Boutique hotel holiday rentals in Deschutes County

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Top-Rated Boutique Hotels in Deschutes County

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Guest favourite
A wooden wrap-around patio adorned with a large sign reads 'Ski Inn Tap House Hotel'. An adirondack chair invites relaxation, while the view captures the bustling main street of Sisters, showcasing shops and trees under a clear, blue sky.
Hotel room in Sisters
4.96 out of 5 average rating, 100 reviews

Ski Inn Taphouse Hotel, Downtown Sisters Room 102

Carve your way into the fresh tracks of the brand-new Ski Inn. We are a 6 unit, boutique hotel located in the heart of downtown Sisters! Allow the Ski Inn to be your basepoint for all your Central Oregon adventures. This listing is for Room 102, featuring a private ADA compliant elevator into the room, a king bed, seating area, ADA accessible bathroom and access to the shared, wrap-around patio. Don't forget to traverse your way downstairs to the Ski Inn Taphouse! ADA Accessible

A spacious hotel room features two queen beds with white bedding and orange accent throws. A rustic wooden table is positioned nearby, and the walls are adorned with nature-inspired artwork. Natural light filters in through a window, while a cozy seating area is visible in the corner.
Hotel room in Bend
5 out of 5 average rating, 8 reviews

Just What You Were Looking For! Pool, Free Parking

Located less than a mile from the city centre and just 30 minutes’ drive from Mt. Bachelor Ski Area, this Bend, OR, property is an outdoor lover’s dream! With close proximity to Three Sisters mountains, gorgeous river treks, snowy ski slopes, and hiking trails, you’ll be right in the middle of some of the most stunning views in Oregon. Foodies will love the vast array of local restaurants and craft breweries. You’ll be close to all the coolest hotspots at this unique Bend property!

A cozy sleeping area showcases a large bed with white linens. A comfortable armchair with a throw is positioned near a modern fireplace. A flat-screen television is mounted on the wall, while storage options and decorative elements enhance the room's charm.
Hotel room in Redmond
4.76 out of 5 average rating, 49 reviews

Bell Air Motel | Cottagecore Room

Perfectly located & appropriately priced. Our Cottagecore Rm is perfect for explorers seeking beauty & adventure in Central Oregon. Our 1940s roadside motel is undergoing a facelift. The Cottagecore Rm is our 2nd available to vacationers in decades. This room has a RELAXINGVIBE. 10 miles south to Bend, 10 min. north to Redmond, 15 min. to Smith Rock, 20 min. to Sisters, a western town, 45 min. to Mt Bachelor world-class 6th largest ski resort in North America- KOWABUNGA!!!

Superhost
A well-appointed sleeping area features a spacious bed with a light-colored coverlet. Wall sconces provide ambient lighting on either side. A simple decorative piece is mounted above the bed, and a small bar table with blue stools occupies the corner, enhancing the room's functionality.
Hotel room in Sisters
4.67 out of 5 average rating, 6 reviews

King Suite|Kitchenette| HOT TUB|Dog Friendly

Enjoy our newly remodeled, 11 unit, boutique lodge in downtown Sisters! Come stay in one of our 2 room King Suite's featuring a kitchenette, bathroom and king bed. Second adjoining room adds additional living space to safely store bikes, skis, and other gear. Also has a couch, TV, table, and desk that can serve as a work from home or additional living room space. Monthly rental available. There is a $35 fee and a $20 fee for an additional pet

Top Guest favourite
A cozy sleeping area features a spacious bed with a light quilt, accented by decorative pillows. Walls are painted in a soft hue, complemented by artistic wall hangings. Soft natural light filters through the window, illuminating neatly stacked towels on a shelf.
Hotel room in Bend
4.9 out of 5 average rating, 1,220 reviews

Tudor Inn Garden Rm w/ Shared Bath - Downtown Bend

The tranquil Garden Room at the Tudor Inn has a Queen Bed and shares a bath with one other room (there are two additional guest bathrooms located on the main floor). It's a small room that's perfect for budget minded travellers looking for a unique lodging experience in downtown Bend. Please keep in mind that this is a royally old building and sound travels fluidly throughout the house -- you may hear your neighbors coming and going.

Top Guest favourite
The sleeping area features a soft gray upholstered headboard with decorative nailhead trim. An artwork of a deer antler is displayed on the wall, complementing the muted tones. A bedside table holds a small lamp with a white shade, and decorative pillows enhance the cozy bedding.
Hotel room in Bend
4.9 out of 5 average rating, 1,086 reviews

Tudor Inn Shire Rm w/ Shared Bath - Downtown Bend

The whimsical Shire Room at the Tudor Inn has a Queen Bed and it shares a bath with one other room (there are two additional guest bathrooms on the main floor). It's a small room that's well suited for budget minded travelers looking for a unique lodging experience in downtown Bend. Please keep in mind that this is a royally old building and sound travels fluidly throughout the house -- you may hear your neighbors coming and going.

