An aerial view of a rural landscape with green fields, a few scattered trees, and two red barns.

Portland Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Portland vacation homes

A spacious living room with a high ceiling, a chandelier, a staircase, a dining area, and a cozy seating area.

1. The Yellow House - Hidden Gem in heart of Portland

The Yellow House - Hidden Gem in heart of Portland
Portland
10.0 out of 10, Exceptional, (20 reviews)
"This is a beautiful house that is nicely furnished and very comfortable!"
United States
Josh B.
The price is CA $283
CA $692 total
includes taxes & fees
Oct 14 - Oct 15
The Yellow House - Hidden Gem in heart of Portland
A backyard with a swimming pool, a covered patio area, and a fenced enclosure.

2. Hot Tub, Pool, Game Rooms, & Star Wars Theater!

Hot Tub, Pool, Game Rooms, & Star Wars Theater!
Portland
The price is CA $388
CA $762 total
includes taxes & fees
Oct 30 - Oct 31
Hot Tub, Pool, Game Rooms, & Star Wars Theater!
A living room with a fireplace, leather sofa, wooden coffee table, and a patterned rug.

3. The Lucky Chance House - Franklin, KY

The Lucky Chance House - Franklin, KY
Franklin
10.0 out of 10, Exceptional, (6 reviews)
"This is a very nice place to stay. Easy to find and close to everything we needed."
United States
Diana M.
The price is CA $243
CA $482 total
includes taxes & fees
Oct 20 - Oct 21
The Lucky Chance House - Franklin, KY
A modern kitchen with white cabinets, stainless steel appliances, a granite countertop, and a pendant light fixture.

4. Cute Boho Country Bungalow in Central Franklin KY

Cute Boho Country Bungalow in Central Franklin KY
Franklin
9.8 out of 10, Exceptional, (9 reviews)
"We had a great stay and felt very welcomed. The house was thoughtfully decorated and very cute. "
United States
sherie g.
The price is CA $150
CA $323 total
includes taxes & fees
Oct 25 - Oct 26
Cute Boho Country Bungalow in Central Franklin KY
A conference room with a long wooden table, white chairs, and a modern chandelier.

5. Kentucky Comfort Central Retreat, 2 Bedroom Home

Kentucky Comfort Central Retreat, 2 Bedroom Home
Franklin
9.2 out of 10, Wonderful, (9 reviews)
"Great location for a wedding we attended Beautifully decorated and had EVERYTHING we needed-fully stocked "
United States
Lisa G.
The price is CA $156
CA $337 total
includes taxes & fees
Oct 20 - Oct 21
Kentucky Comfort Central Retreat, 2 Bedroom Home
Living area

6. Relax Here! Nashville's Northern Retreat

Relax Here! Nashville's Northern Retreat
Gallatin
The price is CA $156
CA $401 total
includes taxes & fees
Oct 19 - Oct 20
Relax Here! Nashville's Northern Retreat
A hotel room with a large bed, two bedside tables with lamps, a wooden door, and two wall-mounted paintings.

7. Vintage modern / boho Gallatin townhome!

Vintage modern / boho Gallatin townhome!
Gallatin
10.0 out of 10, Exceptional, (26 reviews)
"Extremely clean, quiet, well decorated and comfortable. "
United States
Shawn M.
The price is CA $123
CA $346 total
includes taxes & fees
Oct 18 - Oct 19
Vintage modern / boho Gallatin townhome!
A modern living room with a grey sofa, fluffy cushions, a small white side table, and a blue bed.

8. Cozy 1-bedroom country bungalow in quiet Westmoreland with AC

Cozy 1-bedroom country bungalow in quiet Westmoreland with AC
Westmoreland
The price is CA $77
CA $158 total
includes taxes & fees
Oct 23 - Oct 24
Cozy 1-bedroom country bungalow in quiet Westmoreland with AC
A spacious living room with a sectional sofa, a recliner, and a patterned rug.

9. Spacious Hendersonville Home – Sleeps 7, Prime Location!

Spacious Hendersonville Home – Sleeps 7, Prime Location!
Hendersonville
7.2 out of 10, Good, (25 reviews)
"House was a great size, had everything you need in kitchen. Close to all kinds of store and restaurant all about 10-15 min drive. 20-30 mins to downtown Nashville."
United States
Jennifer V.
The price is CA $126
CA $560 total
includes taxes & fees
Oct 21 - Oct 22
Spacious Hendersonville Home – Sleeps 7, Prime Location!
A covered outdoor patio with a wooden table and benches, a view of a backyard, and a house in the background.

10. Stylish Guest Suite in Gallatin: Close to Nashville, Screened Porch & Firepit

Stylish Guest Suite in Gallatin: Close to Nashville, Screened Porch & Firepit
Gallatin
9.6 out of 10, Exceptional, (19 reviews)
"Yes the place is very nice and welcoming "
United States
Eli H.
The price is CA $211
CA $276 total
includes taxes & fees
Oct 15 - Oct 16
Stylish Guest Suite in Gallatin: Close to Nashville, Screened Porch & Firepit
A small waterfall cascading over rocks into a pond surrounded by lush greenery.

11. Newly remodeled, Hot Tub, 70n inch tv Private Entrance, Convenient location

Newly remodeled, Hot Tub, 70n inch tv Private Entrance, Convenient location
Lebanon
10.0 out of 10, Exceptional, (112 reviews)
"It was a good location. Nice and quiet."
United States
Josh L.
The price is CA $135
CA $311 total
includes taxes & fees
Oct 15 - Oct 16
Newly remodeled, Hot Tub, 70n inch tv Private Entrance, Convenient location
A spacious living area with a wooden staircase, a leather recliner, and a round coffee table.

