Holiday rentals in Portland

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Top-rated holiday rentals in Portland

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

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Guest favourite

Cabin in Cottontown

4.98 out of 5 average rating, 136 reviews

Candlelight Cabin -hiking, fishing, near Nashville

Welcome to Candlelight Cabin, tucked away at the trail head of the historic Wilkinson Farm, 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 attractions and dining options. Candlelight Cabin has fast wifi, DVDs, fully stocked kitchen and laundry room. Event pavilion available on request.

2–9 Dec

$250 SGD per night

Guest favourite

Guest house in Portland

4.99 out of 5 average rating, 140 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.

24–31 Jul

$130 SGD per night

Guest favourite

Barn in Hendersonville

4.88 out of 5 average rating, 195 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.

13–20 Sep

$128 SGD per night

Guest favourite

Home in Springfield

5.0 out of 5 average rating, 116 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!

20–27 May

$174 SGD per night

Guest favourite

Tiny home in Franklin

4.98 out of 5 average rating, 397 reviews

Couple’s Getaway! *Tiny House Country Retreat

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).

12–19 Dec

$124 SGD per night

Guest favourite

Cabin in Chapmansboro

4.95 out of 5 average rating, 148 reviews

White Duck

Keep it simple at this peaceful and centrally-located cabin minutes from Interstate 24. Twenty minutes from Clarksville, APSU and nearby Fort Campbell KY to the north and thirty minutes from downtown Nashville and all it has to offer to the south. The quiet woodsy setting and comfortable interior of White Duck provide a restful transition from a day of sightseeing or an exciting football or hockey game. **There is a $50 pet fee** Please include your pet during the booking process.

1–8 Nov

$146 SGD per night

Guest favourite

Guest suite in Bethpage

4.99 out of 5 average rating, 157 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!

20–27 Feb

$142 SGD per night

Guest favourite

Cottage in Hendersonville

5.0 out of 5 average rating, 109 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.

20–27 Feb

$209 SGD per night

Guest favourite

Loft in Alvaton

4.99 out of 5 average rating, 436 reviews

studio apt w/bridge o/gorge, deck, view of woods

750 sq ft studio apt with covered breakfast deck with steps to a swinging bridge and woods. Mown paths meander thru this 230-acre farm for exploring by foot or driving the 4-seater golf cart provided. Private yet accessible. Loft has double bed w/pullout single mattress. Main floor living area queen sofa bed. Barn loft/party room at entry is complete with piano and double futon for the hardy campers. Covid19 cleaning standards; CCPC license #WC0026

19–26 Dec

$147 SGD per night

Guest favourite

Guest suite in Goodlettsville

4.98 out of 5 average rating, 122 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

19–26 Jan

$116 SGD per night

Guest favourite

Farm stay in Greenbrier

4.9 out of 5 average rating, 177 reviews

The Stock Barn at Dorris Farms

The Stock Barn is located in the center of a perfectly manicured Tennessee Century Farm, just 25 minutes north of Nashville. This space features all of the conveniences that you would expect in a modern home, with the rustic feel that dates back to the original construction date of 1900. The Stock Barn is now a weekend getaway nestled on the farm just north of all that Nashville has to offer.

21–28 Jan

$159 SGD per night

Guest favourite

Home in Scottsville

4.94 out of 5 average rating, 116 reviews

The Crafted House

Enjoy the beautiful country setting & sit around the campfire roasting marshmallows. This little retreat is only 12 minutes from the east side of Bowling Green & 10 minutes from Scottsville. House has 3 bedrooms & 2 bathrooms No smoking on property No pets No parties

22–29 Jan

$175 SGD per night