Chalet holiday rentals in Deschutes County

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Top-rated chalet rentals in Deschutes County

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

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Top guest favourite
A spacious backyard is shown, featuring a well-manicured lawn and a shaded seating area. The modern chalet is visible in the background, with large windows and a stone chimney. A hot tub is positioned nearby, integrating relaxation into the outdoor space.
Chalet in Bend
4.94 out of 5 average rating, 154 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

Top guest favourite
The exterior of the chalet is showcased at dusk, featuring large triangular windows illuminated from within. A spacious deck is visible, surrounded by a metal railing and equipped with a seating area. Soft colors of twilight fill the sky, enhancing the welcoming atmosphere.
Chalet in Redmond
4.96 out of 5 average rating, 67 reviews

Perfect Central Oregon Chalet

Centrally located between all of the amazing things that the Redmond, Sisters, Bend area has to offer. Bring the whole family to our cozy Eagle Crest vacation chalet. The cabin can sleep up to eight with three bedrooms, a loft and two bathrooms. Washer & dryer, gas fireplace, and perfect deck area provide everything you need for fun. Eagle Crest offers - dining options, bike paths, 3 pools, 3 golf courses, tennis/pickle ball courts, gyms and hot tubs, the only problem will be needing more time!

Guest favourite
The exterior of the wood-paneled house is presented, showcasing a combination of large windows and unique architectural elements. A welcoming porch leads to the entrance, while the surrounding trees and greenery enhance the natural setting. An American flag gently flutters in the breeze.
Chalet in Bend
4.86 out of 5 average rating, 63 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!

Top guest favourite
The two-story chalet features a distinctive A-frame design, framed by tall trees. A spacious deck extends along the front, inviting outdoor relaxation amid the natural surroundings. The warm wood exterior complements the tranquil forest setting, capturing a harmonious blend with nature.
Chalet in Sunriver
4.94 out of 5 average rating, 109 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.

Top guest favourite
The exterior of the chalet is showcased, featuring a peaked roof and large windows that allow ample natural light. A spacious wooden deck is present, accompanied by outdoor seating and a barbecue. The surrounding grassy area enhances the outdoor setting.
Chalet in Redmond
4.98 out of 5 average rating, 281 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 favourite
The living area features vaulted wooden ceilings and large windows that allow ample natural light. A stone fireplace is situated beside two dark leather sofas, facing a wooden coffee table. A dining table with chairs is visible in the background, creating a welcoming space.
Chalet in Redmond
4.94 out of 5 average rating, 168 reviews

3bdrm Chalet + Hot Tub in Eagle Crest

Welcome! Come enjoy and relax in our rustic chalet. Unwind on the back deck while barbecuing, drinking a cup of coffee, or enjoying our private hot tub. Our chalet offers sports passes to all three sports complexes that include indoor/outdoor pools and tennis courts, spas and saunas, play grounds, BBQ areas, horse shoes, volley ball courts and much more. Enjoy golf, mini golf, enjoy nearby hikes and rivers. The perfect place for a family get away!

Guest favourite
A chalet-style home is set against a clear blue sky, featuring a gabled roof and large windows that offer expansive views. Outdoor seating is present on a deck, surrounded by native vegetation. Nearby trees add a natural backdrop to the property.
Chalet in Prineville
4.88 out of 5 average rating, 34 reviews

Lake front home on the Prineville reservoir

Nice updated home a 3 min walk to the lake. Enjoy your time in our cozy 1200 sq ft 3 bedroom 2 bath home over looking the Prineville Reservoir. The home is fully furnished with a well stocked kitchen. Our home and area is perfect for outdoor activities, guests do some of the following: Hiking, biking, swimming, fishing and trails. Just minutes away from 2 state parks, 2 boat ramps and easy shore launch. Recently added 2 kayaks with vests.

Top guest favourite
Chalet in Redmond
4.98 out of 5 average rating, 112 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
4.97 out of 5 average rating, 350 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. DCCA# 1453

Guest favourite
Chalet in Sunriver
4.85 out of 5 average rating, 124 reviews

Walk to SHARC w/free passes, Hotub, AC, Sleeps 13!

Come and enjoy home away from home in this cozy 4-bedroom getaway! Everything you need to make memories including a hot tub, bikes, a canoe for local rivers and lakes, 10 unlimited SHARC passes that allow you to enjoy the waterpark, disc golf, and tennis courts! This home is family and pet friendly. It is located on a quiet cul-de-sac and only 0.5 mile walk to the SHARC water park. This is the perfect family home for a getaway!

Guest favourite
An outdoor deck features a long wooden bar top with counter stools, providing seating for guests. A spacious sectional sofa offers a comfortable area to relax. The landscape includes grassy areas and trees, with golf course views extending into the distance.
Chalet in Redmond
4.97 out of 5 average rating, 189 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
A welcoming living area is characterized by wooden walls and a soft beige couch. A dining table with light-colored chairs sits near a large window. A television and fireplace are integrated into the space, complemented by decorative wall art and a rustic chandelier.
Chalet in Bend
4.92 out of 5 average rating, 75 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.

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