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Chalet holiday rentals in Sisters

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Top-rated chalet rentals in Sisters

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, 151 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
Chalet in Redmond
4.96 out of 5 average rating, 25 reviews

Creekside Chalet with private hot tub

Welcome to Creekside Chalet, nestled beside a flowing creek within a resort setting. Wake up to the soothing sound of water right outside your door, morning coffee on the deck in your private hot tub, follow the creek to a quiet, scenic pond just downstream—a haven for kids to catch frogs, an afternoon read, or a chance to unwind from the daily grind. Eagle Crest offers hiking and biking trails, river activities, three golf courses, pools - countless activities, right outside your doorstep!

Guest favourite
Chalet in Redmond
4.95 out of 5 average rating, 22 reviews

Robin Hood Retreat including 6 Sport Center passes

Welcome to Robin Hood Retreat where the "Sherwood forest" meets the alpine meadow of the Central Oregon Cascade mountain range of Eagle Crest Resort. You'll find Robin Hood on the 14th fairway of the Eagle Crest Ridge golf course. A wonderful central location for river floats, water skiing, hiking, snow skiing, hanging out at one of the 3 pools Eagle crest has to offer, playing tennis or pickle ball indoor or outdoor, or just enjoying the beautiful, peaceful golf course views.

Guest favourite
A spacious living area features vaulted wood-paneled ceilings and large windows overlooking verdant landscapes. A comfortable sofa with decorative pillows is paired with a glass coffee table, while a stone fireplace adds a rustic touch. Light floods the space, creating a warm, inviting environment.
Chalet in Redmond
4.95 out of 5 average rating, 192 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 favourite
The exterior of the chalet showcases large triangular windows that allow warm light to filter through, illuminating the interior. A wooden deck is furnished with a small dining set, while the inviting architecture features a blend of natural materials and modern design elements.
Chalet in Redmond
4.96 out of 5 average rating, 23 reviews

Eagle Crest Chalet on golf course

Enjoy the beauty of Eagle Crest in a knotty-pine A-frame chalet with salt-water hot tub, garage, fully furnished, air-conditioned. You can enjoy "owner privileges" to 3 sport centers including pool and exercise room, tennis and pickle ball courts and more. The resort includes walking and biking paths, 3 golf courses and putting green. All utilities included. Communicate one-on-one with owner. This is a 28-night minimum rental, with exceptions in April -August.

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, 108 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
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, 348 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, 122 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 short walk to the SHARC waterpark. 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, 186 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, 74 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.

Guest favourite
A contemporary chalet nestled among Ponderosa pines features a sloped roof and large windows. The expansive deck includes outdoor seating, providing a relaxed space to enjoy the surroundings. Sunlight filters through the trees, illuminating the rustic brown exterior.
Chalet in Sunriver
4.81 out of 5 average rating, 110 reviews

5BR chalet on 15th tee w/hot tub

IDEAL HOUSE for a family or friends' getaway or just for a relaxing change of scenery. Cozy in winter, shaded and comfortable in summer. Central air conditioning (AC)! Awesome view! LOCATION, LOCATION, LOCATION…On 15th tee of Meadows Golf Course, 3 minute walk to SHARC and 5 min bike ride to Village Mall or SR Lodge. 10 SHARC passes and more than 10 bikes included of all sizes.

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