Vacation rentals in Portland

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Top-rated vacation rentals in Portland

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

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Guest favourite

Farm stay in Blairstown

4.83 out of 5 average rating, 114 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

Sep. 18 – 25

$202 CAD per night

Superhost

Guest suite in White

4.85 out of 5 average rating, 116 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

May 30 – Jun. 6

$227 CAD per night

Guest favourite

Guest suite in Bangor

4.97 out of 5 average rating, 264 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

Jun. 19 – 26

$160 CAD per night

Guest favourite

Guesthouse in Blairstown

4.97 out of 5 average rating, 203 reviews

Country Barn in Historic Northern NJ

Historic Hope NJ: 2 story country barn sleeps 1-4 people; New Kitchen & bath Loft has king bed & clothes storage. Second bedroom has double sized futon New outdoor deck seats 4; WiFi & cell phone access; Good for singles, couples, business travelers, visiting parents, kayakers, hikers, bicyclists, gliders, nature lovers, etc. Near Delaware Water Gap, Wolf Preserve, Farmer's Markets, Antiquing, Appalachian Trail, Nature Center, Land of Make Believe, Blairstown & Blair Academy:

Jul. 13 – 20

$228 CAD per night

Guest favourite

Guest suite in Columbia

5.0 out of 5 average rating, 239 reviews

Private DWG Country Mountain Oasis-Frog Pond View

**PRIVATE in-law suite built for relaxing comfort & views of nature. **LOCATION- 2 miles from the Delaware Water Gap - Mount Tammany & Mount Minsi **WALK to a private brook side trail & a winery **DECK & PATIO - Grill & enjoy s'mores and roasted marshmallows by the pond. **INCLUDES - Bread, eggs, pancake mix, coffee, tea, milk, bananas and s'mores kit. (See photo) **EXPERIENCED HOSTS - #1 Most Hospitable Host in NJ 2021 - Airbnb. **Little or no interaction - your choice.

Sep. 19 – 26

$278 CAD per night

Guest favourite

Guest suite in Bangor

4.94 out of 5 average rating, 243 reviews

Modern Apt - Countryside /PoconoMountains/SKI

Soak up the modern and homey apartment surrounded by private 3 acres yard with mountain side views. Plenty of space to walk, run or sit and relax in a countryside atmosphere. Enjoy evenings by the fire pit and nature sounds in the background. Only 5 minutes from beautiful and historic town of Bangor. Near Pocono Mountains and Lehigh Valley attractions, within 25 minutes of ski resorts, Kalahari, and the Delaware Water Gap national recreation park.

Jun. 6 – 13

$215 CAD per night

Guest favourite

Guest suite in Bangor

4.94 out of 5 average rating, 289 reviews

Delaware River Treehouse

SUPER HOST is a designation I'm proud of. But more than that, I'm thrilled and humbled by the number of folks who have chosen to stay at my Treehouse, and inspired by their GUEST COMMENTS: * Your place was perfect *Out-of-this world *Quiet *So refreshing *Truly an oasis *Tranquil abode *A great break from the city *So inviting, warm, comfortable, and unique *Truly our happy place *An amazing time *Peaceful sanctuary *

Oct. 25 – Nov. 1

$173 CAD per night

Guest favourite

Townhouse in East Stroudsburg

4.97 out of 5 average rating, 119 reviews

Serene Escape - Jacuzzi, mins from trails/skiing

Step into the comfort of this luxurious, 2 BR 2 Bath house with recently renovated spaces that make it feel like a home away from home. Situated in a serene residential area, the home promises an mountain retreat close to the best restaurants, stores, and amenities of the Poconos. Contemporary design and an abundance of amenities will satisfy all your needs. ✔ 2 Comfortable BRs ✔ Fully Equipped Kitchen ✔ Jacuzzi Tub ✔ Smart TVs ✔ Free Parking

Apr. 27 – May 4

$236 CAD per night

Guest favourite

Apartment in Stroudsburg

4.85 out of 5 average rating, 155 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.

Apr. 21 – 28

$147 CAD per night

Guest favourite

Guest suite in Columbia

4.98 out of 5 average rating, 166 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.

Oct. 2 – 9

$179 CAD per night

Guest favourite

Farm stay in Saylorsburg

4.99 out of 5 average rating, 140 reviews

Adorable Farm Cottage

This memorable place is anything but ordinary. The cottage is located on an organic farm. We have a staff onsite that is always buzzing around and happy to help you answer any questions you may have. We have a Wood Fire brick oven bakery on site as well. This is not just any Farm anyone who visits will understand the love that surrounds us! This cottage is not just a place to stay but an AMAZING experience as well!

Jun. 18 – 25

$245 CAD per night

Guest favourite

Guesthouse in Stroudsburg

4.92 out of 5 average rating, 101 reviews

Cozy guest cottage with indoor fireplace

Take it easy at this unique getaway in the Poconos! This vintage one room cottage is the perfect space for soaking in nature, getting creative, or exploring the attractions of the Pocono Mountains. The cozy cottage is within 20 minutes of ski resorts, Kalahari, and the Delaware Water Gap national recreation park. Reach downtown Stroudsburg and it’s restaurants and nightlife within 7 minutes.

Sep. 26 – Oct. 3

$145 CAD per night