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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, (609)
"Stayed a weekend for our 17 the anniversary. Will definitely be going back and bringing the family. The warehouse had good food but limited selection. The bartender that we had was very nice and could make a very good chocolate martini. It was very close to bushkill falls and had lots of close things to do around the resort. "
Pocono Mountain Villas by Exploria Resorts

Waterfront 4 Season Cabin Pet Friendly Canoe Air Conditioned

9.2 out of 10, Wonderful, (199)
"We loved our stay at Lake Haven. If anything the photos don't do justice to how quiet and beautiful the place is. Foliage, peaceful lake - often roaming deer - just outside the windows. Lots of walking trails short drives away. And a great place to settle in for both work and rest. Well equipped kitchen. Light filled house. "
Waterfront 4 Season Cabin Pet Friendly Canoe Air Conditioned

Eagle Village Resort

3.0 star property
7.8 out of 10, Good, (264)
"Needs TLC but overall nice place"
Eagle Village Resort

CAMELBACK CABIN “Brand New”

9.6 out of 10, Exceptional, (114)
"Place was just amazing "
CAMELBACK CABIN “Brand New”

Luxuriously Restored Farm Cabin

10.0 out of 10, Exceptional, (21)
"Perfect mountain home with character and charm"
The price is AU$1,188
includes taxes & fees
18 Dec - 19 Dec
Luxuriously Restored Farm Cabin

Amazing Space in the Poconos-- A perfect cozy getaway to warm you this winter.

10.0 out of 10, Exceptional, (210)
"We stayed for a weekend and had a great time. House is very cute. Just perfect for us. It is close to so many trails. Property really nice. "
Amazing Space in the Poconos-- A perfect cozy getaway to warm you this winter.

Lakefront, Pvt Hot Tub, Indoor Pool, Hiking, Games Games, Firepit and Dock

10.0 out of 10, Exceptional, (155)
"The house is wonderful; comfortable with many amenities. There are a lot of fun things to do at the property. The owners are very nice and their customer service is truly top notch. This is our second stay at this property and we will be going back. "
The price is AU$780
includes taxes & fees
1 Dec - 2 Dec
Lakefront, Pvt Hot Tub, Indoor Pool, Hiking, Games Games, Firepit and Dock

BIG POCONO LODGE “Largest Home @ Camelback”

10.0 out of 10, Exceptional, (80)
"The house was beautiful, in great condition, and in a good location. We had a party of sixteen >60 yo guys stay for a long weekend. Everyone had a fun time. We watched sports on the various TVs, played pool and shuffleboard, used the jacuzzi, fireplace and fire pit, and visited the nearby brewery. A special shout out to the property manager who was very responsive to our questions and requests. Thanks John!"
BIG POCONO LODGE “Largest Home @ Camelback”

Charming creekside cabin, large patio, firepit, fish, golf, waterfalls & more.

9.8 out of 10, Exceptional, (244)
"It was a delight to be there. Wish we could have stayed longer! Only caution I have for future guests is that it is not ideal for someone with mobility issues. There are many uneven surfaces."
Charming creekside cabin, large patio, firepit, fish, golf, waterfalls & more.

2nd Largest Home @ Camelback “Occupancy is 20 with day guests included”

9.8 out of 10, Exceptional, (37)
"Property was great as advertised , clean"
2nd Largest Home @ Camelback “Occupancy is 20 with day guests included”

SKI ON/OFF CAMELBACK,Snowtubing,Waterparks,Pool,Zip-line,Paintball,Casino,Tennis

9.8 out of 10, Exceptional, (183)
"CONVENIENT TO EVERYTHING CAMEL BACK HAD TO OFFER"
The price is AU$659
includes taxes & fees
8 Dec - 9 Dec
SKI ON/OFF CAMELBACK,Snowtubing,Waterparks,Pool,Zip-line,Paintball,Casino,Tennis

THE POCONO HOUSE AT CAMELBACK MOUNTAIN

9.8 out of 10, Exceptional, (12)
"My friends and I stayed here for the weekend. A group of 10 of us. This place was perfect! Plenty of space, a beautiful authentic cabin feel, and extremely easy process with check in/out. We had a great time and will definitely be looking into staying again. "
THE POCONO HOUSE AT CAMELBACK MOUNTAIN

Cozy carriage house - private home near skiing

9.6 out of 10, Exceptional, (45)
"Nice clean cozy house secluded setting but close to everything "
Cozy carriage house - private home near skiing

