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

Portland Holiday Rentals

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Portland holiday 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, (20 reviews)
"This is a beautiful house that is nicely furnished and very comfortable!"
United States
Josh B.
The price is AU$722
includes taxes & fees
2 Nov - 3 Nov
The Yellow House - Hidden Gem in heart of Portland
A living room with a grey leather sofa, a coffee table, and a map of the USA on the wall.

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

Hot Tub, Pool, Game Rooms, & Star Wars Theater!
Portland
The price is AU$740
includes taxes & fees
25 Oct - 26 Oct
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 AU$468
includes taxes & fees
29 Oct - 30 Oct
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
10.0 out of 10, Exceptional, (11 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 AU$324
includes taxes & fees
27 Oct - 28 Oct
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 AU$339
includes taxes & fees
26 Oct - 27 Oct
Kentucky Comfort Central Retreat, 2 Bedroom Home
A rustic log cabin interior with a wooden staircase, a patterned rug, and a wooden dresser.

6. 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 AU$615
includes taxes & fees
23 Oct - 24 Oct
Spacious Large Cabin at Harding near I-65/Downtown Franklin
A bedroom with a bed, a dark green wall, and string lights.

7. 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
9.2 out of 10, Wonderful, (5 reviews)
"Everything was excellent"
United States
Kandice P.
The price is AU$164
includes taxes & fees
2 Nov - 3 Nov
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.

8. 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 AU$418
includes taxes & fees
23 Oct - 24 Oct
Country Retreat Near Gallatin
Living area

9. Relax Here! Nashville's Northern Retreat

Relax Here! Nashville's Northern Retreat
Gallatin
The price is AU$393
includes taxes & fees
25 Oct - 26 Oct
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.

10. Vintage modern / boho Gallatin townhome!

Vintage modern / boho Gallatin townhome!
Gallatin
10.0 out of 10, Exceptional, (27 reviews)
"Wonderful stay at a great price. Highly recommend!"
United States
Caity S.
The price is AU$353
includes taxes & fees
26 Oct - 27 Oct
Vintage modern / boho Gallatin townhome!
A cozy log cabin interior with a stone fireplace, wooden furniture, and a rustic ambiance.

11. 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, (118 reviews)
"Loved everything about the cabin. Great location and very secluded. We saw deer every morning in the back yard! We will definitely be back."
United States
Angela and Mike B.
The price is AU$485
includes taxes & fees
26 Oct - 27 Oct
JuneBug Log Cabin, Nashville Music History, Dreamy Loft Suite, Stone Frpl.
A modern living room with a grey sofa, fluffy cushions, a small white side table, and a blue bed.

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

Cozy 1-bedroom country bungalow in quiet Westmoreland with AC
Westmoreland
The price is AU$160
includes taxes & fees
4 Nov - 5 Nov
Cozy 1-bedroom country bungalow in quiet Westmoreland with AC
A cozy cabin interior with two dark blue armchairs, a wooden dining table, and a kitchen area.

13. 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 AU$363
includes taxes & fees
19 Nov - 20 Nov
Relax & Recharge at Firefly Cabin
A wooden hallway with large windows, a bed in the background, and hanging pendant lights.

14. 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 AU$606
includes taxes & fees
25 Oct - 26 Oct
Log Cabin Once Owned by Johnny Cash, short drive to Nashville Sleeps 6
A rustic log cabin with a wooden porch, large windows, and a stone foundation.

15. Woodsy Cabin Guest House with Spa.

Woodsy Cabin Guest House with Spa.
Greenbrier
9.8 out of 10, Exceptional, (105 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 AU$430
includes taxes & fees
2 Nov - 3 Nov
Woodsy Cabin Guest House with Spa.
A wooden deck with a hot tub, a sofa, and a table.

16. Kentucky Tiny Home Escape Near Nashville

Kentucky Tiny Home Escape Near Nashville
Scottsville
10.0 out of 10, Exceptional, (1 review)
The price is AU$260
includes taxes & fees
25 Oct - 26 Oct
Kentucky Tiny Home Escape Near Nashville
A modern living room with a sectional sofa, a wooden coffee table, and a kitchen area with grey cabinets and a stainless steel refrigerator.

17. 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 AU$331
includes taxes & fees
2 Nov - 3 Nov
Lakeshore Living- studio apartment
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, (176 reviews)
"Great host! Amazing views too"
United States
Brittany W.
The price is AU$277
includes taxes & fees
19 Nov - 20 Nov
Peace And Quiet Of Country Living Yet Close To Modern Convenience.
Exterior

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

Spacious Hendersonville Home – Sleeps 7, Prime Location!
Hendersonville
7.4 out of 10, Good, (26 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.
Spacious Hendersonville Home – Sleeps 7, Prime Location!
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

Hyatt Place Nashville/Hendersonville

Hyatt Place Nashville/Hendersonville

10/10 Excellent
"Great place to stay for families."
Margaret 1-night trip
Posted 13 hours ago
Hyatt Place Nashville/Hendersonville

Find out more about Portland

Everything you need to know about Portland holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Portland holiday rental for you. At Expedia, you can take your pick from private holiday 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Portland holiday 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Portland holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Portland holiday rentals we have selected for you start as low as AU$249 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Portland rentals

At Expedia, we put the best Portland holiday 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 holiday.

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 holiday rentals in Portland?

Yes, there are holiday rentals close to the most popular sights in Portland, or you can select a more secluded option if you're looking for a relaxing stay. Portland is known for its festivals and university setting.

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

Lakefront property with 7 bedrooms: This holiday home rental outside of Portland is located on a lake, and has a balcony, a garden and a BBQ 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 that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as an arcade/games room.

How many holiday rentals are there in Portland?

With 6 Expedia holiday rentals, you're guaranteed 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 holiday rentals like in Portland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Portland. Holiday rentals feature extras like WiFi and washers and dryers so you'll have everything you want. If you're concerned about a clean environment, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for a family trip.