Portland Holiday Rentals

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Our top choices for Portland holiday rentals

10.0 out of 10, Exceptional, (15 reviews)
"This is a beautiful house that is nicely furnished and very comfortable!"
United States
Josh B.
The price is AU$678
includes taxes & fees
5 Apr - 6 Apr
The Yellow House - Hidden Gem in heart of Portland
9.8 out of 10, Exceptional, (163 reviews)
"Awesome place! Super clean has everything! "
United States
jake S.
The price is AU$279
includes taxes & fees
5 Apr - 6 Apr
Peace And Quiet Of Country Living Yet Close To Modern Convenience.
9.6 out of 10, Exceptional, (263 reviews)
"Exactly as advertised! Clean! Lovely view!"
United States
Sam G.
The price is AU$603
includes taxes & fees
9 Mar - 10 Mar
Cozy Lakefront Getaway Near Nashville-Pet Friendly, Dock, Amazing Views
8.8 out of 10, Excellent, (6 reviews)
"Tom was communicative and willing to help anytime. He gave us local recommendations and was extremely kind! Location was great, very close to downtown and had everything we needed for a weekend in Franklin! "
United States
Bentley F.
The price is AU$413
includes taxes & fees
8 Mar - 9 Mar
Kentucky Comfort Central Retreat, 2 Bedroom Home
10.0 out of 10, Exceptional, (67 reviews)
"Beautiful cabin. Perfect getaway. Quiet and secluded area."
United States
Joe R.
The price is AU$584
includes taxes & fees
7 Mar - 8 Mar
Log Cabin owned by Johnny Cash approx. 30 mins to downtown Nashville. Sleeps 6
9.8 out of 10, Exceptional, (68 reviews)
"Beautiful property that we all enjoyed!!"
United States
Mary S.
The price is AU$405
includes taxes & fees
11 Mar - 12 Mar
Welcome to #BestStayEver Nashville/Old Hickory TN
9.8 out of 10, Exceptional, (44 reviews)
"the place was well organized and welcoming "
United States
Jessica J.
The price is AU$490
includes taxes & fees
8 Mar - 9 Mar
Farm cabin retreat at Kelly’s Jubilee

Holiday Home in Old Hickory

Hickory Ridge Retreat 2-Sleeps 8
9.6 out of 10, Exceptional, (5 reviews)
"We had a great stay at the home in Old Hickory. Right near the water and close to downtown Nashville. Plenty of space for the 6 of us and the place is true to the photos in the listing. "
United States
Derek C.
The price is AU$925
includes taxes & fees
25 Mar - 26 Mar
Hickory Ridge Retreat 2-Sleeps 8
10.0 out of 10, Exceptional, (6 reviews)
"Great house! Super cool location near the Opry and right on the river! Very accommodating owners. Would stay again for sure! "
United States
Rachel B.
The price is AU$718
includes taxes & fees
17 Mar - 18 Mar
Nashville River Retreat 3BR 5 minutes to the Grand Ole Opry
10.0 out of 10, Exceptional, (7 reviews)
"We fully enjoyed your beautiful home!"
United States
K P.
The price is AU$881
includes taxes & fees
8 Mar - 9 Mar
Lake House w/ Rooftop Views! 20 to Downtown Nash!
2.0 star property
The price is AU$932
includes taxes & fees
20 Mar - 21 Mar
1 King 2 Queens Garage Yard Washer Dryer
10.0 out of 10, Exceptional, (81 reviews)
"Simple but Beautiful detail. Quiet and peaceful. Wonderful stay will be back again. "
United States
Katie M.
The price is AU$457
includes taxes & fees
8 Mar - 9 Mar
Woodsy Cabin Guest House with Spa and Pickleball Court.

Holiday Home in Nashville

Luxury townhome close to downtown!
10.0 out of 10, Exceptional, (2 reviews)
"Professional owner, beautiful and clean stay."
United States
Emily M.
The price is AU$384
includes taxes & fees
11 Mar - 12 Mar
Luxury townhome close to downtown!
10.0 out of 10, Exceptional, (50 reviews)
"The Unique Treehouse was perfect after a long day of driving. It was so peaceful and quiet with a creek running right outside! The bed was so comfortable, we slept like babies!"
United States
Terri H.
The price is AU$390
includes taxes & fees
8 Mar - 9 Mar
Unique Treehouse With Spectacular View.
8.4 out of 10, Very good, (17 reviews)
"Very nice place. Everything that it said it was and nice and quiet."
United States
Jeremiah
The price is AU$329
includes taxes & fees
6 Mar - 7 Mar
Charming Cozy Cabin Studio Close to Nashville with Great Tennessee Views
9.8 out of 10, Exceptional, (67 reviews)
"Wonderful pet-friendly stay in Nashville!"
United States
Amanda L.
The price is AU$448
includes taxes & fees
6 Mar - 7 Mar
Music City Medley is ready for your next adventure!
10.0 out of 10, Exceptional, (78 reviews)
"Clean, relaxing, cozy. Private, the perfect place to stay. "
United States
eilon S.
The price is AU$556
includes taxes & fees
22 Mar - 23 Mar
LAKEFRONT Property with Hot Tub, Pool Table, Kayaks, Fishing - all by Nashville

Holiday Home in Scottsville

Blueberry On Cherry - Scottsville, KY
10.0 out of 10, Exceptional, (1 review)
"Beautiful house! And Avery was so kind and helpful with the booking. Would definitely stay again!"
United States
Brooke D.
The price is AU$366
includes taxes & fees
6 Mar - 7 Mar
Blueberry On Cherry - Scottsville, KY

Holiday Home in Hendersonville

Heavenly Lakefront Six Bedroom Hideaway
10.0 out of 10, Exceptional, (28 reviews)
"Everything was great. The beds were comfortable and the home was inviting. Jeremy was great with communication and very friendly. "
United States
Sarah W.
The price is AU$983
includes taxes & fees
10 Mar - 11 Mar
Heavenly Lakefront Six Bedroom Hideaway
9.8 out of 10, Exceptional, (22 reviews)
"This was a lovely space for our ladies' getaway."
United States
Debrina D.
The price is AU$503
includes taxes & fees
8 Mar - 9 Mar
Historic Stonewall Stays • Room for 12 w/ New Bunk Room
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

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$265 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?

Welcome to #BestStayEver Nashville/Old Hickory TN: This holiday home rental outside of Portland is located on a lake, and has a patio, a garden and air conditioning to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in Portland?

With 5 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 Cold Springs Museum and Portland City Hall.

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.