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.

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Top guest favourite
The bathroom features a jetted tub surrounded by elegant tiles and candles. A large mirror enhances the space, while neatly arranged towels and plush robes are visible. Soft lighting and natural light from the window create a serene environment, emphasizing the calm aesthetic.
Guest suite in Troutdale
4.97 out of 5 average rating, 1,039 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!

Top guest favourite
A thoughtfully arranged space features a spa-like setting with an indoor tub complemented by wood paneling. A sauna is adjacent, and a dining area with a round table and vibrant chairs is visible, illuminated by a unique pendant light above.
Guest suite in Troutdale
4.98 out of 5 average rating, 109 reviews

Sandy River Sanctuary and Sauna

Treat yourself to the lower suite of our Sandy River home located just 2 miles from downtown Troutdale, OR. Our suite includes a sauna and an indoor soaking tub (not jetted.) We live above the suite and we have a toddler who is in daycare during the work hours and typically sleeps from 7pm to 7 am. There is a locked, sound absorbing accordian door. Yet, you may still be able to hear us from time to time. We are located on a scenic hwy minutes away from Edgefield and the Columbia River Gorge.

Guest favourite
A vibrant yellow entrance door is framed by sturdy columns, leading to a deck that showcases expansive views of Mt. Hood in the distance. Leafless trees and shrubs are visible in the foreground, while the cityscape stretches out below.
Yurt in Gresham
4.96 out of 5 average rating, 537 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
The exterior of a two-story house is presented, featuring a gray roof and light siding. A well-maintained lawn with shrubs borders the driveway, leading to a garage with two doors. Towering evergreen trees provide a natural backdrop.
Guest suite in Gresham
4.89 out of 5 average rating, 130 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
The exterior of a two-story house is presented, featuring a red and gray façade with white trim. A welcoming porch with decorative railings extends along the front, surrounded by lush greenery. A chimney rises from the roof, complementing the home's charming architectural details.
Guest suite in Gresham
4.96 out of 5 average rating, 205 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
A modern living area features a light blue sofa, accompanied by a wooden coffee table set on a patterned area rug. A vibrant artwork hangs above the sofa, while a large window allows natural light to fill the space, framed by greenery outside.
Flat in Troutdale
4.93 out of 5 average rating, 100 reviews

Troutdale Townhome, Walk to Edgefield

Enjoy a stylish experience at this centrally-located townhome. Troutdale is the spot, such a quaint, picturesque town. It's the perfect place for us to set up a second, base camp. We are so close to everything exciting here at the entrance to the Gorge, Mount Hood, waterfalls, Portland city area, and you can walk to Edgefield. Small town feel, close to big city vibe! If you need additional space in this same townhome, here’s our listing - https://www.airbnb.com/rooms/602233617363814425

Superhost
A cozy studio space features a queen size bed, a wooden dresser, and a dedicated workspace. Natural light filters through the window, illuminating the kitchenette area with a mini-fridge and microwave. A neutral color palette enhances the calm ambiance of the room.
Home in Troutdale
4.85 out of 5 average rating, 141 reviews

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!

Top guest favourite
An open studio cottage interior features a cozy seating area with a light blue couch adorned with floral pillows. A vintage wooden table is positioned next to it. The sleeping area is elegantly furnished with a spacious bed, flanked by two charming white cabinets and illuminated by soft natural light.
Cottage in Portland
4.99 out of 5 average rating, 583 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
A spacious backyard is surrounded by lush greenery and tall trees, offering an unobstructed view of the distant mountains. A stone fire pit is positioned on a well-maintained lawn, enhancing the tranquil outdoor space. The clear sky and natural landscape create a serene atmosphere.
Guest suite in Gresham
4.98 out of 5 average rating, 189 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
The spacious living room is designed with neutral-toned furniture and features a large window allowing natural light to fill the area. A cozy sectional sofa is positioned alongside a modern coffee table, with a wall-mounted television above a clean, white fireplace. Decorative elements are arranged on a nearby shelving unit.
Home in Portland
4.91 out of 5 average rating, 146 reviews

Relaxing Home w/ Fire Pit, BBQ and Game Room

Welcome to our contemporary two bedroom home designed with comfort in mind to make your Portland stay unforgettable. Enjoy a prime location just 15 minutes from Portland International Airport, 20 minutes from the iconic Multnomah Falls, and 50 minutes from Mt Hood Ski Bowl and Timberline Lodge for skiing and snowboarding adventures. Whether you are here for business, relaxation, or outdoor exploration, this is the perfect base for your visit.

Guest favourite
The exterior of a bright-red double decker bus is showcased, nestled in a shaded outdoor area. Adirondack chairs are positioned nearby, and cafe lights are strung above, creating an inviting space to relax. The bus's large windows allow natural light to filter in.
Place to stay in Portland
4.86 out of 5 average rating, 911 reviews

The Royal Scott Double Decker Bus

Our tiny home started life as a commuter bus in Manchester, England, in 1953, then did stints in San Francisco and Mt. St. Helens before finding a home as the Grilled Cheese Grill in Portland. Now it’s been reimagined as a mid century modern-inspired tiny home, with whimsical painting details from one of its former lives and fresh new handmade details that make it a cozy, inspiring stay. Find more on IG @smore.life

Top guest favourite
A modern living space is presented, featuring a comfortable gray sofa adorned with patterned cushions. A sleek black coffee table occupies the center, with a wall-mounted TV and an electric fireplace providing ambient lighting. Natural light highlights the textural wood paneling in the background.
Townhouse in Troutdale
5 out of 5 average rating, 112 reviews

Zen Fir Retreat • Near Edgefield & Columbia Gorge

Zen Fir is a boutique retreat near McMenamins Edgefield, minutes from the Columbia River Gorge waterfalls and just 20 minutes from Portland. This townhome offers an open-concept layout; perfect for hosting and sharing special moments with family and friends. We’re located in a peaceful, new neighborhood, it’s the perfect place to relax and feel right at home. Enjoy the hotel experience without the hotel.

Popular amenities for Gresham holiday rentals

When is the best time to visit Gresham?

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Avg. price$149 SGD$156 SGD$153 SGD$142 SGD$148 SGD$149 SGD$162 SGD$173 SGD$165 SGD$167 SGD$166 SGD$157 SGD
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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 $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 15,060 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!

Destinations to explore

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