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.

Cabin retreat

Welcome to Kelly’s Jubilee. Look us up online for more details. Beautiful 3 bedroom log cabin located minutes from Nashville. Gorgeous grounds and peaceful setting. Very close to downtown Springfield where there are many restaurants, shopping, and entertainment. ) We live on site and charge $35 per guest after 2 people including visitors. Wild parties are not allowed. We welcome your furry friends and a $100. pet fee which must be paid prior to arrival. Through our website the pet fee is $50

Modern KY Retreat | Cozy 2 Bedroom Home

Enjoy this newly renovated 1940’s, retreat during your stay to Franklin, KY. Peaceful and modern indoor and outdoor spaces create a perfect environment for your next work trip, date night or weekend away. Minutes from I-65, this cozy retreat accommodates the perfect day trip to Nashville, Mammoth Cave, or local Amish Markets throughout KY. All are welcome! Scroll down to the bottom and click "contact host" to ask us any questions you may have about the space or long stay pricing before booking.

Dolly's Bargain Store

Originally built in 1958 as a local grocery store, this property served the community until the late 1980s. After sitting abandoned for decades, it was renovated in 2021 into a Dolly Parton-themed Western retreat with lots of rustic charm! Enjoy a cozy getaway, with live horses grazing in the backyard. Located in Middle Tennessee, this property offers easy access to major cities, with shopping, dining, and entertainment within 15 minutes. A perfect blend of comfort, character, and convenience

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.

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!

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.

KingfisherBNB in H’ville - 30mins to DT Nashville!

Less than 30 minutes to Nashville and centrally located in the Old Town Center of Hendersonville, the Kingfisher BNB is the perfect spot for your family or group! This cute 1940's cottage has 3 bedrooms and 1 bathroom with plenty of room for you to spread out and enjoy. Enjoy an easy commute to Nashville without staying in the hustle and bustle of the city. We look forward to welcoming you to Hendersonville! Please note that this is strictly a pet-free property.

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. You may see deer and wild turkey . Gas Grill provided. plenty of parking. NO PETS ALLOWED.

Candeight Cabin | Hike & Fish on 100 Acres

Welcome to Candlelight Cabin, tucked away at the trail head of the historic Dovetail Forest, a private 100 acre retreat conveniently located 30 minutes North of Nashville. Enjoy miles of hiking trails, a fire pit, fishing pond, golf range and a spacious lawn for recreation. We provide firewood, fishing gear, trail maps and recommendations for nearby dining and attractions. The Candlelight Cabin has fast wifi, Smart TV, a fully stocked kitchen and laundry room.