Pirate Cove Cottages - Vacation Rentals in Oregon Trail of Dreams

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From US $201

         

9.8 (51 Reviews)

Cottage

Contemporary Chic │West Side │Walk Everywhere │Hot Tub │One Block to River

• Air Conditioner
• Parking
• Pet Friendly

• Bend
• River West

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From US $657

         

10.0 (1 Review)

House

Bluebird Day - Riverside Cottage

• Parking
• Pet Friendly
• Security/Safety

• Bend
• Old Bend

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From US $1,900

         

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New

Cottage

Sleeps 20, 4 Units 10bdr, Hot Tub, Near Old Bend + DT Aerie by Avantstay

• Air Conditioner
• Parking
• Pet Friendly

• Oregon
• Bend

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From US $205

         

9.6 (170 Reviews)

Cottage

Prime Location Near River, Downtown, Old Mill And All Your Favorite Breweries

• Air Conditioner
• Parking
• Pet Friendly

• Bend
• Old Bend

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From US $279

         

10.0 (1 Review)

House

Bluebird Day - Lakewood Cottage

• Parking
• Pet Friendly
• Child Friendly

• Bend
• Old Bend

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From US $994

         

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New

Cottage

2 Units Deck, Hot Tub, Minutes to Old Bend 1212 Skyline Ranch by Avantstay

• Air Conditioner
• Parking
• Pet Friendly

• Oregon
• Bend

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From US $275

         

9.8 (27 Reviews)

Cottage

First Street Rapids and River Trail

• Air Conditioner
• Parking
• TV

• Oregon
• Bend

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From US $153

         

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10.0 (1 Review)

House

Huckleberry Cottage

• Parking
• Pet Friendly
• Security/Safety

• Bend
• River West

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From US $990

         

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New

Cottage

2 Units Minutes to Downtown Bend Hot Tub 1208 Skyline Ranch by Avantstay

• Air Conditioner
• Parking
• Pet Friendly

• Oregon
• Bend

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From US $213

         

9.8 (134 Reviews)

Cottage

Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park

• Air Conditioner
• Parking
• TV

• Bend
• River West

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From US $237

         

9.8 (79 Reviews)

Cottage

Vintage Awbrey- Fireplace, Hot Tub, AC, 100+mbps Wifi, Bikes, Walk Downtown

• Air Conditioner
• Parking
• Pet Friendly

• Bend
• River Terrace

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From US $226

         

10.0 (208 Reviews)

Cottage

Award winning Downtown Cottage Retreat-Fall stays available. EV charger-

• Air Conditioner
• Parking
• TV

• Bend
• River Terrace

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From US $210

         

10.0 (65 Reviews)

Cottage

Trendy West Side │Walk to Breweries & Food Carts │Hot Tub │Fenced Outdoor Space

• Air Conditioner
• Parking
• Pet Friendly

• Bend
• River West

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From US $192

         

10.0 (43 Reviews)

Cottage

Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere

• Air Conditioner
• Parking
• TV

• Bend
• Old Bend

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From US $214

         

10.0 (8 Reviews)

Cottage

Sweet craftsman bungalow in the heart of Bend

• Air Conditioner
• Parking
• TV

• Bend
• River West

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From US $766

         

10.0 (4 Reviews)

Cottage

CUTE! Heart of resort w/amenities ~ private patio ~ pocket park ~ wifi ~ 🐶

• Air Conditioner
• Parking
• Pet Friendly

• Oregon
• Bend

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From US $224

         

10.0 (2 Reviews)

Cottage

North Sister - Bungalow Charm, Fireplace, Queen bed, Parking

• Air Conditioner
• Parking
• TV

• Bend
• Old Bend

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From US $191

         

10.0 (1 Review)

Cottage

Fir Millhouse - Lovely historic cottage in downtown Bend

• Air Conditioner
• Parking
• TV

• Bend
• Old Bend

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From US $248

         

9.8 (65 Reviews)

Cottage

Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite

• Air Conditioner
• Parking
• Pet Friendly

• Bend
• River West

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From US $134

         

9.8 (26 Reviews)

Cottage

Paradise in The Parks on Westside with summer pool, bike trails and restaurants.

• Air Conditioner
• Parking
• Pet Friendly

• Bend
• Century West

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From US $775

         

9.8 (9 Reviews)

Cottage

Summer retreat ~ cozy beds ~ hot tub ~ Bend/Bachelor ~ new amenities ~🐶

• Air Conditioner
• Parking
• Pet Friendly

• Oregon
• Bend

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From US $270

         

9.6 (80 Reviews)

Cottage

Historic Downtown │Walk Everywhere │Private Hot Tub │One Block to River

• Air Conditioner
• Parking
• Pet Friendly

• Bend
• River Terrace

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From US $224

         

9.4 (73 Reviews)

Cottage

Historic Downtown Location │Heart of Bend │Walk Everywhere │Hot Tub │High Demand

• Air Conditioner
• Parking
• Pet Friendly

• Bend
• Old Bend

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From US $257

         

9.4 (20 Reviews)

Cottage

Modern cottage charm & walk to Downtown Bend

• Air Conditioner
• Parking
• Pet Friendly

• Bend
• River Terrace

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