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Westside favorite with a hot tub - Perfect for skiing, biking and golf!

Such a nice home!

The TrailHead

$300 - $385

Guest Rating:

*- Does not include taxes, fees, or dog charges.

2040 ft2 House, 2 story, 2 car garage

The Trailhead sits in the perfect spot; positioned to view the Cascade Range, and walk your mountain bike across the street to Phil's Trail, thus the name of this awesome home! Century Drive is one half block from this home -- Get to Mt. Bachelor in 24 minutes, downtown and the Old Mill in four minutes. Use the hot tub (quietly please ) in the comfortable back yard and "approved" dogs are okay. A fireplace and a big screen TV continue to make this place a great stay for the whole family or group. Speaking of groups, use the Tall Timber and/or Osprey to accommodate quiet groups or teams, families, or corporate gatherings. All three houses are only several homes apart - works perfectly for quiet groups. NOTE: the neighborhood that all three homes are located in is a neighborhood with working families, Absolutely no parties are allowed -- no exceptions. Guest who ignore the rule are asked to vacate w/o exception. We do encourage quiet guests by all means. Thank you for your understanding in respecting the neighborhood and Bend's VR ordinances.

3 bedrooms: 2 Kings, 2 Twins, 1 Sofa Bed, 1 Other, 2 Fulls
2.5 bathrooms | Sleeps: 10 | Dogs allowed


Air Conditioning, Double car garage, Fireplace, High Speed Internet, Ironing Board, Linens, No Phone, Pet friendly for dogs, Trails by the Deschutes River, Washer & Dryer, Widgi Creek Golf Course, flat screen TV w/basic cable, Tethrow Gold across the st.


Cable TV, VCR, Blender, Coffee Maker, Cookware, Dishwasher, Full Kitchen, Ice Maker, Microwave, Refrigerator, Toaster, Deck, Fenced back yard, Gas Grill, Great front porch, Hot Tub, Phil's Trail Across the Street, Walking trails, By Basball tournement fields, Close to Town, Mt. 24 minutes away!, Widigi Creek Golf Club, Golf Course, Les Schwab amb. 12 blocks, Movie Theatres, Mt. is 24 Minutes fm The House, Nearby Grocery, Nearby Medical Services, Outlet Shopping, Air conditioning, Hot tub, Privacy fenced hot tub


16-Screen Theater, Alder Creek kayak rentals, Baldy's Bar- Q, Baltizars Gourmet Mexican Food, Baseball Tournament Fields-Close, Bike rentals, Boutiques, Close to the college, Dry Cleaners, Float the river fm Farewell Park, Headlines hairddresser, Les Schwab Amp. 12 Blocks, Liquor Store, Long Board Louies, Lots of restaurants, Near Les Schwab Amphitheater, Nearby ATM, Nearby Bank, Nearby FedEx, Nearby Internet Cafe, Nearby Post Office, Old Mill Shopping Center, Safeway, Starbucks

Good Neighbor Guidelines
Bend, Oregon

We set our rates to match what is on our website. Prices are subject to change without notice. Feel free to reach out.Thank you!!
Another west side favorite, The quiet Trailhead sits in the perfect spot positioned to view the Cascade Range, or walk your Mt. Bike across the street to Phil's Trail (thus the name of this awesome home). Golfers: Tethrow is in the backyard!
Such a nice home!Soak away the worries.Soak away the day!So nice in the your own garden.Just across the street is Phil\'s Trail.Wonderful living room.TV and the big screen too.Big comfy Queen bed.
Family-friendly home

“My wife and I met up here with our son and his family, so we were a party of 8. The home is very comfortable with lots of room for everyone to spread out. The hot tub was a welcome bonus. The home is well equipped, and the company made it very easy to check in and out. Everything about the property was clean and perfect for us.”
Michael M. from Valencia, CA
Surprise 30th Birthday

“We had a great time at the Trailhead! We had a total of 11 people there and everyone thoroughly enjoyed it! Maria was especially helpful when we discovered a minor issue with the hot tub and sent Tracy out to fix it right away! Everyone we dealt with was extra-friendly, extremely helpful, and treated us like we were all old friends! We will definitely be staying with Bend Dutch Vacation Rentals again!”
Katie F. from Salem, Or
Close to All the Fun and Very Clean

“Staff was very accomodating and helpful when booking our reservation for 5 baseball players and their families. We had a little excitement when we arrived and the 3rd bedroom was locked, but staff arrived within 30 minutes to unlock the room. The bunkroom was perfect for 5 teenage boys and 2 sets of parents (we also had Tall Timber down the road for the remaining parents). We loved how close to Old Mill and Century Drive we were, and the neighbors were friendly. Great stay!”
Krissy M. from Vancouver, WA
Great Rental!

“Fantastic house, location and amenities. We will”
Guest from Portland, OR
Bachelorette Party Weekend

“Stayed here with a group of 9 girls for our friend's bachelorette party weekend. We loved it! The house is spacious- room for everyone to sleep in a bed. Kitchen is large and adequate space to cook large meals for everyone and there is a big dining table. Hot tub was nice to have as well! Driving distance to the main downtown area but not too far at all.”
Kelsey S. from University Place, WA

Great house, perfect location

“We had 12 guys travel to Bend for a golf trip. The house was very nice and clean, with the perfect location for us. I would say this house would suit 2 families better than 12 guys, as there are 2 large king beds, so we had to bunk up together which I didn't anticipate. One thing that really irritated me was being charged a $30 credit card convenience fee that was not disclosed. That should be on the credit card authorization form people have to sign. Other than that, this was a great stay. I would recommend this home to other. The road leading in has way too many speed bumps too.”
Chad A. from Redmond, WA
Great and relaxing place!

“We had a few adults and several little kids- and this place was great. Close to Riverbend park and in a quiet neighborhood. Kids loved the hot tub and the game cabinet. And there were enough beds that all the kids were happy and nobody was on the floor!”
Emily D.
Bachelorette weekend

“We loved the set up of the house. It was perfect for a group of ladies celebratin a bachelorette party. The beds were comfortable & it had a great kitchen & dining area.”
Guest from Portland, OR
Great Place!

“It was perfect for the two couples that stayed and the house was large enough it could have been comfortable still with more people. The location was good; however, we were unable to locate the walking trails mentioned but we still had some great walks because the area is so beautiful. The back patio is beautiful but there is not a back yard incase u were planning to play games or anything outside. Overall the house worked wonderfully for what we needed it for and the huge king size beds were very comfortable.”
Lacey S. from Bosie, ID
Great property in Bend

“Excellent location, services, responsiveness, and condition. Worked perfectly for my family.”
Guest from Mason, OH

“Bed configuration in each room should be explained on the web site. A king and a double in the same room is unexpected. Not enough seating for 12 guests at the dining table is a drawback. Proximity to the mountain bike trails was really great. House was well equipped otherwise, and quite enjoyable.”
Guest from Portland, OR