A calm lake with a forested shoreline and a clear blue sky.

Portland Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Portland vacation rentals

A yellow house with a porch, a black door, and a number '205' on the wall.

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)
"A great alternative to a hotel. We had 8 and pets, and had ample room. The house is older, but very clean and charming with nice updates. Would definitely visit again. What a great value!"
United States
David K.
The price is ￥35,136
￥75,570 total
includes taxes & fees
Dec 9 - Dec 10
The Yellow House - Hidden Gem in heart of Portland
A room with a large flat-screen TV, Star Wars memorabilia, and a Star Wars-themed carpet.

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

Hot Tub, Pool, Game Rooms, & Star Wars Theater!
Portland
Hot Tub, Pool, Game Rooms, & Star Wars Theater!
An outdoor patio with a fire pit, two wicker chairs, a table with a glass top, and a pergola overhead.

3. Cute Boho Country Bungalow in Central Franklin KY

Cute Boho Country Bungalow in Central Franklin KY
Franklin
10.0 out of 10, Exceptional, (11 reviews)
"Cute little house, perfect for what we needed!"
United States
Maggie L.
The price is ￥20,866
￥39,044 total
includes taxes & fees
Nov 27 - Nov 28
Cute Boho Country Bungalow in Central Franklin KY
A room with a dining table, chairs, a sofa, a large window, and a ceiling fan.

4. Charming little cabin in Franklin Ky !!

Charming little cabin in Franklin Ky !!
Franklin
The price is ￥14,374
￥17,959 total
includes taxes & fees
Nov 26 - Nov 27
Charming little cabin in Franklin Ky !!
A spacious indoor area with large windows, a tiled floor, and several tables and chairs.

5. 1 King Bed|Mobility|Tub,Nsmk

1 King Bed|Mobility|Tub,Nsmk
White House
9.6 out of 10, Exceptional, (5 reviews)
The price is ￥8,429
￥9,841 total
includes taxes & fees
Dec 15 - Dec 16
1 King Bed|Mobility|Tub,Nsmk
A kitchen counter with a stove, a bottle of vegetable oil, and a wooden map of Kentucky.

6. 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 ￥30,185
￥64,262 total
includes taxes & fees
Nov 30 - Dec 1
The Lucky Chance House - Franklin, KY
A brick house with a white door, a large window with shutters, and a front porch with a bench and potted plants.

7. Kentucky Comfort Central Retreat, 2 Bedroom Home

Kentucky Comfort Central Retreat, 2 Bedroom Home
Franklin
9.2 out of 10, Wonderful, (10 reviews)
"Great location for a wedding we attended Beautifully decorated and had EVERYTHING we needed-fully stocked "
United States
Lisa G.
The price is ￥19,117
￥38,153 total
includes taxes & fees
Nov 17 - Nov 18
Kentucky Comfort Central Retreat, 2 Bedroom Home
A kitchen area with a coffee maker, a kettle, a small refrigerator, and a shelf with mugs and Christmas decorations.

8. The Whispering Oak is a private and cozy getaway with its own private entrance!

The Whispering Oak is a private and cozy getaway with its own private entrance!
Springfield
9.4 out of 10, Exceptional, (6 reviews)
"Everything was excellent"
United States
Kandice P.
The price is ￥12,362
￥16,845 total
includes taxes & fees
Nov 16 - Nov 17
The Whispering Oak is a private and cozy getaway with its own private entrance!
A compact kitchen with a microwave, a coffee machine, and a cabinet with drawers.

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

Cozy 1-bedroom country bungalow in quiet Westmoreland with AC
Westmoreland
The price is ￥8,634
￥16,413 total
includes taxes & fees
Nov 20 - Nov 21
Cozy 1-bedroom country bungalow in quiet Westmoreland with AC
A rustic wooden cabin nestled in a forest.

10. Woodsy Cabin Guest House with Spa.

Woodsy Cabin Guest House with Spa.
Greenbrier
9.8 out of 10, Exceptional, (106 reviews)
"We had a wonderful stay, the cabin was even cuter in person. This way the perfect place for a couples getaway and we especially loved the back deck area. "
United States
Anna P.
The price is ￥20,146
￥41,013 total
includes taxes & fees
Nov 15 - Nov 16
Woodsy Cabin Guest House with Spa.
A carpeted staircase with wooden handrails leading to a door. A green sofa and a patterned rug are in the living area.

11. Vintage modern / boho Gallatin townhome!

Vintage modern / boho Gallatin townhome!
Gallatin
10.0 out of 10, Exceptional, (30 reviews)
"Wonderful stay at a great price. Highly recommend!"
United States
Caity S.
The price is ￥13,799
￥38,238 total
includes taxes & fees
Nov 16 - Nov 17
Vintage modern / boho Gallatin townhome!
A spacious indoor area with large windows, a tiled floor, and several tables and chairs.

12. 1 King Bed | Non-Smoking

1 King Bed | Non-Smoking
White House
10.0 out of 10, Exceptional, (4 reviews)
"Bathroom felt clean and refreshing which mattered most after hours on the road!"
United States
Anonymous traveler
The price is ￥8,429
￥9,841 total
includes taxes & fees
Nov 26 - Nov 27
1 King Bed | Non-Smoking
An outdoor area with string lights, tables, and chairs arranged for an event.

