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

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

Living Room - Main Level
Front Exterior
Kitchen - Main Level
Rear Upper Deck
Private Hot Tub

Reviews

9.0 out of 10
Wonderful
4 bedrooms2+ bathroomsSleeps 101900 sq ft

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Free Wi-Fi

Explore the area

View in a map
Sunriver, OR
  • Place, Deschutes River
    ‪1 min drive‬
  • Place, Sunriver Homeowners Aquatic & Recreation Center
    ‪7 min drive‬
  • Place, Sunriver Resort Golf Course
    ‪8 min drive‬
  • Airport, Redmond, OR (RDM-Robert's Field)
    ‪42 min drive‬

Rooms & beds

4 bedrooms (sleeps 10)

Bunk Bedroom - Downstairs

2 Single Bunk Beds

Ensuite King Bedroom - Main Level

1 King Bed

Queen Bedroom 1 - Downstairs

1 Queen Bed

Queen Bedroom 2 - Downstairs

1 Queen Bed

2 bathrooms, 1 half bathroom

Ensuite Bathroom - Main Level

Full Bathroom - Downstairs

Half Bathroom - Main Level

Spaces

Deck or patio
Kitchen

About this property

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

Welcome to 38 Winners Circle!

- 4 Bedrooms, 2.5 Bathrooms, Sleeps 10
- Air Conditioning, Gas Fireplace
- Private Hot Tub
- Dog Friendly
- Ping Pong, Bikes

Great home in north Sunriver with tons of gorgeous natural light pouring in through the many windows. This reverse-living, air-conditioned home features a great room upstairs with cozy living room furnishings, a dining room with seating for 8, plus 3 more at the breakfast bar, and a fully stocked kitchen with a Keurig.

Upstairs, you'll find the king primary bedroom with a large TV, a sitting area, a private bath with a walk-in shower, plus a half guest bathroom.

Head downstairs to find 2 queen bedrooms and a bunk room with 2 sets of bunks, T,V and a DVD player.

Head outside to enjoy a private hot tub and a large wrap-around deck to enjoy dining al fresco or soaking up that wonderful Sunriver sunshine. Nearby bike pathways provide easy access to the north grocery store.

There is ping pong in the garage, so you can enjoy a friendly game with friends or family. Take a bike ride on one of the 3 adult bikes provided with this vacation rental home Deschutes river access is a short ride from this home, or for a more ambitious ride, head north 5 miles to Benham Falls.

This home welcomes dogs, 2 max, no other pets are allowed. Fees apply

AGE RESTRICTIONS: Guests must be 23 years or older to rent Bennington homes and the person reserving must occupy the home the whole reservation.

Add dates for prices

Amenities

Hot tub
Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi

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House Rules

Check in after 5:00 PM
Minimum age to rent: 23
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher

About the area

Bend

Located in Sunriver, a neighbourhood in Bend, this holiday home is in the mountains. Sage Springs Club & Spa and Sunriver Resort Golf Course are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Newberry National Volcanic Monument and La Pine State Park. Sunriver Nature Center and The Cove are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
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Map
Sunriver, OR

What's nearby

  • Deschutes River - 1 min drive - 1.1 km
  • Sunriver Homeowners Aquatic & Recreation Center - 7 min drive - 4.8 km
  • Sunriver Resort Golf Course - 8 min drive - 5.9 km
  • Old Mill District - 21 min drive - 29.1 km
  • Hayden Homes Amphitheater - 23 min drive - 29.8 km

Getting around

  • Sunriver Station - 11 min drive
  • Redmond, OR (RDM-Robert's Field) - 45 min drive

Restaurants

  • ‪The Wallow Bar & Grill - ‬13 min drive
  • ‪Century Commons - ‬11 min drive
  • ‪Brewed Awakenings Coffee Roasters - ‬10 min drive
  • ‪Circle K - ‬11 min drive
  • ‪Sunriver Brewing Company - ‬10 min drive

Frequently asked questions

Is WINN38 - Quiet Location w/ Wrap Around Deck, AC, Private Hot Tub pet-friendly?

