Holiday rentals in Portland

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Portland

Guests agree: these stays are highly rated for location, cleanliness and more.

Guest favourite

Farm stay in Blairstown

4.83 out of 5 average rating, 112 reviews

Cozy LakeView Farm near NYC/Rt.80 & Del. Water Gap

Enjoy Fresh Air & Spacious Views. Wildlife & Beauty Abound on this 80Ac Retreat w/Trails, Private Lake, Fields & Streams. Spread out in this wonderful open space. Ski & snow Tubing nearby. *Animal Tour w/Petting incl. See Guidebook for Seasonal Fun! Escape Pocono traffic & enjoy the countryside. *Close to NYC/Rt 80 thru a Quaint Moravian Village. Appalachian Trail access. Great local Farms & Markets w/Fresh Food. Alpaca & Wolf Preserve nearby. *3-day on Holiday. 1 dog only by approval <40 pnd

2–9 Apr

€ 136 per night
Superhost

Guest suite in White

4.85 out of 5 average rating, 112 reviews

Private Waterfront Park - Firepit Hammocks Islands

Surrounded by 2 acres of beautiful Delaware riverfront park btwn islands and mountains. Comfy modern suite with deck, gazebo couch and amazing views of river and islands - 20 & 30 min to ski mountains - 75 min to NYC - 15 min to Poconos - 10 min to Delaware Water Gap & Appalachian trail - 10 min to 3 lakes w beaches - 2 to 5 min to lots of great shopping and restaurants - Hiking, fishing, nature adventures all around 1 queen bed, 1 sofa, kitchen, gazebo couch, grill, hammocks, firepit

7–14 Sep

€ 119 per night
Guest favourite

Guest suite in Bangor

4.97 out of 5 average rating, 262 reviews

Takes two private suite

Great price and NO CLEANING FEE! Welcome to our home just minutes away from shopping, hiking, skiing, snow tubing, wineries, and breweries. After it all, come home to your own beautiful living room to warm your soul in front of the fireplace. Relax in the two person jetted tub in your bathroom. Chill outside on the deck with a crackling fire, or melt away in the outside hot tub. When the time comes, rest your head on a soft queen bed in a spacious bedroom. Please no smoking or vaps on property

15–22 Jul

€ 108 per night

Popular amenities for Portland holiday rentals

Other great holiday rentals in Portland

Guest favourite

Castle in East Stroudsburg

4.99 out of 5 average rating, 274 reviews

Pocono Castle w/ Private Pond, Boat, Sauna,Hot Tub

15–22 Sep

€ 680 per night
Guest favourite

Cabin in Dingmans Ferry

4.88 out of 5 average rating, 104 reviews

PET-FRIENDLY Cozy and Charming Retreat

4–11 Sep

€ 126 per night
Guest favourite

Home in LEHIGHTON

4.94 out of 5 average rating, 583 reviews

Quiet Waters Cottage--Whole House, On The Water!

19–26 Nov

€ 132 per night
Guest favourite

Guest house in Perkasie

4.96 out of 5 average rating, 500 reviews

'The Little House' Bucks County/Doylestown/NewHope

25 May – 1 Jun

€ 122 per night
Guest favourite

Guest house in Jim Thorpe

4.91 out of 5 average rating, 639 reviews

Private Serene Studio on Bear Mountain

27 Aug – 3 Sep

€ 129 per night
Guest favourite

Home in Saylorsburg

4.94 out of 5 average rating, 107 reviews

Comfort on Cottontail

5–12 Nov

€ 171 per night
Guest favourite

Guest suite in Mount Bethel

4.93 out of 5 average rating, 81 reviews

Peaceful Vacation rental near the Pocono mountains

31 Oct – 7 Nov

€ 131 per night
Guest favourite

Home in Mount Bethel

5.0 out of 5 average rating, 17 reviews

Luxury Apartment in Mount Bethel

15–22 May

€ 182 per night
Guest favourite

Guest house in East Stroudsburg

4.97 out of 5 average rating, 79 reviews

Cassie's Cozy Cottage- Poconos Near Shawnee

17–24 May

€ 130 per night
Guest favourite

Guest house in Stroudsburg

4.93 out of 5 average rating, 97 reviews

Cozy guest cottage with indoor fireplace

10–17 Jun

€ 111 per night
Guest favourite

Cottage in Knowlton Township

5.0 out of 5 average rating, 14 reviews

Thistle Dew!

18–23 May

€ 169 per night
Guest favourite

Flat in East Stroudsburg

5.0 out of 5 average rating, 19 reviews

The Lack - Queen Suite - B02

8–15 May

€ 73 per night

Destinations to explore