Best Vacation Homes in Gresham
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
ZA R3,152/Night
For 7 Nights ZA R22,066
139.93 ft²
6 Guests
1 Bedroom
2 Bathrooms
Family Friendly
House
- View
- Parking
- Air Conditioner
ZA R5,893/Night
For 7 Nights ZA R41,259
1 Bedroom
1 Bathroom
Family Friendly
Hotel
- Hot Tub
- Skiing
- Fireplace/Heating
ZA R1,557/Night
For 7 Nights ZA R10,902
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
ZA R4,636/Night
For 7 Nights ZA R32,459
602.78 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Hot Tub
- Spa
- Fireplace/Heating
ZA R1,316/Night
For 7 Nights ZA R9,211
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Bed & Breakfast
- Hot Tub
- Fireplace/Heating
- Pool
ZA R1,448/Night
For 7 Nights ZA R10,130
900 ft²
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
ZA R5,066/Night
For 7 Nights ZA R35,463
450 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Kitchen
ZA R1,508/Night
For 7 Nights ZA R10,557
Gresham Luxury Rentals
6721 ft²
20 Guests
7 Bedrooms
5 Bathrooms
Family Friendly
Villa
- Private Pool
- Hot Tub
- Spa
ZA R20,089/Night
For 7 Nights ZA R140,621
6721 ft²
20 Guests
7 Bedrooms
5 Bathrooms
Family Friendly
Villa
- Private Pool
- Hot Tub
- Spa
ZA R16,502/Night
For 7 Nights ZA R115,517
3200 ft²
12 Guests
6 Bedrooms
4 Bathrooms
Family Friendly
Other
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
ZA R16,269/Night
For 7 Nights ZA R113,892
3980 ft²
16 Guests
7 Bedrooms
4 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
ZA R13,702/Night
For 7 Nights ZA R95,914
4000 ft²
16 Guests
7 Bedrooms
3 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
ZA R13,484/Night
For 7 Nights ZA R94,387
2884.73 ft²
12 Guests
5 Bedrooms
3 Bathrooms
Free Cancellation
House
- Hot Tub
- Parking
- Internet
ZA R12,481/Night
For 7 Nights ZA R87,360
3250 ft²
10 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
ZA R10,479/Night
For 7 Nights ZA R73,356
2883 ft²
12 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
ZA R10,240/Night
For 7 Nights ZA R71,681
Gresham Pet Friendly Vacation Rentals
3800 ft²
8 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
ZA R6,457/Night
For 7 Nights ZA R45,199
2002.09 ft²
10 Guests
4 Bedrooms
2 Bathrooms
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
ZA R7,400/Night
For 7 Nights ZA R51,799
1800 ft²
10 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
ZA R4,593/Night
For 7 Nights ZA R32,147
ZA R9,216/Night
For 7 Nights ZA R64,523
1992 ft²
12 Guests
6 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
ZA R6,682/Night
For 7 Nights ZA R46,775
1800 ft²
8 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
ZA R8,473/Night
For 7 Nights ZA R59,318
9 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
ZA R5,221/Night
For 7 Nights ZA R36,547
8 Guests
3 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
ZA R4,778/Night
For 7 Nights ZA R33,444
Gresham Large Vacation Homes
12 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Hot Tub
- Kitchen
- Parking
ZA R4,941/Night
For 7 Nights ZA R34,593
1797.57 ft²
4 Guests
3 Bedrooms
2 Bathrooms
Free Cancellation
Villa
- Balcony/Terrace
- Parking
- Air Conditioner
ZA R4,769/Night
For 7 Nights ZA R33,378
2400 ft²
11 Guests
5 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
ZA R10,193/Night
For 7 Nights ZA R71,353
2000 ft²
10 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Breakfast
- Pet Friendly
ZA R1,888/Night
For 7 Nights ZA R13,217
2000 ft²
10 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Child Friendly
ZA R3,924/Night
For 7 Nights ZA R27,467
2700 ft²
10 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
House
- Pet Friendly
- Kitchen
- Air Conditioner
ZA R2,364/Night
For 7 Nights ZA R16,549
2000 ft²
10 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
ZA R6,783/Night
For 7 Nights ZA R47,481
9 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
Villa
- Air Conditioner
- Internet
- Child Friendly
ZA R6,285/Night
For 7 Nights ZA R44,000
Why Choose Rent By Owner for your Gresham Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Gresham
When should you plan your Vacation Rentals stay?