Yes, pets are allowed at this property.

How much does it cost to stay at WINN38 - Quiet Location w/ Wrap Around Deck, AC, Private Hot Tub?

As of 5 Apr, 2026, prices found for a 1-night stay for 2 adults at WINN38 - Quiet Location w/ Wrap Around Deck, AC, Private Hot Tub on 30 Apr, 2026 start from S$212, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at WINN38 - Quiet Location w/ Wrap Around Deck, AC, Private Hot Tub?

On-site parking is available at the property.

What time is check-in at WINN38 - Quiet Location w/ Wrap Around Deck, AC, Private Hot Tub?

Check-in begins at 5:00 PM.

What time is check-out at WINN38 - Quiet Location w/ Wrap Around Deck, AC, Private Hot Tub?

Checkout is at 10:00 AM.

Where is WINN38 - Quiet Location w/ Wrap Around Deck, AC, Private Hot Tub located?

Located in Sunriver, this holiday home is within 3 miles (5 km) of Deschutes River, Fort Rock Park and Benham Falls Trailhead. Newberry National Volcanic Monument and Sunriver Marina are also within 3 miles (5 km).

Reviews

9.0

Wonderful

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 12 out of 21 reviews
Rating 8 - Good. 8 out of 21 reviews
Rating 6 - Okay. 0 out of 21 reviews
Rating 4 - Poor. 1 out of 21 reviews
Rating 2 - Terrible. 0 out of 21 reviews

10/10

Cleanliness

9.6/10

Check-in

9.6/10

Communication

10/10

Location

9.6/10

Listing accuracy

Reviews

Verified

8/10 Good

Marilyn P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great family vacation home. Very clean and neat. Only drawback was there were not enough supples...such as TP, dish soap, dishwasher soap.
Stayed 12 nights in Dec 2025
Verified

8/10 Good

S R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Had a wonderful time. Great house! Check in is 5pm though, which is fairly late. Wish it was earlier.
Stayed 3 nights in Dec 2025
Verified

10/10 Excellent

Mel Y.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great property, well maintained and convenient location for Bend weekend. All the little details were well thought through and very accommodating!
Stayed 2 nights in Aug 2025
Verified

10/10 Excellent

Nirvan G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Very clean and great location

Very clean and great location
Stayed 2 nights in Apr 2025
Verified

10/10 Excellent

Madison C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Good stay

Stayed here for Christmas, less than ten minutes from Sunriver activities and a nice property!
Stayed 3 nights in Dec 2024
Verified

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 4 nights in Sep 2025
Verified

10/10 Excellent

Mourya Kashyap V.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome location

Everything about the property is exceptional
Stayed 2 nights in May 2024
Verified

8/10 Good

Jacob R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 3 nights in Feb 2026
From a partner site

10/10 Excellent

Pat H.

Most enjoyable retreats through Bennington Properties

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This year we rented four homes from you for our annual Women's Retreat and always enjoy our stay. Each house hostess said all guests in their homes were more than comfortable and that your information packets were very helpful. I have in the past and will continue going through your friendly, helpful, and professional group. Thanks for a great time.
Verified

8/10 Good

Anne F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Reunion

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.
Stayed 5 nights in Jul 2022
Verified

10/10 Excellent

Gregg R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Very nice but definitely needs a new mattress in the Master

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”.
Stayed 3 nights in Feb 2022
Verified

10/10 Excellent

Alex S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice house

Nice quiet place to stay. House was clean but it does smell like a place that allows dogs. Not bad just a little funky. Light a candle and you won’t even notice it.
Stayed 2 nights in Oct 2021
Verified

8/10 Good

Gina S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Super clean and comfortable!

