logo ×

  • This field is for validation purposes and should be left unchanged.

If there is anything kids hate with passion, it is the thought that schools are opening in the next few days. However, you can make their last days at home memorable by flying them out for a vacation. Of all places, Oregon’s city of Bend ticks all the right boxes thanks to its natural and vibrant setting. Here’s why a vacation to Bend is the ideal back-to-school holiday destination of choice.

Browse Our River View Vacation Rentals Here!

Go Hiking

The first activity that makes this city ideal for your back-to-school holidays is the miles of hiking grounds that await out there. With the beautiful Cascade Mountains in the periphery, you already have a rough idea of what awaits in Bend’s wild setting.

Bend’s natural setting has everything for your kids to see. From the multiple free-flowing rivers to the dense forest covers, nature is well represented here. Also, the hiking trails in the city are suitable for a wide range of ages. Novice hikers have their challenging routes to explore as kids have fun on the less problematic trails.

Float on the Deschutes River

Once the first phase of the adventure is done, the time is right for you to explore what the iconic Deschutes River has to offer. On normal occasions, rivers are ideal for swimming and fly fishing. The Deschutes River, however, brings extra flavor thanks to the nature of activities available for you and your family to explore.

Floating on the river is one of the iconic ways to celebrate your holidays in the city. Depending on the exact location, some sections of the river move faster than others. For your kids, the slow-moving sections will be best suited for their adventure. For young adults who have the guts to tackle more nerve-jerking moments, activities like whitewater rafting will suit them best.

Visit a Family-Friendly Escape Room

A family adventure in Bend is not complete without spending a day in an indoor gaming arena. Such setups are different from your usual home settings where kids have to play with game consoles with no challenging activities to tackle.

Escape rooms in the city allow kids to have fun while still exercising their critical thinking skills. With the multiple puzzles available, a day may never be enough for this activity. Better still, even parents join them and help find answers to the puzzles.

Wrap up the experience with a deserved practice session at the golf course. You may also want to explore activities such as tennis and basketball.

Spend Time in Parks

From wildlife parks to theme parks, there are plenty of options for you to explore in the city. A visit to any of the national parks in the city gives your kids a chance to see some of the creatures unique to Bend’s wild.

Away from the wildlife, this city is home to multiple themed parks where vacationers can go to have fun. They are picnic areas where families come to relax and wash their troubles away. With activities such as bike riding available, your kids will never have a dull moment in these parks.

Dining in the Wild

Dining is the other exciting part of your adventure in the city that you can’t ignore. Unlike most parts, Bend doesn’t subscribe to a particular way of dining. Instead, it is a city where food from across the globe mixes. It is the best place to be to sample virtually all the delicacies of this world.

From the typical American soul food to the foreign options available on your menu, each day comes with a new delicacy. You may as well decide to hit the road and hunt the best street food in the city. Interact freely with locals and make a date with the joints they frequent.

Home of High-End Holiday Rentals

Your back-to-school trip is more than just an adventure. The hospitable nature of the city easily converts your day trip into an incredible vacation experience. Within the city are multiple holiday rentals spread out across different locations. Whether you would like to spend the night out there in the wild or you prefer locations closer to the lake, you have it all to choose from.

Vacation homes in Bend are designed to suit a wide range of adventurers. For solo vacationers, the studio and one-bedroom set-ups are a perfect fit for your case. Huge families have properties with over four bedrooms for them to book.

Properties in the city feature high-end amenities that complement your holiday experiences in the area. From the lavish living rooms to the gourmet kitchens, you are in the right place for a family-oriented vacation.

Contact Us

Finding the right property for a family-based holiday experience in Bend can sometimes be a daunting task. It takes a team of professionals to identify what’s best for you. With us is a detailed selection of properties perfect for your family outing in the city. Contact us today to book your stay!

Bend, Oregon is where the mountains meet the river and your shopping dreams come true. Whether you’re seeking locally crafted souvenirs, outdoor gear for your next adventure, or unique gifts for loved ones back home, Bend has something for everyone. So, ditch the tourist traps and join us on a journey through the city’s hidden gems, from art galleries and boutiques to artisan markets and vintage stores with our ultimate Bend, OR shopping guide. 

Book Our Vacation Homes In Bend

The Ultimate Bend, OR Shopping Guide

Amidst the natural wonders of Bend, OR lies another treasure trove, a shopping scene as diverse and vibrant as the landscape itself. That said, get ready to dive into Bend’s unique shopping heart, where every corner holds a story and every purchase feels like an adventure. 

First stop, the Old Mill District. This area’s welcoming aroma is of aged wood, a reminder of the site’s lumber mill past. Today, Old Mill District is a haven for outdoor enthusiasts, with REI fueling your next trek and Deschutes Brewery toasting your return. Don’t miss the hidden gems like Wild Child, where whimsical toys spark children’s imaginations, and The Ticket Mill, where talented local artisans showcase their creations. 

