Vacation rentals with outdoor seating in Deschutes River Woods

4.9 out of 5 average rating, 490 reviews

A cozy nook is featured with two comfortable chairs facing a small table, illuminated by natural light from nearby windows. A staircase leads to the lofts above, while the bathroom area is visible in the background, creating a functional and inviting living space.

Tiny home in Bend

Forested Artistic Cozy Tiny House w/ Wildlife

This tiny house is quaint and cozy but has all the trappings of a modern home. It has a full size kitchen, bath, dining area, work station, TV loft, and bedroom. We built the house and the surrounding area with the sole purpose in mind to create a perfect, comfortable, memorable getaway in nature. What makes our rental truly unique is the wildlife that roams our property. In the yard you can expect to see deer, birds, squirrels, rabbits, and chipmunks. We are close to town yet away from it all.

4.92 out of 5 average rating, 104 reviews

A spacious backyard is shown, featuring a well-manicured lawn and a shaded seating area. The modern chalet is visible in the background, with large windows and a stone chimney. A hot tub is positioned nearby, integrating relaxation into the outdoor space.

Chalet in Bend

Chalet del Sol - Hot Tub - Ping Pong - Fire pit

Welcome to the cozy Chalet del Sol just South of Old Mill District and close to the hiking trails. What this home offers: ☞ Entire property to yourself ☞ Hot tub ☞ BBQ & Blackstone ☞ Ping Pong Table ☞ Master w/king bed upstairs ☞2nd bedroom downstairs queen bed ☞3rd bedroom is a loft w/queen & 2 twins ☞Two full bathrooms ☞ Fast WIFI ☞ Garage ☞ Fully equipped chef’s kitchen ☞ 65” Smart TV w/ Netflix ☞ Lots of Parking → 4 plus cars ☞ Private yard ☞ Washer + dryer ☞ Ductless heating and cooling

4.95 out of 5 average rating, 163 reviews

A serene landscape of snow-covered terrain under a clear blue sky. The sun shines brightly in the background, illuminating the area. A solitary, leafless tree stands prominently, surrounded by gentle hills of snow and a backdrop of evergreen trees.

Guest suite in Bend

Simple Serenity | Homey Pet-Friendly Wooded Haven

Welcome to Simple Serenity! Set against a lava flow, off the beaten path, our 1,200 square-foot guest suite has 2 bdrms, family room, kitchen with stove top & bathroom with laundry. Just 28 miles to Mt. Bachelor & 8 miles to downtown Bend, Simple Serenity is ideal for those who enjoy nature. Across the highway from the High Desert Museum and less than a mile from nearby trails, Simple Serenity is a short drive from lava caves, Sunriver, and numerous other activities. Bring your fur babies, too!

4.9 out of 5 average rating, 356 reviews

A spacious sleeping area features a large bed adorned with a patterned comforter and decorative pillows. Dark curtains frame a window that allows natural light to fill the room. Two nightstands with lamps are positioned on either side of the bed.

Guest suite in Bend

Cozy Studio! Walk to NW Crossing and Shevlin Park

Cozy, soft decor fill this light, bright studio with a private entrance. Shevlin Park and Phil's Trail are minutes away for hiking, running, and mountain biking. Mt. Bachelor is a short 30 minute drive for skiing in the winter and downhill biking in the summer. Smith Rock is a 45 minute drive for hiking and climbing enthusiasts. Shopping and dining are within walking distance at NW Crossing or a a short drive to the Old Mill or Downtown Bend. Mesh Network Wifi, coffee, tea and snacks provided.

4.97 out of 5 average rating, 201 reviews

A spacious living area is highlighted by a modern stone fireplace, providing a focal point. A comfortable leather sofa and bean bags surround a wooden coffee table on a textured rug. Large windows allow natural light to fill the space, enhancing the overall ambiance.

Townhouse in Bend

River trail Access! Hot tub! 8min to town! Dog OK!

Luxurious 5 Bedroom Home! Located within the Deschutes National Forest, these are the closest homes to Mt. Bachelor and just 8 minutes to Town. Hot Tub and Brand New Everything. Steps to some of the best hiking and biking trails in Bend. The Deschutes River Trailhead is only a few steps from the back door, and Phil's trail and Rimrock Trailhead, to name a few, are very close by. Gourmet chefs kitchen with everything you need to cook an amazing meal for your friends or family retreat.

4.78 out of 5 average rating, 101 reviews

A cozy living area features a comfortable sofa and a wooden coffee table. The open kitchen includes a breakfast bar with two chairs, and modern appliances are visible. Natural light enters through the large windows, enhancing the warm, neutral color palette of the space.

