Portland Holiday Rentals from €128: Search Short-Term Rentals

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

Pocono Mountain Villas by Exploria Resorts by Sonesta : This holiday home rental outside of Portland is located in the mountains, and has an indoor pool, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher and a stovetop.

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Our top choices for Portland holiday rentals

A gravel patio with a fire pit, outdoor seating, and a grill area by a pond.

1. Echo Valley Cottages

East Stroudsburg

Paulette

includes taxes & fees

4 Nov - 5 Nov

A spacious room with a large window, a sofa, armchairs, and a dining area.

2. Poconos Studio Suite w/ Kitchenette | Free Breakfast

East Stroudsburg

includes taxes & fees

19 Nov - 20 Nov

3. Studio with Kitchen|East Stroudsburg

East Stroudsburg

Anonymous traveller

includes taxes & fees

6 Nov - 7 Nov

A wooden spa cabin with a hot tub, surrounded by snow, featuring a wooden door, string lights, and a small potted plant.

4. BLVE Cabin w/ Hot Tub,Sauna,Cold Plunge,Game Room Near Bushkill Falls & Shawnee

East Stroudsburg

Nancy D.

includes taxes & fees

25 Oct - 26 Oct

A staircase leading to a deck with outdoor seating, a hammock, and a view of a forest through a large window.

5. BLVCK Cabin 1 w/ wood HotTub near Bushkill Falls

East Stroudsburg

Carole C.

includes taxes & fees

25 Oct - 26 Oct

A snow-covered outdoor seating area with Adirondack chairs and a fire pit, surrounded by trees and string lights.

6. Spacious Colonial Home with Hot Tub, Games, Lake Club & Top Local Attractions

East Stroudsburg

Steve

includes taxes & fees

2 Nov - 3 Nov

A modern living room with a fireplace, green sofa, and a large window.

7. Modern 4 Bedroom Home with Sauna and Game Room in Gated Lake Community

East Stroudsburg

Ryan G.

includes taxes & fees

26 Oct - 27 Oct

A campsite with a fire pit surrounded by green chairs, a river in the background, and dense trees.

8. Creekside Cabin near falls, casino, golf, & more!

East Stroudsburg

Raymond K.

includes taxes & fees

25 Oct - 26 Oct

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Top Portland Hotel Reviews

Paradise Stream Resort

10/10 Excellent

"Todo estaba hermoso"

Grand Eastonian Hotel & Suites

10/10 Excellent

"We booked the family suite and the room was huge. The whirlpool was amazing to sit in and unwind at the end of a long day. My only complaint is that the fireplace did not work as advertised. It was fall and a little chilly, and the fireplace would have been the perfect ambience. I did call maintenance but someone came and told me the fireplace was just decoration (I know this isn't true because it has an on/off button, and switch on the wall, and an adjuster dial to adjust the flame up and down). A tad frustrating but the room was still nice. The indoor pool was also too cold to use. Parking was extremely convenient but we were there on a Sunday and Monday, not sure how easy parking would be in the small lot during a busy weekend. We loved the proximity to the Crayola Factory; just a short 3 block walk."

Baymont by Wyndham Bartonsville Poconos

10/10 Excellent

"Staff (whether front desk or housekeeping) were very nice and accommodating. My room had hot tub and was extremely clean and comfortable. Only bad side was the construction they were doing on the street to the hotel the day I arrived but other than that my stay was delightful. The breakfast in the morning is exceptional."

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, 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 €128 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

Are there 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.

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

Pocono Mountain Villas by Exploria Resorts by Sonesta: This holiday home rental outside of Portland is located in the mountains, and has an indoor pool, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher and a stovetop.

What can I see and do in Portland?

Delaware River and Paulinskill River are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find Brook Hollow Winery and Columcille Megalith Park.

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 offer amenities such as WiFi and washers and dryers so your stay will be comfortable. If you're concerned about cleanliness, holiday rentals can offer a sense of safety away from public hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for family trips.

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