Family-friendly holiday rentals in Deschutes River Woods

4.87 out of 5 average rating, 430 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!

4.95 out of 5 average rating, 163 reviews

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

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.

4.95 out of 5 average rating, 182 reviews

Townhouse in Bend

Points West 4 BR/4BA on Widgi near Seventh Mtn Res

Beautiful townhouse (connected to another) located next to the Seventh Mountain Resort on Widgi Creek's 16th fairway. Points West is an exclusive town home development above Deschutes River & Lava Island. Mt Bachelor and the Sparks Lake Wilderness area (20 minutes). Bend (10 min) is home to The Old Mill District, countless brew-pubs and a lively restaurant scene. Watch deer, marmots, geese, eagles, osprey and golfers while soaking in the spa at our mountain-lodge inspired home. DCCA# 1329

4.97 out of 5 average rating, 201 reviews

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.

4.88 out of 5 average rating, 386 reviews

Home in Bend

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

4.96 out of 5 average rating, 254 reviews

Guest house in Bend

Quiet peacful country living close to everything!

Quiet country living close to town! Extremely peaceful and park like setting on 2.5 acres just 5-6 miles to anywhere in town. Studio has a pool table and large fenced outdoor area with horseshoe pits and close to private access trails for walking or riding your bike. Full kitchen, full bath and private closet. My place is good for couples, solo adventurers, business travelers, and furry friends (pets). Maximum of 2 pets allowed. NO PARTIES WILL BE TOLERATED.

4.87 out of 5 average rating, 209 reviews

Apartment in Bend

Seventh Mountain Resort Getaway

This newly remodeled one bedroom condo sits right above the Deschutes river. Seventh Mountain Resort is your winter and summer outdoor adventure destination in sunny Central Oregon. The premier location for recreational activities, from biking, hiking, and whitewater rafting in summer, to ice skating and skiing in the winter. Your stay here will have you encircled by peaks, lakes, meadows, culture, adventure, breweries, festivals, family fun, shopping and more.

4.99 out of 5 average rating, 101 reviews

Home in Bend

Stargazer House at River Camp

Live like a local with easy access to everything! 18 miles to Mt Bachelor, 15 min to Phil’s Trailhead and tucked amongst the trees above the Deschutes River, you will find everything you are seeking at our Stargazer House! Built in 2018, in the River Camp neighborhood on Bend's West Side, with easy access to hiking/biking/running trails, golf, skiing, paddle boarding, breweries, the Amphitheater, shopping and everything else that makes Bend awesome!

Superhost

Apartment in Bend

4.83 out of 5 average rating, 190 reviews

7th Mt Best Rate Bend Condo, 3 Pools, Hot Tubs AC

Booking summer now! Our Bend studio condo is a gem. Enjoy fast wifi, Totally renovated 3 heated pools & 3 hot tubs OPEN YEAR ROUND, full kitchen & new mattresses. The living room has a new queen murphy bed & the SMALL bedroom has a queen bed with a privacy barn door best for kids. We do allow one small dog under 25lbs. Please tell us in your reservation request what kind of dog you have and how many pounds.

4.94 out of 5 average rating, 244 reviews

Bungalow at The Parks

Our Bungalow has easy access to Mt. Bachelor, Bend's famous mountain bike trails, one mile from OSU Cascades, very near Old Mill shopping and dining, and easy access to downtown Bend, also. You’ll love our place because of the coziness, the comfy bed, and private access to your space. The Bungalow is good for couples, solo adventurers, and business travelers. Our neighborhood pool is open May through August.