Bend Cottage Rentals
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- Balcony/Terrace
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Why Choose Rent By Owner for your Bend Cottage Rentals?
What makes our Cottage Rentals special?
Popular Areas for Bend Cottage Rentals
Where are the best neighborhoods to stay in Bend?
When selecting a neighborhood in Bend, Oregon, you'll find that areas near downtown offer convenient access to local shops and dining, making it ideal for exploring the city's vibrant culture. Alternatively, staying in the proximity of the Deschutes River provides a tranquil setting with scenic views and outdoor activities at your doorstep. For those seeking a more secluded experience, the neighborhoods surrounding the Cascade Mountains deliver stunning natural landscapes and peaceful surroundings, perfect for unwinding in charming cottages.
Old Bend
Nestled in the heart of the city, Old Bend offers a charming neighborhood with historic character and easy access to local shops and eateries, making it an ideal spot for exploring the region's rich culture.
View 104+ Rentals in Old BendDeschutes River Woods
Surrounded by lush nature, this area provides a peaceful retreat close to scenic outdoor activities, perfect for those seeking tranquility while staying near Bend’s outdoor recreation.
View 32+ Rentals in Deschutes River WoodsPronghorn
Known for its upscale community and proximity to world-class golf courses, Pronghorn is an excellent choice for visitors wanting a luxurious and conveniently located stay near Bend’s attractions.
View 26+ Rentals in PronghornOrchard District
This vibrant neighborhood features beautiful orchards and a lively arts scene, offering a delightful blend of natural beauty and cultural experiences within reach of the region’s best amenities.
View 91+ Rentals in Orchard DistrictSouthern Crossing
Situated south of the downtown core, Southern Crossing provides quick access to outdoor pursuits and local parks, making it an ideal base for adventure travelers exploring here.
View 116+ Rentals in Southern CrossingCentury West
This centrally located neighborhood boasts convenient shopping and dining options, providing comfort and accessibility for visitors who want to stay close to Bend’s urban conveniences.
View 351+ Rentals in Century WestOregon Water Wonderland
Famous for its picturesque waterways, this area is perfect for water enthusiasts and nature lovers seeking scenic views and proximity to Bend’s outdoor water activities.
View 178+ Rentals in Oregon Water WonderlandMountain View
Offering stunning vistas of the surrounding peaks, Mountain View is an excellent choice for visitors eager to enjoy breathtaking scenery while being close to Bend's trail systems and outdoor adventures.
View 46+ Rentals in Mountain ViewBest Times to Visit Bend
When should you plan your Cottage Rentals stay?
Timing your visit to this destination can enhance your experience, so consider planning your stay during the shoulder seasons when the area offers a peaceful ambiance and natural beauty that truly highlights its charm.
Peak Season Highlights
Summer (June to August)
During the summer months, this destination experiences warm weather and longer daylight hours, making it ideal for outdoor activities. You'll find this time perfect for exploring the scenic surroundings while enjoying pleasant daytime temperatures.
Winter (December to February)
In winter, the region attracts visitors seeking snowy landscapes and winter sports. The cozy atmosphere is perfect for relaxing in your cottages after a day on the slopes or enjoying crisp, cold air outdoors.
Off-Season Highlights
Spring (March to May)
Spring offers milder weather and blooming scenery, ideal for those who prefer a quieter visit with fewer crowds. The area begins to awaken with vibrant colors, creating a peaceful retreat in your cottages.
Fall (September to November)
Autumn brings colorful foliage and cooler temperatures, making it a great off-peak time to enjoy tranquility. This season provides a serene setting for outdoor adventures or relaxing stays in cozy accommodations.
Weekly Weather Forecast for Bend
How to Book Your Bend Cottage Rentals
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Bend
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
- Enjoy outdoor grilling with a private barbecue grill available at many cottages in the area.
- Relax on spacious decks or patios that provide stunning views of the surrounding landscape.
- Take advantage of nearby hiking trails and outdoor activities directly accessible from your rental.
- Benefit from ample parking space for your vehicles and recreational gear.
- Make the most of cozy fire pits to gather around during cool evenings.
- Access lush yards or gardens perfect for outdoor games and relaxing in nature.
- Utilize outdoor furniture designed for soaking up the sunshine and enjoying the fresh air.
Top Attractions Around Bend
What attractions are nearby?
When staying in this destination, you can explore a variety of outdoor activities nearby, including hiking, biking, and fishing, all set against the stunning backdrop of the surrounding natural beauty that makes the region a perfect retreat for outdoor enthusiasts.
