Chalet vacation rentals in Sisters

The exterior of the chalet features a blend of rustic and modern architecture. A spacious deck wraps around the side, complemented by large windows and a tall chimney. Surrounding pine trees add a natural touch to the landscape, and the sun casts a warm glow on the grass.

4.93 out of 5 average rating, 55 reviews

Juniper Ridge Chalet at Eagle Crest Resort

Experience the beauty of Central Oregon with a stay at the Juniper Ridge Chalet in Eagle Crest Resort. This family-friendly 3-bedroom, 2-bath vacation rental is the perfect destination to call home while you explore and enjoy the resort's recreation areas, three golf courses, spa amenities, indoor and outdoor pools, and nearby hiking trails. After a full day of adventure unwind in your own private hot tub on the back deck, curl up next to the wood-burning fireplace, or enjoy a family game night!

Superhost

A red timber-framed chalet is showcased, featuring a covered patio with picnic tables and chairs. The surrounding landscape includes landscaped areas and distant hills under a clear blue sky, creating an open and spacious environment.

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.

Superhost

A modern wooden cabin is nestled among tall trees, featuring multiple asymmetrical sections. A clear path leads to the entrance, while large windows provide natural light. The exterior is finished in earthy tones, blending seamlessly with the surrounding landscape.

Chalet in Sunriver

4.84 out of 5 average rating, 111 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 lakes and rivers, 10 unlimited SHARC passes that allow you to enjoy the waterpark, tubing hill, disc golf, and all tennis courts! This home is family friendly located on a cul-de-sac, as well as, pet friendly. Depending on the season you can enjoy BBQing outside or inside with a fully stocked kitchen. This is the perfect family home for a getaway!

4.93 out of 5 average rating, 121 reviews

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

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

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.

4.98 out of 5 average rating, 57 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!

A spacious living area features vaulted wood ceilings and floor-to-ceiling windows, offering views of the surrounding landscape. A cozy sofa, armchair, and coffee table are arranged around a stone fireplace, while a dining set sits nearby, creating a welcoming atmosphere for relaxation.

4.91 out of 5 average rating, 76 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. Comfortably sleep up to 10 people in this 3-bedroom, 2-bath vacation home with vaulted ceilings, large windows, central heat, air conditioning, and ceiling fans. The chalet includes a fully stocked kitchen plus 10 passes to the 3 pools, sports center gyms, and game room.

The chalet's exterior is showcased at sunset, featuring a spacious deck and large triangular windows that extend to the peak of the roof. A well-kept lawn surrounds the property, while outdoor seating is visible on the deck, inviting relaxation.

4.79 out of 5 average rating, 14 reviews

Eagle Crest Pinewood Chalet Golf Course Hot Tub

This open-concept chalet features a well stocked kitchen, perfect for cooking with loved ones. Watch deer roam by or golfers tee off from your deck, then unwind in the hot tub beneath star-filled skies. Eagle Crest Resort & Spa offers golf, swimming, biking, hiking, and more. Kids can enjoy mini golf just a short walk away. Centrally located, it's a quick drive to Redmond, Bend, or Sisters, with Hoodoo Ski Resort 45 minutes away. Fly into Redmond Airport, only 20 minutes from the resort.

A charming house is set against a backdrop of lush greenery, featuring a deck with outdoor seating and an umbrella. Tall trees surround the property, and a gentle slope leads up to the home, enhancing the serene environment.

4.95 out of 5 average rating, 19 reviews

Robin Hood Retreat w/ Level 2 EV Charging station

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.

4.94 out of 5 average rating, 107 reviews

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

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.

4.98 out of 5 average rating, 260 reviews

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 Eagle Crest

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!

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.

4.96 out of 5 average rating, 150 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!

The chalet's exterior showcases a modern design with large glass windows reflecting the sunset. A spacious back deck is visible, featuring outdoor seating and a hot tub. The grassy area in front adds to the inviting appearance of the home.