Family-friendly vacation rentals in Bend

4.99 out of 5 average rating, 180 reviews

The modern exterior of the ADU features wooden accents and large windows, surrounded by lush greenery. A small outdoor seating area with two chairs and a fire pit is visible. The entrance is framed by a wooden fence, providing privacy and inviting atmosphere.

Home in Bend

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.

A spacious living area features two comfortable armchairs and a cozy couch, accompanied by a wooden coffee table. A rug adds texture to the floor. Natural light enters from the windows, illuminating the inviting atmosphere of the room.

4.87 out of 5 average rating, 440 reviews

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!

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.

4.9 out of 5 average rating, 363 reviews

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.

4.99 out of 5 average rating, 511 reviews

A charming tiny log cabin is nestled amidst tall evergreen trees, gently blanketed in snow. The cabin's sloped roof is thick with snow, creating a cozy appearance. A path through the white snow leads toward the cabin's entrance, inviting exploration in a serene winter landscape.

Cabin in Bend

Skyliners Getaway

Our tiny log cabin is a cozy getaway, close to hiking, mountain biking, and cross country skiing but only 10 miles from the amenities of Bend Oregon. It is a rustic place, with modern touches, like a gas range, refrigerator, and a gas fireplace. The bathroom is detached from the cabin - steps from the door. It is fully equipped with plumbing and a shower. Our place is perfect for people who love the outdoors with the comforts of home. No children under the age of 12 -- And alas, No Pets.

A bright room is illuminated by large windows with dark blinds. It features a spacious bed, a small table with two chairs, and a kitchenette area. A mini-fridge and microwave are visible, along with a lamp and a side table.

4.91 out of 5 average rating, 385 reviews

Midtown Getaway- Private entrance and bathroom!

Just over 2 miles from downtown. This is a private room attached to our house with a separate entrance. The room has a double bed, full private bathroom, closet space, a kitchenette, and seasonal access to the outside deck and hammock. Includes heating and cooling controls, a mini-fridge/freezer, microwave, coffee maker, cups, plates, and utensils. Coffee, tea, snacks, ice provided. Great for late night arrivals or early departures! The space is quaint- room & bathroom- 185 sq. ft. total

A welcoming entry pathway leads to a private entrance marked by vibrant flowers and well-kept landscaping. The home’s exterior features a combination of natural tones and a bright red door, set against a clear blue sky. Lush greenery frames the path, enhancing the inviting ambiance.

5 out of 5 average rating, 1,168 reviews

(NE)Private entrance to suite, quiet, safer

Private quest suite in 1 level home. Must book exact # of guests. Twin bed set up only when 3 guests are booked $15. it's 2.5 miles from the noisy railroad and freeway. 1.4 mi to Pine Nursery Park; 2 mi to Forum Shopping Center; 3.7 mi to downtown; 5.6 mi to Old Mill District & Hayden Amphitheater. 21 mi to Sunriver; 26 mi to Mt Bachelor. Easy access to Hwy 20 & 97. 2 min. walk to Butler Market conv. store & gas station. Guests appreciate the quiet neighborhood away from the noisy downtown.

A cozy living space is highlighted by a rustic wood-paneled accent wall. A flat-screen TV is mounted above a modern console. Two chairs and a small table are positioned on a textured area rug, with sunlight illuminating a potted plant near the window.

4.97 out of 5 average rating, 175 reviews

Bend, Oregon Private Suite; Perfect for 1 or 2

Hey there! Welcome to our place in beautiful Bend, OR! We absolutely love, love, love that we can offer a soft place to land after a day of adventuring in and around our awesome town! This is your spot if you are the order-in and snuggle-up kind; the get up, caffeine-up, and go kind; &/or the mid-day siesta kind. We have had tons of fun focusing on the details that will make your stay blissful and relaxing. From coffee options to Netflix, we've got your basics dialed so you can do you!

4.99 out of 5 average rating, 392 reviews

A yurt sits peacefully by a tranquil pond, surrounded by lush greenery and tall trees. Two wooden chairs are positioned on a small deck overlooking the water. The sky is painted in soft pastel hues as the sun sets, creating a serene backdrop.

Yurt in Bend

Yurt at Rainbow Ranch: Quiet, Cozy and Luxurious!

Looking for a quiet, cozy stay in a luxurious yurt? Well, then look no further than the Rainbow Ranch! We are located fifteen miles from Bend and a ten minute drive from Sisters. Whether you're seeking a place to land after an adventurous day or looking for a unique spot to unwind, you’re sure to cherish your time here. Enjoy views of the Sisters and Broken Top from the property by day. Then, snap a few photos of the glorious sunset, sit back, and watch as the stars light up the night sky.

4.89 out of 5 average rating, 197 reviews

A studio cabin is positioned on a deck overlooking a canyon, surrounded by native plants. Two wooden chairs are placed on the deck, providing a space to absorb the expansive mountain views in the distance. The structure features a large window reflecting the evening light.

Cabin in Culver

Cabin on The Rim

Take it easy at this unique and private getaway. This off the grid studio cabin is located just 10 minutes from Smith Rock and 10 minutes from Lake Billy Chinook. It is positioned on the edge of the Crooked River Gorge with breathtaking views of the canyon. Near the cabin is a trail head to a private hiking trail that takes the adventurer down into the canyon where the scenery is otherworldly. Enjoy a sunset with full cascade Mountain View’s, green pastures, and grazing horses.

An open loft area features a modern black foldout euro lounger positioned against a wall. Natural light filters in through a large window adorned with soft curtains, illuminating the cozy carpet and wooden accents. A decorative plant and a small storage ottoman add aesthetic appeal.

4.93 out of 5 average rating, 220 reviews

Cozy, Quiet Suite in the Country

Come stay at our comfortable shop suite. Our 600 sq ft well-appointed space feels bigger than it is, with beautiful custom details. Relaxing, farm views out every window. Private bedroom, foldout euro lounger in living room. Spacious spa-like bathroom, there's no shower, but you'll hardly miss it for the other beautiful amenities and atmosphere. Kitchenette with the basics, including fridge, microwave, dishes, keurig, and hot water pot. Cozy theater room, perfect for a night in.

Superhost

An open layout showcases a modern kitchen with gray cabinetry and stainless steel appliances. A sleek stairway leads to a lofted sleeping area. Natural light filters in through windows, enhancing the inviting atmosphere. A flat-screen TV is mounted on the wall, offering entertainment options.

Guesthouse in Bend

4.86 out of 5 average rating, 118 reviews

WHOLE HOUSE! Tiny Home on Bend's East Side

Welcome home to this tiny house, The Minni House! Located on the east side of Bend on the back of a beautiful treed lot across from a city park, this Minni retreat is the perfect place to experience tiny house living while visiting Bend. It is new construction, designed in comfortable contemporary colors and styles with everything you need and nothing you don't. Simple living, beautifully done. It has everything you need, and nothing you don't!

The living area features a cozy leather sofa facing a mounted television. A wooden coffee table is centered on an intricately patterned rug. Two windows allow natural light to fill the space, complemented by light-colored walls and decorative elements.