
Holiday rentals in Portland
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Top-rated holiday rentals in Portland
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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.

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).

HUGE I-65 Hideaway Cabin/ Franklin/Ext stay disc!
Located just off I-65, this spacious and historically rich cabin offers a one-of-a-kind stay that feels like stepping into a museum—with all the modern comforts you need. Relax on the huge back porch, grill out, or gather around the fire pit for cozy evenings. Inside, enjoy a lofted living space, fast Wi-Fi, and a washer/dryer for extended stays. Whether you're here for a weekend getaway, work trip or a longer escape, this cabin is perfect for families, remote workers, and history lovers alike.

Romantic cozy cottage
- Quaint country cottage on a private lane - Perfect for couples or small family - King-sized bed in master bedroom; full-sized bed in second bedroom - Located between Nashville, TN & Bowling Green, KY off I-65; close enough to be in these locations & activities within an hour - Peaceful sunsets & scenic farm views - Fire pit and charcoal grill provided for outside enjoyment - Remodeled bathroom and all new flooring throughout (Cottage formerly known as "Bill's Cottage" to returning guests.)

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.

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 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.

Wilkerson Lane Apartment
A 45 minute drive to Nashville but with a quiet, country setting. A location to free your mind and rest your body, enjoy being outdoors or inside in your own space. One queen bed and one large sectional couch can accommodate up to four people comfortably. TV, microwave, over, stove top and plenty of cooking supplies with complimentary coffee, flour, cooking oil and other necessary amenities. Equipped with a washer and dryer, and one full bathroom. Enjoy the patio with outdoor seating.

Lovely Historic Spot ~ Walk to the Square!
This special place is close to everything, making it easy to plan your visit. Newly remodeled ground level apartment in a historic home- you will be close to shopping and restaurants in downtown Franklin, Kentucky. Walk to the square and enjoy your search for cool finds in local shops and great food. Easy access to Nashville (45 minutes), Bowling Green (25 minutes), Mammoth Cave, the Corvette Museum, and so much more. About 5 minutes to I-65 makes getting in and out of Franklin easy.

The Getaway.Need a break from big city living?
Visiting lovely Middle Tennessee or Nashville, for business or pleasure? Need a break from big city living? Let “The Getaway” provide you with a quiet place to relax. Enjoy a delicious cup of coffee on the outdoor patio while you take in the beautiful view. There is a Coffee Bar, fully stocked Kitchen and Outdoor Patio for those cozy mornings or relaxing evenings after a round of golf, site seeing or long day of work. The whole family can enjoy a peaceful place to stay.

The Yellow House - Hidden Gem in heart of Portland
This is a one of a kind home with beautiful wood working details, tall ceilings, and lux furnishings to make you feel relaxed and comforted after a long day of sightseeing. Treat yourself to a quiet retreat to Middle Tennessee and still have access to all of the sightseeing opportunities that the area has to offer. -Walking distance to shops and restaurants on Main Street -5.3 miles to The Mint Gaming Hall -32 miles to Bowling Green, KY -43 miles to Nashville, TN
Popular amenities for Portland holiday rentals
Other great holiday rentals in Portland

3 BR Historic Downtown Home w/ Porch + Pool Table

The Cabin at Roney Creek Ranch

The Barn at Salem Acres

Hometown Hideaway

Relaxing Rancher in Gallatin - 30m to Nashville

Lucky Chance House-Franklin, KY

Short Walk to 8 Restaurants + Publix

Southern Comfort
Destinations to explore
- Nashville Holiday rentals
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- Mammoth Cave National Park
- Nissan Stadium
- Vanderbilt University
- Grand Ole Opry
- Belmont University
- Ryman Auditorium
- Bridgestone Arena
- Opry Mills
- Tennessee State University
- Nashville Zoo at Grassmere
- Beech Bend
- The Parthenon
- Radnor Lake State Park
- Bicentennial Capitol Mall State Park
- Music City Center
- Lipscomb University
- Country Music Hall of Fame and Museum
- First Horizon Park
- Ascend Amphitheater
- Beachaven Vineyards & Winery
- Cumberland Park
- Tennessee Performing Arts Center
- Adventure Science Center
- Centennial Park