Condo in Bend

Beautiful Retreat with ALL the resort amenities

Cozy and clean condo at Seventh Mountain Resort located along the Deschutes river. Beautifully updated 1 bedroom 2 full size baths with a queen sized Murphy bed, completely stocked kitchen and comfortable furniture. Resort amenities include: pools, hot tubs, sauna, gym, tennis courts, pickle ball courts, playground, miniature golf, seasonal ice rink and horseback riding, restaurant, bar, biking trails and more. A quick drive to downtown and the closest lodging available to Mt. Bachelor.

A spacious living area features solid oak flooring and a wood-burning stove set against a stone wall. Large windows offer views of the surrounding trees and snowy landscape, while a cozy stack of firewood is arranged beside the stove.

5 out of 5 average rating, 172 reviews

Lava Rock Retreat Modern Rustic Home

Escape to this peaceful and private home nestled amongst the Ponderosa pine trees and lava rock. The modern rustic home boasts a spacious open floor plan with solid oak floors throughout. The kitchen flows into an expansive dining and living area where you can soak in the views of the lava flow, towering pine trees, and visiting deer through the soaring wood framed windows. Enjoy the spacious private backyard while grilling, relaxing in the hot tub, or sitting around the fire pit.

A modern ranch-style home is nestled among towering ponderosa pines, featuring a clean exterior with wooden siding and a sleek metal roof. A pathway of concrete stepping stones guides guests through a manicured lawn, leading to the inviting front entrance.

4.99 out of 5 average rating, 173 reviews

Peaceful Ponderosas | Only 10min from the Old Mill

This Bend, Oregon home is the perfect getaway. It sleeps six and spoils you with king beds, high end appliances, spa-like amenities, a hot tub and other outdoor spaces you can retreat to. The modern environment is stocked with all the comforts you'd find at home such as a fully stocked kitchen, books, games, WiFi, desk-space and a 65 inch streaming TV. The open floor plan with two couches is perfect for lounging around on a lazy day or gathering together for some time by the fire.

A light-filled living area features a black leather sofa and a wooden armchair facing a large window. A patterned area rug adds warmth to the hardwood floor. Barstools are placed at the kitchen counter, and artwork is displayed on the white wall.

5 out of 5 average rating, 159 reviews

Curated Comfort | Quiet, Clean, Beautiful Design

Enjoy modern style and convenience in this recently built guest home. Flooded with natural light, this spacious retreat is in a welcoming neighborhood - the perfect place to relax. Enjoy morning coffee on the sunny porch or walk to Larkspur Trail and Pilot Butte State Park. Explore Mt. Bachelor, the Deschutes River, and Smith Rock, all close by. Downtown is just a quick 5-minute drive. Everything you need is nearby, whether it's fine dining, outdoor adventures, or local shopping.

The open kitchen and dining area features high wooden ceilings and large windows, allowing ample natural light. A spacious wooden dining table with multiple chairs accommodates larger groups. A well-equipped kitchen with modern appliances and wooden cabinetry is visible, enhancing the inviting atmosphere.

4.88 out of 5 average rating, 386 reviews

The House on the River

From the moment you enter the neighborhood, you will enjoy a very private road that is peaceful and tranquil. The neighborhood is full of beautiful trees, birds, and an abundance of deer that roam the area frequently laying in and enjoying the large front yard. Bring the bikes for the kids to enjoy riding in the big circular driveway or through the neighborhood. You can take in the surrounding nature with a walk along the river trail. Licensed. Deschutes County license 1443

Superhost

A spacious sleeping area is highlighted by a striped comforter on a generous bed. A cozy seating area with a sofa and armchair is visible, alongside a small dining table with chairs. Natural light enters through multiple windows, enhancing the room's inviting atmosphere.

Guest suite in Bend

4.82 out of 5 average rating, 150 reviews

Private Mountain Suite

Perfect for a peaceful, private get away! Great for a single, couple, up to 4 people + children & pets. Located in the woods in Bend, 10 minutes from downtown, 5 minutes from stores, dining, and 35 minutes from Mt. Bachelor. Ample parking and a private entrance so you can come and go as you please. A large yard space for animals. We are easy going, flexible hosts. If you have a special request, we will do our best to accommodate your individual needs if possible.

The spacious living area features contemporary furniture with a striking orange sofa and cozy armchairs surrounding a central coffee table. Large windows allow ample natural light, highlighting the open layout and views of the outdoor greenery. Pendant lighting and wooden beams add warmth to the modern design.