Holiday rentals with breakfast in Deschutes River

Cozy Guest Cottage in Woodstock Neighborhood

A bright and cozy cottage located near Reed College, Woodstock's restaurants/coffeehouses, Trader Joe's and public transit. This residential neighborhood is ideal for a quiet retreat for all visitors. The private guesthouse is outfitted to make your stay comfortable including a spacious bathroom with a walk in shower and a heated floor. Plus, you may want to enjoy a cup of coffee on your own patio located behind the Airbnb. As an added bonus, breakfast items and home baked treats are provided.

Private Apartment, Separate Entrance, Spacious

DCCA License #001537 Welcome to the Garden Sweet, a private apartment adjacent to a residential home. Tuscan style living nestled on a beautiful acre. Private and peaceful, yet just minutes to great local dining, shopping and outdoor recreation. The historic downtown and river are an easy 6 minute drive into the heart of old Bend. Spacious 3 room suite-living makes longer stays comfy! No shared interior spaces. Our extensive gardens, gazebos, grills, firepits are shared and open for guest use!

Mt. Hood Cabin Getaway! *HOT TUB/BBQ/Hiking*

Welcome to our cozy getaway in the woods, with a perfect blend of comfort and nature, providing the relaxing escape you're looking for! Enjoy the quiet mornings on the deck with a cup of coffee, overlooking the seasonal creek that runs alongside the cabin, enjoy a soak in the hot tub, or curl up with a good book in the evenings. Zig-Zag river is a short distance. Local restaurants/shopping <2 miles away. Skiing, hiking, biking, fishing, and paddling nearby. 15-20 min to SkiBowl & Timberline!

Beautiful farm in Tumalo with No Cleaning Fee.

Welcome to our family farm! Our lodging consists of a beautifully remodeled private wing and secluded patio and a beautiful, private fire pit to enjoy after a long day hiking or skiing! We also have added a Swedish barrel sauna with hot rocks to enjoy. It does wonders for your skin and soul! We provide luxurious robes!Our working farm is located on a quiet country road, sandwiched between Bend and Sisters. We also are now booking our outdoor space for small weddings and other celebrations.

Luxury Glamping: Creek-side, Soaking Tub, Alpacas

Welcome to Handsfull Farm’s 'Creek-side Retreat' — private family-run glamping on a working 50-acre Oregon farm, 90 min from Portland • Heated queen bed, his-and-hers warmers, tent heat, AC • Outdoor hot soaking bathtub 10ft from Mill Creek—soak under the stars • Private flushing bathroom, outdoor shower, plush robes • Outdoor kitchen stocked: farm-fresh eggs, pancake mix, coffee • Friendly alpacas, goats, chickens, no road noise, no hidden fees *Two nights recommended for the full experience*

Private apt, 1bdrm/1bath, with kitchen, in town

Brand new remodeled apt 2025! 1 king bed, 1 bath/shower with living/dining/bdrm/full kitchen apt. Private entrance. 3 bright, light & spacious rooms, treetop views. Kitchen has new full-size induction range and refrigerator, plus all cooking essentials. All new flooring/furnishings. Deck. In town westside location. Walking easy to NW Crossing, Newport Market, Galveston, downtown Bend. Cycling routes just outside front door. Phils trails 2 miles. NOTE-28 steps up from street! NO pets allowed!

Private Bend Retreat * Convenient East Side Gem

Perfect Spot for your trip to Bend! A wonderful house nestled in a quiet neighborhood. All newly furnished with high end furnishings with comfort and style in mind. Fenced yard, playhouse for kids, large deck and BBQ, corn hole, Central A/C Heat, 50 in TV w/ Roku, DVD player and Wii. Close to Hospital, Downtown, Food carts, breweries, pine nursery sport park/dog park. Quick easy access to Hwy 20 and 97, and Mt Bachelor. Local shopping at Costco, Whole Foods, Safeway, just down the road.

Room With a View Condo, Sharc passes included.

Room With A View Condo has a rustic feel with exposed wood beams, tall ceilings, an open floor plan and a large cozy stone fireplace. This is the feel you want when you vacation to Sun River. Stunning views of the rolling hills, and the Oregon Cascade Range including Mt. Bachelor and Broken Top are visible from the living room, deck, and your king size bed. Conveniently located a short walking path to Sun River Lodge, and The Village. Wifi, cable, smart TV, and DVD provided. Fully stocked.

The Bird Pond

The guest suite is in the center of town, close to most everything. The space has a separate bathroom and laundry room/kitchenette. Patio in the fenced backyard features a small pond that attracts many birds. There is a large screen TV with cable (including sports) and Prime Video. The queen Murphy bed has a Purple mattress. There is a small refrigerator, toaster oven, microwave, Kuerig and kettle. Breakfast is provided. An ice chest is available for loan as well as river towels.

Villa77: Renovated Stay Near Downtown & Old Mill

Newly renovated and thoughtfully designed, our airy apartment in Bend’s Midtown offers a 5-star experience. Enjoy crisp linens, plush towels, and fresh-ground local coffee brewed just the way you like it. Perfectly located near Downtown, the Old Mill District, and Bend’s best shops and eateries, our apartment is a cozy and stylish retreat. After a day of adventure, unwind in comfort at this charming home base! Owned by locals, this is the perfect launch pad for your Bend adventures!

Cozy private 2Bd Duplex, Family, Dog, Fenced Yard

• The Wildflower Weekender is a comfortable Bend Duplex in a quiet, established neighborhood. • 30 min to Mt Bachelor • 50 min to HooDoo • You will be close to everything including both Highway 97 and 20. • The house is bright and cheery with all amenities to relax, work, or play. The decor does change seasonally to fit B•E•N•D NO PARTYING! *Quiet at 10pm* * Please note, this is a mountain town & weather is not a reason we can accept cancellations * *$50 flat dog fee

Spring River Guest Apartment

Beautiful second story apartment with private entrance, private heated garage and shop to prepare your equipment to hit the mountain! You will enjoy the calming surround of the Spring River and Deschutes national forest. The apartment is 5 minutes from Sunriver Village where you can find restaurants, supermarket, coffee shops, etc. Mt. Bachelor is 20 min away! Bike and hiking trails just down the street! Electronic locks for easy check-in and enhanced cleaning procedures.