Vacation rentals in Portland

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Portland

Guests agree: these stays are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Superhost

The cabin features a two-story log structure with a welcoming entrance, framed by manicured greenery. A brick pathway leads to the front door, while large windows allow natural light to enhance the rustic charm of the exterior.

Cabin in Franklin

4.86 out of 5 average rating, 137 reviews

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.

Top guest favorite

The exterior of the house is showcased, featuring a red brick facade with a contrasting gray roof. Green bushes are neatly trimmed along the walkway, which leads to the entry. The lawn is well-maintained, and trees provide natural shading in the surrounding area.

Home in Franklin

4.96 out of 5 average rating, 127 reviews

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.

Top guest favorite

A cozy studio space features a spacious bed with white linens, complemented by a decorative woven throw. A flat-screen TV is mounted above a charming electric fireplace, while a set of windows allows natural light to brighten the room. A small dresser and hanging hooks provide storage options.

Guesthouse in Portland

4.99 out of 5 average rating, 184 reviews

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.

Top guest favorite

The exterior of a rustic cabin features a combination of log siding and a green metal roof. A spacious covered porch welcomes guests, with large columns supporting the overhang. Surrounding trees provide shade and natural beauty, enhancing the serene rural setting.

Cabin in Russellville

4.96 out of 5 average rating, 136 reviews

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.

Guest favorite

A serene sunset is captured behind two leafless trees, casting a silhouette against a soft orange sky. Mist envelops the field, adding a layer of tranquility. The landscape extends softly into the distance, enhancing the peaceful rural atmosphere.

Home in Portland

4.92 out of 5 average rating, 208 reviews

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!

Top guest favorite

A welcoming farmhouse is set among mature trees, with a sign reading 'Itty Bitty Acres' prominently displayed. The gravel path leads to the front porch, where rocking chairs are positioned for relaxation. Open fields create a serene backdrop in the distance.

Home in Springfield

4.99 out of 5 average rating, 162 reviews

“Updated Historic Farmhouse, Mini Horses!"

"Historic farmhouse getaway with spectacular views" Great getaway for couples and families! Hi speed fiber internet! New stainless appliances Updated bath / whirlpool tub Lg updated kitchen w island Original 150 yr old floor 10’ ceilings 2 porches Fire pit Lg screen led tvs with roku controllers, netflix, etc 2 of the worlds smallest dwarf miniature horses “Boo Boo” & “Tater” on property. 360º 1000 acre view Soy, corn, cow pasture, tobacco barns Lg telescope, no ambient city light!

Top guest favorite

The rustic tiny house cabin is reflected in the calm surface of the pond. Surrounded by lush greenery, it features a small porch and a welcoming entrance. A seating area with chairs is positioned near the water's edge, inviting relaxation in nature.

Tiny home in Franklin

4.98 out of 5 average rating, 530 reviews

Tiny Living! Trails, Fishing *No Cleaning Fees

Our beautiful rustic tiny house cabin is the perfect couples getaway or just a great place to stop in for the night. Our tiny house sits down by our pond tucked away into the woods and is very private and secluded. Sit out on the front porch and watch the deer. Play games, read a book, go fishing or just rest and relax. 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).

Top guest favorite

The log cabin exterior features a private entrance leading to the guest suite. The structure showcases natural wooden walls and stone accents, surrounded by green trees. A spacious front porch is visible, along with stairs leading up to the entry. The area is inviting and set in a serene environment.

Guest suite in Bethpage

4.99 out of 5 average rating, 175 reviews

Cabin On The Creek! Private Suite

Our log cabin home is located on 30 acres just north of Gallatin, TN. Perfect location to enjoy Nashville and all it has to offer! Stay in our downstairs guest suite which has a private entrance, living space, bedroom and full bath. The guest suite is in the lower level of our cabin and is a naturally cool environment, so it's great for sleeping (no thermostat). We are only about a 50 min drive from the heart of downtown Nashville and Old Hickory Lake is just 20 minutes away!

Top guest favorite

A charming treehouse is nestled among tall trees, featuring earthy wooden tones and a rustic design. Soft outdoor lighting creates a cozy ambiance, while a path made of stones leads to the entrance. The treehouse is elevated, providing a unique vantage point into the surrounding nature.

Treehouse in Greenbrier

4.98 out of 5 average rating, 253 reviews

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.

Top guest favorite

The cottage is surrounded by lush greenery and tall trees, offering a serene and natural setting. A winding gravel path leads to the entrance, showcasing landscaping with various plants. Warm sunlight filters through the trees, enhancing the peaceful ambiance of the rural environment.

Cottage in Hendersonville

5 out of 5 average rating, 153 reviews

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.

Guest favorite

A charming barn with a classic A-frame design is set against a backdrop of autumn trees. Large windows offer ample natural light, while a welcoming entryway is framed by festive decorations. The gravel area provides easy access to the building.

Barn in Goodlettsville

4.98 out of 5 average rating, 297 reviews

The Barn at the Farm-Social Isolation at its best!

Adorable studio apartment located in the loft of a century-old barn in the heart of the hills of Goodlettsville. Located behind an 18th century farmhouse on a rural 25-acre farm, the barn is conveniently only 10 minutes from I-65 and, with no traffic, is a little over 30 minutes from Downtown Nashville. This quaint, secluded spot is the perfect jumping-off spot for your stay in Middle Tennessee! Please note that this is strictly a pet-free property.

Top guest favorite

A quaint cottage is framed by lush gardens filled with a variety of colorful flowers and greenery. The house features a welcoming porch and is surrounded by mature trees, creating a serene outdoor setting. Bright sunlight enhances the vibrant colors of the garden.

Cottage in Springfield

4.85 out of 5 average rating, 150 reviews

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.