Why Choose Rent By Owner for your Gresham Cottage Rentals?
What makes our Cottage Rentals special?
Best Times to Visit Gresham
When should you plan your Cottage Rentals stay?
To make the most of your stay here, consider visiting during the shoulder seasons when the region's natural beauty is at its peak and accommodation options are more relaxed, ensuring a memorable vacation experience in this destination's charming cottages.
Peak Season Highlights
Summer (June to August)
During the summer months, the area's mild climate and longer daylight hours make it an ideal time to enjoy outdoor activities and explore scenic trails.
Fall (September to November)
The vibrant fall foliage and pleasant temperatures draw visitors seeking a peaceful retreat in this scenic destination's natural beauty.
Off-Season Highlights
Winter (December to February)
With cooler temperatures and fewer tourists, winter provides a quiet atmosphere perfect for cozy stays and appreciating the region's serene landscapes.
Spring (March to May)
Spring offers mild weather and blooming flora, making it a great time to visit with fewer crowds and enjoy the area's rejuvenating scenery.
Weekly Weather Forecast for Gresham
How to Book Your Gresham Cottage Rentals
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Gresham
Common Cottage Rentals Amenities
What amenities can you expect?
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- You can enjoy a private outdoor patio or deck to relax and unwind amidst nature.
- Many rentals feature access to scenic gardens or landscaped yards perfect for leisurely strolls.
- Look for properties with a barbecue grill to enhance your outdoor dining experience.
- Some cottages offer fire pits or outdoor fireplaces to gather around during cooler evenings.
- Expect outdoor furniture such as Adirondack chairs or loungers to make the most of the fresh air.
- Waterfront cottages often provide direct access to lakes, rivers, or ponds for recreational activities.
- In the surrounding natural beauty, you might find designated areas for hiking or outdoor sports right at your doorstep.
Top Attractions Around Gresham
What attractions are nearby?
Within close proximity to your chosen accommodation, you can explore a variety of outdoor activities and scenic attractions that highlight the natural beauty of the region, making it an ideal spot for those seeking adventure or relaxation amidst picturesque surroundings in Gresham, Oregon.
Family Activities
- Oxbow Regional Park: Enjoy a family picnic and explore scenic hiking trails in this popular outdoor area near your Gresham cottage, offering a perfect setting for outdoor adventures.
- Gresham History Museum: Discover the area's rich history through engaging exhibits that provide an educational experience for children and adults alike.
- Springwater Trail: Cycle or walk along this picturesque trail that connects to the region’s natural beauty, ideal for active families staying nearby.
- Blue Lake Park: Relax by the water, have fun at the playground, or take part in family-friendly activities in this scenic park just minutes from your rental accommodation.
Adult Activities
- Hiking at Blue Lake Park: Enjoy scenic trails and tranquil views at this popular park, perfect for a relaxing outdoor experience in the region.
- Golfing on local courses: Tee off at nearby golf courses that offer a challenging game amidst beautiful surroundings, ideal for enthusiasts seeking leisure and sport.
- Exploring local wineries: Visit charming wineries in the area to taste regional wines and learn about the region’s rich viticulture tradition.
- Shopping at Gresham’s Historic Downtown: Discover unique shops and boutiques in the historic downtown district, perfect for a leisurely day of browsing and dining.
Other Places to Stay in Gresham, OR
Gresham Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Markets: Take time to visit the area’s local markets to enjoy fresh produce and unique regional crafts that enrich your stay and support local artisans.
- Plan Outdoor Activities: Make the most of the natural beauty by planning outdoor pursuits such as hiking or nature walks that showcase the region's scenic landscapes.
- Visit Seasonal Events: Check the calendar for seasonal events or festivals happening nearby to experience the local culture and community spirit during your visit.
- Choose a Strategic Location: Opt for cottages situated close to key attractions or convenient transportation routes to maximize your exploration and relaxation here.
Transportation Options
- Public Transit (TriMet): You can rely on the area's public transportation system, which offers convenient bus services connecting Gresham and its surroundings for easy access to your preferred cottages in Gresham, Oregon.
- Light Rail (MAX): The regional light rail service provides a quick and sustainable way to travel between this destination and nearby Portland, making it an ideal option for exploring the region.
- Rental Cars: Renting a car gives you flexibility and freedom to discover the area at your own pace, especially when staying in one of the cozy cottages nestled outside the city center.
- Taxis and Rideshare Services: Accessible through various apps, these options offer private transportation that ensures you reach your chosen cottages in Gresham, Oregon comfortably and efficiently.
Local Customs Options
- Local Art and Craftsmanship Visitors often observe that supporting and appreciating local art is a cherished custom here, reflecting the area's vibrant cultural scene.
- Farmer’s Market Traditions Engaging in community farmer’s markets is a common way locals celebrate fresh produce and regional flavors, offering authentic experiences for visitors.
- Outdoor Community Events Participating in seasonal festivals and outdoor gatherings is a popular custom that fosters a sense of togetherness among residents and travelers alike.
- Respect for Natural Beauty This region values environmental preservation, encouraging visitors to enjoy outdoor spaces responsibly and with care for the natural surroundings.
Frequently Asked Questions About Gresham Rental Cottages
1. What are the top Cottages in Gresham?
There are a lot of options in Gresham. If you plan on staying in the Gresham area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Cottages in Gresham:
- Farmhouse & Creekside Get-Away on hidden acreage in historical downtown Gresham.
- Beautiful house near Columbia Gorge
- Motel 6-Gresham, OR - Portland
- Motel 6 Gresham, OR - Portland
- Wonderful Forested Retreat, Hot Tub, Pet Friendly, Game Room, Pool Table, Fire-Pit, on 2 Acres
- Days Inn & Suites by Wyndham Gresham
- 7BR Estate, Mt Hood Skiing Base Camp, Sleeps 16 - Pets, Fire Pit, Indoor Jacuzzi
- Spacious Mt Hood Skiing Retreat - Pet-Friendly - Forest, Deck, Near Portland
- 3BR Cozy, Mt Hood Skiing- Forest, FirePit, Pet-Friendly - 30min/Portland/Airport
- New Evergreen Home | Office | Full Kitchen | Yard
2. How many Cottages are available in Gresham?
Currently, the total number of properties listed by RBO in 2026 is over 66 in the Gresham area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Cottages in Gresham.


























