A calm river surrounded by lush green trees and hills under a clear blue sky.

Portland Vacation Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Portland vacation rentals

Interior

1. Mountain Air - Hiking, Biking & River

Mountain Air - Hiking, Biking & River
East Stroudsburg
10.0 out of 10, Exceptional, (77 reviews)
"We had a great time!"
United States
Tony
The price is AED 450
AED 1,011 total
includes taxes & fees
29 Sep - 30 Sep
Mountain Air - Hiking, Biking & River
Interior

2. Poconos Studio Suite w/ Kitchenette | Free Breakfast

Poconos Studio Suite w/ Kitchenette | Free Breakfast
East Stroudsburg
10.0 out of 10, Exceptional, (1 review)
The price is AED 458
AED 579 total
includes taxes & fees
25 Oct - 26 Oct
Poconos Studio Suite w/ Kitchenette | Free Breakfast
Property grounds

3. Rustic Cedar Cabin Getaway near Poconos Modern Look + Indoor Pool + Hot Tub /420

Rustic Cedar Cabin Getaway near Poconos Modern Look + Indoor Pool + Hot Tub /420
Blairstown
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful little getaway. Loved the private pool. Host is friendly and accommodating. Cabin is beautifully decorated. Kids saw deers... they loved it!Highly recommend it for a quick getaway if you love nature."
United States
Lizette L.
The price is AED 882
AED 1,057 total
includes taxes & fees
29 Sep - 30 Sep
Rustic Cedar Cabin Getaway near Poconos Modern Look + Indoor Pool + Hot Tub /420
Dining

4. Magnolia House-Jacuzzi, Hiking, Biking & River

Magnolia House-Jacuzzi, Hiking, Biking & River
East Stroudsburg
9.8 out of 10, Exceptional, (92 reviews)
"Great place to stay"
United States
Nicola K.
The price is AED 504
AED 1,030 total
includes taxes & fees
29 Sep - 30 Sep
Magnolia House-Jacuzzi, Hiking, Biking & River
2 bedrooms, WiFi (free), bed sheets

5. Apt in the heart of Main Street

Apt in the heart of Main Street
Stroudsburg
10.0 out of 10, Exceptional, (4 reviews)
"Great downtown location close to shopping and restaurants. The apartment is very spacious and beautifully decorated! They had everything that we needed, including a laundry machine which was very convenient. "
United States
Eric R.
The price is AED 435
AED 1,264 total
includes taxes & fees
29 Sep - 30 Sep
Apt in the heart of Main Street
Interior

6. Cozy 1 bedroom apartment can sleep 4 queen size bed couch in living room

Cozy 1 bedroom apartment can sleep 4 queen size bed couch in living room
East Stroudsburg
9.0 out of 10, Wonderful, (82 reviews)
"Comfortable, well decorated, clean and more than reasonable cost."
United States
Peter M.
The price is AED 200
AED 578 total
includes taxes & fees
7 Oct - 8 Oct
Cozy 1 bedroom apartment can sleep 4 queen size bed couch in living room
Exterior

7. Whitetail Retreat-Hiking, Biking & River adventure

Whitetail Retreat-Hiking, Biking & River adventure
East Stroudsburg
9.8 out of 10, Exceptional, (88 reviews)
"The house was well equipped and very comfortable. The hosts were quick to answer questions and we had a great stay! "
United States
Amanda L.
The price is AED 504
AED 1,070 total
includes taxes & fees
29 Sep - 30 Sep
Whitetail Retreat-Hiking, Biking & River adventure
Terrace/patio

8. The Nesting Place in the Pocono’s LLC Peaceful private country studio apartment

The Nesting Place in the Pocono’s LLC Peaceful private country studio apartment
Saylorsburg
9.6 out of 10, Exceptional, (60 reviews)
"This was a great place to stay! Clean and homey!"
United States
Jack L.
The price is AED 397
AED 512 total
includes taxes & fees
29 Sep - 30 Sep
The Nesting Place in the Pocono’s LLC Peaceful private country studio apartment
Lake view

9. Echo Valley Cottages

Echo Valley Cottages
3.0 star property
East Stroudsburg
8.6 out of 10, Excellent, (65 reviews)
"Country living with a beautiful outdoor pool and pond."
United States
Paulette
The price is AED 692
AED 1,066 total
includes taxes & fees
29 Sep - 30 Sep
Echo Valley Cottages
Property grounds

10. Cabin, 2 Bunkbeds, Shared Bathroom

Cabin, 2 Bunkbeds, Shared Bathroom
Blairstown
The price is AED 709
AED 829 total
includes taxes & fees
29 Sep - 30 Sep
Cabin, 2 Bunkbeds, Shared Bathroom
Property grounds

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

Spacious Colonial Home with Hot Tub, Games, Lake Club & Top Local Attractions
East Stroudsburg
10.0 out of 10, Exceptional, (29 reviews)
"We enjoyed our stay!"
United States
Deanna B.
The price is AED 360
AED 2,907 total
includes taxes & fees
30 Sep - 1 Oct
Spacious Colonial Home with Hot Tub, Games, Lake Club & Top Local Attractions
TV, fireplace, video games, offices

