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Holiday Rentals in Portland

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Find properties with these dates

Tonight
May 2 - May 3
Tomorrow
May 3 - May 4
This weekend
May 3 - May 5
Next weekend
May 10 - May 12

Holiday Rentals in Portland

Fridge, microwave, oven, stovetop
Farm cabin retreat at Kelly’s Jubilee
10.0 out of 10, Exceptional, (11)
"My friend and I celebrated our birthdays in Nashville. We wanted to stay somewhere out fo the way, homey, and relaxing and our little cabin retreat was perfect! The chickens and cat gave the place charm and the others staying elsewhere on the grounds were friendly and waved at us when they saw us. It was so nice to see the big city and stay in a little hideaway on the outskirts!"
The price is €286
includes taxes & fees
5 May - 6 May
Farm cabin retreat at Kelly’s Jubilee
Interior
Spacious home with POOL! River view, private, safe
10.0 out of 10, Exceptional, (208)
"This place was amazing! Absolutely enjoyed every moment, would definitely book again!"
Spacious home with POOL! River view, private, safe
Property grounds
3bdrm 2bth country setting close to Nashville and popular attractions pets ok
9.2 out of 10, Wonderful, (86)
"The place was nice and comfy and away from the hustle and bustle of the city but close enough to enjoy !"
3bdrm 2bth country setting close to Nashville and popular attractions pets ok
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Fridge, microwave, coffee/tea maker, toaster
LAKEFRONT Home with Hot Tub, Pool Table, Kayaks near Nashville
10.0 out of 10, Exceptional, (51)
"My wife and I bought this for my daughter and her husband for there wedding gift. There response is that they both loved it and the host was great. The place was clean, quite and in a great location. They loved the view of the lake. Thank you Ann and Douglas"
The price is €340
includes taxes & fees
5 May - 6 May
LAKEFRONT Home with Hot Tub, Pool Table, Kayaks near Nashville
Fridge, microwave, oven, stovetop
Country living at its best, chickens and a beautiful stocked pond to fish in
10.0 out of 10, Exceptional, (40)
"We had a great time staying here while our son played baseball in the area. The house is beautiful and quite. The chickens where a wonderful addition and the eggs taste great."
Country living at its best, chickens and a beautiful stocked pond to fish in
Exterior
Cottage close to Town
9.8 out of 10, Exceptional, (108)
"Cutest little place ever!!!!!"
Cottage close to Town
Outdoor spa tub
Stunning Treehouse Mansion
9.6 out of 10, Exceptional, (11)
"The house was lovely. We really enjoyed ourselves. Beautiful property and creek, quiet and relaxing!! I recommend."
The price is €448
includes taxes & fees
5 May - 6 May
Stunning Treehouse Mansion
Fridge, microwave, oven, stovetop
Harmonizing home with firepit, patio, deck, full kitchen, TV, and washer/dryer
9.6 out of 10, Exceptional, (8)
"The house was nice, clean and no problem with checking in. The house is in a very quiet neighborhood."
Harmonizing home with firepit, patio, deck, full kitchen, TV, and washer/dryer
Exterior
LAKE FRONT HOME HONKY TONKIN & LAKE LIFE - O/D KIT 1 DAY FREE PONTOON IN MAY
10.0 out of 10, Exceptional, (130)
"The owners were very helpful and accomodating to everything that we needed. This is an awesome home and makes you feel like you are in another country. Lots of cool places to hang out outside, loved the tiki hut, court yard and the porch."
The price is €988
includes taxes & fees
6 May - 7 May
LAKE FRONT HOME HONKY TONKIN & LAKE LIFE - O/D KIT 1 DAY FREE PONTOON IN MAY
Exterior
Cozy-Cute-Very Safe one bedroom Treetop apt in East Nashville
7.6 out of 10, Good, (14)
"We stayed here for the night while we were passing through and loved it! Pet friendly and great location! The shower was great! Would absolutely stay again!"
The price is €176
includes taxes & fees
5 May - 6 May
Cozy-Cute-Very Safe one bedroom Treetop apt in East Nashville
***LAKESIDE RETREAT NEAR DOWNTOWN NASHVILLE***
9.6 out of 10, Exceptional, (189)
"Very nice property. I had my in-laws visiting from Ecuador. They enjoyed their visit to Nashville."
***LAKESIDE RETREAT NEAR DOWNTOWN NASHVILLE***
Outdoor dining
Family and small dogs friendly. Close to interstate, 15 minutes from Nashville
8.8 out of 10, Excellent, (32)
"There were 5 of us and a dog that stayed for 5 days. There was just enough space for us all and we were 20 minutes from the downtown area. The host was friendly and make sure we were well situated. Would stay again!"
Family and small dogs friendly. Close to interstate, 15 minutes from Nashville
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils
In the heart of Hendersonville with a fenced backyard!
8.2 out of 10, Very good, (10)
"I read the reviews and I was nervous, but was surprised when we got there. I really enjoyed our stay. I would definitely stay here again. Its hard to find a place that my big family can stay in comfortably, but we were pleased and comfortable."
In the heart of Hendersonville with a fenced backyard!
Private kitchen
Cottage at the Creek - 4 Bedrooms
9.8 out of 10, Exceptional, (10)
"the property was the perfect getaway for our family! we loved the wide open spaces both inside and outside the house, and the screened in porch facing the creek was my favorite spot! There was very little traffic on the country road across the creek, which made it more pleasant to sit outside and relax/chat. Inside the house, the beds were comfortable and the bathrooms were very clean and spacious. excellent for our group! we will be back!"
Cottage at the Creek - 4 Bedrooms
Property grounds
Unique Treehouse With Spectacular View.
10.0 out of 10, Exceptional, (38)
"The room was very nice and comfortable. We will definitely go back. Only issue it rained all weekend! 😕"
The price is €223
includes taxes & fees
5 May - 6 May
Unique Treehouse With Spectacular View.
Property grounds
Romantic Farm with Beautiful Views Close to Nashville in Lebanon Tennessee
10.0 out of 10, Exceptional, (5)
"Our stay was wonderful! With a family of 7, including five children, it's often hard to find a place to stay that is friendly to a large family. This place was wonderful, affordable for a family on a budget, and the host was so friendly and helpful. We highly recommend this property, especially for families who are looking for a place that is truly child-friendly. It's also relaxing and scenic. Would stay again in a heartbeat!"
The price is €130
includes taxes & fees
11 May - 12 May
Romantic Farm with Beautiful Views Close to Nashville in Lebanon Tennessee
Exterior
Swanky Retreat - Mins to Everything
10.0 out of 10, Exceptional, (7)
"Was a wonderful house to stay at and Very Modern. We enjoyed everything about the house. Very comfortable and not far from Broadway. Will definitely be back for my next stay in Nashville. Thank you for providing us with your comfortable home! See ya soon!"
Swanky Retreat - Mins to Everything
Terrace/patio
Secluded Cabin 3Bed/3Bath Max 6 people 2 King Masters,15 Minutes To Nashville
9.4 out of 10, Exceptional, (189)
"This cabin was awesome! We did have issue with one of the twin beds, but didn't hinder our time. Considering a return stay."
Secluded Cabin 3Bed/3Bath Max 6 people 2 King Masters,15 Minutes To Nashville
Property grounds
Tree Fort Balcony Suite
9.4 out of 10, Exceptional, (31)
"My girlfriend and I had an amazing weekend stay it was so calm, and easy to get around and still close enough to Nashville to have a fun night out! Highly recommend!"
The price is €154
includes taxes & fees
7 May - 8 May
Tree Fort Balcony Suite
Property grounds
Lakefront Home w/ Dock on Old Hickory Lake
9.8 out of 10, Exceptional, (19)
"Stayed for a couple days, as my son had a HS bass fishing tournament on Old Hickory. Home was clean and comfortable!! Neighborhood was safe and peaceful. We didn’t get much time to enjoy the backyard bc of long days fishing, but home is right on the lake, has a covered dock, kayak’s, outdoor grill, etc…. Seemed like a great place to spend a few days in the summer!! Had a nice tv/game room downstairs with Foose-ball table. Owner was kind and provided timely response to all questions. Long drive...
Lakefront Home w/ Dock on Old Hickory Lake
Don't see what you're looking for?
See all available properties in Portland
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.

