hiking or funeral, give us a try. Winding Stairs is five minutes away and Dollar General is 4 minutes down the road.

Cozy Cottage Wooded Retreat

Our cottage is cozy, private, and safe! It is fully equipped to make your stay as enjoyable and carefree as possible. We have WIFI, 2 TV's Roku on both TVs, a Bose Radio with CD's, a DVD player with movies. We have a Coffee Station with Keurig & pods, a Mr Coffee with a coffee grinder. Completely equipped Kitchen. Tub/shower combo. Lots of privacy on your own back deck and your own private firepit out your back door. You may see deer and wild turkey . Gas Grill provided.

Nashville Luxury Dream Treehouse +Spa

This beautifully designed and luxurious treehouse sits on a ridge overlooking our creek. With only a 25min drive to downtown Nashville, you are tucked away amidst the towering hardwoods--away from the city noise. With careful attention to detail, the treehouse decor and design is meticulously curated to create an atmosphere of rest and beauty. This space is ideal for a couple, but can sleep four (twin beds in the loft). Parties are not permitted on the premises.

Secluded Dove Cottage | Trails & Fishing

Amidst a pine forest and miles of easy hiking trails, Dove Cottage is part of Dovetail Forest, a private 100 acre retreat conveniently located 30 minutes North of Nashville. Enjoy a fire pit, fishing pond, golf range, two porches and a spacious lawn for recreation. We provide firewood, fishing gear, trail maps and recommendations for nearby dining and attractions. The Dove Cottage has fast wifi, Smart TV, a fully stocked kitchen and laundry room.