Holiday rentals in Gresham

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.

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.

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!

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.

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.

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.

PNW retreat, wine tasting, ski, hike & fish

Get away from the hustle and bustle of life and enjoy a quiet retreat in Gresham, a quiet location close to Historic Troutdale, Columbia River Gorge, Mt. Hood, downtown Portland, or the Willamette Valley for wine tasting. The Portland airport is a 20-minute drive and an hour and a half from the beautiful Oregon/Washington beaches! Enjoy its modern amenities and cozy charm. We can't wait for you to enjoy your stay.

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!

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.