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

Portland Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sept - 20 Sept
In four months
16 Oct - 18 Oct

Our top choices for Portland holiday rentals

Smart TV

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, (17 reviews)
"Beautiful house with lots of charm. We had a great New Year's hosting our local family, and they all enjoyed the property."
United States
Kevin D.
The price is HK$1,608
HK$3,761 total
includes taxes & fees
1 Jul - 2 Jul
The Yellow House - Hidden Gem in heart of Portland
Free WiFi, bed sheets

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, (2 reviews)
"Private, cozy, and so cute! Very welcoming and comfortable."
United States
Sheila A.
The price is HK$529
HK$796 total
includes taxes & fees
29 Jun - 30 Jun
The Whispering Oak is a private and cozy getaway with its own private entrance!
Exterior

Tranquil 1-bedroom country house perfect for a peaceful getaway

Tranquil 1-bedroom country house perfect for a peaceful getaway
Russellville
The price is HK$635
HK$1,305 total
includes taxes & fees
29 Jun - 30 Jun
Tranquil 1-bedroom country house perfect for a peaceful getaway
Interior

Modern and Charming Cottage

Modern and Charming Cottage
Heron Walk
9.8 out of 10, Exceptional, (43 reviews)
"Security system and screen door did not seem to work properly. Bed was very comfortable and overall cleanliness of the property was excellent. Plenty of room and the location met our needs."
United States
Michele K.
The price is HK$585
HK$1,798 total
includes taxes & fees
13 Jul - 14 Jul
Modern and Charming Cottage
TV

Rooftop Creative Oasis – Close to Broadway

Rooftop Creative Oasis – Close to Broadway
Nashville
9.6 out of 10, Exceptional, (20 reviews)
"Everything about our experience renting this property was A. Our son and his family live in Nashville and without hesitation we would return to this property for future visits."
United States
Howard W.
The price is HK$606
HK$4,436 total
includes taxes & fees
30 Jun - 1 Jul
Rooftop Creative Oasis – Close to Broadway
Property grounds

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, (102 reviews)
"This place is a very nice and quiet place "
United States
Shirlene M.
The price is HK$693
HK$1,627 total
includes taxes & fees
12 Jul - 13 Jul
Newly remodeled, Hot Tub, 70n inch tv Private Entrance, Convenient location
Beach nearby

The Backstage Tiny House by Impossible Forrest!

The Backstage Tiny House by Impossible Forrest!
Lebanon
9.0 out of 10, Wonderful, (4 reviews)
"Cute place for the night. Very small with two dogs and us but was comfortable and nice surroundings."
United States
Shannon R.
The price is HK$595
HK$1,030 total
includes taxes & fees
29 Jun - 30 Jun
The Backstage Tiny House by Impossible Forrest!
Terrace/patio

Wood Shed Tiny House at Twig City Farm!

Wood Shed Tiny House at Twig City Farm!
Lebanon
The price is HK$595
HK$1,030 total
includes taxes & fees
29 Jun - 30 Jun
Wood Shed Tiny House at Twig City Farm!
2 bedrooms, desk, iron/ironing board, free WiFi

Vintage modern / boho Gallatin townhome!

Vintage modern / boho Gallatin townhome!
Gallatin
10.0 out of 10, Exceptional, (21 reviews)
"Extremely clean, quiet, well decorated and comfortable. "
United States
Shawn M.
The price is HK$699
HK$1,942 total
includes taxes & fees
9 Jul - 10 Jul
Vintage modern / boho Gallatin townhome!
Exterior

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, (168 reviews)
"All around great place. It was clean and peaceful. The hosts were excellent. My family wishes we had longer than a weekend to explore the area. "
United States
Andrea B.
The price is HK$784
HK$1,520 total
includes taxes & fees
30 Jun - 1 Jul
Peace And Quiet Of Country Living Yet Close To Modern Convenience.
Fridge, microwave, oven, stovetop

The Magic Cottage: Artsy Nashville Escape w/ Hot Tub, Sleeps 10, & Near Downtown

The Magic Cottage: Artsy Nashville Escape w/ Hot Tub, Sleeps 10, & Near Downtown
Nashville
The Magic Cottage: Artsy Nashville Escape w/ Hot Tub, Sleeps 10, & Near Downtown
Interior

