Montgomery Cottages - Vacation Rentals in Old Mill District

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From US $261

         

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 $279

         

10.0 (1 Review)

House

Bluebird Day - Lakewood Cottage

• Parking
• Pet Friendly
• Laundry

• Bend
• Old Bend

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From US $1,917

         

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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 $216

         

9.6 (173 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 $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 $1,900

         

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New

Cottage

Sleeps 20 4 Units, Hot Tub, Deck, Near Downtown+old Bend Aerie by Avantstay

• Air Conditioner
• Parking
• Pet Friendly

• Oregon
• Bend

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From US $243

         

9.8 (27 Reviews)

Cottage

First Street Rapids and River Trail

• Air Conditioner
• Parking
• TV

• Oregon
• Bend

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From US $156

         

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9.0 (11 Reviews)

House

Perfectly Placed Plum Cottage

• Air Conditioner
• Pet Friendly
• Balcony/Terrace

• Bend
• River West

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From US $1,016

         

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New

Cottage

1115 Aerie Buyout 2 Units, Near Downtown Hot Tub + Mountain View

• 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 $248

         

9.8 (80 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 (209 Reviews)

Cottage

Immaculate Downtown Cottage Retreat- EV charger

• Air Conditioner
• Parking
• TV

• Bend
• River Terrace

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From US $217

         

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 $219

         

10.0 (45 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 $221

         

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 $208

         

10.0 (3 Reviews)

Cottage

Fir Millhouse - Lovely historic cottage in downtown Bend

• Air Conditioner
• Parking
• TV

• Bend
• Old Bend

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From US $216

         

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 $307

         

9.8 (125 Reviews)

Cottage

Cinder Cone - Salt Hot Tub, Gas Fireplace, 100+ Mbps Wifi, Bikes, Very Walkable!

• Air Conditioner
• Parking
• Pet Friendly

• Bend
• River West

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From US $258

         

9.8 (66 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 $148

         

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 $321

         

9.6 (81 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 $766

         

9.6 (11 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 $299

         

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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★ Pro Tip: Montgomerycottages makes it easy to compare the best listings on Montgomerycottages homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Montgomerycottages 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 Old Mill District.