Holiday rentals in Gresham

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Top-rated holiday rentals in Gresham

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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, 984 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 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
4.97 out of 5 average rating, 516 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 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, 189 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
A panoramic view of snow-capped Mt. Hood is framed by open double doors, providing a striking backdrop to the interior. The rustic dining area features wooden chairs and a table, while the floor is set with dark tiles that contrast with the scenic landscape outside.
Flat in Sandy
4.99 out of 5 average rating, 417 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
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, 573 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.

Guest favourite
A charming storybook cabin is framed by lush trees, adorned with hanging lights that warm the inviting facade. Flower boxes beneath the windows add color, while a pink door and decorative accents enhance the whimsical aesthetic. An ornamental fence encloses a neat garden area.
Farm stay in Oregon City
4.91 out of 5 average rating, 509 reviews

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!

Top guest favourite
A comfortable seating area is featured, highlighted by a plush couch and a flat-screen TV. A modern shelving unit displays books and decorative items, while a fireplace is positioned below the television. Natural light enters through nearby windows, illuminating the space.
Guest house in Sandy
4.98 out of 5 average rating, 172 reviews

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!

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, 170 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 living area features knotty pine walls and ceiling, with large windows offering views of lush greenery. A blue couch is positioned across from a compact table suitable for dining or work. A patterned area rug adds texture, complementing the overall cozy atmosphere.
Tiny home in Gresham
4.86 out of 5 average rating, 205 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
The entrance to the tiny house features a vibrant green door framed by natural wood, leading to a small porch area. A chair sits to the side, with lush greenery surrounding the property, enhancing the connection with nature.
Tiny home in Damascus
4.92 out of 5 average rating, 797 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
A modern living area features a sleek gray sofa adorned with a soft blanket. A coffee table sits on a plush area rug, complemented by two wooden side tables. A television is positioned against the wall, with natural light filtered through a window with a light-colored shade.
Guest suite in Troutdale
4.91 out of 5 average rating, 312 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
A cozy seating area is presented with a full-size daybed/couch, accompanied by a framed mirror and a wall-mounted television. A rug with geometric patterns enhances the space, while a lamp provides soft illumination. An accent pillow showcases a welcoming phrase.
Apartment in Troutdale
4.77 out of 5 average rating, 163 reviews

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

When is the best time to visit Gresham?

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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 € 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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