Other types of properties in Portland you may be interested in

Reception
SureStay Plus Hotel By Best Western Portland Route 52 West
2.5 star property
7.2 out of 10, Good, (171)
"It was just what we needed at the time! However we had to safety pin the curtains together against the bright parking lot lights."
The price is €112
includes taxes & fees
5 May - 6 May
SureStay Plus Hotel By Best Western Portland Route 52 West
Reception
Best Western Suites Near Opryland
2.5 star property
8.8 out of 10, Excellent, (1132)
"Comfortable, clean property. Gal at breakfast buffet is super and was there 2 years ago when I stayed."
The price is €126
includes taxes & fees
22 May - 23 May
Best Western Suites Near Opryland
Business Room, 1 King Bed
Days Inn by Wyndham Goodlettsville/Nashville
2.0 star property
7.4 out of 10, Good, (1002)
"Nice place to stay for a quick overnight stay on our way to Destin after hanging out in Nashville for the day."
The price is €69
includes taxes & fees
27 May - 28 May
Days Inn by Wyndham Goodlettsville/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.

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, apart-hotels, 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 favorite 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 depends 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 €131 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 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?

Spacious home with POOL! River view, private, safe: This holiday home rental outside of Portland offers a balcony, a garden and a BBQ to help you feel perfectly comfortable 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. You and your friends and family can relax into your holiday with amenities such as 1 hot tub.

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?

Enjoy the area's cultural attractions such as Simpson County Archives and Museum, or get outdoors into nature at a spot like Triple Creek Park. In the wider area, you’ll find Sumner Crest WInery and Kentucky Downs.

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.

Recent reviews of Portland properties
Expedia verified reviews

Holiday Inn Express & Suites Goodlettsville N - Nashville, an IHG Hotel

Holiday Inn Express & Suites Goodlettsville N - Nashville, an IHG Hotel

5/5 Excellent
"Perfect experience!"
A verified traveller stayed at Holiday Inn Express & Suites Goodlettsville N - Nashville, an IHG Hotel
Posted 2 days ago
Holiday Inn Express & Suites Goodlettsville N - Nashville, an IHG Hotel