Holiday rentals with a fireplace in Bend

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!

Bungalow in Bend: Center of Town

BUNGALOW IN BEND: Classic 2 story bungalow with a large private yard. Original detail with modern comforts. Three bedrooms with an additional sleeping loft and one bathroom. During your stay in this charming updated home, leave your car parked and walk 4 blocks to the footbridge crossing the Deschutes River and into Drake Park and downtown Bend, The Milwaukee house is just 1/2 Block to Newport Shopping District. Outside the large deck features built in deck and backyard furniture. We've got 4 bi

Riverfront Lodge

The house sits on an acre of land right on the Deschutes river with over 200 ft of frontage. With private dock, kayaks, canoes and a row boat, you can enjoy the river and the wonderful view. Two large decks with furniture and fire pit are great for outdoor BBQ's and just watching the wildlife. Otters, beaver, deer, ducks, geese and swans make the back yard their home. There are 6 bikes, river tubes and a ping pong table in the garage. Come and enjoy, I guarantee you will want to come back!

Quiet Escape: Fireplace, 5min to Downtown & River

Relax on the private balconies overlooking the park. After your coffee take a 2 minute walk down to the Deschutes river trail. Or walk 10 minutes and you're in downtown Bend. After a day of outdoor and ski adventures, you'll love the king size bed or relaxing by the fireplace. You'll have super fast wifi with Netflix, and a Smart TV in each room. Looking to stay longer? Send us a message to talk about long term stays and remote working. Locally owned and operated. Book your stay today!

Riverfront/Hot Tub/Dock/Pet Friendly/Game Room

Welcome to Lucy’s Riverfront Retreat, a peaceful getaway on the Little Deschutes River in La Pine, Oregon. This spacious home sits on 2+ acres with a private dock and stunning Paulina Peak views. Perfect for family trips, romantic escapes, or adventures with friends—offering comfort, nature, and endless relaxation! A short drive to top Central Oregon attractions: • 2 min to Quail Run Golf Course • 15 min to Sunriver Village (Dining & Shopping) • 25 min to Bend • 40 min to Mt. Bachelor

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.

Mountain Bliss: Gateway to Mt. Bachelor and More

When the mountains are calling, Bend is like nothing on earth. Savor the charms of Base Camp throughout the year in this luxurious and spacious cabin (1200 square feet). Celebrate the great outdoors – best experienced through unparalleled adventures at Mt. Bachelor (18 miles), Phil’s trailhead (15 minutes), the Deschutes River (5 minutes) as well as the endless access to hiking, biking, running trails, skiing, golf, breweries, restaurants, coffee shops, and the Hayden Homes Amphitheater.

Modern-Cozy LOG CABIN near La Pine state park

Welcome to your basecamp for all central Oregon adventures. Our newly remodeled 1983 log cabin, nestled in between picturesque pine trees. The cabin is conveniently located just 30 minutes from Bend and 8 minutes from La Pine State Park. The 4 bed (2 separate bedrooms and one sleep/lounge area) and 1 bathroom cabin + secluded and fully fenced outside area offers a cozy gathering place close to some of Oregons most beautiful destinations (i.e. Smith Rock State Park, Mount Bachelor,...).

Have a Patio Barbecue at a Pet-Friendly House in Midtown

Stoke the wood stove with another log and stay warm and cozy in a colorful plant-filled living room with stylish mid-century modern furniture. When the weather's nice, go outside to play croquet or corn toss and roast mores around the fire pit under the stars. Each bedroom has cable TV....large fully fenced in yard . Dogs are welcome. Limit of 3 with a $35.00 Pet fee. No cats allowed. Wood provided. There is a smart lock on the front door, you will be given the code before arrival.

Modern high-end home, walk downtown

This fantastic modern home is in the sweet spot of Bend...just next door to the Deschutes River, Downtown Bend, parks, restaurants and dining, nightlife, and family-friendly activities. You'll love our home because of the amazing location, the mid-century inspired ambiance, the high ceilings, the people, and the local views. We are the perfect centrally located home for any Bend adventure. Our place is great for couples and solo adventurers. This is not a party house. Sorry no pets.

Westside "Bud-And- Breakfast"

The first and only "Bud-And-Breakfast" in Bend, Or, located in the heart of Bend's Westside. Situated above Tokyo Starfish, the unparalleled cannabis dispensary in Central Oregon, this fantastic 2-bedroom apartment isn't just in a great location, but is also cannabis friendly. Just head downstairs to Tokyo Starfish with your complimentary gift card and experience the freshest selection of flower, edibles, drinks and other top cannabis products the dispensary has on hand.

Franklin Flat - House @ Downtown & Historic Dist

Located on the edge of Old Bend Historic District and next to the popular downtown area, this bungalow style home is the perfect place to stay for exploring Bend. Easily walk downtown or to the Old Mill district, drive just 30 minutes to Mt. Bachelor for a ski day, or bike along the river trail. This historic home features an open layout with 2 bedrooms, a full kitchen, and many other amenities. The interior was recently renovated and updated.