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Portland Holiday Rentals

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Holiday Rentals in Portland

Pocono Mountain Villas by Exploria Resorts

3.5 star property
8.6 out of 10, Excellent, (918)
"Perfect place for family vacation "
Pocono Mountain Villas by Exploria Resorts

Get cozy at Big Al's Poconos Creek House - Wireless DSL & Trout!!

10.0 out of 10, Exceptional, (567)
"Excellent. Great place for kids to explore"
Get cozy at Big Al's Poconos Creek House - Wireless DSL & Trout!!

Autumn Heights | Pool | Hot Tub | Game Room | Saun

9.0 out of 10, Wonderful, (31)
"We had a friends weekend with grilling and hiking. The house was amazing, lots of fun inside to escape the rain, the sauna was so cozy with the view out to the forest, and the hot tub was great after a long day hike. Comfy beds, good kitchen, good grill, good times!"
The price is NZ$1,211
includes taxes & fees
24 Sept - 25 Sept
Autumn Heights | Pool | Hot Tub | Game Room | Saun

Camelback Village / Indoor Pool

8.6 out of 10, Excellent, (20)
"I was very pleased with the weekend in this house, excellent location."
The price is NZ$653
includes taxes & fees
24 Sept - 25 Sept
Camelback Village / Indoor Pool

Private heated pool. Camel beach. 6 bdr Secluded Villa in the heart of Pocono

8.8 out of 10, Excellent, (32)
"We had such as good time in poconos and staying at this place.We were group of 12 adults and 8 kids-family and friends.The house was better than we thought.I highly recommend staying here if you big group."
Private heated pool. Camel beach. 6 bdr Secluded Villa in the heart of Pocono

Echo Valley Cottages

3.0 star property
8.6 out of 10, Excellent, (59)
"Had amazing with family,it’s fantastic place to be to relax and unwind."
Echo Valley Cottages

Rustic Retreat / Fireplace / Casino / Camelback - Close to everything!

9.6 out of 10, Exceptional, (39)
"Very fun little cabin, beds were nice, had a lot of fun, A"
The price is NZ$344
includes taxes & fees
29 Sept - 30 Sept
Rustic Retreat / Fireplace / Casino / Camelback - Close to everything!

4-Bedroom Vacation Oasis with Pools, 10 Minutes from Bushkill Falls

9.8 out of 10, Exceptional, (153)
"Phil was a great host. I don’t think he ever sleeps because even late at night he answers my questions. The pool table is a plus. We shared memories with my family in that cozy house. "
4-Bedroom Vacation Oasis with Pools, 10 Minutes from Bushkill Falls

CAMELBACK CABIN 20 in POCONOS

9.8 out of 10, Exceptional, (64)
"Our family of five enjoyed a long weekend here. Great accommodations!"
CAMELBACK CABIN 20 in POCONOS

Waterfront 4 Season Cabin Pet Friendly Canoe Air Conditioned

9.2 out of 10, Wonderful, (215)
"Nice and peaceful weekend. Will be back!"
Waterfront 4 Season Cabin Pet Friendly Canoe Air Conditioned

Countryside Cottages

3.0 star property
9.6 out of 10, Exceptional, (31)
"This place is a gem! Family oriented quiet clean will definitely return"
Countryside Cottages

Cozy 3-bedroom vacation home just 5 minutes from Mount Airy Casino

9.4 out of 10, Exceptional, (27)
"Very cozy home "
The price is NZ$851
includes taxes & fees
2 Oct - 3 Oct
Cozy 3-bedroom vacation home just 5 minutes from Mount Airy Casino

Streamside Family Lodge w/ fireplace, game room, sauna, multiple pools & skiing

10.0 out of 10, Exceptional, (153)
"Everything we needed was here it was an actual vacation"
Streamside Family Lodge w/ fireplace, game room, sauna, multiple pools & skiing

Camelback Mt View! Beautiful - 4bd 3bth Private Home

9.6 out of 10, Exceptional, (5)
Camelback Mt View! Beautiful - 4bd 3bth Private Home

Perfect cozy cabin w/ tree house on 3 acres of woods near skiing, hiking & DWG

10.0 out of 10, Exceptional, (57)
"My friends and I will usually rent a cabin at nice a year or so, mostly staying in the Poconos or Catskills. We found this location on VRBO and loved it. The treehouse was a cool addition, made for some good pictures. The backyard was a good size and had a nice-sized fire pit and plenty of wood. The rooms were a good size, we all slept comfortably, and everything was very clean. The owner of the location was very easy to converse with and communicated well without being overbearing. I would 100%...
Perfect cozy cabin w/ tree house on 3 acres of woods near skiing, hiking & DWG

Pocono dreams

10.0 out of 10, Exceptional, (29)
"Friendly hosts who introduced themselves. Well thought out, well equipped, charming. "
The price is NZ$316
includes taxes & fees
24 Sept - 25 Sept
Pocono dreams

Ski On/Off Camelback,Snowtubing,Pool,Waterparks,Paintball,Casino,Tennis,Zip-Line

9.6 out of 10, Exceptional, (189)
"I had a great time. From the very beginning, instructions were clear, and concise. Everyone on the property was so friendly and helpful. A HUGE shoutout to Joe for always being available to troubleshoot"
The price is NZ$722
includes taxes & fees
28 Sept - 29 Sept
Ski On/Off Camelback,Snowtubing,Pool,Waterparks,Paintball,Casino,Tennis,Zip-Line

Slope Lodge Prime Skiing Location Indoor Pool, Hot Tub, Sauna Private Deck

3.0 star property
9.0 out of 10, Wonderful, (7)
"Amazing place! "
Slope Lodge Prime Skiing Location Indoor Pool, Hot Tub, Sauna Private Deck

Ski On/Off Camelback,Snowtubing,Pool,Waterparks,Paintball,Casino,Tennis,Zip-Line

9.6 out of 10, Exceptional, (85)
"We had a great stay here and Joseph was a communicative and helpful host! "
The price is NZ$701
includes taxes & fees
28 Sept - 29 Sept
Ski On/Off Camelback,Snowtubing,Pool,Waterparks,Paintball,Casino,Tennis,Zip-Line

Waterfront family cabin, near falls, golf, ski resorts, hiking, fishing & more!

10.0 out of 10, Exceptional, (121)
"Overall a really good place to stay. Great views from the house and it has a very cozy feel. Hosts were always responsive and snow removal was provided before we had to leave. Highly recommend!"
Waterfront family cabin, near falls, golf, ski resorts, hiking, fishing & more!
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 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 NZ$316 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: 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. It has 3 bedrooms, as well as a kitchen with a full-sized fridge, a dishwasher and an oven, so that you can cook with friends or family.

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.