Family Activities
- Deschutes River Activities: Spend quality time with your family kayaking, paddleboarding, or floating along the scenic Deschutes River, offering memorable outdoor adventures in the area.
- High Desert Museum: Explore interactive exhibits and live wildlife displays that provide engaging educational experiences for children and adults alike in this cultural hub.
- Bend Whitewater Park: Enjoy watching skilled kayakers and rafters tackle exciting rapids or try beginner-friendly sections suitable for family outings.
- Sunriver Nature Center & Observatory: Discover local flora and fauna through guided nature walks and stargazing sessions, perfect for family explorers seeking outdoor learning opportunities.
Adult Activities
- Hiking and Nature Walks: Explore the scenic trails and lush landscapes that surround this destination, offering refreshing outdoor adventures just steps from your cottage.
- Outdoor Recreation and Water Activities: Enjoy activities such as kayaking or paddleboarding on nearby rivers, providing a thrilling way to experience the area's natural beauty.
- Craft Breweries and Wine Tasting: Indulge in local craft breweries and wineries to savor regional flavors that highlight the region’s vibrant beverage scene.
- Dining and Culinary Experiences: Discover the diverse dining options available here, perfect for those seeking memorable meals after a day of exploration.
Other Places to Stay in Bend, OR
Bend Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Nature Trails: Maximize your stay by discovering the area’s scenic hiking and biking trails, perfect for experiencing this destination's natural beauty firsthand.
- Visit Nearby Breweries and Cafés: Enjoy the local flavor by sampling craft beverages at the region’s renowned breweries and cozy cafés during your visit.
- Plan Outdoor Adventures: Take advantage of the area's outdoor activities, such as fishing, kayaking, or mountain biking, to create memorable experiences here.
- Book a Stay in a Cozy Cottage: Enhance your trip by choosing comfortable cottages that provide a relaxing home base to explore this destination’s attractions.
Transportation Options
- Car Rentals: Renting a car provides the flexibility to explore Bend and its surrounding areas at your own pace, making it easier to reach remote outdoor destinations and enjoy the scenic landscape.
- Public Transit: The regional transit system offers convenient bus services within the area, allowing you to travel comfortably without the hassle of parking or driving yourself.
- Bike Rentals: Biking is an eco-friendly and healthy option, with numerous trails and bike-friendly streets that let you discover the region’s natural beauty up close.
- Taxi and Ride-Sharing Services: Taxis and popular ride-sharing apps provide quick and reliable transportation for shorter trips around town or to nearby attractions.
Local Customs Options
- Western Wear and Rodeo Culture: Embrace the local tradition of Western-style clothing and attend seasonal rodeos, which are celebrated throughout the area with enthusiasm and offer a glimpse into its historic ranching roots.
- Outdoor Coffee Rituals: Start your day like many locals by enjoying freshly brewed coffee at sidewalk cafés or outdoor markets, reflecting the region's appreciation for casual, outdoor socializing amidst scenic surroundings.
- Artisan Craftsmanship: Appreciate the area's rich artistic traditions by exploring local craft markets and galleries, where handcrafted goods and artwork showcase the creative spirit of the community.
- Environmental Respect and Sustainability: Participate in eco-friendly practices prevalent here, such as recycling and conservation efforts, which highlight the community’s commitment to preserving the natural beauty of this destination.
Frequently Asked Questions About Bend Rental Cottages
1. What are the top Cottages in Bend?
There are a lot of options in Bend. If you plan on staying in the Bend area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Cottages in Bend:
- Dog-Friendly Ranch Cottage w/Yard ~ 13 Mi to Bend
- Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
- Visit Bend! Cozy, Pet Friendly, Secluded Yard!
- Westside Spot! Hot Tub+Big Porch w/Enclosed Yard+Pets OK
- Vintage Awbrey- Fireplace, Hot Tub, AC, 100+mbps Wifi, Bikes, Walk Downtown
- Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite
- Contemporary Chic │West Side │Walk Everywhere │Hot Tub │One Block to River
- Peaceful + Elegant Cottage w/Riverside View
- First Street Rapids and River Trail
- Paradise in The Parks on Westside with summer pool, bike trails and restaurants.
2. How many Cottages are available in Bend?
Currently, the total number of properties listed by RBO in 2026 is over 127 in the Bend area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Cottages in Bend.
3. What is the cancellation policy for cottages in Bend, Oregon?
4. Are there any amenities included with the cottages in this area?
5. How do I confirm my booking for a cottage in Bend?
6. Is there a minimum stay requirement for cottages here?
7. What should I know about checking in and checking out times for cottages in the region?
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