12. Cozy 2-bedroom Milking Parlor in peaceful Logan County near Russellville with AC

Cozy 2-bedroom Milking Parlor in peaceful Logan County near Russellville with AC
Russellville
10.0 out of 10, Exceptional, (6 reviews)
"It was a lovely place to stay…kitchen was well stocked"
United States
Herman D.
The price is CA $210
CA $398 total
includes taxes & fees
Oct 14 - Oct 15
Cozy 2-bedroom Milking Parlor in peaceful Logan County near Russellville with AC
A hallway with a wooden floor, white walls, and a door leading to a bathroom with a sink and mirror.

13. Modern and Charming Cottage

Modern and Charming Cottage
Heron Walk
9.6 out of 10, Exceptional, (49 reviews)
"This was the fourth time we have stayed here. The location is close to our Madison family and we love the front porch!"
United States
sarah r.
The price is CA $120
CA $344 total
includes taxes & fees
Oct 19 - Oct 20
Modern and Charming Cottage
A wooden building with a closed sign, a ramp, and a gravel ground.

14. Tranquil 1-bedroom country house perfect for a peaceful getaway

Tranquil 1-bedroom country house perfect for a peaceful getaway
Russellville
8.0 out of 10, Very good, (1 review)
"This place was great, cozy little cabin out in the country , quiet , peaceful!!! Would definitely stay here again. They even made some complimentary cinnamon buns,Sooooo gooood!!!!!!"
United States
Anonymous traveller
The price is CA $129
CA $252 total
includes taxes & fees
Oct 14 - Oct 15
Tranquil 1-bedroom country house perfect for a peaceful getaway
A living room with a sofa, chairs, a TV, a fireplace, and string lights.

15. Quiet Residential Family Hideaway, Big Backyard

Quiet Residential Family Hideaway, Big Backyard
River Trace
10.0 out of 10, Exceptional, (1 review)
"It was a cozy place to stay outside of downtown Nashville. Would stay again if we ever went back."
United States
Amanda S.
The price is CA $135
CA $705 total
includes taxes & fees
Nov 3 - Nov 4
Quiet Residential Family Hideaway, Big Backyard
A living room with a sofa, a TV, a wooden side table, a rug, a painting, and a hallway leading to a dining area.

16. Cute Three Bedroom

Cute Three Bedroom
Nashville
10.0 out of 10, Exceptional, (25 reviews)
"Great back yard for our dog! And easy to get downtown for the show we came to see. Would book again"
United States
Cassidy L.
The price is CA $148
CA $378 total
includes taxes & fees
Oct 25 - Oct 26
Cute Three Bedroom
Living area

17. Gorgeous brand-new brick townhome by Old Hickory Lake. 3-min drive and walking distance to lake, boat rentals and water sport entertainment. 12-min drive to Nashville International Airport. Easy commute to Downtown Nashville, Grand Ole Opry, Opry Mil

Gorgeous brand-new brick townhome by Old Hickory Lake. 3-min drive and walking distance to lake, boat rentals and water sport entertainment. 12-min drive to Nashville International Airport. Easy commute to Downtown Nashville, Grand Ole Opry, Opry Mil
Lakewood
8.0 out of 10, Very good, (1 review)
"Nice property. Access in and out of the very busy main road can be difficult. The housing development is not well marked off the main road. "
United States
Douglas S.
The price is CA $126
CA $499 total
includes taxes & fees
Oct 21 - Oct 22
Gorgeous brand-new brick townhome by Old Hickory Lake. 3-min drive and walking distance to lake, boat rentals and water sport entertainment. 12-min drive to Nashville International Airport. Easy commute to Downtown Nashville, Grand Ole Opry, Opry Mil
A bedroom with a bed, a desk, a chair, a dresser, and a door.

18. Old Hickory 4BR Retreat, Near Lake & Sleeps 8

Old Hickory 4BR Retreat, Near Lake & Sleeps 8
Lakewood
The price is CA $127
CA $773 total
includes taxes & fees
Nov 3 - Nov 4
Old Hickory 4BR Retreat, Near Lake & Sleeps 8
Kitchen

19. Nashville Retreat near BNA ~ Pet Friendly + Backyard BBQ

Nashville Retreat near BNA ~ Pet Friendly + Backyard BBQ
Nashville
9.8 out of 10, Exceptional, (19 reviews)
"Awesome place! Great if you want a little peace and quiet while you’re in Nashville!"
United States
Ryan P.
The price is CA $148
CA $565 total
includes taxes & fees
Oct 25 - Oct 26
Nashville Retreat near BNA ~ Pet Friendly + Backyard BBQ
The upstairs hallway connects guest bedrooms and provides easy access throughout the second floor.

20. Hilltop House - Sleeps 15, Theater Room, Firepit & 3 Private Acres

Hilltop House - Sleeps 15, Theater Room, Firepit & 3 Private Acres
Goodlettsville
The price is CA $246
CA $1,459 total
includes taxes & fees
Nov 1 - Nov 2
Hilltop House - Sleeps 15, Theater Room, Firepit & 3 Private Acres
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Portland Hotel Reviews

Wingate by Wyndham Goodlettsville

Wingate by Wyndham Goodlettsville

10/10 Excellent
"Nice hot showers. Good breakfast."
Lisa 8-night trip
Posted 2 hours ago
Wingate by Wyndham Goodlettsville

Find out more about Portland

Portland Vacation Homes information

Number of reviews
294
Accommodation
348 Vacation Homes
Lowest Price
CA $158
Highest Price
CA $773

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