13. Country Retreat Near Gallatin

Country Retreat Near Gallatin
Bethpage
10.0 out of 10, Exceptional, (5 reviews)
"Extremely clean and homey space. Kristen is a great host. We would certainly stay here again"
United States
Jared W.
The price is ￥25,183
￥45,032 total
includes taxes & fees
Nov 15 - Nov 16
Country Retreat Near Gallatin
A spacious indoor area with large windows, a tiled floor, and several tables and chairs.

14. 2 Queen Beds | Non-Smoking

2 Queen Beds | Non-Smoking
White House
6.8 out of 10, (5 reviews)
The price is ￥9,348
￥10,913 total
includes taxes & fees
Nov 25 - Nov 26
2 Queen Beds | Non-Smoking
A rustic log cabin interior with a dining area, kitchen, and staircase.

15. Spacious Large Cabin at Harding near I-65/Downtown Franklin

Spacious Large Cabin at Harding near I-65/Downtown Franklin
Franklin
9.0 out of 10, Wonderful, (7 reviews)
"Perfect place to stay in the middle of lots of town. Out of town but close to everything. We enjoyed our stay"
United States
Kami B.
The price is ￥35,176
￥66,450 total
includes taxes & fees
Nov 16 - Nov 17
Spacious Large Cabin at Harding near I-65/Downtown Franklin
A rustic wooden cabin bedroom with a large bed, a vanity with a mirror, and a chandelier.

16. JuneBug Log Cabin, Nashville Music History, Dreamy Loft Suite, Stone Frpl.

JuneBug Log Cabin, Nashville Music History, Dreamy Loft Suite, Stone Frpl.
Hendersonville
10.0 out of 10, Exceptional, (120 reviews)
"Absolutely beautiful and well kept. Very cozy and welcoming. Clean, quite and safe. We loved our stay!"
United States
Jenny C.
The price is ￥27,949
￥52,621 total
includes taxes & fees
Nov 19 - Nov 20
JuneBug Log Cabin, Nashville Music History, Dreamy Loft Suite, Stone Frpl.
A small waterfall cascading over rocks into a pond surrounded by lush greenery.

17. 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, (116 reviews)
"Over all was a great place. We would come back and rent again"
United States
Ken K.
The price is ￥14,534
￥33,571 total
includes taxes & fees
Nov 16 - Nov 17
Newly remodeled, Hot Tub, 70n inch tv Private Entrance, Convenient location
A wooden cabin with a porch featuring two Adirondack chairs and a small table.

18. Relax & Recharge at Firefly Cabin

Relax & Recharge at Firefly Cabin
Russellville
10.0 out of 10, Exceptional, (9 reviews)
"Very helpfull host! Very nice place to stay!"
United States
Jay E.
The price is ￥22,864
￥45,300 total
includes taxes & fees
Dec 7 - Dec 8
Relax & Recharge at Firefly Cabin
A corridor with large windows, wooden walls, and hanging pendant lights.

19. Log Cabin Once Owned by Johnny Cash, short drive to Nashville Sleeps 6

Log Cabin Once Owned by Johnny Cash, short drive to Nashville Sleeps 6
Hendersonville
10.0 out of 10, Exceptional, (91 reviews)
"Beautiful place to stay and enjoy the quiet outside of the Nashville lights! Cozy and updated to today’s standards. Beautifully appointed with a variety of the new and the old! Great story behind this home! Highly recommend!"
United States
Toni
The price is ￥31,782
￥65,417 total
includes taxes & fees
Nov 16 - Nov 17
Log Cabin Once Owned by Johnny Cash, short drive to Nashville Sleeps 6
A wooden cabin with a porch and a staircase leading to the entrance.

20. Peace And Quiet Of Country Living Yet Close To Modern Convenience.

Peace And Quiet Of Country Living Yet Close To Modern Convenience.
Scottsville
9.8 out of 10, Exceptional, (178 reviews)
"Great host! Amazing views too"
United States
Brittany W.
The price is ￥15,989
￥29,786 total
includes taxes & fees
Nov 30 - Dec 1
Peace And Quiet Of Country Living Yet Close To Modern Convenience.
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

Hilton Garden Inn Nashville Opryland

Hilton Garden Inn Nashville Opryland

10/10 Excellent
"The room was very large, clean and well maintained. The staff was great!!! Would stay there again."
angie 1-night trip
Posted 8 hours ago
Hilton Garden Inn Nashville Opryland

Find out more about Portland

Search for holiday rentals in Portland on Expedia! You can easily find your home rentals, villas, holiday apartments in Portland using one of the methods below:

  • View our selection of featured holiday rentals in Portland
  • Use the map to find apartments and other holiday homes in the Portland neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Portland while they last

Look no further and take a look at our great range of rental properties in Portland!

Frequently asked questions

Can I find vacation rentals in Portland?

Yes, there are vacation rentals close to popular points of interest in Portland, or you can select a more remote option if you're looking for relaxation. Portland is known for its festivals and university setting.

What are some of the best vacation rentals that Portland has to offer?

Lakefront property with 7 bedrooms: This vacation home rental near Portland is located on a lake and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like an arcade game room.

How many vacation rentals are there in Portland?

With 6 Expedia vacation rentals, you're sure to find just the right place for your Portland stay.

What can I see and do in Portland?

Portland City Park and Richland Park are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Portland City Hall and Sumner Crest WInery.

What are vacation rentals like in Portland?

Vacation rentals are privately owned accommodations you can reserve for a few days or a quick weekend in Portland. Vacation rentals offer extras such as hot tubs, fire pits, and patios so you'll feel just like you're staying in your own home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from public hotel elevators and busy concierge desks while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for families.