Holiday rentals in Gresham

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Top-rated holiday rentals in Gresham

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Guest favourite

Yurt in Gresham

4.96 out of 5 average rating, 473 reviews

Flying Frog Yurt w/Mountain View (Easy Checkout!)

(EASY CHECK-IN. EASY CHECK-OUT) Stunning 2,100 sq. ft all-season (heat and A/C) yurt house with million-dollar panoramic views of Mt. Hood, Mt. St. Helens, and the Cascade Range. Decked with bespoke furnishings and one-of-a-kind decor, the space delivers an immersive experience in a premier neighborhood, combined with the best views in Portland. The home is fully-stocked and is 14 miles from the airport, minutes from urban amenities, with beaches, gorge, and Mt. Hood accessible for day outings.

Guest favourite

Guest suite in Gresham

4.88 out of 5 average rating, 121 reviews

Spacious two-room private suite. Clean and quiet!

Centrally located to Portland's cultural centers, brew pubs, wineries, and the unrivaled recreation of the Columbia River Gorge with world-class hiking, wind, and snow sports! 500 sq. ft. of comfort and cleanliness in two thoughtfully appointed rooms. Kitchenette with fridge, microwave, toaster, coffee-maker for breakfast prep. Bathroom with full laundry facilities. Two separate rooms and a private entrance. Come enjoy the solitude of our space or rest, fuel up, and launch to your adventures!

Top guest favourite

Guest suite in Gresham

4.96 out of 5 average rating, 165 reviews

Sweet Private Suite in Historic Home

Mary and I love hosting people who appreciate a comfortable experience and beautiful space. Our Private Suite is located in an idyllic setting central to all the activities, great food and nature that the greater Portland area is known for, but without the "junk" that comes with being in the city. Short drives to Portland, Mt Hood hiking and skiing, the Columbia River, Multnomah Falls and great entertainment at McMenamin's "Edgefield (15 Min)" and "Grand Lodge" (35 min.). Infants 0-2 welcome.

Guest favourite

Home in Gresham

4.95 out of 5 average rating, 136 reviews

PNW Sanctuary at the Gorge Family friendly Ranch

Vacation with the whole family and friends at this PNW vibed newly remodeled stylish jewel. It's also located in the center of all the nearby Rec destinations and popular hiking trails. 25 mins to Multnomah Falls/Vista house, Angel's and Devil's rest trails, 1 hour and 15 mins to Mt Hood. 20 mins to PDX airport. 30 mins to DT Portland. While it's still convenient enough for some great restaurants and shopping choices in DT Gresham which is within mins. This is truly your home away from home.

Top guest favourite

Apartment in Troutdale

4.99 out of 5 average rating, 159 reviews

Trendy 1BR Suite in Troutdale Near Edgefield & PDX

This cozy suite in the heart of Troutdale, Oregon has been upgraded into a thoughtfully designed space offering one bedroom with separate living area and all new furnishings! Ideal for outdoor lovers and concert-goers, you’re just a short stroll from downtown Troutdale and McMenamins Edgefield, with easy access to local eats, shops, and hikes. Whether you’re heading to Multnomah falls, floating down the Sandy River, or heading up to Mt. Hood, your next adventure starts right here.

Guest favourite

Guest suite in Damascus

4.92 out of 5 average rating, 600 reviews

Oasis Between City, River & Mountain. Damascus OR

A large & private guest house on lower level of home only 30 min. to Portland. Mt. Hood, Gorge Waterfalls & Scenic hikes within 60 min drive. Super comfortable bed, quiet nights, recliner sofa & relaxing atmosphere make this an ideal place to hang out and rest. We welcome ALL colors, LGBTQ. Must Read all info, house rules & details prior to booking please. Informed guests are happy guests. Can accommodate 3pm check in every day of the week except Tuesdays.

Top guest favourite

Guest suite in Gresham

4.98 out of 5 average rating, 148 reviews

Breathtaking views, Fish, Ski, Mt. Bike, or Hike

Experience a charming two-bedroom suite in the daylight basement of a two-story home, complete with a private entrance and covered patio. Enjoy breathtaking views of Mt. Hood and the Sandy River from your beautiful backyard. Nestled near Oxbow Park, you're just minutes from shops, restaurants, and outdoor adventures in the Columbia River Gorge and beyond. With the Portland airport only 25 minutes away, this cozy retreat is the perfect getaway!

Guest favourite

Tiny home in Gresham

4.87 out of 5 average rating, 189 reviews

Tiny Cabin Guesthouse

Take the flagstone path to this cozy, modern cabin (tiny home) with knotty pine walls, warm light, and a bedroom/loft that overlooks a wildly landscaped yard and garden. This 300 sq ft guest house features everything you need for a comfortable stay in the great PNW. Please note: Before booking, be aware the toilet in this home is a composting toilet, not flushing. It will be clean and ready to use with instructions available in the home.

Guest favourite

Home in Damascus

4.92 out of 5 average rating, 162 reviews

Foxglove Farm Private Guest Suite

Enjoy a stay in a ground level suite in our two acre country home. Experience the privacy and quiet of the countryside, yet shopping and restaurants are just moments away. We are 30 minutes from PDX and downtown Portland, less than an hour from Mt. Hood and the beautiful Columbia River Gorge, and 90 minutes from the Oregon Coast. You will have your own private entrance, and have access to a porch and deck with scenic views.

Guest favourite

Tiny home in Damascus

4.92 out of 5 average rating, 759 reviews

Quaint Tiny House In The Trees. Damascus, Oregon.

150 ft. walk down a steep driveway takes you to a unique private little studio with everything an adventurous spirit needs. You must be in physically good shape to handle this location. We have friendly dogs you may see outside. 30 min. to SE Portland, 45 to PDX, One hour to Mt. Hood, 40 min to waterfalls in the Columbia Gorge. Pool open June 15 through September 5th. Can accommodate a 3pm check-in all days except Tuesdays.

Top guest favourite

Flat in Gresham

4.97 out of 5 average rating, 160 reviews

Jewel on a Hill- 2 bd. light filled apartment

Our private in-home apartment, with separate entrance, has great views, is close to restaurants/dining and miles of bike/running trails. Light rail convenient for service thru-out Portland and PDX International Airport. Gateway to Columbia Gorge offering 34 min. drive to historic Multnomah Falls. Run or walk nature green-space or stroll a 1/3 mile loop around the neighborhood any time of the day.

Guest favourite

Guest suite in Troutdale

4.91 out of 5 average rating, 277 reviews

Upscale Troutdale Apartment Near The Edge!

Fantastic Troutdale location across from Edgefield & close to downtown historic Troutdale. Features queen bed, full kitchen and modern finishes. This apartment has privacy and a modern feel. This is a 1 BD, 1BA ADU with it's own assigned parking. Community playground & firepit. Kick back and relax in this calm, stylish space after enjoying a concert at The Edgefield or a day exploring the Gorge!