Guest favourite
A spacious wooden deck is featured, adorned with rustic furnishings and offering views of the busy street below. A sign displaying 'Ski Inn Tap House Hotel' is prominently positioned above, while the surrounding area showcases local shops and trees against a partly cloudy sky.
Hotel room in Sisters
4.93 out of 5 average rating, 146 reviews

Ski Inn Taphouse Hotel, Downtown Sisters- Room 104

Enjoy our brand-new, 6 unit, boutique hotel located in the heart of downtown Sisters, Oregon. This listing is for Room 104 featuring a king bed, seating area, private bathroom, and access to the shared, wrap-around patio with breathtaking views of the Three Sisters mountain peaks. You'll experience a private, unique setting upstairs while having the option to eat and drink as a local downstairs at the Ski Inn Taphouse.

Superhost
A spacious bed is neatly made with crisp white linens, positioned against a dark blue headboard. Soft lighting is provided by lamps on each side, and a decorative pillow adds a subtle touch of color. A chalkboard wall map is displayed above the bed.
Hotel room in Sisters
5 out of 5 average rating, 5 reviews

Queen Suite with Kitchenette

Enjoy our newly remodeled, 11 unit, boutique lodge in downtown Sisters! Come stay in one of our Queen Suite's featuring a kitchenette, bathroom and queen bed. Left Coast Lodge property has a dog run/play area, fire pit, patio seating to enjoy the stunning views of the Three Sisters Mountains. This unit is part of Left Coast Lodge an 11 room Hotel There is a $35 fee and a $20 fee for an additional pet

Top Guest favourite
A spacious bedroom features a large gray upholstered bed with decorative pillows. Natural light filters through the window, highlighting the light-colored walls. A cozy seating area is seen in the corner with a chair and a side table, while a soft rug adds warmth to the hardwood floor.
Hotel room in Bend
4.95 out of 5 average rating, 1,262 reviews

Tudor Inn Crown Ste - Downtown Bend

Our beautiful Crown Suite is a sight to be seen! It boasts a King Bed, large living area, and a grand bathroom fit for royalty. The Tudor Inn is ideally located on a quiet, tree lined street, just one block from all that downtown Bend has to offer. Please keep in mind that this is a royally old building and sound travels fluidly throughout the house -- you may hear your neighbors coming and going.

Top Guest favourite
A wooden deck of the Ski Inn features chairs for outdoor seating, offering scenic views of the charming downtown Sisters and Cascade Avenue. The rustic architecture reflects the local style, with a sign indicating the hotel and taphouse positioned above the entrance.
Hotel room in Sisters
4.96 out of 5 average rating, 99 reviews

Ski Inn Taphouse Hotel, Downtown Sisters- Room 101

Carve your way into the fresh tracks of the brand-new Ski Inn. We are a 6 unit, boutique hotel located in the heart of downtown Sisters! Allow the Ski Inn to be your basepoint for all your Central Oregon adventures. This listing is for Room 101, featuring a king bed, private bathroom, seating area, and access to the shared, wrap-around patio with breathtaking views of the mountain peaks.

A view of the Riverhouse Lodge, surrounded by trees and flowing water. The structure features a long deck with orange chairs overlooking the Deschutes River. Rocky outcroppings and a gentle current can be seen in the river, enhancing the natural setting.
Hotel room in Deschutes County

Bend, OR Luxury | 1BR Suite Near Nature Experience

Private bedroom with luxurious king bed featuring crisp white linens and plush pillows, spacious living room withpull out sofa, coffee table, and dining area with seating for four, private balcony or patio, generous executive desk with multiple data ports for seamless electronics charging. Enjoy convenient in-room amenities like a refrigerator and ironing facilities.

Top Guest favourite
A comfortable sleeping area features a spacious bed with decorative pillows. The room includes a stylish wall-mounted mirror and a glimpse of a private bathroom behind sliding doors. Soft, neutral tones and wooden accents create a cozy ambiance.
Hotel room in Bend
4.92 out of 5 average rating, 1,314 reviews

Tudor Inn Cottage - Downtown Bend

The Cottage is a favorite of Tudor Inn guests and their well behaved pets. It has a private entrance, King Bed, and private bath. Although small, the tasteful decor and quiet, courtyard setting offer guests an inviting and comfortable stay. NOTE: THE COTTAGE DOES NOT HAVE A TV. PLEASE DO NOT BOOK THIS ROOM IF YOU PREFER ACCOMMODATIONS WITH A TV.

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