Next, you can wander down cobbled streets in downtown Bend. Here, history meets modern flair. Boutiques like Hello Sunshine offer stylish threads, while Revolvr Menswear ignites your inner trendsetter. Duck into Hot Box Betty for vintage finds that whisper tales of decades past. To fuel up, the Bend Farmers Market, bursting with seasonal bounty, is a must-visit. You can grab a juicy peach and savor the atmosphere. 

If you’re feeling adventurous, you can head north to Cascade Village. This open-air haven offers big-box stores for practical needs, but don’t miss the local gems tucked away. World Market tempts you with international flavors, while Patagonia keeps you geared up for exploring the wild. Grab a coffee at Thump Coffee and watch the world go by, a steaming mug warming your hands as you plan your next shopping escapade. 

Bends Best Restaurants Bends Best Restaurants
Thirsty for something unique? Venture beyond the beaten path. Visit the Samstag Market, a kaleidoscope of colors and textures. Local artists display their handcrafted treasures, from jewelry that whispers of ancient forests to paintings that capture the soul of the mountains. Here, you can haggle with a friendly vendor, find the perfect souvenir, and walk away with a piece of Bend’s creative spirit. 

Bend’s shopping magic doesn’t end there. That said, get ready to seek out hidden treasures in unexpected corners. Explore antique stores in the High Desert Industrial Park, where timeworn treasures whisper forgotten stories. Alternatively, you can visit the Les Schwab Amphitheater for a different kind of shopping experience, open-air concerts where music and merchandise mingle, creating memories that last a lifetime. 

Remember, Bend’s shopping scene is about the journey, not the destination. Strike up a conversation with a shopkeeper, learn their story, and discover hidden gems they recommend. Haggle with a playful spirit, soak up the local vibe, and let the shopping experience become an adventure in itself. Because in Bend, every purchase is a story waiting to be told, a piece of the city you can take home and treasure. 

So, put on your walking shoes, open your heart, and embrace the Bend shopping experience. You might just find more than souvenirs. You might find a piece of yourself, woven into the fabric of this vibrant and welcoming city. 

Book Our Cabin Rentals In Bend, Oregon

Unveiling Our Bend Vacation Rental Experiences

Forget cookie-cutter hotels. Tucked amidst the stunning landscapes of Bend, our rentals offer an enchanting retreat for travelers seeking adventure and relaxation. With a diverse selection of properties ranging from cozy cabins to spacious lodges, there’s something to suit every taste and preference. Each rental is thoughtfully appointed with modern amenities and stylish decor, ensuring a comfortable and memorable stay. 

Picture waking up to sunlight streaming through floor-to-ceiling windows, revealing a living room that beckons with plush couches and roaring fireplaces. Get ready to sink into these plush furnishings as you unwind after a day of exploring Bend’s outdoor wonders. Additionally, you can breathe in crisp mountain air on expansive decks, perfect for stargazing or grilling up a feast. 

For the gourmands, imagine kitchens that inspire culinary creations, with gleaming appliances and granite countertops whispering of delicious possibilities. You can whip up sumptuous meals courtesy of the stainless steel appliances and ample counter space for preparation. In addition to exploiting these impressive amenities, you can gather loved ones around spacious dining tables to share stories and laughter.  

As the sun sets over the Cascade Mountains, let the day’s adventures melt away in spa-inspired bathrooms. You can also experience blissful relaxation in the bedrooms of our vacation rentals. Get ready to sink into plush bedding after a day of adventure and drift off to sleep surrounded by the tranquil ambiance of our thoughtfully designed spaces. 

You can also retreat to the outdoor spaces of our rentals and experience the magic of Bend’s natural beauty. Sip a glass of wine on the private deck or gather around the fire pit for cozy evenings under the stars. For those seeking a bit of relaxation, most of our vacation homes in Bend feature hot tubs where you can soak your cares away. 

Given the location of our rentals, adventure awaits just beyond your doorstep, with an array of outdoor activities to suit every interest and skill level. Lace up your hiking boots and explore miles of scenic trails that wind through lush forests and past cascading waterfalls. Thrill-seekers can hit the slopes at nearby ski resorts, while water enthusiasts can kayak or paddleboard on the sparkling waters of the Deschutes River. 

After a day of exploration, indulge in Bend’s vibrant culinary scene, where farm-to-table dining and craft breweries abound. From casual eateries serving up gourmet burgers to upscale restaurants offering innovative Pacific Northwest cuisine, there’s no shortage of delicious options to satisfy every palate. And with our Bend downtown rentals, you’ll have easy access to all the city has to offer. 

Bends Best Restaurants Bends Best Restaurants

Our rentals are more than just places to stay, they’re launchpads for unforgettable experiences. Whether you crave family bonding, romantic getaways, or solo adventures, we have the perfect home-away-from-home. You can unwind by the crackling fireplace, gather for game nights, or gaze at the starry sky from your balcony. That said, let the magic of Bend seep into your soul, all within the comfort and privacy of your sanctuary. 