Nice, clean, well maintained home. Just as advertised. Only negatives were the water heater would go cold after 2 showers and take 30-45 minutes to heat back up and the oven lights didn't work. Netflix in the living room would've been a plus. Overall, a great home. I love how clean it was!
Verified

10/10 Excellent

Dulce W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place

Relaxing
Stayed 6 nights in Feb 2021
From a partner site

8/10 Good

Patrick R.

Winners 38 is a Winner

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Our stay in 38 Winners was pleasant as usual. The property was very clean and well maintained. Kitchen/cooking facilities were well suited to our family's needs. There isn't much parking, 3 cars were very crowded, but it works. The bunk beds are not very comfortable for taller guests.
Verified

10/10 Excellent

Charity W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect North End Sunriver Rental

Such a beautiful quiet neighborhood in the beautiful North end of Sunriver. The house is clean and very comfortable. The wrap around deck was amazing and relaxing. Hot tub clean. The beds are very comfortable. Our family had a very relaxing full week in Sunriver. Plenty of room for a large family or two separate families. We had zero issues and didn't have to call the rental company once all week. Thank you so much
Stayed 6 nights in Jul 2019
From a partner site

4/10 Poor

Debbie G.

July 2017 Stay

I would not have rented this home had I seen it first. Curbside appeal, not good. Needs pruning, gutters cleaned and weeds pulled. Yes there is some natural appeal, but not to this extent. Master bedroom carpet smells like pet urine. Back deck needs some boards replaced. I didn't want my granddaughters to lean on the rails, I felt they could break loose. The hot-tub keeps popping the breaker, so the jets do not work. In general this home is tired and the owners need to buck up and put some money into it. I was so looking forward to relaxing and these things take the enjoyment out of it.
Archival

10/10 Excellent

Susan K.

Very Lived In But Comfy

Rating Details: The property manager was very helpful. The vacation rental was very clean. I was more than happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Let's start with the bad and get it over with: The house is a bit "sticky". Kitchen cupboards have a layer of stuff on them that is nasty to the touch and cannot be removed (we had housekeeping come out and try to no avail). Living room furniture is fairly worn out, you sink way in once you sit down and one chair broken so it's unusable. There is a strong dog odor from entry way into the downstairs (we do understand that pet friendly homes sometimes smell like pets but you should be forewarned). We didn't notice it upstairs at all but it was pungent upon entering the house. The windows were not clean. Once the sun shone through in the morning they showed a LOT of dirt and grease.Housekeeping came out and cleaned the lower ones but the upper ones remained dirty for the stay. This is a bummer if you like to look out and enjoy the beautiful surroundings. Now the good: This is a very livable home. The kitchen is wonderfully laid out and easy to maneuver several people in at once. The beds were all comfy. The master especially nice and HUGE. Bathrooms upstairs really nice, downstairs just okay, dated. By FAR the best part of this home is the deck! We lived out there every evening. It is huge and there is lots of comfy patio furniture. The bikes, hot tub and ping pong table all were in great shape and worked fine. We all liked the privacy of the location. All in all, if they do a couple of easy fixes, we would come back.
Archival

8/10 Good

Needs some updating

Rating Details: The property manager was very helpful. The vacation rental was very clean. I was more than happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Overall the house was nice. Furniture a little old but functional except for one chair that had something wrong with then swivel base. Kitchen cabinets where you grab to open and close need some heavy cleaning because they feel sticky to the touch. Floor plan is very functional. Hot tub layout is nice. Bedding and towels are good.
Archival

8/10 Good

Lisa J.

Quiet retreat

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We stayed at the north end and loved the seclusion. It was only minutes to the village. Our house was very clean and well stocked . We were a party of two families one with a small child and dog. We enjoyed the 4 bikes but wished there would have been one with a child carrier. The only con I had about home was that it could use some updating . The office of Bennington properties were so helpful and nice .
Verified

10/10 Excellent

Kendra K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 2 nights in May 2025

About the host

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