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

Modern 4 Bedroom Home with Sauna and Game Room in Gated Lake Community
East Stroudsburg
9.2 out of 10, Wonderful, (45 reviews)
"It was amazing and a great stay. I had a blast"
United States
Ryan G.
The price is AED 191
AED 1,207 total
includes taxes & fees
30 Sep - 1 Oct
Modern 4 Bedroom Home with Sauna and Game Room in Gated Lake Community
Bar (on property)

13. 2 Bedroom Cabin|East Stroudsburg

2 Bedroom Cabin|East Stroudsburg
East Stroudsburg
10.0 out of 10, Exceptional, (243 reviews)
"A great little spot!"
United States
Anonymous traveler
The price is AED 374
AED 485 total
includes taxes & fees
5 Oct - 6 Oct
2 Bedroom Cabin|East Stroudsburg
TV, fireplace

14. Pocono Mountains Retreat - 2 Bedroom, 2 Bath, private townhome with wood-burning fireplace and jacuzzi tub

Pocono Mountains Retreat - 2 Bedroom, 2 Bath, private townhome with wood-burning fireplace and jacuzzi tub
East Stroudsburg
9.8 out of 10, Exceptional, (29 reviews)
"Beautiful place and the history was very communicatuve"
United States
Mark W.
The price is AED 545
AED 1,047 total
includes taxes & fees
4 Oct - 5 Oct
Pocono Mountains Retreat - 2 Bedroom, 2 Bath, private townhome with wood-burning fireplace and jacuzzi tub
Property grounds

15. The Nook - lodge cabin with hot tub at Shawnee Mtn

The Nook - lodge cabin with hot tub at Shawnee Mtn
East Stroudsburg
9.8 out of 10, Exceptional, (25 reviews)
"Nicely off the beaten path place with a great backyard view of nature."
United States
Kaitlyn D.
The price is AED 754
AED 1,222 total
includes taxes & fees
29 Sep - 30 Sep
The Nook - lodge cabin with hot tub at Shawnee Mtn
Pool

16. Alpine Skylight · Modern Cozy Cabin in the Poconos Outdoor Retreat

Alpine Skylight · Modern Cozy Cabin in the Poconos Outdoor Retreat
East Stroudsburg
9.4 out of 10, Exceptional, (28 reviews)
"Had a great time!"
United States
Andrea W.
The price is AED 459
AED 1,405 total
includes taxes & fees
29 Sep - 30 Sep
Alpine Skylight · Modern Cozy Cabin in the Poconos Outdoor Retreat
Children's area

17. Luxury 5BR Family Retreat | Hot Tub | Game Room | 2 Fire Pits | Resort Amenities

Luxury 5BR Family Retreat | Hot Tub | Game Room | 2 Fire Pits | Resort Amenities
East Stroudsburg
10.0 out of 10, Exceptional, (14 reviews)
"Lovely home and Frank was awesome! Very quick to respond!"
United States
Janice A.
The price is AED 300
AED 2,605 total
includes taxes & fees
29 Sep - 30 Sep
Luxury 5BR Family Retreat | Hot Tub | Game Room | 2 Fire Pits | Resort Amenities
Terrace/patio

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

BLVE Cabin w/ Hot Tub,Sauna,Cold Plunge,Game Room Near Bushkill Falls & Shawnee
East Stroudsburg
9.2 out of 10, Wonderful, (25 reviews)
"We had a lovely vacation!"
United States
Nancy D.
The price is AED 413
AED 1,439 total
includes taxes & fees
30 Sep - 1 Oct
BLVE Cabin w/ Hot Tub,Sauna,Cold Plunge,Game Room Near Bushkill Falls & Shawnee
Smart TV

19. Prime Location on Main Street

Prime Location on Main Street
Stroudsburg
10.0 out of 10, Exceptional, (8 reviews)
"Always great to visit here. Clean comfortable and convenient. "
United States
David P.
The price is AED 521
AED 1,549 total
includes taxes & fees
29 Sep - 30 Sep
Prime Location on Main Street
TV

20. Modern BLVCK Cabin 3 W/ Hot Tub near Bushkill Fall/Shawnee/Poconos

Modern BLVCK Cabin 3 W/ Hot Tub near Bushkill Fall/Shawnee/Poconos
East Stroudsburg
9.4 out of 10, Exceptional, (10 reviews)
"Absolutely beautiful place! Host was amazing and had great communication the whole time! Can’t wait to go back "
United States
Kam R.
The price is AED 410
AED 1,435 total
includes taxes & fees
30 Sep - 1 Oct
Modern BLVCK Cabin 3 W/ Hot Tub near Bushkill Fall/Shawnee/Poconos
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

Paradise Stream Resort

Paradise Stream Resort

10/10 Excellent
"Amazing place. Nice staff."
Charlene 2-night trip
Posted 3 hours ago
Paradise Stream Resort

Frequently asked questions

Are there vacation rentals in Portland?

Yes, we give you a choice of vacation rentals close to popular points of interest in Portland, or you can select a secluded option if you're looking for a relaxing stay.

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

Pocono Mountain Villas by Exploria Resorts by Sonesta: This vacation home rental near Portland is located in the mountains and has an indoor pool, a barbecue grill, 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 larger area, you’ll find Brook Hollow Winery and Columcille Megalith Park.

What are vacation rentals like in Portland?

Vacation rentals are private properties you can stay in for several days or more in Portland. Vacation rentals feature extras like laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from public hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for families.