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.

<SALE> River Canyon Retreat | Dogs | Old Mill |

Welcome to the River Canyon Retreat! A peaceful, pet friendly, single level home filled with fun and hip upscale décor. Enjoy hiking the Deschutes River Trail and walking or biking to the shops and breweries in the Old Mill District. Miles of Mountain bike trails and the road to Mt. Bachelor and Cascade Lakes are close by. Cozy up to the wood burning stove with a good book or enjoy the forested hillside full of birds, deer and all sorts of nature on the back porch. Welcome to your Retreat!

Game Room | Hot Tub | Easy 2 Bachelor | Old Mill

Looking for a home away from home while in Bend? This house is not just a place to sleep at night, it’s the perfect place to relax and have fun after your day of adventures. Perfect for both families and groups of friends. The game room is always a huge hit with guests, as is the hot tub. The large kitchen table is perfect for dinner as well as game night. Both TVs have surround sound speakers. Great access Bachelor (25 minutes). Close to Old Mill. Trail to the river right from the backyard.

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.

Welcome to Dome Sweet Dome

Your chance to stay in a true-to-name Geodesic Dome! This one-of-a-kind retreat blends comfort with architectural charm. Guests call it cozy, inspiring, and unforgettable — a stay that feels like an experience, not just a place to sleep. Nestled in the First-on-the-Hill neighborhood off Century Drive, the Dome is perfectly positioned for everything Bend has to offer. Whether you’re here for skiing, biking, hiking, or just relaxing, you’ll love how close you are to Bend’s best adventures.

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!

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.)

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.