Vacation rentals in Portland

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Top-rated vacation rentals in Portland

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

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Top guest favorite
A charming log cabin is set amidst lush greenery, featuring a metal roof and warm, glowing windows. The front porch is framed by natural wooden accents and a stone pathway leads to the entrance, surrounded by carefully maintained landscaping.
Cabin in Greenbrier
4.97 out of 5 average rating, 250 reviews

Cozy Nashville Cabin in Woods w/ Spa

Only 25min from Nashville Broadway, East Nashville, Ryman Auditorium, Grand Ole Opry, and 30min from Nashville Airport BNA. We've prepared an intentional, cozy space, a respite from the city noise. With ample parking, free wifi, back deck and chosen premium mattresses, natural fiber linens, and toxin free cleaners/detergents. Our cabin guest house is nestled on the edge of an unfenced creek ridge surrounded by tall woods over. We love to provide coffee, farm fresh eggs and butter for our guests.

Top guest favorite
Treehouse in Franklin
4.99 out of 5 average rating, 189 reviews

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).

Guest favorite
Cabin in Franklin
4.86 out of 5 average rating, 153 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
Home in Portland
4.96 out of 5 average rating, 150 reviews

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.

Top guest favorite
Home in Cottontown
4.92 out of 5 average rating, 107 reviews

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.

Top guest favorite
Guesthouse in Portland
4.99 out of 5 average rating, 193 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.

Guest favorite
A wooden sauna structure is nestled among trees on an expansive deck. The circular design features a clear glass door and small windows, allowing natural light to enter. Nature surrounds the sauna, inviting peaceful moments of relaxation.
Dome in Smithville
4.98 out of 5 average rating, 120 reviews

Solace Sphere

Welcome to our modern sanctuary nestled in the serene woods of Smithville, just a stones throw away from the tranquil waters of Center Hill Lake. Solace Sphere offers a contemporary twist on the classic dome design, featuring a one bedroom layout with a loft, complemented by a rejuvenating waterfall shower and top-of-the-line appliances for your comfort and convenience. We are located 1-1/2 hours from Nashville and 3 miles from Pate’s Ford Marina Bar and Grill. We hope you find your Solace.

Guest favorite
A wooden swing hangs on a covered porch, adorned with decorative pillows and a knitted throw blanket. Sunlight filters through the trees, creating a serene view of the green yard and nearby home beyond.
Home in Franklin
4.9 out of 5 average rating, 284 reviews

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!

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
4.94 out of 5 average rating, 197 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.

Top guest favorite
A cozy firepit area is framed by a pergola adorned with string lights, inviting relaxation during sunset. Multiple seating options, including two adirondack chairs and a hanging chair, surround the central fire, set against an expansive grassy backdrop.
Home in Portland
4.93 out of 5 average rating, 227 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
The cabin features a spacious wraparound porch supported by sturdy columns, surrounded by greenery. Its wooden exterior complements the natural setting, with windows that provide ample light. Pine trees create a peaceful backdrop, and a lush lawn extends towards the forest.
Cabin in Cottontown
4.98 out of 5 average rating, 209 reviews

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.

Top guest favorite
Two painted horses trot across a grassy field as the sun sets in the background, casting warm hues of orange and pink in the sky. Lush trees border the scene, enhancing a sense of tranquility in the natural landscape.
Cabin in Russellville
5 out of 5 average rating, 200 reviews

Keehn Hideaway-Hot tub/King bed/Horses/Secluded!

Come relax in our brand new Amish-made mini-HIDEAWAY! (Couples, friends, mother/daughter, business, or ME-time). We built our DREAM PLACE (with a brand new hot tub, GAS grill, and GAS firepit), and we are now sharing it with you! Located on 20 acres in the beautiful hills of Kentucky, you will be AMAZED at the sunsets and quietness. There are no near neighbors except the chirping birds and our horses to pet, watch, and feed. Come be refreshed!

Popular amenities for Portland vacation rentals

  1. Airbnb
  2. United States
  3. Tennessee
  4. Sumner County
  5. Portland