
Holiday rentals in Gresham
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Top-rated holiday rentals in Gresham
Guests agree: these stays are highly rated for location, cleanliness and more.
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!

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.

Secluded mountain luxury home
Escape to our mountain luxury home nestled on 20 wooded acres w/ wild life. Enjoy 2000 sqft in a secluded setting with full views of Mt. Hood. Private 2500 sqft covered patio w/ BBQ. Kitchen and dining that flows through a moveable window wall for indoor/outdoor living. Media room with powered reclining seats w/ tiered theater seating. Laundry. 10 minutes to dining, entertainment, or shopping. 45 minutes to Mt. Hood recreation (skiing, hiking, kayaking). Sofa bed in mediaroom. Bunk bed avail

Cozy Getaway in Troutdale
Welcome to our charming, quaint, new house in Troutdale, Oregon! This cozy retreat is perfect for outdoor enthusiasts and concert goers looking for a convenient and comfortable stay. Just a short walk to downtown Troutdale and McMenamins, you'll have easy access to local attractions and dining. Being close to the Sandy River, waterfall corridor, Hood River, and Mount Hood means endless outdoor adventures right at your doorstep. Book your stay now and experience the best of Troutdale!

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.

Fresh + Clean, Walk to Edgefield and Town
Small and cozy studio in new house, family-neighborhood, walking distance to town, Edgefield, coffee, food, art, parks. Cute small-town vibes, proximity to nature and city. Pet friendly, with fenced yard 10 min walk to the McMenamins Edgefield 7 min walk to food carts pod 20 min drive to PDX airport 1 hour drive to Mt. Hood Near Outlet Mall Near parks and art galleries, museums Gateway of The Columbia River Gorge with dozens of hikes, rivers, waterfalls Easy freeway access

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.

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!

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.

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.

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!
Popular amenities for Gresham holiday rentals
Other great holiday rentals in Gresham

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

Tiny House, Big Charm

Sweet SE Studio Cottage

Studio guesthouse in quiet Gresham neighborhood

Gateway to the Gorge #1

Rose Garden Guest Suite w/ Private Entrance

Monta-Villa Garden Cottage & Furry Farmstead

Modern Private Bungalow, king bed, soaking tub
When is the best time to visit Gresham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $136 SGD | $140 SGD | $141 SGD | $143 SGD | $149 SGD | $150 SGD | $157 SGD | $158 SGD | $161 SGD | $144 SGD | $146 SGD | $152 SGD |
| Avg. temp | 5°C | 7°C | 9°C | 12°C | 15°C | 18°C | 21°C | 21°C | 19°C | 13°C | 8°C | 5°C |
Quick stats about holiday rentals in Gresham

Total holiday rentals
Explore 260 holiday rentals in Gresham

Nightly prices starting at
Gresham holiday rentals start at $13 SGD per night before taxes and fees

Verified guest reviews
Over 14,430 verified reviews to help you choose

Family-friendly holiday rentals
130 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 80 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
140 properties have a dedicated workspace

Wifi availability
250 of Gresham holiday rentals include wifi access

Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Gresham rentals

4.8 Average rating
Gresham stays are highly rated by guests – averaging 4.8 out of 5!
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- Moda Center
- Laurelhurst Park
- Oregon Zoo
- Timberline Lodge
- Providence Park
- Silver Falls State Park
- The Grotto
- Portland Japanese Garden
- Mt. Hood Skibowl
- Wooden Shoe Tulip Festival
- Beacon Rock State Park
- Mt. Hood Meadows
- Wonder Ballroom
- Hoyt Arboretum
- Powell's City of Books
- Tom McCall Waterfront Park
- Cooper Spur Family Ski Area
- Pumpkin Ridge Golf Club
- Oaks Amusement Park
- Wings & Waves Waterpark
- Domaine Serene
- Portland Art Museum
- Skamania Lodge Golf Course
- Bridal Veil Falls State Scenic Viewpoint
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