4-Bedroom Vacation Oasis Just 16 Minutes From Bushkill Falls

9.8 out of 10, Exceptional, (137)
"The house was very nice and the owners were very pleasant and made the whole process very easy!"
4-Bedroom Vacation Oasis Just 16 Minutes From Bushkill Falls

CLEAN & COZY NEWLY FURNISHED LODGE! ☃️/Spa/River/.4mi.toSKI

10.0 out of 10, Exceptional, (146)
"Property was great - very comfortable and clean. Excellent communication with owners from start to finish. Property was as advertised - plenty of space, working fireplace, fully equipped kitchen (which was important to us since we cooked breakfast and dinner). Close proximity to everything - hiking, horseback riding, downtown Stroudsburg area, etc. Cannot wait to go back next year!"
CLEAN & COZY NEWLY FURNISHED LODGE! ☃️/Spa/River/.4mi.toSKI

Beautiful mountain-view home with private hot tub, grill & pool table

8.4 out of 10, Very good, (49)
"I should've read the reviews before booking this property. If you go and read the reviews dated August 17, 2023, April 19, 2024 & May 7, 2024-that pretty much sums up our experience. Booked property for hot tub-not working-numerous calls for service. I spent more time stressing over things then enjoying my vacation. AC worked great but in the evening the heat kicked on to. Ice maker not working. All of us work in the law enforcement field & are stressed enough. I registered the 4 vehicles going...
Beautiful mountain-view home with private hot tub, grill & pool table

Lakefront Mansion w/ 3 Decks, Hot Tub, Boats, & Game Room!

10.0 out of 10, Exceptional, (16)
"We had a great time at this house. It had everything we needed. The beds were comfortable and the game room was incredible. The boats were amazing. Really beautiful property and responsive host. "
Lakefront Mansion w/ 3 Decks, Hot Tub, Boats, & Game Room!

Big and Spacious 4 bed, 4 bath near Camelback. 4500 sq. ft. PRIVATE OUTDOOR POOL

9.6 out of 10, Exceptional, (30)
"The house has lots of space and is set up nicely for large gatherings. We were there for a rehearsal dinner and wedding in the Stroudsburg area so we really didn’t spend much time in the house. The living room/dining area is great for getting together with everyone and the basement game room has several games for adults and lots of kids toys. Would recommend the home for large families or groups visiting that area."
The price is AU$1,067
includes taxes & fees
9 Dec - 10 Dec
Big and Spacious 4 bed, 4 bath near Camelback. 4500 sq. ft. PRIVATE OUTDOOR POOL

SKI ON/OFF CAMELBACK,Snowtubing,Waterparks,Pool,Zip-line,Paintball,Casino,Tennis

9.8 out of 10, Exceptional, (79)
"Fantastic all around and Joe was helpful, friendly and just a great resource. "
The price is AU$659
includes taxes & fees
8 Dec - 9 Dec
SKI ON/OFF CAMELBACK,Snowtubing,Waterparks,Pool,Zip-line,Paintball,Casino,Tennis

Slope-side home with game room, balcony, fireplace, & grill

9.2 out of 10, Wonderful, (27)
"Excellent and very clean. Definitely would recommend."
Slope-side home with game room, balcony, fireplace, & grill
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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Other types of properties in Portland you may be interested in

Mount Airy Casino Resort - Adults Only 21+

4.5 star property
8.8 out of 10, Excellent, (1990)
"Easy and friendly check in. Nice clean room"
The price is AU$308
includes taxes & fees
8 Dec - 9 Dec
Mount Airy Casino Resort - Adults Only 21+

Camelback Lodge & Aquatopia Indoor Waterpark

3.5 star property
8.2 out of 10, Very good, (1966)
"Beautiful place for rest and fun ✨🏞️🛝"
The price is AU$266
includes taxes & fees
11 Dec - 12 Dec
Camelback Lodge & Aquatopia Indoor Waterpark

Paradise Stream Resort

3.5 star property
8.2 out of 10, Very good, (1070)
"We loved the diane room, it was specious, beautiful, the pool was amazing with a fire place, the jacuzzi was big and it felt amazing. We had lots of fun here. The trail was really pretty."
The price is AU$376
includes taxes & fees
11 Dec - 12 Dec
Paradise Stream Resort
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.
Beautiful view of the beach with palm trees

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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. Kitchen amenities include a full-sized fridge, a dishwasher and an oven.

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.