
Holiday rentals in Gresham
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Top-rated holiday rentals in Gresham
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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.

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!

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.

Romantic ‘Glamping’ Farm Tiny Cottage
Glamping at its finest! This adorable, warm and cozy, artistic, and truly unique storybook cabin is nestled in a quiet, close-in farm setting (but only 30 min to DT PDX). You’ll love the magical vibe, artwork, decor, lighting, coffee bar, comfy bed, cute outhouse w/cold water sink, and a private outdoor heated shower! We welcome ALL colors, LGBTQ, and outdoor tobacco friendly. Cannabis flower allowed indoors in separate, fun and funky TV/game shed. You'll LOVE it here!

Sandy Sanctuary
Ready for a break? Want a cozy getaway, closer to recreation? Sandy Sanctuary is your spot! Surrounded by evergreens on the outside, and filled with delightful offerings on the inside: puzzles, books, a fireplace and premium linens. Whether you're a weekend warrior, or just want a break from the grind, we think you'll find this a blissful place to rest your head. Located on the edge of Sandy, it's walkable to food carts, coffee, and stunning trails!

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!

Modern Studio Apartment Near Edgefield!
Fantastic location close to Edgefield & downtown, historic Troutdale. Features a full size daybed and a small kitchen with a modern look. Comfortable, uniquely designed space. Features 1 BD/LVG RM, 1BA Studio with private entrance. 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

Spacious but cozy Fairview home

Sandy River Sanctuary and Sauna

Up-dated ranch home in Gresham

Beautiful Bungalow in Oregon

PDX Loft in the Trees-Discount on 30+ day Stays!

Peaceful suite near DT Gresham

Golf course view!

New Years Treat! 2 rooms $80
When is the best time to visit Gresham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 90 | € 92 | € 93 | € 94 | € 98 | € 99 | € 108 | € 115 | € 110 | € 95 | € 97 | € 100 |
| 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 |
Frequently Asked Questions
What are the best places to stay in Gresham?
Stays near Gresham’s historic downtown allow for easy access to shops, cafes, and art spaces. For more green space and quieter surroundings, look for accommodations around city parks or residential neighborhoods.
What are the best things to do in Gresham with kids?
Families often enjoy city parks with playgrounds, biking the Springwater Corridor Trail, or exploring community recreation centers. Seasonal markets and local museums can add variety to a family’s visit.
What are some of the best things to do in Gresham?
Browse independent shops and art galleries downtown, walk or bike the Springwater Corridor Trail, or enjoy a picnic at Main City Park. Community markets and seasonal festivals add variety to local experiences.
How is the weather in Gresham?
Gresham has cool, damp winters with temperatures around 36–47°F (2–9°C) and frequent rainfall. Summers are milder and drier, reaching 58–82°F (15–28°C), and visitors often appreciate the pleasant weather during the warmer months.
When is the best time to visit Gresham?
Late spring through early autumn is often recommended for milder temperatures, sunshine, and outdoor events. Winter stays are quieter and bring cooler, wetter days suited for cozy indoor activities.
What are the best places to visit in Gresham?
Explore Gresham’s historic downtown, browse the Gresham History Museum, and unwind at Main City Park. The Springwater Corridor Trail is frequently suggested for scenic walks or cycling.
What are some hiking trails in Gresham?
The Springwater Corridor Trail is a favorite for walking, running, and biking, while Hogan Butte Nature Park has nature trails with sweeping views. Some parks feature paved and accessible paths for a range of interests.
What are some family activities we can do in Gresham?
Families can explore playgrounds at Main City Park, bike along the Springwater Corridor Trail, or participate in activities at local recreation centers. Seasonal community events and farmers markets are also popular.
What are some of the best day trip ideas from Gresham?
Adventurers often explore the Columbia River Gorge for waterfalls and hikes, or visit Mount Hood for alpine scenery. The wider region has historic towns and vineyards, along with scenic natural reserves.
Are there any pet friendly accommodations available in Gresham?
Many Gresham accommodations welcome pets, and some hosts provide amenities like fenced yards or access to local parks. Specific pet policies often vary by listing, so check details before booking.
What are some local tips for visiting Gresham?
Locals suggest exploring Gresham’s downtown for independent shops and diverse dining, and wearing layers to adapt to changing weather. Outdoor enthusiasts can enjoy nearby trails, while community markets provide locally rooted goods.
What is Gresham known for?
Gresham is known for its vibrant community events, access to scenic natural areas, and a lively downtown filled with local shops and galleries. The city is also recognized for its welcoming parks and public spaces.
What are the best hidden gems to explore in Gresham?
Seek out local murals in quiet downtown alleys, visit community gardens, or find peaceful moments along less-traveled sections of the Springwater Corridor Trail. Neighborhood bakeries and specialty shops can offer unique local tastes.
What are the best foods to try in Gresham?
Gresham’s dining scene has Pacific Northwest flavors, farm-to-table fare, and a variety of international cuisines. Many visitors enjoy seasonal produce and artisan coffee from local bakeries and cafes.
What should I bring for a trip to Gresham?
Pack layers, a waterproof jacket, and comfortable walking shoes, as Gresham’s weather can be rainy, especially in fall and winter. For summer, lighter clothing is useful, but a sweater can help for cooler evenings.
What is the nightlife in Gresham like?
Gresham’s nightlife is relaxed and community-focused, with locally owned pubs, cafes, and venues hosting live music or trivia nights. Gathering spots often feature seasonal events and rotating menus.
What are the most popular events or festivals in Gresham?
Gresham has a celebrated farmers market in warmer months, an arts festival in summer, and holiday parades in winter. Community gatherings and cultural festivals throughout the year reflect the city’s creative spirit.
Are there family friendly vacation rentals in Gresham?
Gresham has family friendly vacation rentals, with many offering multiple bedrooms, kitchens, and access to outdoor areas. Listings often highlight proximity to parks and family-focused attractions.
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 € 9 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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