Discover Your Ideal Gladstone, Oregon Vacation Rentals for an Unforgettable Stay
Discover Your Perfect Gladstone Vacation Homes
Best Vacation Homes in Gladstone
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Gladstone Luxury Rentals
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Gladstone Pet Friendly Vacation Rentals
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Gladstone Large Vacation Homes
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Why Choose Rent By Owner for your Gladstone Vacation Rental Homes?
What makes our Vacation Rentals special?
Popular Areas for Gladstone Vacation Rentals
Where are the best neighborhoods to stay in Gladstone?
When planning your stay in Gladstone, Oregon, exploring the different neighborhoods can help you find the perfect setting for your getaway. Each area offers its own unique charm and convenient access to local amenities, making your vacation experience both enjoyable and comfortable. Whether you prefer a quiet, residential community or a lively neighborhood close to essential services, Gladstone's diverse districts provide options suited to various preferences. Booking your vacation rental in this welcoming city ensures a seamless and trustworthy experience, allowing you to focus on creating memorable moments during your visit.
Citizen Involvement Committee
This neighborhood offers a quiet setting where you can enjoy a peaceful stay close to local community activities in the region, making it ideal for travelers seeking an authentic Oregon experience.
View 96+ Rentals in Citizen Involvement CommitteeBolton
Here, you’ll find convenient access to outdoor spaces and local amenities, providing a comfortable base for exploring the surrounding area of Gladstone and beyond.
View 113+ Rentals in BoltonBest Times to Visit Gladstone
When should you plan your Vacation Rentals stay?
Choosing the right time to visit here can greatly enhance your experience, with the region offering ideal conditions for exploring its natural beauty and enjoying a relaxing stay in well-appointed vacation rentals.
Peak Season Highlights
Summer (June to August)
During summer, this destination experiences warm weather perfect for outdoor activities and exploring the area’s natural beauty.
Early Fall (September to October)
In early fall, the region offers mild temperatures and vibrant foliage, making it an ideal time to enjoy the outdoor scenery and local events.
Off-Season Highlights
Late Fall to Early Winter (November to December)
This period sees cooler temperatures and fewer visitors, providing a tranquil setting for those seeking peace and quiet in the area.
Winter (January to February)
Winter brings colder weather, with occasional rain or snow, offering a cozy atmosphere for relaxation away from the crowds.
Weekly Weather Forecast for Gladstone
How to Book Your Gladstone Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Gladstone
Common Vacation 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
- Enjoy spacious outdoor patios or decks for relaxing and dining amidst the fresh air.
- Take advantage of private or shared gardens that showcase local flora native to the area.
- Benefit from access to nearby parks and green spaces ideal for outdoor activities and picnics.
- Make use of outdoor grilling areas for preparing meals while enjoying the region’s pleasant climate.
- Experience scenic views from outdoor balconies or terraces overlooking the landscape.
- Utilize nearby trails and walking paths to explore the natural beauty surrounding here.
- Relax in outdoor seating areas designed for soaking up the region’s sunshine and tranquil evenings.
Top Attractions Around Gladstone
What attractions are nearby?
Within this inviting destination, you can explore a variety of outdoor activities, charming local parks, and scenic spots that showcase the natural beauty of the region, all easily accessible from your vacation rental.

Family Activities
- Gladstone Community Center: Engage your family in a variety of recreational activities and programs designed for all ages at this welcoming community hub.
- Clackamas River: Enjoy a day outdoors by exploring the scenic beauty of the river, perfect for fishing, kayaking, or picnicking with loved ones.
- Milwaukie Museum: Discover local history and cultural exhibits that provide educational fun for children and adults alike here in the area.
- Kraemer Natural Area: Explore lush trails and enjoy wildlife viewing at this peaceful natural space, ideal for family walks and nature discovery.
Adult Activities
- Hiking at the Willamette River Trail: Explore scenic routes along this trail to enjoy the natural beauty and tranquility of the region's lush landscapes.
- Visit the Gladstone Public Library: Engage with local culture and unwind with a good book in a welcoming community space within the area.
- Enjoy Lake Oswego’s Waterfront Park: Spend your day relaxing or picnicking by the water while taking in picturesque views unique to this part of Oregon.
- Golf at nearby courses: Tee off at local golf courses that offer a challenging game amidst scenic surroundings, perfect for outdoor enthusiasts visiting here.
Other Places to Stay in Gladstone, OR
Gladstone Travel Tips
How Can You Make the Most of Your Stay?
- Plan Ahead for Local Events: Check the area's event calendar to align your stay with festivals or community activities, enhancing your experience here.
- Explore Nearby Outdoors: Take advantage of outdoor recreation opportunities close to your vacation rental, such as parks and scenic trails in this destination.
- Discover Authentic Cuisine: Savor local flavors by exploring eateries and markets nearby, making each meal a memorable part of your visit.
- Utilize Local Transportation: Familiarize yourself with available transit options or bike rentals to easily navigate the region and maximize your time exploring.
Transportation Options
- Portland International Airport: This major airport nearby offers numerous domestic and limited international flights, providing convenient access to the area.
- Public Transit Services: Local bus routes and transit options serve this region, making it easy to explore without a car during your stay.
- Rental Car Agencies: Several rental agencies operate here, giving you the flexibility to customize your transportation within the destination and beyond.
- Taxi and Rideshare Services: Taxis and rideshare options like Uber and Lyft offer quick and reliable travel around this part of Oregon for maximum convenience.
Local Customs Options
- Portland Rose Festival: Participating in this regional celebration allows you to experience the area's floral traditions and community spirit during your stay.
- Local Seafood Cuisine: Enjoying fresh, locally-sourced seafood is a cherished custom that highlights the region's culinary heritage.
- Outdoor Recreation Etiquette: Respect for nature and adherence to outdoor trail guidelines are important customs when exploring the area's parks and natural areas.
- Community Craftsmanship: Supporting local artisans and their handcrafted goods helps preserve the region’s rich artisan traditions and culture.
Frequently Asked Questions About Gladstone?
1. What are the top vacation rentals in Gladstone?
There are a lot of options in Gladstone. If you plan on staying in the Gladstone area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Gladstone:
- tnCozy Forest Hideaway –time to book for Fall and winter months.ntn
- All the amenities of home with no cleaning fees and first breakfast included!
- Garden House fenced yard with covered patio. Pets okay. Close access to shops.
- Haven Guesthouse in Milwaukie - 2 Bedroom & 2 Bathroom with Fenced Backyard
- Hillside House: Epic 5 bedroom 2 bath oasis - Game room, pool table, spa & sauna
- Spacious 4-bedroom Victorian home, sleeps up to 14, for Family or Bridal Getaway
- End of the Oregon Trail Experience
- Hilltop Hideaway, Pacific Northwest charm & luxury
- 11 Guest Spacious 6-bedroom house in wonderful Clackamas with AC, WiFi
- Spacious 7-Bedroom House in peaceful Milwaukie with WIFI, AC, Laundry
2. Which vacation homes in Gladstone are best for families?
If you are looking for a family-friendly vacation home in Gladstone, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Gladstone:
3. How many Rentbyowner vacation rentals are available in Gladstone?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 104 in the Gladstone 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 Gladstone.
4. What is the cancellation policy for vacation rentals in Gladstone, Oregon?
5. How do I confirm my booking for a vacation rental in the area?
6. Are there any additional fees or deposits required when booking Gladstone vacation rentals?
7. What amenities are usually included with vacation rentals near Gladstone?
8. How do I find the best vacation rental deal in Gladstone, Oregon?
Gladstone Top Rated Vacation Rentals
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