Holiday rentals in Portland
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Top-rated holiday rentals in Portland
Guests agree: these stays are highly rated for location, cleanliness and more.
Farm stay in Blairstown
4.83 out of 5 average rating, 112 reviewsCozy 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
Guest suite in White
4.85 out of 5 average rating, 112 reviewsPrivate 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
Guest suite in Bangor
4.97 out of 5 average rating, 262 reviewsTakes 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
Holiday rentals for every style
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Popular amenities for Portland holiday rentals
Other great holiday rentals in Portland
Castle in East Stroudsburg
4.99 out of 5 average rating, 274 reviewsPocono Castle w/ Private Pond, Boat, Sauna,Hot Tub
15–22 Sep
Cabin in Dingmans Ferry
4.88 out of 5 average rating, 104 reviewsPET-FRIENDLY Cozy and Charming Retreat
4–11 Sep
Home in LEHIGHTON
4.94 out of 5 average rating, 583 reviewsQuiet Waters Cottage--Whole House, On The Water!
19–26 Nov
Guest house in Perkasie
4.96 out of 5 average rating, 500 reviews'The Little House' Bucks County/Doylestown/NewHope
25 May – 1 Jun
Guest house in Jim Thorpe
4.91 out of 5 average rating, 639 reviewsPrivate Serene Studio on Bear Mountain
27 Aug – 3 Sep
Home in Saylorsburg
4.94 out of 5 average rating, 107 reviewsComfort on Cottontail
5–12 Nov
Guest suite in Mount Bethel
4.93 out of 5 average rating, 81 reviewsPeaceful Vacation rental near the Pocono mountains
31 Oct – 7 Nov
Home in Mount Bethel
5.0 out of 5 average rating, 17 reviewsLuxury Apartment in Mount Bethel
15–22 May
Guest house in East Stroudsburg
4.97 out of 5 average rating, 79 reviewsCassie's Cozy Cottage- Poconos Near Shawnee
17–24 May
Guest house in Stroudsburg
4.93 out of 5 average rating, 97 reviewsCozy guest cottage with indoor fireplace
10–17 Jun
Cottage in Knowlton Township
5.0 out of 5 average rating, 14 reviewsThistle Dew!
18–23 May
Flat in East Stroudsburg
5.0 out of 5 average rating, 19 reviewsThe Lack - Queen Suite - B02
8–15 May
Destinations to explore
- New City Holiday rentals
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