Holiday rentals with a fire pit near Old Mill District

OldMilOasis,Theatre,HotTubSauna,Gym,BrickPizzaOven

3 bedroom, 2.5 bath home with a theatre room! An amazing workout room, with cable TV. King bed in master, as well as an invigorating custom spa shower head. Central heat and air. WIFI! The backyard is a private oasis that includes a brick pizza oven, barbecue station, with gas and charcoal grills, bar, hot tub, sauna, and seating area with outdoor fire pit. Located on Reed Market Rd, across from the Farewell Bend Park.Just a short walk to Old Mill, and the Deschutes walking trail. Pet friendly!

Modern retreat in central Bend

Enjoy our new custom-built ADU located a block away from the Deschutes River in a quiet residential neighborhood, just a 10-minute walk from downtown along the River Trail. In this modern, bright, and private space, you'll enjoy the luxuries of hardwood floors, waterfall countertops, a built-in workspace, heated tile bathroom floors, a 55" Smart TV, BBQ and fire pit, and endless hot water—plus off-street parking and EV charger. One king bed, one daybed with a trundle, and one queen sleeper sofa.

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!

Cozy Deschutes River Getaway

Custom built 400 sq ft studio apartment. Brand new stainless steel appliances, beautiful tiled shower, flat screen TV, and sleeping for 4 with queen bed and pull out sofa bed. Less than a mile to Old Mill shopping district and 2 blocks to the Deschutes River for beautiful nature walks, jogging, or summer floating. Easy access to Mount Bachelor being less than half a mile to Century Drive, the road to Bachelor. Only 1.9 miles to historic downtown Bend. (We approve 1 night stays upon request).

The Nook Near the Old Mill - Sauna

Retreat to this bright and completely remodeled 1930's mill house with a full kitchen, fireplace, and boho decor. Conveniently located 3 minutes from the Old Mill District and Hwy 97 access. We are a boutique operation and pride ourselves on attention to detail. The yard area is a quiet oasis with native plants and a fire table to enjoy our beautiful Central Oregon weather. We are 100% pet-free and use unscented cleaning products to ensure and an allergen-free and odor-free experience.

Old Mill Studio - walk to trails, river, dining

Your own private studio behind our home is in the quiet, quaint neighborhood on the bluff above the Old Mill District and Deschutes River. Short walk to restaurants, coffee, breweries and concerts. Close to the river for floating, SUP, River Trail. Easy access to Mt Bachelor, Cascade Lakes, and mountain fun. Private entrance and sliding doors out to a private patio for your morning coffee or end-of-day beverage. A fire pit is available to top off a cozy evening (see notes.)

West House: 2 blocks to River-walk/bike everywhere

Location, Location, Location: This bright and spacious family friendly three-bedroom home is walking distance to the very best of Bend. The river, Old Mill, breweries such as 10 Barrel, Good Life, and Sunriver; Drake Park, downtown and miles of hiking and bike trails are right outside your door. We are centrally located for any Bend adventure whether that takes you to the top of Mt. Bachelor or down the Deschutes River. Our home is great for families, couples, and pups.

Airy Bend Oasis - Two Ensuites

Cheers to your stay at Bent Pine Oasis, located in the picturesque west side of Bend! This home provides the ideal location for any outdoor enthusiast: Mt Bachelor's slopes are just a 20 minute drive & the Deschutes River Trail is mere steps from the front door- your avenue to biking, running and exploring Bend. Looking for a more relaxing day? You can make the 5 minute drive into the Old Mill District to enjoy food trucks, a river float, or fresh hops at a local brewery.

Historic Old Bend Cottage & Carriage House Spa

This historic Old Town Bend cottage boasts a relaxing setting for unwinding with a lovely cedar hot tub & sauna in its restored carriage house. Walk to the attractions: 0.2 mi. to the best shops and restaurants, and 0.4 mi. to Mirror Pond & Drake Park! Split heating in each room, snow gear storage, boot warmer, grill, and new washer/dryer. Driveway and extra street parking (free). Fast WiFi and a smart TV. The kitchen is fully stocked, and we look forward to hosting you!

Family/Remote Work Friendly House in Bend OR

Welcome to the "Cascade Chalet", perfect for a family or friend's getaway. Relax in the tranquil backyard while the ponderosa pines whisper above. At night, enjoy the warm fire, while gazing at the constellations under a cozy blanket. You're 30 minutes from Mt. Bachelor, 8 minutes to Phil's Trailhead and walkable to downtown. The back door leads to a spacious yard with plenty of seating and a large outdoor green space, grill, gas fireplace and kids play area.

Old Mill Charm

Great Location in Old Mill District – Walk to Summer Concerts! ♥ Fenced Backyard ♥ Pet Friendly Nestled in the heart of Bend, Old Mill Charm offers the perfect blend of comfort and convenience. Thoughtfully designed with many amenities to ensure a seamless stay, this charming rental is ideal for relaxing or exploring all that Bend has to offer. There is a tenant in the apartment above the detached garage who does not use the driveway ensuring your privacy.

Modern, close to it all w/ private entrance & yard

Perfectly appointed cozy guest suite located in Bend's desirable Westside. Newly renovated (summer 2023) with modern fixtures and plush Casper mattress and L'Or coffee machine. Sleep like a dream and then take off on the day's adventures. This unit is just off Century Dr/ Cascade Lakes Scenic Byway offering quick access to Mt Bachelor (21 miles) while also a quick drive or walkable to Downtown, the Old Mill , the Deschutes River and NW Crossing.