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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.

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Top guest favourite
A spacious living room features vaulted ceilings adorned with wooden beams and skylight windows, allowing natural light to fill the space. A dark sofa is positioned in front of a low coffee table on a textured area rug. White cabinets provide organized storage along one wall.
Guest suite in Mount Bethel
4.94 out of 5 average rating, 129 reviews

Peaceful Vacation rental near the Pocono mountains

Welcome! This warm, cozy light-filled unit awaits. This unit has its own private entrance, which leads to a light and spacious living room with vaulted ceilings & skylight windows. Unit includes a laundry room, full sized kitchen & bath. 1-BR W/ queen sized bed. You can’t go wrong with this unit. Beautiful sunrises and sunsets, minutes from the Delaware Water Gap with miles of trails. Close to the Pocono Mountains. Come stay and relax in this tranquil unit that will make you feel right at home.

Guest favourite
A spacious and modern basement living area is presented, featuring a large black sectional sofa and a coffee table. A light-colored bed is positioned in the background, and a bar counter is visible. Soft lighting enhances the open, inviting layout.
Guest suite in Pen Argyl
4.9 out of 5 average rating, 124 reviews

Secluded Space Convenient to all Pocono activities

Completely refinished basement space. Located within 20 miles of Shawnee, Camelback, and Blue Mountain ski resorts, Columcille Megalith park. Walking distance from the Wind Gap trailhead of the Appalachian trail. Numerous winieries and hiking areas close by. Centrally located between Stroudsburg and Easton, East Stroudsburg University, Lafayette college. 5 minutes from Route 33. There is an oudoor seating area for you to enjoy. Wifi, off street parking. Above ground windows provide natural light

Top guest favourite
A spacious living room features a cozy seating arrangement with soft couches, a wooden entertainment center, and a stone fireplace as a focal point. Natural light enters through the adjacent doors, enhancing the warm tones of the decor.
Guest suite in Bangor
4.97 out of 5 average rating, 329 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

Guest favourite
A spacious living and dining area features a blend of comfortable furniture, including a green armchair and a sleek table with chairs. A small decorative rug lies on the tiled floor, and a television is mounted on the wall. Natural light enters through a window, accentuating the room's warmth.
Guest suite in Hackettstown
4.88 out of 5 average rating, 145 reviews

Full Apartment near Hackettstown

Enjoy this private apartment connected to an 18th century stone house. It comes furnished with 1 1/2 bathrooms, a fully equipped kitchen, large living/dining room, and one bedroom with closet and a queen sized bed. We are located in the beautiful highlands of northwest NJ--about 60 miles from Lincoln Tunnel and 75 miles from Philadelphia. Nearby are historical sights, great hiking and skiing areas restaurants, brew pubs, and a train station. Private parking provided next to entrance.

Guest favourite
Aerial view of a spacious property featuring a winding driveway, lush tree cover, and a large farmhouse. Nearby garden plots and additional structures are visible, surrounded by greenery. The landscape presents a peaceful rural setting, ideal for outdoor activities.
Farm stay in Blairstown
4.85 out of 5 average rating, 138 reviews

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

Enjoy Fresh Air & Spacious Views on your retreat w/ a Private Lake, Trails, Fields & Streams throughout. Beauty and Wildlife abounds. Spread out in your private open layout 2BR Apartment on the garden level. Guidebook for Seasonal Fun! Enjoy the countryside w/no traffic. *Close 2 NYC/Rt 80 thru a Quaint Moravian town. Appalachian Trail access. *Animal Tour w/Petting incl. Great local Farms/Markets w/Fresh Food. Alpaca & Wolf Preserve nearby. Hiking nearby. .*3-day min Holidays. 1 dog<40pd.

Top guest favourite
Guest suite in Columbia
5 out of 5 average rating, 294 reviews

DWG Mountain Oasis-Private Apt w/Frog Pond

Private family apartment built for relaxing comfort and views of nature 2 miles from Mount Tammany, Mount Minsi, and the Appalachian Trail Walk to a private brookside trail and a winery Private deck Includes: Bread, eggs, pancake mix, coffee, tea, milk, bananas, s'mores kit, and more AWARDS: Top 1% of all Airbnb & #1 "Most Hospitable NJ Host" in 2021 Little or no host interaction – your choice Host lives on-site and can provide customized recommendations for food and things to do

Guest favourite
A comfortable bedroom is present, featuring a dark wood bed with crisp white bedding and decorative pillows. Nightstands with lamps are positioned on either side. Framed artwork adorns the walls, and a ceiling fan provides airflow. Soft carpeting completes the inviting space.
Guest suite in Phillipsburg
4.93 out of 5 average rating, 168 reviews

Modern Private Suite w/ Self check-in & free wifi

Whatever brings you to Philipsburg – visiting friends and family, enjoying the bustling nightlife and restaurants in Easton, business, or any other reason, the location of the apartment and the way it is suited makes it a perfect choice! We know how important it is to feel comfortable & relaxed when you arrive back from a long day of work or sightseeing. This idea is what inspired us to design the space and provide everyone that stays with a place to recharge, relax, and enjoy.

