Vacation rentals in Crooked River Ranch

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Top-rated vacation rentals in Crooked River Ranch

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Guest favorite

A spacious common area features a stone fireplace surrounded by comfortable seating. Large windows allow natural light to fill the space, enhancing views of the outside landscape. Indoor plants add greenery, and a round glass table is positioned in the center, complete with a decorative arrangement.

Condo in Bend

4.9 out of 5 average rating, 50 reviews

Sunrise view! Pool HotTub Sauna Rafting Disc-Golf

Newly available! Modern and private top-floor condo with resort amenities galore. Sleeps 4 comfortably: queen in bedroom + queen Murphy bed in living room. Recent remodel, fireplace, 2 TVs. Enjoy sunrise from your private balcony overlooking the forest. Deschutes River and miles of hiking /biking trails right out your door. 15 minutes to Mount Bachelor, 5 minutes to Bend. Pools, hot tubs, gym, mini golf, disc golf, fire pits, pickleball, restaurant, ice skating (winter) river rafting (summer).

Superhost

A private balcony features two comfortable chairs positioned on wooden flooring, offering a relaxing spot to enjoy the outdoors. The door to the interior space is visible in the background, leading to a well-lit room with neutral-colored walls.

Condo in Sisters

4.76 out of 5 average rating, 58 reviews

Pine Rest - Escape to this beautiful condo A/C,

Inviting and sunny, the wall of windows and vaulted ceilings make this condo a delight to be in, in the quaint Pine Meadow Village neighborhood. Enjoy everything Sisters has to offer, walk to everything in town, hang out at the pool (seasonal), or soak in the hot tub. There are tennis courts just a couple of blocks too! This upstairs condo has one queen and two twin beds with air conditioning and is dog friendly, so bring the whole family. Nicely and fully furnished and equipped, vaulted

Guest favorite

A two-story home is nestled in a snow-blanketed landscape, illuminated by the soft glow of outdoor lights. Tall pine trees surround the property, and a full moon adds a serene ambiance to the winter scene.

Home in Sunriver

4.96 out of 5 average rating, 117 reviews

Pet friendly, upscale home, AC, sleeps 8

Our beautiful 1900 sq. ft. Home, is the perfect spot for your vacation. Our kitchen has every gadget, and upscale appliances to create gourmet meals. King master upstairs, and 2 queen bedrooms down, share a bathroom. We have bikes and ping pong and TV in the garage. A Weber BBQ on the deck, with a sparkling, bubbling hot tub. Decks face both east and west, so morning sun, and evening sunsets. Dog friendly! (2 dog limit). Warm up by our big fireplace after a fun day skiing at Mt. Bachelor.

Top guest favorite

The kitchen features modern white cabinetry and a large central island with a wooden cutting board. Stainless steel appliances, including an oven and refrigerator, are present. Shelving holds various kitchen items, while a window offers natural light and views of the outdoor greenery.

Home in Bend

4.97 out of 5 average rating, 101 reviews

Downtown with hot tub and fenced-in yard

Light and bright downtown Bend vacation cottage with a landscaped, fenced yard and HOT TUB. Walk to breweries, restaurants, coffee shops , art galleries and the Deschutes river and river trail. One-bedroom, one-bath unit features a separate memory foam queen hide-a-bed in the living room. Private laundry room. Private parking spaces in back. Open floor plan with vaulted ceilings and automated skylight shades. Complete remodel. Pet-friendly (must add pet to the reservation).

Top guest favorite

Cottage in Bend

4.97 out of 5 average rating, 119 reviews

Exceptional Downtown Cottage-Level II EV charger

24 time Airbnb "Super Host" award. 2017/2019 Winner of a "Certificate of Excellence" Exceptional 5 Star reviews for all vacation rentals in the Bend area. The Cottage is constantly being updated including new furniture, appliances, paint, and even painting of the cabinets. These significant investments keep the Cottage fresh and like it was brand new. City of Bend Short Term Rental Operating License: STR-20-0285

Superhost

A modern kitchen features wooden accents and a large island with seating for four. Stainless steel appliances include a refrigerator and microwave. Natural light filters through nearby windows, enhancing the open layout that connects to a hallway leading to other rooms.

Home in Bend

5 out of 5 average rating, 7 reviews

Cozy NW Bend Cottage!

Keep it simple at this peaceful and centrally-located cottage. Walk to everything… Dining, groceries, live, music, breweries yoga, river, downtown and much more! Spacious one bedroom, and loft with a view… Washer/dryer, and heating… Large fenced yard with two private parking spots… Fully stocked kitchen, outdoor deck, for barbecues and gatherings… you won’t want to leave….

Top guest favorite

An inviting outdoor seating area features a circular fire pit surrounded by cushioned rockers. The lodge-style structure showcases wooden beams and stone accents, bathed in soft evening light from the windows, creating a welcoming atmosphere for gatherings.

Home in Terrebonne

4.97 out of 5 average rating, 114 reviews

4BR/3Bth, Bend Country Pastoral 9 Mt View, 9 acres

Plan your vacation getaway and escape the destination resorts at our quiet & peaceful 4 BR, 3 Bath, lodge home retreat on 9 private acres north of Bend, "in the country but not far away". Beautiful 9 Cascade Mt view overlooking a corner of the legendary Deschutes R.; enjoy area Skiing, Golfing, Fishing, Hiking, Rock Climbing, Biking, Micro Breweries, & more.

Guest favorite

Townhouse in Redmond

4.97 out of 5 average rating, 36 reviews

Babbling Brookside near Splash Park

Creekside Village on the creek Wi-Fi Resort Passes- 8 Hot Tub Cable TV Gas BBQ Sleeps 8 King Primary Suite Queen Upstairs Bedroom Family Bedroom with Queen and Twin over Twin Bunk bed 1 block from the Lakeside sports center, infinity pool, kids pool, and Splash Park. Fully stocked, beautiful 3 bedrooms and 2 1/2 baths.

Superhost

A spacious living area features wood-paneled walls, large windows allowing natural light, and a stone fireplace. Comfortable seating includes a gray sofa with decorative pillows and a light-colored armchair. A dining area is visible, complemented by wooden furniture and soft lighting.

Home in Redmond

4.81 out of 5 average rating, 16 reviews

Deer Park Cabin - Cozy, Wildlife Views, Fireplace

Whether you're seeking a peaceful retreat or an adventure-filled getaway, this short-term vacation rental in Eagle Crest, Oregon, offers the perfect blend of comfort and natural beauty, promising an unforgettable experience for you and your guests. 6 Eagle Crest Passes