Chalet vacation rentals in Eastern Oregon

Find and book unique chalets on Airbnb

Top-rated chalet rentals in Eastern Oregon

Guests agree: these chalets are highly rated for location, cleanliness, and more.

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Guest favorite

Chalet in Redmond

4.96 out of 5 average rating, 304 reviews

Wow Holy Cow Chalet

Wow Holy Cow! will be your first thought when you set foot into this knotty pine walled, sunlit filled chalet. Furnished with everything you need for a fun, family getaway. Channel Maria von Trapp while taking in the beautiful mountain views from the loft space. Have a drink on the deck while your kids search for frogs in the rock feature and shallow creek below. Grill a steak on the bbq and admire the deer who often pass by. Check our Instagram for vacation ideas @wowholycowchalet DCCA# 1453

Guest favorite

Chalet in Bend

4.91 out of 5 average rating, 86 reviews

Chalet del Sol - Hot Tub - Ping Pong - Fire pit

Welcome to the cozy Chalet del Sol just South of Old Mill District and close to the hiking trails. What this home offers: ☞ Entire property to yourself ☞ Hot tub ☞ BBQ & Blackstone ☞ Ping Pong Table ☞ Master w/king bed upstairs ☞2nd bedroom downstairs queen bed ☞3rd bedroom is a loft w/queen & 2 twins ☞Two full bathrooms ☞ Fast WIFI ☞ Garage ☞ Fully equipped chef’s kitchen ☞ 65” Smart TV w/ Netflix ☞ Lots of Parking → 4 plus cars ☞ Private yard ☞ Washer + dryer ☞ Ductless heating and cooling

Guest favorite

Chalet in Redmond

4.86 out of 5 average rating, 51 reviews

19th Hole Chalet at Eagle Crest

19th Hole Chalet is a family friendly place to relax. Located on the 15th fairway of the Ridge Course you will enjoy a peaceful setting and beautiful views from the deck, where you can BBQ or soak in the private hot tub. 10 people can comfortably sleep in the 3-bedroom, 2-bath vacation home with vaulted ceilings, floor-to-ceiling windows, central heat, air conditioning, and ceiling fans. The chalet includes a fully stocked kitchen, games, books, portable fans, and extra blankets & pillows.

Superhost

Chalet in Garden Valley

4.87 out of 5 average rating, 103 reviews

Fabulous Mountain Chalet on the River!

Book the Middlefork River Chalet for a private and spacious retreat on the banks of the middle fork of the Payette River. With three levels, four bedrooms, and ample living spaces, there's room for everyone. Enjoy the outdoor fire pit, covered deck with propane grill, and beach area on the river. Inside, relax by the wood fireplace, play pool or foosball, and soak in the claw foot tub. The cabin also has a full kitchen, laundry facilities, and multiple seating areas for games and socializing.

Superhost

Chalet in Donnelly

4.9 out of 5 average rating, 162 reviews

Tamarack Mountain Chalet

If you love the outdoors you will thoroughly enjoy your stay at this mountain chalet. Great vacation spot for those looking for a weekend get away or longer to enjoy the year around activities. You will experience amazing views of Cascade Lake and the Tamarack Resort from two expansive wrap around balconies. Surrounded by Ponderosa Pines the chalet is located at the end of a quiet cul-de-sac providing outdoor privacy and is perfect for families, groups or those looking for a getaway.

Guest favorite

Chalet in Dayville

4.97 out of 5 average rating, 107 reviews

Destination Dayville

Destination-Dayville. Fenced country Chalet located close to the quaint tree-lined town of Dayville. Open layout with room to relax and a kitchen to cook a meal after a long day of exploring the Painted Hills and John Day Fossil Beds or fishing the John Day River. Three fully equipped comfortable bdrms, one bathroom and laundry facilities. Large front covered patio, Corn-hole game, room to play in grassy side yard. Let your adventure continue in beautiful, scenic Eastern Oregon.

Guest favorite

Chalet in Redmond

4.98 out of 5 average rating, 150 reviews

Greenside 3 BdRm + Hot Tub Chalet in Eagle Crest

Welcome! Come to relax or adventure while staying at our rustic chalet. Located in a prime location at the end of the street, this chalet has everything you will need to enjoy your time away from home. Get cozy inside by the fire, or enjoy the sunrise and sunset on the secluded deck overlooking the 14th green and Cascade Range. Adventurers can venture out to enjoy the sports center, award winning golf courses, and more! The Eagle Crest Resort has fun for the whole family.

Guest favorite

Chalet in Sunriver

4.94 out of 5 average rating, 94 reviews

Skyliner Chalet ~ Heart of Sunriver ~ Hot Tub ~ AC

The Skyliner Chalet at 23 White Elm is the ideal spot for your next Sunriver vacation. Whether in winter (hot tub) or summer (AC), Sunriver offers endless opportunities for activity, or taking a break and relaxing with your favorite book. The chalet has two bedrooms, two baths and a separate loft area. Centrally located near the hustle and bustle, but just enough removed to enjoy less crowded bike paths and a significant open space surrounding the property.

Guest favorite

Chalet in Eagle Crest

4.98 out of 5 average rating, 229 reviews

Cozy 3 bdrm + loft Eagle Crest Chalet w/ Hot Tub!

Welcome to our Chalet in the Eagle Crest Resort! You are guaranteed to feel like you are on vacation the minute you walk in. This 3 bedroom + loft can sleep 8 guests and comes with washer/dryer, WiFi, and desks in the loft. Relax in the space indoors or out, with the outdoor patio, hot tub, BBQ, and golf course views. There is so much to see and do on the resort property or you can grab a blanket, sit by the fire and do absolutely nothing at all!

Guest favorite

Chalet in Redmond

4.97 out of 5 average rating, 71 reviews

Eagle Crest Chalet with HOT TUB | On Golf Course!

This newly remodeled Eagle Crest chalet has all that you could ask for. The well-maintained home has huge vaulted ceilings in the great room and master bedroom, a spacious dining room, 3 bedrooms (2 king beds and 1 queen), a loft, and laundry area. Enjoy the spacious back deck overlooking the golf course with a private hot tub (fits 4 people at a time) and outdoor furniture. This home has everything you need for your Central Oregon getaway!

Guest favorite

Chalet in Redmond

4.97 out of 5 average rating, 155 reviews

Knotty Pine Oasis on Eagle Crest Ridge Golf Course

This fully furnished 3 bedroom 2 bathroom chalet sits on the 15th tee box of the Eagle Crest Ridge Golf Course, which neighbors BLM land and is one of the more private settings at Eagle Crest. Enjoy the charm of the knotty pine and log accents, a primary suite with a king log bed and jetted tub, and a large deck that looks out to the golf course that has a pergola, lighting and oversized couch with bar.

Guest favorite

Chalet in Prineville

4.92 out of 5 average rating, 95 reviews

Juniper Ridge Retreat

Peace, tranquility, and memory making await you at Juniper Ridge Retreat. This area has received the rare International Dark Sky Park designation bringing visitors from all of the world for premium stargazing. Amazing views of Prineville Reservoir and surrounding wilderness from all rooms and the wrap around deck allow you to take in the beauty of this unique area.