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 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Portland vacation rentals

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, (19 reviews)
"The home is clean, beautiful, and conveniently located to stores and restaurants. The beds were very comfortable. The rooms were spacious. We recommend staying here for your next trip to Portland/Nashville area. I will book again if I’m back in town. "
United States
Angela D.
The price is CA $266
CA $667 total
includes taxes & fees
Sep 29 - Sep 30
The Yellow House - Hidden Gem in heart of Portland
A living room with a fireplace, leather sofa, wooden coffee table, and a patterned rug.

2. The Lucky Chance House - Franklin, KY

The Lucky Chance House - Franklin, KY
Franklin
10.0 out of 10, Exceptional, (6 reviews)
"Clean, good communication from host"
United States
Tia E.
The price is CA $240
CA $476 total
includes taxes & fees
Oct 1 - Oct 2
The Lucky Chance House - Franklin, KY
A modern kitchen with white cabinets, stainless steel appliances, a granite countertop, and a pendant light fixture.

3. 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 $135
CA $299 total
includes taxes & fees
Sep 27 - Sep 28
Cute Boho Country Bungalow in Central Franklin KY
A conference room with a long wooden table, white chairs, and a modern chandelier.

4. 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 $143
CA $303 total
includes taxes & fees
Oct 5 - Oct 6
Kentucky Comfort Central Retreat, 2 Bedroom Home
A hotel room with a large bed, two bedside tables with lamps, a wooden door, and two wall-mounted paintings.

5. Vintage modern / boho Gallatin townhome!

Vintage modern / boho Gallatin townhome!
Gallatin
10.0 out of 10, Exceptional, (23 reviews)
"Extremely clean, quiet, well decorated and comfortable. "
United States
Shawn M.
The price is CA $122
CA $343 total
includes taxes & fees
Sep 29 - Sep 30
Vintage modern / boho Gallatin townhome!
A bedroom with a wooden bed, a ceiling fan, a bookshelf, and a window with a view of the outdoors.

6. The Creekside Cottage at Honey Run White House, Tennessee est 1918

The Creekside Cottage at Honey Run White House, Tennessee est 1918
White House
The price is CA $223
CA $462 total
includes taxes & fees
Sep 26 - Sep 27
The Creekside Cottage at Honey Run White House, Tennessee est 1918
A modern living room with a sectional sofa, a wooden coffee table, and a kitchen area with grey cabinets and a stainless steel refrigerator.

7. Lakeshore Living- studio apartment

Lakeshore Living- studio apartment
Gallatin
10.0 out of 10, Exceptional, (15 reviews)
"Room clean and as advertised. Plenty of room for 1-2 people; very comfortable. I stayed here for multiple weeks and would stay here again."
United States
Gary C.
The price is CA $102
CA $318 total
includes taxes & fees
Sep 29 - Sep 30
Lakeshore Living- studio apartment
A reception desk with a sign that reads 'We'll leave the light on for you.'

8. 1 King Bed|Mobility|Tub,Nsmk

1 King Bed|Mobility|Tub,Nsmk
White House
The price is CA $77
CA $90 total
includes taxes & fees
Oct 5 - Oct 6
1 King Bed|Mobility|Tub,Nsmk
A bedroom with a bed, a dark green wall, and string lights.

9. 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
10.0 out of 10, Exceptional, (4 reviews)
"Everything was excellent"
United States
Kandice P.
The price is CA $95
CA $143 total
includes taxes & fees
Sep 27 - Sep 28
The Whispering Oak is a private and cozy getaway with its own private entrance!
A hallway with light blue walls, a wooden floor, and a dark blue accent wall with a cityscape mural.

10. Country Retreat Near Gallatin

Country Retreat Near Gallatin
Bethpage
10.0 out of 10, Exceptional, (3 reviews)
"Extremely clean and homey space. Kristen is a great host. We would certainly stay here again"
United States
Jared W.
The price is CA $223
CA $375 total
includes taxes & fees
Sep 26 - Sep 27
Country Retreat Near Gallatin
A bedroom with a bed, a desk, a chair, a ladder, and a shelf with various items.

