494+ Vacation Rentals Near Oregon Trail of Dreams |
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Treehouse Rental - Vacation Rentals in Oregon Trail of Dreams

Property Image From $241
         

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New
House
Aaron Way
  • Parking
  • Pet Friendly
  • Breakfast

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Property Image From $461
         

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10.0 (3 Reviews)
Apartment
The Aerie Suites by AvantStay – Modern Comfort with Mountain Views
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $267
         

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4.0 (2 Reviews)
House
Historic Farmhouse on Bends Westside
  • Parking
  • Balcony/Terrace
  • Child Friendly

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Property Image From $195
         

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10.0 (3 Reviews)
Apartment
Frosty Summit Condo at Mount Bachelor
  • Parking
  • Pool
  • Security/Safety

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Property Image From $122
         

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10.0 (3 Reviews)
House
Lavender Hollow
  • Pet Friendly
  • Security/Safety
  • Sports/Activities

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Property Image From $736
         

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10.0 (1 Review)
House
Vantage Point 3 Bedroom Townhouse by RedAwning
  • Air Conditioner
  • Pet Friendly
  • Balcony/Terrace

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Property Image From $112
         

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10.0 (3 Reviews)
House
Ponderosa Views
  • Air Conditioner
  • Balcony/Terrace
  • Security/Safety

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Property Image From $79
         

8.4 (114 Reviews)
Hostel
Bunk+Brew Historic Lucas House - Hostel
  • Air Conditioner
  • Parking
  • Balcony/Terrace

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Property Image From $271
         

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10.0 (2 Reviews)
House
Five Peaks
  • Parking
  • Pet Friendly
  • Security/Safety

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Property Image From $979
         

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New
Cottage
1115 Aerie Buyout 2 Units, Near Downtown Hot Tub + Mountain View
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $212
         

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10.0 (2 Reviews)
House
The Ark at Farewell Park, 20 Mi to Mt Bachelor!
  • Parking
  • View
  • Ocean View

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Property Image From $915
         

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New
Cottage
2 Units Minutes to Old Bend Deck + Hot Tub 1216 Skyline Ranch by Avantstay
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $2,368
         

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10.0 (1 Review)
House
Aerie Stylish 6 Unit Buyout 15BDR Near Downtown Mountain Views Hot Tub
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $454
         

New
Apartment
Rooftop Deck Walk to River Downtown Fire pit
  • Sports/Activities
  • Entertainment
  • Barbecue/Outdoor Cooking

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Property Image From $986
         

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10.0 (1 Review)
House
Flagline Trail home
  • Air Conditioner
  • Parking
  • Security/Safety

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Property Image From $280
         

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New
Apartment
Tranquility On The Bluffs 3 Bedroom Townhouse by RedAwning
  • Pet Friendly
  • Balcony/Terrace
  • Security/Safety

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Property Image From $783
         

10.0 (1 Review)
House
Bluebird Day - Cascadia Craftsman
  • Parking
  • Security/Safety
  • Wellness Facilities

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Property Image From $692
         

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10.0 (1 Review)
House
Big Sky by AvantStay Mountain Home w Great Views Hot Tub Al Fresco Dining
  • Air Conditioner
  • Parking
  • Accessibility

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Property Image From $657
         

10.0 (1 Review)
House
Bluebird Day - Riverside Cottage
  • Parking
  • Pet Friendly
  • Security/Safety

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Property Image From $560
         

10.0 (1 Review)
House
Old Mill Getaway by AvantStay Private Backyard w Hot Tub
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $549
         

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10.0 (1 Review)
House
Larkspur Trail home
  • Parking
  • Security/Safety
  • Sports/Activities

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Property Image From $485
         

10.0 (1 Review)
House
Aspen Ridge
  • Air Conditioner
  • Security/Safety
  • Fireplace/Heating

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Property Image From $457
         

10.0 (1 Review)
House
MT BACH 501AB
  • Pool
  • Security/Safety
  • Sports/Activities

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Property Image From $421
         

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10.0 (1 Review)
House
Bend Golf and Country Club Vacation Home
  • Parking
  • View
  • Ocean View

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★ Pro Tip: Treehouse Rental makes it easy to compare the best listings on Treehouse Rental homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Treehouse Rental homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Oregon Trail of Dreams.

Weather in Oregon Trail of Dreams

View the weather forecast for Oregon Trail of Dreams before booking your Oregon Trail of Dreams Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Oregon Trail of Dreams, OR

Treehouse Rental offers a large selection of top attractions around Oregon Trail of Dreams. Research things to do on your vacation before you visit Oregon Trail of Dreams.


Old Mill District Les Schwab Amphitheater Deschutes Brewery Downtown Bend Business Association Drake Park Tower Theater Bend Rock Gym Deschutes National Forest Widgi Creek Golf Club Bend River Promenade Tetherow Golf Club Central Bend Sunriver Resort Golf Course Central Oregon Community College The Village High Desert Museum Cascade Range Sunriver Homeowners Aquatic & Recreation Center Bend Factory Stores Westside Church