Penny Luck

A charming cottage steps from Drake Park, Newport, Galveston and Downtown Bend

  4 guests
  1 bedroom
  1 bathrooms
  884 sq. ft.

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Sleeping Arrangement

Bedroom 1
1 Queen
Common Space
1 Sofa Bed


An incredible downtown location, you can walk EVERYWHERE from the Penny Luck! Hip and fun furnishings, fireplace, loft, modern kitchen, cruiser bikes, and a fabulous outdoor patio with fireplace and a gas grill. 

The Penny Luck Cottage, with charm and character, is a 1 bedroom, 1 bathroom classic Bend cottage built in 1938 during Bend's mill town heyday. This home is completely updated with all the modern amenities, including new stainless steel kitchen appliances.

The fabulous location on Bend's popular Westside make this home the perfect choice for a relaxing and authentic Bend vacation experience. The Penny Luck Cottage is just 4 blocks from Drake Park, 1 block from to
Newport Market, Backporch Coffee Roasters, Spork and Chow and just 6 blocks from all the action on Galveston Ave (10 Barrel, Real Food Cart, Primal Cuts, Fruit Stand)

Experience the true down-to-earth Bend lifestyle by taking the provided 2 cruiser bikes for a spin around town. Just a 5 minute bike ride to the heart of downtown, crossing the charming wooden bridge across the Deschutes River and then meandering through Drake Park.

If you prefer to stay in and relax in the home then head up the one-of-a-kind spiral staircase to the loft were there is a flat screen TV and cable.

Create a gourmet meal in the fully equipped kitchen or cook outside on the gas grill. Enjoy your meal on the patio with friends and relax around the propane fire-pit under a desert sky filled with stars.

This home proudly features European style bedding with fresh, clean duvet covers and high thread count linens, new, comfy beds, a fully equipped kitchen with dishwasher and microwave, washer, dryer, dvd, cable, wireless internet, games, and much more for you to discover!

We look forward to welcoming you as our guest at Penny Luck Cottage!



• Walk to Drake Park, Downtown Bend, the Deschutes River, and the Old Mill District
• Charming fully restored 1938 cottage with brand new paint and carpet
• Natural gas stove
• Unique, open spiral staircase to to loft
• 2 TVs, one in the living room and one in the cozy loft with a 
• Smart DVD 
• Bed configuration: 1 Queen size, 1 Queen sleeper sofa in loft
• Additional sleeper sofa in the loft
• Ultra clean high thread count linens, down duvets
• Fully equipped gourmet kitchen
• Brand new stainless steel appliances
• Two Cruiser bikes with helmets and locks
• Charming back patio with gas grill and propane fire-pit
• NO PET Property
• NO SMOKING Property


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* Rates are subject to change without notice. Pricing excludes taxes, additional options and fees.


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Reviewed: Jan 30, 2016
You will feel very lucky if you select the Penny Luck Cottage for your stay in Bend. The house has everything you need for your stay, a well equipped kitchen, a comfortable bed and a fabulous back yard. A block away is a wonderful market or if you prefer to go out to eat there are numerous restaurants within a few city blocks. We thoroughly enjoyed our two week stay!
Reviewed: Jan 30, 2016
Thank you for the stay! Your little cottage was the perfect accommodation for our family of 3. It could not have been at a better location as we biked and walked everywhere. We were visiting friends in Bend and were really close to where they live, staying at Penny luck cottage enhance our stay. We will for sure be renting the Penny luck a cottage again when we are back in Bend and recommend to anyone that wants a cozy place to stay!
Reviewed: Jan 30, 2016
My husband, brother and I stayed at Pennyluck over the holiday weekend and had an amazing time! We were charmed by the house the moment we walked in the door. Spacious floor plan with a relaxing living area, dining room, modern kitchen and KILLER back patio. We loved having access to the back shed to store our bikes and gear and the patio itself has a propane-fueled fire cool is that. We werent totally familiar with the west side of Bend before this weekend and felt like we hit the jackpot with Pennylucks location. Three blocks from 10 barrel, a block from a great neighborhood market, and scenic bike routes beginning at our driveway. One thing to keep in mind: the upstairs loft is exactly that - a loft. There is a futon style bed and entertainment center in the loft but if youre traveling with another couple and splitting the cost or something, the loft couple is going to get the (slightly/very slightly) shorter end of the stick. Hard to find a bad thing to say about this
Reviewed: Jan 30, 2016
This place was exactly what I was looking for. Its in a great location. Walking distance to downtown. The kitchen was well appointed with a gas stove and all the cutlery, dishes and pans you would need. Made it easy to make my breakfasts in the morning. The bed was very comfortable and I really appreciated the air conditioner and fans to keep the place cool in the middle of the summer. I will be back.
Reviewed: Jan 30, 2016
A perfect sunny Easter Sunday in Bend. We LOVE the Penny Luck Cottage! From the location to the fully stocked kitchen to the pleasant back yard, it was just the right spot for our family of 4. The boys enjoyed their loft space and walking down the block to rent a movie at the red box. The owners seemed to think of everything-- there is even a milk frother! Cant wait to come back!
Missoula MT
Reviewed: Jan 30, 2016
We came all the way from Missoula to enjoy a few days in Bend! We had a blast, this place was awesome, so close to everything, and Mount Bachelor, too. We rode our bikes to all the breweries... FUN! Thanks for everything!
Reviewed: Jan 30, 2016
We arrived just after an unusual snow storm in January, but were able to steal three days of skiing at Bachelor. We loved the cottage! A great place to come home to everyday and perfect for our family of three. Walking to the grocery and great restaurants in the neighborhood was a treat. We especially loved the comfy bed. The cottage had EVERYTHING we needed. Perfectly comfortable. We are looking forward to coming back in the summer!
Reviewed: Jan 30, 2016
Thanks so much for making our stay so enjoyable. The house and location are perfect-- so cozy and so close to everything! We hope to see you again soon!
Reviewed: Jan 30, 2016
The Penny Luck Cottage was super clean and very well appointed. All we needed to do is show up with our clothes and toys (Mountain Bikes) and we were totally set! It is located in one of the best neighborhoods in Bend. Super easy to just park the car and walk or cycle to the market, bakery or whatever......Our teenage son loved the upstairs room. Also, the back yard has a BBQ area that is perfect for relaxing. There is no need to stay in a hotel with a property like the Penny Luck Cottage available. It provides so much more value for the dollar. We look forward to our next stay!
Reviewed: Jun 24, 2013
We loved our stay in friendly Bend and enjoyed feeling so at home in this lovely little cottage


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