The Whiskey River Lodge

The Whiskey River Lodge
Nashville
10.0 out of 10, Exceptional, (1 review)
"My family of 6 stayed here for a week while my kids were competing at the National Beta Convention at the Opryland Convention Center. We chose this place because it offered more space at a much better price than the Opryland Hotel, and was within easy driving distance of the Convention Center. Overall, we were very pleased with everything. While this house is somewhat older, they have done a great job having it clean and neat, and giving it LOTS of great character. The "old-timey" feel to the...
United States
Kelly H.
The Whiskey River Lodge
Private kitchen

Music City Townhouse | Sleeps 8 | Near Broadway

Music City Townhouse | Sleeps 8 | Near Broadway
Dickerson Road
Music City Townhouse | Sleeps 8 | Near Broadway
Smart TV

Lakeshore Living- studio apartment

Lakeshore Living- studio apartment
Gallatin
10.0 out of 10, Exceptional, (15 reviews)
"Unit was clean and exactly as pictured. Quiet residential location. Will definitely stay here again!"
United States
Carla C.
The price is HK$753
HK$1,998 total
includes taxes & fees
29 Jun - 30 Jun
Lakeshore Living- studio apartment
TV, offices

Lakefront Home on Old Hickory Lake

Lakefront Home on Old Hickory Lake
Green Hill
6.0 out of 10, (2 reviews)
"This was a neat, eclectic place. Every room had something special in it. We only stayed a night but this would be a great place for adventurous families to spend a week at. Very calm and peaceful. "
United States
Kraig M.
The price is HK$1,090
HK$3,504 total
includes taxes & fees
2 Jul - 3 Jul
Lakefront Home on Old Hickory Lake
Property grounds

Private Studio Near Opryland No Stairs, Park By Your Door.

Private Studio Near Opryland No Stairs, Park By Your Door.
Donelson
10.0 out of 10, Exceptional, (71 reviews)
"Great location, quick responses from host, nice to have parking right there"
United States
DaveJudy S.
The price is HK$792
HK$1,467 total
includes taxes & fees
29 Jun - 30 Jun
Private Studio Near Opryland No Stairs, Park By Your Door.
Fridge, microwave, oven, stovetop

Springfield Haven - Modern Comfort Near Nashville

Springfield Haven - Modern Comfort Near Nashville
Springfield
10.0 out of 10, Exceptional, (1 review)
"A beautiful home located in a great location of Springfield. The home has plenty of space, comfortable bedding, and an amazing master bathroom. We appreciated the spacious kitchen and the plentiful towels provided for guest."
United States
Rebecca D.
The price is HK$674
HK$5,282 total
includes taxes & fees
29 Jun - 30 Jun
Springfield Haven - Modern Comfort Near Nashville
Property grounds

The Watertree Tiny House at Twig City Farm!

The Watertree Tiny House at Twig City Farm!
Lebanon
10.0 out of 10, Exceptional, (2 reviews)
"Our rental needed to be worked on (before we got there) so we got upgraded to larger place on property. Beautiful property, lined with patio string lights, bonfires every night with tree stumps to relax around. Beautiful event stables with even friendlier staff and travelers. Our place was cute, clean, and comfortable. Our teen loved the bunk beds with her own TV. It has a great location, and wonderful stop to stay long or on the way to Florida. Only thing we had to be careful on was using up...
United States
Alisha P.
The price is HK$595
HK$1,030 total
includes taxes & fees
29 Jun - 30 Jun
The Watertree Tiny House at Twig City Farm!
Interior

Noteworthy by Opryland. No Stairs Fast Wifi.

Noteworthy by Opryland. No Stairs Fast Wifi.
Donelson
10.0 out of 10, Exceptional, (143 reviews)
"My wife and I stayed a few days while visiting the Grand Ole Opry. Excellent location, nice, quiet neighborhood where we felt very safe. The accommodations were wonderful! I definitely recommend !!"
United States
Giles
The price is HK$737
HK$1,678 total
includes taxes & fees
5 Jul - 6 Jul
Noteworthy by Opryland. No Stairs Fast Wifi.
Interior

The Hall Haus - Rooftop Oasis

The Hall Haus - Rooftop Oasis
Nashville
The Hall Haus - Rooftop Oasis
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Portland Hotel Reviews

Best Western Suites Near Opryland

Best Western Suites Near Opryland

10/10 Excellent
"Great location! We loved the size of our room and the hotel was very clean!"
Liz 1-night trip
Posted 4 hours ago
Best Western Suites Near 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 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?

Cozy, Modern, Safe, Quiet Neighborhood, Minutes From Nashville's Top Attractions: This holiday home rental outside of Portland offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a private garden and a selection of games.

How many holiday rentals are there in Portland?

With 4 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 Elmer Hinton Memorial Library.

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.