Choosing the right time to visit here can enhance your experience, as seasonal patterns in the area influence the perfect period for booking your vacation rentals and exploring all that this destination has to offer.
Peak Season Highlights
Summer (June - August)
During the summer months, this destination experiences warm weather and longer days, making it ideal for outdoor activities and exploring the scenic outdoors of the area.
Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
Fall (September - November)
Autumn is a popular time to visit, with cooler temperatures and colorful foliage creating a picturesque setting for anyone booking vacation rentals here.
Average Temperature Daytime: 60°F to 70°F - Nighttime: 45°F to 55°F
Off-Season Highlights
Winter (December - February)
The winter season sees lower visitor numbers, offering a quieter experience with cooler weather suitable for cozy getaways in this region.
Average Temperature Daytime: 40°F to 50°F - Nighttime: 30°F to 40°F
Spring (March - May)
Early spring provides milder weather and fewer crowds, ideal for those seeking a peaceful retreat and the region’s blossoming landscapes.
Average Temperature Daytime: 50°F to 60°F - Nighttime: 35°F to 45°F
Weekly Weather Forecast for Gresham
How to Book Your Gresham Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Gresham
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
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
- Enjoy outdoor dining areas perfect for cozy family meals or entertaining guests.
- Access to spacious patios or decks ideal for relaxing and taking in the scenic surroundings.
- Take advantage of private gardens or landscaped yards for outdoor leisure activities.
- Benefit from outdoor fire pits or fireplaces to gather around during cooler evenings.
- Utilize well-maintained lawns suitable for outdoor games and activities.
- Explore nearby walking trails or paths directly accessible from your rental.
- Make use of outdoor seating or lounging areas designed for enjoying the region’s natural beauty.
Top Attractions Around Gresham
What attractions are nearby?
Located nearby, you can enjoy a variety of outdoor activities and scenic adventures that showcase the natural beauty of this region, making your stay in Gresham an ideal base for exploring the best that the area has to offer.
Family Activities
- Oxbow Regional Park: You can enjoy outdoor adventures and picnicking in this scenic park, ideal for family outings in the area.
- The Gresham History Museum: Explore local history through engaging exhibits that are perfect for educational family activities in this part of Oregon.
- Baker Prairie Park: This spacious park offers playgrounds, open fields, and walking trails, making it a great spot to relax and play with your loved ones.
- Parks & Trails near Gresham: Discover numerous family-friendly walking and biking trails that showcase the natural beauty of the region around your vacation rental.
Adult Activities
- Hiking at Oxbow Regional Park: Explore scenic trails and enjoy the natural beauty of this popular outdoor area close to your vacation rental in Gresham.
- Visit the Gresham History Museum: Discover the region’s rich history through engaging exhibits, providing a deeper understanding of this destination's cultural heritage.
- Shopping and Dining in Downtown Gresham: Experience local flavors and browse unique shops, making it an ideal activity when staying at nearby vacation rentals.
- Golf at Glenfair Golf Course: Enjoy a relaxing day on the greens with stunning views, just a short drive from your accommodation here.
Other Places to Stay in Gresham, OR
City Central
Gresham Golf Course
Gresham History Museum
Gresham Pioneer Museum
Mt Hood Community College - Gresham Campus
Mt Hood Community College Planetarium
Persimmon Country Club
Gresham Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Nature Trails: Take advantage of nearby nature trails to enjoy the area's natural beauty and outdoor activities during your stay.
- Visit Community Events: Check the local event calendar to immerse yourself in cultural festivals or seasonal happenings that showcase the region's vibrant community.
- Plan Your Day Trips: Use the area as a base for scenic drives and day trips to explore surrounding parks and attractions without hassle.