11. 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 $76
CA $156 total
includes taxes & fees
Oct 3 - Oct 4
Cozy 1-bedroom country bungalow in quiet Westmoreland with AC
A rustic log cabin interior with a wooden staircase, a patterned rug, and a wooden dresser.

12. 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 CA $388
CA $717 total
includes taxes & fees
Oct 12 - Oct 13
Spacious Large Cabin at Harding near I-65/Downtown Franklin
A wooden hallway with large windows, a bed in the background, and hanging pendant lights.

13. 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, (86 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 CA $281
CA $595 total
includes taxes & fees
Sep 29 - Sep 30
Log Cabin Once Owned by Johnny Cash, short drive to Nashville Sleeps 6
A cozy log cabin interior with a stone fireplace, wooden furniture, and a rustic ambiance.

14. 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, (116 reviews)
"Great property and host, very comfortable and the host really cares about their guests, I would rate it higher but 5 is the most it will let me"
United States
George N.
The price is CA $247
CA $490 total
includes taxes & fees
Sep 29 - Sep 30
JuneBug Log Cabin, Nashville Music History, Dreamy Loft Suite, Stone Frpl.

15. Relax Here! Nashville's Northern Retreat

Relax Here! Nashville's Northern Retreat
Gallatin
The price is CA $166
CA $390 total
includes taxes & fees
Oct 6 - Oct 7
Relax Here! Nashville's Northern Retreat
A rustic log cabin with a wooden porch, large windows, and a stone foundation.

16. Woodsy Cabin Guest House with Spa.

Woodsy Cabin Guest House with Spa.
Greenbrier
9.8 out of 10, Exceptional, (101 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 CA $214
CA $429 total
includes taxes & fees
Sep 29 - Sep 30
Woodsy Cabin Guest House with Spa.
A cozy cabin interior with two dark blue armchairs, a wooden dining table, and a kitchen area.

17. 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 CA $118
CA $314 total
includes taxes & fees
Sep 28 - Sep 29
Relax & Recharge at Firefly Cabin
A wooden cabin with a porch and a staircase leading to the entrance.

18. 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, (174 reviews)
"This was our second time visiting this home. Owners are a joy and welcomed us to their hospitality. My family loved the animals and quiet nature as a getaway from the urban life."
United States
Daniel J.
The price is CA $141
CA $275 total
includes taxes & fees
Sep 30 - Oct 1
Peace And Quiet Of Country Living Yet Close To Modern Convenience.
A door with a window, a metal exterior, and a wooden door frame.

19. Charming Tiny House in Country

Charming Tiny House in Country
Adairville
The price is CA $108
CA $267 total
includes taxes & fees
Oct 19 - Oct 20
Charming Tiny House in Country
A wooden deck with a hot tub, a sofa, and a table.

20. Kentucky Tiny Home Escape Near Nashville

Kentucky Tiny Home Escape Near Nashville
Scottsville
The price is CA $209
CA $254 total
includes taxes & fees
Sep 27 - Sep 28
Kentucky Tiny Home Escape Near Nashville
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

Comfort Inn Nashville - Opryland Area

Comfort Inn Nashville - Opryland Area

8/10 Good
"Very helpful in getting us a ride to the grand old Opry. Everyone was friendly and polite. Rooms were clean stayed in better though price was right for where it was at. Would stay there again."
Kristy 1-night trip
Posted 8 hours ago
Comfort Inn Nashville - Opryland Area

Find out more about Portland

Everything you need to know about Portland vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Portland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Portland vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Portland vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Portland. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Portland vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Portland vacation rentals we have selected for you start as low as CA $244 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Portland rentals

At Expedia, we put the best Portland vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Portland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Portland vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Portland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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 Sumner Crest WInery and Portland City Hall.

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.