Holiday rentals in Gresham

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Top-rated holiday rentals in Gresham

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Top guest favourite

Guest suite in Troutdale

4.97 out of 5 average rating, 951 reviews

Amazing VIEW & Private Entry/Jetted Tub near Falls

Enjoy relaxing NO CHORES TO DO beautiful view from private balcony and bedroom! Comfy King size bed, walk- in closet, writing desk and 2 chairs. TV and WiFi . Only 17 minutes drive from the Airport and super close to many waterfalls,hiking trails and 4 minutes to Edgefield, 5 miles from Blue lake, a few minutes from Multnomah Falls, Bridal Veil Falls, and so many others Gorge falls and hiking trails, Columbia river adventures. it is located in safe neighborhood. Ask about a romantic package!

Guest favourite

Yurt in Gresham

4.97 out of 5 average rating, 489 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.

Top guest favourite

Guest suite in Gresham

4.96 out of 5 average rating, 172 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.

Top guest favourite

Flat in Sandy

4.99 out of 5 average rating, 398 reviews

Gorgeous Mt. Hood View, Ski, Hike or Mt.Bike

Welcome to Sandy Oregon, the Gateway to Mount Hood. This Luxurious cabin-feel home, custom built by top notch craftsman and designer, features breathtaking panoramic views of Mt. Hood and the Sandy River. The view is rated one of the best in the Northwest. Enjoy a glass of wine while sitting by the outdoor fire pit, take a short drive to Timberline Lodge for skiing or snowmobiling, go hiking in the Mt. Hood forest or Mountain Biking at world class "Sandy Ridge". Your options are unlimited!

Top guest favourite

Cottage in Portland

4.99 out of 5 average rating, 555 reviews

Cozy Vintage Cottage in the Woods

The studio cottage is located in an east Portland neighborhood bordering the city of Gresham. It is close to public transport (near a MAX light rail station), the airport and outdoor activities (the Columbia Gorge; Mt Hood) and is a 20-30 min drive to downtown. It's cozy (eclectic vintage style), a wooded 1-acre setting within the city limits, and has secure premises (electric gate). Our place is good for couples, solo adventurers, and business travelers. Please no young children.

Top guest favourite

Apartment in Troutdale

4.99 out of 5 average rating, 170 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, 610 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, 154 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

4.86 out of 5 average rating, 195 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

Tiny home in Damascus

4.92 out of 5 average rating, 770 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.

Guest favourite

Guest suite in Troutdale

4.91 out of 5 average rating, 289 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!

Guest favourite

Flat in Troutdale

4.86 out of 5 average rating, 138 reviews

Gateway to the Gorge #1

Walking distance to downtown Troutdale, the Sandy River, and many parks. Quiet, safe place to rest at the gateway to the Columbia river gorge. bike trails, hiking trails. walking distance to great restaurants, art galleries and artist studio spaces, coffee shops, history, public art, bird watching and so many other amenities. You'll have a great time at this comfortable place to stay.