- Choose Prime Vacation Rentals: Select well-located vacation rentals that offer easy access to Gresham's key attractions and outdoor spaces, ensuring a comfortable and convenient visit.
Transportation Options
- Gresham Transit Center: This central hub offers convenient bus and MAX light rail services connecting you to Portland and the surrounding areas.
- Public Bus Services: Local buses provide accessible transportation within the area, making it easy to explore nearby attractions at your own pace.
- Car Rental Agencies: Several rental companies are available locally, giving you the flexibility to navigate the region comfortably during your stay.
- Shared Ride Services: Ride-sharing options like Uber and Lyft operate here, offering quick and reliable transportation for your travel needs around this destination.
Local Customs Options
- Gresham’s Farmers Market: Embrace the local culture by exploring the vibrant farmers market, where fresh produce and handmade crafts showcase the area’s agricultural roots.
- Community Festivals: Participate in seasonal festivals that celebrate the region’s heritage and foster a welcoming atmosphere for visitors staying in nearby vacation rentals.
- Outdoor Recreation Etiquette: Respect the natural surroundings by observing local rules when enjoying outdoor activities like hiking and biking in the scenic areas surrounding here.
- Local Art and Craft Traditions: Discover the area's artistic spirit through visits to galleries and craft fairs, reflecting the community's appreciation for handmade goods and creative expression.
Frequently Asked Questions About Gresham?
1. What are the top vacation rentals 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 Vacation Rentals in Gresham:
- Farmhouse & Creekside Get-Away on hidden acreage in historical downtown Gresham.
- Cozy 1-bedroom apartment with WiFi, parking, and keyboard in a peaceful setting.
- Luxury 7BR Villa with Pool, Hot Tub, Sauna, Gym & Billiard
- Bright Charming Home Central to Mt. Hood, the Gorge, Hood River and Vineyards
- Beautiful house in Oregon
- Mid Century Sanctuary
- Family Estate w/Views | Hot Tub + Guesthouse
- Grand 7BR Estate with Pool, Hot Tub, Sauna, Gym & Billiard
- New PNW Retreat | Family-Friendly | Near DWTN
- HOT TUB AT THE BACK YARD.
2. Which vacation homes in Gresham are best for families?
If you are looking for a family-friendly vacation home in Gresham, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Gresham:
3. How many Rentbyowner vacation rentals are available in Gresham?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 70 in the Gresham area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Gresham.
4. What is the cancellation policy for vacation rentals in this area?
Cancellation policies vary by listing, so it’s important to review the specific terms outlined in each property’s details or contact the owner directly for clarification before booking.
5. How do I confirm my reservation at a vacation rental here?
Reservations are typically confirmed once your booking request is accepted and payment is processed. Be sure to review the booking instructions on the listing and reach out to the host if you have any questions.
6. Are there specific check-in and check-out times for vacation rentals in the region?
Check-in and check-out times are set by each property owner. To ensure a smooth stay, consult the listing details or communicate directly with the host for their designated times.
7. What amenities can I expect at vacation rentals in this destination?
Amenities vary depending on the property, so it is best to read the listing description carefully or ask the owner about specific features such as Wi-Fi, parking, or kitchen facilities.
8. Is there a minimum stay requirement for booking a vacation rental here?
Minimum stay requirements depend on the individual property. Review the listing details or contact the owner directly to understand the booking policies for your preferred dates.
Gresham Top Rated Vacation Rentals
283.45 ft²
14 Guests
53 Bedrooms
6 Bathrooms
Family Friendly
Hotel
- Private Pool
- Hot Tub
- Spa
ZA R1,916/Night
For 7 Nights ZA R13,414
ZA R1,918/Night
For 7 Nights ZA R13,430
9 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Private Pool
- Pool
- Balcony/Terrace
ZA R1,954/Night
For 7 Nights ZA R13,676
1728 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pool
- Balcony/Terrace
ZA R1,346/Night
For 7 Nights ZA R9,424
ZA R1,790/Night
For 7 Nights ZA R12,527
301 ft²
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Pool
ZA R2,927/Night
For 7 Nights ZA R20,490
