WINN38 - Quiet Location w/ Wrap Around Deck, AC, Private Hot Tub

Sunriver, Oregon
$309 avg/night
Minimum Stay 2 Nights
Bed 4

Bed

Bath 2

Bath

Home Private Vacation Home

Property Type

Sleep 10

Max Sleeps

Night 2 nights

Min Stay

Welcome to 38 Winners Circle, a comfortable Sunriver vacation home designed for family connection, relaxed evenings, and easy Central Oregon adventures. With air conditioning, a reverse-living layout, a private hot tub, ping pong, bikes, and convenient access to nearby pathways, this home is a wonderful fit for families and groups looking to enjoy the best of Sunriver.

Upstairs, the open-concept great room creates an inviting space to gather after a day of biking, hiking, floating theriver, or exploring nearby Bend. Settle into the cozy living room, share meals around the dining table with seating for 8, or pull up one of 3 breakfast bar seats while dinner comes together in the fully stocked kitchen.

The main level also features the king primary suite, complete with a large TV, sitting area, and private bathroom with a walk-in shower. A half bathroom adds extra convenience for the main living space.

Downstairs, guests will find two queen bedrooms, a bunk room with 2 sets of bunks, a TV, and DVD player, plus a full guest bathroom. The layout offers plenty of flexibility for families, kids, and friends traveling together.

Step outside to enjoy Sunriver’s fresh mountain air from the large wraparound deck. Dine al fresco, soak up the sunshine, or unwind in the private hot tub beneath the Central Oregon sky. Nearby bike paths make it easy to ride to the north-end grocery store, explore Sunriver’s scenic pathways, or head toward the Deschutes River for a peaceful afternoon by the water.

For more fun at home, enjoy a friendly game of ping pong in the garage or take one of the 3 adult bikes out for a ride. Deschutes River access is just a short bike ride away, and adventurous riders can continue north approximately 5 miles to beautiful Benham Falls.

38 Winners Circle welcomes dogs, 2 max. No other pets are allowed, and fees apply.

Please note: The air conditioning was replaced in August 2025.

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    Pet Friendly Service Animals Exempt From Fees
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    4 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 1900 Sq Ft (177 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking Onsite Parking Options Include A Garage
  • INTERNET

    Free WiFi
  • OUTDOORS

    Barbecue Grill Patio
  • POOL/SPA

    Hot Tub
  • BATHROOMS

    2.5 Bathrooms Hair Dryer Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Bicycle On Site Fishing Nearby Golf Nearby Hiking/biking Trails Nearby Horse Riding Nearby Ice Skating Nearby Mountain Biking Nearby Power Boating Nearby Swimming Nearby Wildlife And Game Walks Nearby
  • ENTERTAINMENT

    Table Tennis TV With Cable/satellite Service
  • LIVING SPACES

    Fireplace
  • CLIMATE CONTROL

    Air Conditioning Heating
  • LOCATION HIGHLIGHTS

    In The Mountains
  • SERVICES AND CONVENIENCES

    Limited Housekeeping
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 05:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 10

Map Map

School District Availability

Review Review

  • Jacob R.

    Submitted Feb 16, 2026

    Stayed Feb 13, 2026

    All communication was great. We had a lovely weekend. The home was comfortable. We enjoyed the hot tub and made good use of the full kitchen. The wrap-around deck would be awesome for summer stays, but since it's February and cold out, we did not use it. There are a few drawbacks I think would probably keep us from going back to this particular home. There are very few modern updates to this home. The kitchen's major appliances are excellent. But everything else is pretty old. The television did not have any smart options - just regular old cable, so we couldn't log into Netflix or Hulu or anything. We couldn't connect to the sound system because it is so old that it doesn't support Bluetooth. The upstairs floor is a problem. It creeks so loudly that anyone walking around at night wakes the whole house. The flooring is not level at all - it seems like it has warped significantly. That's the main issue that would keep us from going back. They did have a lot of games, are pet-friendly, and the house is in a cool location - away from the busy village area. This is the second time recently that we've stayed with this property management company. They do a good job, try to accommodate us as they are able, etc.

  • S R.

    Submitted Jan 7, 2026

    Stayed Dec 31, 2025

    Had a wonderful time. Great house! Check in is 5pm though, which is fairly late. Wish it was earlier.

  • Marilyn P.

    Submitted Dec 31, 2025

    Stayed Dec 19, 2025

    Great family vacation home. Very clean and neat. Only drawback was there were not enough supples...such as TP, dish soap, dishwasher soap.

  • Submitted Sep 20, 2025

    Stayed Sep 15, 2025

    Great house and neighborhood. Difficult to locate for us in that Google could only take us to 26 Winners. The house numbering along the Winner's circle street can be confusing and the map on the website is not accurate.

  • Mel Y.

    Submitted Aug 29, 2025

    Stayed Aug 22, 2025

    Great property, well maintained and convenient location for Bend weekend. All the little details were well thought through and very accommodating!

  • Nirvan G.

    Submitted Apr 10, 2025

    Stayed Apr 4, 2025

    Very clean and great location

  • Madison C.

    Submitted Dec 30, 2024

    Stayed Dec 23, 2024

    Stayed here for Christmas, less than ten minutes from Sunriver activities and a nice property!

  • Mourya Kashyap V.

    Submitted May 31, 2024

    Stayed May 25, 2024

    Everything about the property is exceptional

  • Anne F.

    Submitted Jul 28, 2022

    Stayed Jul 8, 2022

    The home was perfect for our family reunion. We enjoyed the layout of the home and the rooms were perfect for us. Some of the mattresses are not flat and are very warn out. Also we found mouse droppings in the garage. It maybe should be addressed. We had part of our family staying around the corner and the area was perfect for our younger children to ride the circle on their bikes. All in all we enjoyed our stay.

  • Gregg R.

    Submitted Mar 18, 2022

    Stayed Feb 18, 2022

    Very nice older home (no a/c) that is spacious and has a hot tub, bikes and ping-pong table. My only real compliant is that the mattress in the master bedroom is absolutely worn out, there are two craters where people have slept three feet apart. One could call this The Birth Control Mattress. Dish washer controls needs a definitive “touch”.

Your dates are Available!

Total

Includes taxes and fees
$309+
View details