Superhost
An inviting living area features a comfortable white sofa adorned with decorative cushions. A plush armchair in dark purple contrasts with warm wood flooring. The kitchen, visible in the background, includes wooden cabinetry and modern appliances. Natural light brightens the space through a window.
Guest suite in Bangor
4.92 out of 5 average rating, 350 reviews

Private Wellness Suite • Infrared Sauna • Views

Relax in a private, spa-inspired suite designed for simple luxury, wellness, and grounding. Located in the walk-out basement of our home, it features a private entrance and large patio with serene mountain views. Enjoy hotel-style touches, a 3-person infrared sauna with color therapy and Bluetooth, heated bathroom floors, and surround sound. Pet-friendly, set on a peaceful 3-acre property with hosts usually nearby. Ideal for wellness escapes, romantic getaways, or longer stays.

Top guest favourite
A well-organized bedroom features a queen bed dressed in a patterned coverlet with animal motifs. Two nightstands with lamps flank the bed. Natural light enters through the large window, complemented by white blinds. A door and wall decor add warmth to the inviting space.
Guest house in East Stroudsburg
4.96 out of 5 average rating, 178 reviews

Cassie's Cozy Cottage - Poconos Near Shawnee

Welcome to Cassie's Cozy Cottage! Enjoy a peaceful stay suited for two people. Located near various outdoor recreational activities like skiing/snowboarding, hiking trails, river activities, golf courses, and also shopping outlets. Shawnee Mountain-3.7 miles, Camelback Mountain-12 miles, Delaware River Access- (Smithfield beach) 4.6 miles (Bushkill Access) 14 miles, Bushkill Falls- 10 miles. The Crossings Premium Outlets- 10 miles, ...and many more areas to visit close by.

Superhost
A cozy bedroom features a spacious bed with a light blue comforter and decorative pillows. Two bedside tables with lamps flank the bed, providing soft illumination. A wall-mounted air conditioning unit is positioned nearby, and the carpeted floor adds a comfortable touch.
Flat in Stroudsburg
4.81 out of 5 average rating, 234 reviews

Stroudsburg - Poconos: Nice 1 bedroom

You will be staying within walking distance of many local shops and restaurants when you book this unit for your stay. You will be located in Stroudsburg which is very convenient and you will love the fact you will not have to search for parking. The apartment has everything you need to offer you a great experience. As your host, we make sure to offer you a comfortable place as well as respond quickly to any concerns or help you may need.

Top guest favourite
The charming farmhouse exterior is surrounded by lush greenery and vibrant flowers. A well-maintained fence encircles the yard, featuring a welcoming porch with seating. Large trees provide shade, while clear blue skies and sunlight enhance the inviting outdoor space.
Guest suite in Columbia
4.98 out of 5 average rating, 183 reviews

Loft & Library Suite in Secluded Country Farmhouse

The Loft and Library Suite has a private entrance, private bath, with access to outdoor deck, beautiful grounds and gardens, a pond, walking paths, and views of the Delaware Water Gap, on 17 scenic acres. Convenient to Delaware Water Gap National Park, Appalachian Trail, The Poconos, Blair Academy, Brook Hollow Winery, Lakota Wolf Preserve, golf courses, hunting and fishing. Perfect for mid-week or weekend getaway, or longer stays.

Top guest favourite
The living area includes a tan sofa with a white throw blanket draped across it, surrounded by light-colored walls. A round table with a small lamp and a woven basket sits beside it, while a large mirror reflects the space, enhancing the sense of openness.
Flat in Easton
4.99 out of 5 average rating, 116 reviews

Historic District Downtown Easton (with parking!)

Spacious and modern, you will find this downtown Easton apartment a comfortable space to enjoy! Off street parking for 1 car- just steps away from the apartment! Great downtown location, walkable to the center square, restaurants and shops! ** Please note cancellation policy before booking. Enjoy the entire apartment with a private entrance. King sized memory foam mattress, in-unit washer and dryer, and kitchen.

Popular amenities for Portland holiday rentals