Chalet holiday rentals in Eastern Oregon

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Top-rated chalet rentals in Eastern Oregon

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Superhost

Chalet in Crooked River Ranch

4.87 out of 5 average rating, 52 reviews

Classic Timber Framed Chalet

Our Classic Timber Framed Chalet the perfect place to call your home away from home. A main floor master bedroom with king bed & separate sleeping loft are perfect for families or groups. The full kitchen makes the Chalet the complete package for your next vacation rental. Pet Friendly (Pet fee required, max 2 pets) And the views! Take in the expansive views across the 14th hole of the CRR Golf Course and marvel at the towering canyon walls & mountains in the background from your private deck.

Guest favourite

Chalet in Redmond

4.97 out of 5 average rating, 319 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 favourite

Chalet in Bend

4.92 out of 5 average rating, 104 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 favourite

Chalet in Bend

4.87 out of 5 average rating, 45 reviews

Quaint chalet with hot tub and fire pit

Come enjoy this spacious and serene space nestled in the Three Rivers. Relax in the hot tub after your activity filled days, be it hiking the trails, exploring lava cave, or enjoying the waterfalls nearby. We are located less than 25 mins from downtown Bend and Mt Bachelor and 10 mins away from Sunriver Resorts. Stay connected with the goings on around town with our high speed internet. We have plenty of cozy throws & pillows and a fully stocked kitchen which makes for a great retreat!

Guest favourite

Chalet in Donnelly

4.9 out of 5 average rating, 177 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.

Top guest favourite

Chalet in Dayville

4.97 out of 5 average rating, 115 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 favourite

Chalet in Sunriver

4.94 out of 5 average rating, 101 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.

Superhost

Chalet in Cascade

4.95 out of 5 average rating, 19 reviews

Cozy Cascade Cabin, Short Walk to the Lake!

This modern single level cabin will ensure your comfort during a relaxing vacation in the Idaho woods. A cozy wood stove and electric heat in each room keep the cabin toasty and warm during winter nights as you cook in the open kitchen or watch a show on the smart TV. When it's warm out, you can sit out on the deck and take in the forest and views of Lake Cascade. There are two bedrooms, each with a queen bed. One of the bedrooms also has a small child's bed.

Top guest favourite

Chalet in Eagle Crest

4.98 out of 5 average rating, 248 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!

Top guest favourite

Chalet in Redmond

4.98 out of 5 average rating, 89 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 favourite

Chalet in Redmond

4.98 out of 5 average rating, 166 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.

Top guest favourite

Chalet in Bend

4.96 out of 5 average rating, 47 reviews

UNIQUE TWO BEDROOM CHALET ON A PRIVATE ESTATE

There’s no better way to experience the natural beauty and famous recreational attractions surrounding Bend’s active city life than a stay in this uniquely designed Swiss-Style Chalet just minutes from Downtown. The Chalet is set in a gorgeous, gated, private and expansive park-like setting. Entirely separate from the main house. Perfect for a vacation getaway or working projects. Pet friendly.