A mountainous landscape with a lake surrounded by dense forests and rocky outcrops.

Search Chalets in Central Oregon from CA $434

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Central Oregon chalets

Smart TV, fireplace, books

1. The HideAway Chalet, Your Peaceful Haven in the Hills of Bend

The HideAway Chalet, Your Peaceful Haven in the Hills of Bend
River West
The price is CA $207
CA $642 total
includes taxes & fees
Sep 15 - Sep 16
The HideAway Chalet, Your Peaceful Haven in the Hills of Bend
Exterior

2. Guest-Favorite Location, Fireplace, Hot Tub, Sleeps 13, Quiet & Serene Area

Guest-Favorite Location, Fireplace, Hot Tub, Sleeps 13, Quiet & Serene Area
Sunriver
10.0 out of 10, Exceptional, (1 review)
"I’d stay here again. Great house. Great host."
United States
Mark W.
The price is CA $277
CA $691 total
includes taxes & fees
Oct 12 - Oct 13
Guest-Favorite Location, Fireplace, Hot Tub, Sleeps 13, Quiet & Serene Area
Exterior

3. Remodeled cozy cabin on golf course with hot tub!

Remodeled cozy cabin on golf course with hot tub!
Redmond
9.2 out of 10, Wonderful, (143 reviews)
"We had a nice stay but I wouldn’t call it remodeled. All the appliances in the kitchen was super old and the fridge was falling apart and having a hard time keeping cool. Only 4 toilet rolls for the whole stay. But it was comfortable for the time we were there."
United States
Kerstin
The price is CA $218
CA $560 total
includes taxes & fees
Sep 15 - Sep 16
Remodeled cozy cabin on golf course with hot tub!
Exterior

4. Eagle Crest Chalet | Peaceful & Secluded

Eagle Crest Chalet | Peaceful & Secluded
Redmond
The price is CA $276
CA $799 total
includes taxes & fees
Sep 14 - Sep 15
Eagle Crest Chalet | Peaceful & Secluded
Exterior

5. Serene & Secluded Eagle Crest Chalet

Serene & Secluded Eagle Crest Chalet
Redmond
The price is CA $262
CA $783 total
includes taxes & fees
Sep 14 - Sep 15
Serene & Secluded Eagle Crest Chalet
Terrace/patio

6. Walk to Town, Mountain Views, Hot Tub, Dogs OK

Walk to Town, Mountain Views, Hot Tub, Dogs OK
Sisters
The price is CA $161
CA $435 total
includes taxes & fees
Sep 14 - Sep 15
Walk to Town, Mountain Views, Hot Tub, Dogs OK
Exterior

7. Walk to Town, Mountain Views, Hot Tub, Luxury

Walk to Town, Mountain Views, Hot Tub, Luxury
Sisters
The price is CA $166
CA $434 total
includes taxes & fees
Sep 20 - Sep 21
Walk to Town, Mountain Views, Hot Tub, Luxury
Terrace/patio

8. Mountain Views, Walk to Town, Luxury, HOT TUB, Dogs OK!

Mountain Views, Walk to Town, Luxury, HOT TUB, Dogs OK!
Sisters
10.0 out of 10, Exceptional, (1 review)
"Great location and view Close 2 shops.And restaurants?And grocery stores. A lot to do in sisters.The people there are really nice. We had one of the best trips. I've ever had and the hot tub was great. One of the nicest places i've stayed at."
United States
Greg B.
The price is CA $170
CA $451 total
includes taxes & fees
Sep 30 - Oct 1
Mountain Views, Walk to Town, Luxury, HOT TUB, Dogs OK!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Central Oregon Hotel Reviews

Trailhead Lodge

Trailhead Lodge

10/10 Excellent
"This place was great! Stayed with wife and kids. We had a blast! Definitely recommend and would stay here again."
Leonel 1-night trip
Posted 4 hours ago
Trailhead Lodge

Find out more about Central Oregon

Central Oregon Chalets information

Number of reviews
145
Accommodation
14 Chalets
Lowest Price
CA $434
Highest Price
CA $799

Explore a world of travel with Expedia