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
The cottage is surrounded by trees, featuring a welcoming porch with seating. A red metal roof complements the light-colored siding, while large windows provide natural light. The spacious front yard is well-maintained, enhancing the cottage's inviting presence.
Home in Portland
4.96 out of 5 average rating, 144 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.

Guest favorite
A private pool area is surrounded by lush greenery and features a shimmering blue pool. Sun loungers sit along the edge, while a shaded seating area with an umbrella provides a space to relax. A hammock is visible in the background, inviting comfort.
Barn in Hendersonville
4.86 out of 5 average rating, 253 reviews

Hendersonville Homestead

After spending several years living in the heart of Nashville, we bought this nearly 3 acre property as newlyweds and have dreams of turning it into a mini-farm some day. We love having the space and quiet and want to share it with you! This AirBNB is a small, one-bedroom apartment attached to our workshop behind our main house. Our guests can enjoy the quiet space including a full kitchen, dining area, living room, and patio area. The pool is open from May-October with a few rules/hours.

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, 147 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 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, 212 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
Tiny home in Franklin
4.98 out of 5 average rating, 549 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, 269 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, 158 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
The exterior of a renovated bungalow features a welcoming entrance with wooden steps leading up to a light blue door. Flanking the entrance are two chairs on a small porch, surrounded by well-maintained landscaping and tall trees, providing a serene outdoor atmosphere.
Home in Franklin
4.91 out of 5 average rating, 247 reviews

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!

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, 190 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
The log cabin is illuminated by warm outdoor lighting, showcasing its rustic charm against a backdrop of lush greenery. A spacious porch wraps around the front, providing ample seating and scenic views of the surrounding landscape.
Cabin in Cross Plains
4.98 out of 5 average rating, 110 reviews

"River House" Log Cabin Nestled near the Red River

Come stay on this secluded 33 acre farm, just 35 miles North of Nashville, 35 miles South of Bowling Green, and close to several historic sites and antique stores. This log cabin lies at the end of a dead end road, nestled near the small, southern fork of the Red River, with about 1/4 mile stretch of the river bordering the property. Easy access to walk to the creek. RV carport with electrical hookup available right outside of the cabin.

Top guest favorite
A log cabin exterior features a welcoming front porch with a doormat and a small bench. Flanking the entrance are decorative flower boxes beneath the windows, contributing to the natural, serene surroundings of greenery.
Guest suite in Goodlettsville
4.98 out of 5 average rating, 180 reviews

Valley View Cottage, 22 miles from Nashville

Take it easy at this unique & tranquil getaway log cabin with central air/heat & keyless entrance. The living room has a 55 in smart TV w/Roku, small fridge, microwave & keurig. It's a great place to work remote. The Queen bedroom has a Smart TV & a desk. You have a covered parking space & access to the main home front porch with a small table & 2 chairs, porch swing & rockers. No pets at all & no smoking please. We have allergies

Popular amenities for Portland vacation rentals

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