Holiday rentals with outdoor seating in Bend

Hygge & Harmony on Hip Galveston - Luxe with Charm, Hot Tub

Gather round the fire pit, then hop in the hot tub after a day exploring this vibrant part of town. Period features like vintage chandeliers and cozy fireplaces, and upscale appliances like a Viking range, make this single-story home a real gem. * Please note the half bath has a sink, shower and laundry...but no toilet Welcome to Hygge Harmony, a 1927 westside bungalow that delivers big on style! This light and bright home has two bedrooms (king, king) and one full bathroom and one extra shower. Queen sleeper sofa in the living room too. You'll love the large bedrooms which are so rare for bungalow homes. Snuggle up in front of either of the 2 gas fireplaces in the master bedroom and kitchen, as well as the luxury of a private hot tub! You'll arrive to comfy beds with fresh and clean linens. Each bedroom has it's own sitting area. The master bedroom also features it's own gas fireplace and french doors to the backyard deck. You won't want to miss the hot tub in the backyard either! One of the highlights of this home is the fully stocked and chef ready kitchen. Your happy and pampered chef will feel a bit spoiled when cooking on a 6 burner Viking range and marble countertops. We always supply basic oils and spices for your use too. You'll find all the expected appliances (oven, stove, fridge, dishwasher, microwave, toaster) plus more and dining space for 6. The bathroom is updated and you'll find a classic clawfoot tub and shower stocked with earth friendly soaps and shampoos. There is an additional shower in the laundry room with it's own sink and mirror (no toilet). Feel free to use the washer and dryer during your stay. Outdoors you find a firepit, outdoor lounges with umbrella and your very own hot tub. Enjoy the grill for your summer BBQs. Don't feel like cooking? Walk out your back gate and right into the food cart lot! Or a few steps more to 10 Barrel. This is a quintessential Bend location! *A Stone's Throw Bungalow homes are NOT appropriate for noisy groups. The home, garage and property is yours to enjoy. We live nearby and are happy to help if you have any questions! Otherwise, the home is yours to enjoy and you probably won't see us during your stay. Less than a block from Galveston Bridge, the home is a walkable spot for restaurants, coffee shops, and Drake Park for festivals and Mirror Pond float activities. The location has a Walk Score of 86, and offers fantastic hiking, biking, and skiing. There is a binder in the home with more details about the home and the neighborhood, including restaurant recommendations, transporation, and activites around Bend! ** This is a quiet residential neighborhood! Quiet hours are enforced after 10PM ** Grab a cruiser bike from the bike shop 1 block away or bring your own! In the summer, there is a free town shuttle to all the favorites spots around town. Look for more info in our binder when you arrive. The river float shuttle is just 1 block away if you plan on spending your time in Bend on the river! Pets are allowed with a $20/nt pet fee.

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.

Great location! Highly rated by guests.

You'll feel like you've rented a small house with your own private kitchenette, fridge, living room, bath, walk-in-closet and washer/dryer. Located in the desirable westside of Bend, walking distance to the popular Northwest Crossing and Galveston restaurants and shopping. Bike straight to Phil's Trails and just a 30 min drive to Mt. Bachelor. Enjoy walking trails just outside the house. Most guests comment that the place is much bigger and more private than they thought. Read our reviews!

| The Chalet | 1+ acre| Remodeled | Quiet |

Discover tranquility in our A-frame cabin nestled among the pines. A rustic haven where the scent of pine fills the air, inviting you to unwind on the porch. Inside, a cozy living space & quaint kitchen offer comfort. Retreat to the loft bedroom, where the soft glow of morning light through pine branches awaits. Whether a romantic escape or family adventure, this cabin is a sanctuary, a respite from the daily rush. Embrace simplicity, enjoy the peace & quiet, and enjoy all the nearby beauty.

River Run Bend Bungalow & Romantic Spa Grotto

**NEWLY INSTALLED! ** Spa & sauna grotto is all ready for your romantic Bend getaway! This quiet, wooded, centrally located, standalone bungalow is steps from the Deschutes River trail, easy walking distance to Mill Dist. and Hayden Amphitheater. It boasts a comfy king bed w/premium down bedding & pillows, dedicated free parking (+ extra cars or small RVs), outdoor dining and patio area, washer/dryer, and a kitchen fully stocked with everything you need for fun and relaxation for all seasons!

Westside Sweet Suite - modern 1 bedroom studio...

Enjoy Bend at it's best. Our house is perfectly located on the westside of town, giving you easy access to all of the things that make Bend unique. This suite is within walking distance to the best beer, restaurants and market in town. Enjoy the mountains, rivers, parks and every activity available to you to get the most out of these natural gems. Bend is an outdoor paradise all year round, so get out and play. Come home and relax in this great space, with everything that you could need.

The Guest Nest- quiet convenience in Midtown Bend!

Stay, relax, and rest in The Guest Nest! Delightful, comfortable, well-lighted, and close to everything! Your are at "nest level" in my upstairs apartment. My goal is to provide a welcoming comfortable place for you to stay! ! In return, I request that you treat my Guest Nest with care and respect-- just as you'd want guests in your home to do. You are not dealing with an impersonal corporate rental company. I clean and manage everything myself and do my best to make it perfect for you!

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!

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.

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.

Modern Contemporary, Open Layout, Near Downtown

The River West Retreat is a beautiful representation of where cozy mountain lodge meets contemporary city loft. This fantastic three bedroom, three bathroom home was designed with clean lines and abundant natural light. It is located on the west side of Bend, within minutes of the Newport Avenue District and the historic downtown area, but on its own large lot with beautiful pines that makes you feel like you're a million miles away while still being close to everything.