
Holiday rentals in Portland
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Top-rated holiday rentals in Portland
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Historic Log Cabin, Dreamy Loft Suite, Stone Frpl.
Historic Log Cabin built from reclaimed Civil War era logs, it’s recent extensive renovation revealed county doc’s showing it was developed by architect to the stars, Braxton Dixon forJohnny Cash. Perfect for artists or musicians retreat. Full kitchen, bath, loft honeymoon suite w/half bath, king bed, living/dining room, Stone fireplace & laundry. Sleeps 3 max. Deck overlooking treed acreage. Just 30 mins to Nashville attractions, Grand Ol Opry & airport, a quick drive to local restaurants etc

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.

Lakeside Luxury
This private residence has it all! Separate entrance with private kitchen/living room, bedroom & full bathroom. Old Hickory Lake is less than a minute from this location which has a free public boat launch and park that is a perfect place for picnics and to enjoy water sports, wildlife and nature. Downtown Nashville is less than 25 minutes away so you can enjoy the scenic lakeside activities during the day & then head downtown and enjoy all the sights and sounds that music city has to offer!

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!

Cozy 1 bath/1 bed retreat. 15 min from Downtown!
Private studio apartment attached to our house. It has its own entry and self check-in. No shared spaces. My wife and I live in the front portion of the home. We try to be really quiet & respectful of our guests, but it is a lived in home. ;-) Private 1-bedroom, 1-bathroom Mini fridge Microwave Coffee Maker Queen-size bed Fresh linens and towels High-speed Wi-Fi Free parking on premises Smart TV for streaming your favorite shows Air conditioning and heating Permit #2024002149

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.

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.

Cozy Boho Bungalow in Central Franklin KY
Enjoy this newly renovated 1940’s, 1 bedroom bungalow 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 home accommodates the perfect day trip to Nashville, Mammoth Cave, or 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!

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.

Peaceful Country Getaway with Horses & Gardens
Welcome to Birdsong Farm — a peaceful cottage on our 10-acre working horse farm. Relax on the porch at sunset, wander through gardens and orchard paths, and meet our friendly horses. We're just minutes from historic Springfield's shops, restaurants, and greenway, and 35 minutes from Nashville. Guests come here for quiet, nature, and creative inspiration — the perfect retreat for artists, couples, and anyone seeking a slower pace with modern comforts.
Popular amenities for Portland holiday rentals
Other great holiday rentals in Portland

Lakeshore Living- guest studio

Luxury Glamping on 10 Acres at Monarch Music Ranch

Cute bungalow in quiet n'hood

* Stylish 3BR Getaway by LCS Signature Properties

1/2 Mi to Kentucky Downs: Franklin Home w/ Patio!

Hometown Hideaway

The Cabin at Roney Creek Ranch

Cute Speakeasy Apt Home near Downtown Nashville!
Destinations to explore
- Western North Carolina Holiday rentals
- Nashville Holiday rentals
- Atlanta Holiday rentals
- Gatlinburg Holiday rentals
- Pigeon Forge Holiday rentals
- Indianapolis Holiday rentals
- Asheville Holiday rentals
- Southern Indiana Holiday rentals
- St. Louis Holiday rentals
- Louisville Holiday rentals
- Upstate South Carolina Holiday rentals
- Cincinnati Holiday rentals
- Music Row
- Bridgestone Arena
- Nissan Stadium
- Vanderbilt University
- Mammoth Cave National Park
- Nashville Shores Lakeside Resort
- Ascend Amphitheater
- Beech Bend
- Bicentennial Capitol Mall State Park
- Nashville Zoo at Grassmere
- The Parthenon
- Country Music Hall of Fame and Museum
- Radnor Lake State Park
- First Tennessee Park
- National Corvette Museum
- Percy Warner Park
- Tennessee Performing Arts Center
- Frist Art Museum
- John Seigenthaler Pedestrian Bridge
- Adventure Science Center
- Cumberland Park
- General Jackson Showboat
- Beachaven Vineyards & Winery




