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Portland Holiday Rentals

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Holiday Rentals in Portland

Lakefront property with 7 bedrooms

9.8 out of 10, Exceptional, (215)
"We booked this place to stay for a Bachelor party weekend in Nashville. The VRBO was able to hold all 11 guys in our group with ease, and was very clean on arrival. It is tougher to get an uber at this location, so I would recommend scheduling ahead of time to save a 20-30 minute wait."
Lakefront property with 7 bedrooms

Cottage close to Town

9.8 out of 10, Exceptional, (177)
"It was as advertised great place would recommend! "
Cottage close to Town

Welcome to #BestStayEver Nashville/Old Hickory TN

9.8 out of 10, Exceptional, (55)
"Very clean and well stocked for a week long stay!"
The price is AU$488
includes taxes & fees
7 Oct - 8 Oct
Welcome to #BestStayEver Nashville/Old Hickory TN

LAKEFRONT Property with Hot Tub, Pool Table, Kayaks, Fishing - all by Nashville

10.0 out of 10, Exceptional, (74)
"We had a great time. Very relaxing and the description matched the experience. "
The price is AU$610
includes taxes & fees
25 Sept - 26 Sept
LAKEFRONT Property with Hot Tub, Pool Table, Kayaks, Fishing - all by Nashville

Newly remodeled, Hot Tub, 70n inch tv Private Entrance, Convenient location

10.0 out of 10, Exceptional, (83)
"Great stay! Very clean, nice accommodations. Quick response time. Would stay again!"
The price is AU$297
includes taxes & fees
1 Oct - 2 Oct
Newly remodeled, Hot Tub, 70n inch tv Private Entrance, Convenient location

NEW 4BR/2.5BA Fenced 1+acres, 8 miles from Downtown! Game Garage and HUGE Deck!

9.6 out of 10, Exceptional, (52)
"Very spacious great fenced in yard for dogs very quiet neighborhood.Close drive to Attractions "
The price is AU$1,047
includes taxes & fees
27 Sept - 28 Sept
NEW 4BR/2.5BA Fenced 1+acres, 8 miles from Downtown! Game Garage and HUGE Deck!

Spacious home with POOL, private, safe.

10.0 out of 10, Exceptional, (242)
"The house was clean and comfortable, matching the listed descriptions. The property manager was very responsive."
Spacious home with POOL, private, safe.

Quiet Residential Hideaway w/ Big Backyard - Near Grand Ole Opry

9.0 out of 10, Wonderful, (50)
"This home was so cute. We loved the lights in the living room and the master bed was super comfy. The local staff was absolutely wonderful. Safe and comfortable neighborhood."
Quiet Residential Hideaway w/ Big Backyard - Near Grand Ole Opry

Cumberland Emerald | Walk to Dining

2.0 star property
9.4 out of 10, Exceptional, (27)
"Our stay was awesome."
Cumberland Emerald | Walk to Dining

Spacious Riverfront!!! 3 Miles Opryland, 10 Min Downtown Nashville

9.8 out of 10, Exceptional, (71)
"This home was much more magnificent than the photos online! So clean and the beds were comfortable. The master bedroom’s shower was so awesome! We also loved the back porch sitting and relaxing. Would definitely stay again!"
Spacious Riverfront!!! 3 Miles Opryland, 10 Min Downtown Nashville

Log Cabin owned by Johnny Cash approx. 30 mins to downtown Nashville. Sleeps 6

10.0 out of 10, Exceptional, (59)
"The cabin, decor, history and the area was awesome. We loved it. "
The price is AU$639
includes taxes & fees
22 Oct - 23 Oct
Log Cabin owned by Johnny Cash approx. 30 mins to downtown Nashville. Sleeps 6

Estate on the Lake with a View

9.2 out of 10, Wonderful, (15)
"Had a great stay here. Nice place and good location"
Estate on the Lake with a View

Cozy, Modern, Safe, Quiet Neighborhood, Minutes From Nashville's Top Attractions

10.0 out of 10, Exceptional, (359)
"Property was as listed, clean, and just what we needed! "
Cozy, Modern, Safe, Quiet Neighborhood, Minutes From Nashville's Top Attractions

LAKESIDE RETREAT NEAR DOWNTOWN NASHVILLE

9.6 out of 10, Exceptional, (216)
"Our family had a great stay. The house was very clean and comfortable. We loved the views of the lake from the deck and the location to downtown Nashville was convenient."
LAKESIDE RETREAT NEAR DOWNTOWN NASHVILLE

Unique Treehouse With Spectacular View.

10.0 out of 10, Exceptional, (45)
"Beautiful, quiet and relaxing stay. The creek was wonderful, and the surrounding property is beautiful. Have already recommended to others looking to visit the Nashville area. Communication with host was excellent, arrived with my wife to find fresh flowers all over the cabin. "
The price is AU$418
includes taxes & fees
29 Sept - 30 Sept
Unique Treehouse With Spectacular View.

Spacious Hendersonville Home – Sleeps 7, Prime Location!

7.2 out of 10, Good, (12)
"We really enjoyed our stay, the location to everything we wanted to do."
Spacious Hendersonville Home – Sleeps 7, Prime Location!

Cozy-Cute-Very Safe one bedroom Treetop apt in East Nashville

8.0 out of 10, Very good, (35)
"Great location. Quiet, but close to everything. Check in was easy, and the place was clean, just as described in the listing."
The price is AU$261
includes taxes & fees
7 Oct - 8 Oct
Cozy-Cute-Very Safe one bedroom Treetop apt in East Nashville

ON THE WATER! CLOSE TO CITY! GIRLS WEEKEND OR FAM. VERY PRIVATE! RIVER VIEWS!

10.0 out of 10, Exceptional, (207)
"Perfect for a weekend getaway"
ON THE WATER! CLOSE TO CITY! GIRLS WEEKEND OR FAM. VERY PRIVATE! RIVER VIEWS!

Vintage modern / boho Gallatin townhome!

2.0 star property
10.0 out of 10, Exceptional, (13)
"Super cute townhome and the host is extremely nice and responsive. "
The price is AU$366
includes taxes & fees
25 Sept - 26 Sept
Vintage modern / boho Gallatin townhome!

Cozy Cabin Near Nashville, TN ~ Surrounded By Beautiful Farmland

10.0 out of 10, Exceptional, (158)
"Found this great little cabin to stay at when visiting my son."
Cozy Cabin Near Nashville, TN ~ Surrounded By Beautiful Farmland
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

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$261 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 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 Sumner Crest WInery and Cold Springs Museum.

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.