This isn’t just a vacation but an immersion into the Bend lifestyle. Having said that, get ready to experience the magic of Central Oregon from the comfort and convenience of our exceptional rental properties. So, pack your bags, leave your worries behind, and step into a world where adventure and comfort intertwine. Find your perfect Bend rental and let the story begin. 

Contact Us Here!

Book Your Stay in One of Our Amazing Bend Vacation Rentals

Bend’s shopping tapestry is woven with unique threads waiting for you to discover. From artisan markets to hidden boutiques, each purchase echoes the city’s spirit. So, fill your bags with treasures and your heart with memories. Don’t let the adventure end there, find your perfect Bend haven and let the exploration continue. Don’t miss our pet-friendly Bend, Oregon vacation homes. You can contact us today and unlock the door to our unforgettable vacation homes in Bend. 

Spring has sprung! If you’ve already busted through your spring cleaning list and are ready for a getaway after your hard work, check out what Oregon has to offer for your Easter vacation in Bend. This is one of the best times of the year to enjoy the area without all the crowds, but still with plenty of fun and exciting activities for the whole family!

Browse Our Holiday Rentals Here!

Classic Events for Easter Vacation in Bend

Always the favorite activity, no Easter can really be considered complete without your traditional Easter egg hunt! You can spend a whole day on the hunt on your Easter vacation in Bend if you take advantage of all the available hunts; altogether, 20,000 Easter eggs get hidden across the city! Other popular holiday festivities include additional games, bouncy houses and local vendor booths to browse. If Easter is an important religious holiday to you, you can find the perfect Easter service during your stay in Bend at one of our city’s many churches. Enter a quick search online or talk to a local and you’re sure to find a service that fits your preference.

Brunch, the Most Important Meal of the Day

Brunch has always been one of the most popular Bend events, and some of the most amazing options roll out around Easter! Many local restaurants cater this special holiday weekend with buffets and brunch specials. At Currents at the Riverhouse, you can enjoy a terrific view of the Deschutes River while munching on their splendid brunch buffet. Some of the specialties they usually offer include scones, pastries, waffles, omelets, fresh seafood, carved meats and more! Their brunch is so popular, if you want to make sure you have a table, it’s recommended to book ahead of time. Of course, if you don’t make it to Riverhouse, there are plenty of other cozy brunch spots to check out for your Bend events!

We’ve Got a Rental to Fit Groups of All Sizes!

Enjoy the Great Outdoors

If you need to get outside and burn off some brunch calories, there are great places to get active around Bend. The surrounding area features a national forest, state park, Pine Nursery Park, as well as several stunning waterfalls and breathtaking caves! There are plenty of opportunities for hiking, biking, photography, and exploring. And when the day is done, you will be glad you have a comfortable home to relax and unwind in. Trust us, staying in a vacation home is way more fun than being cooped up in a hotel! Book your stay with Bend Vacation Rentals today and Easter 2020 will be one you won’t forget!

Check Out Our Short Term Rentals Here!

The early months of the year are such a wonderful time to come and visit Bend. The city is at its most lovely, the surrounding landscape is awash with winter beauty, and the city is alive with fun. Check out the upcoming events that we’re most eager to participate in when 2020 rolls around with vacation rentals in Bend:

Winter PrideFest

Jan 30, 2020, 4:00 PM – Feb 2, 2020, 7:00 PM
Bend, OR

Come join us for this year’s Winter PrideFest – an LGBTQ ski weekend at Mt. Bachelor. You’ll find yourself surrounded by a loving community and fun-filled events such as the “Welcoming Snocial,” an interesting panel discussion with LGBTQ athletes, dance parties, and more. This event is all about bringing us together, so grab your spot today!

Infinite Moment: Burning Man on the Horizon

Sat, Feb 1, 10 AM – 4 PM
High Desert Museum
59800 US-97, Bend, OR

Come and explore the newest exhibition opening up at the High Desert Museum in February. This display will be an exploration of the art and culture surrounding Burning Man, one of the most enigmatic and famous events in the world. Get a fresh understanding of it all at our favorite museum in Oregon.

Polar Plunge Bend

Sat, Feb 8, 9 AM – 2 PM
Riverbend Park
799 SW Columbia St, Bend, OR

A Polar Bear Plunge is an event held during the wintertime where the participants shed logic and jump into a cold body of water (regardless of the temperatures of the water or the great outdoors) in order to raise money for a charity. In this case, come and join us for this fun icy dive for Special Olympics Oregon, and warm up with some hot coffee in town afterward.

Oregon Winterfest 2020

Feb 15 – 17, 2020
SW Shevlin Hixon Dr, Bend, OR

Visit Bend and in the heart of February, you’ll find Oregon’s annual Winterfest. Over 40,000 people are expected to attend this year, and you can be one of them! We’ll have everything from ice carving to a fire pit and fire sculpture competition. With a Play Zone for your kids to let loose in, food vendors, and even a wine walk, you can easily attend this festival all three days and still not see it all.

Make Vacation Rentals in Bend Your Biggest Event

Wherever you go during your Bend getaway, you’ll want somewhere comfortable and warm to rest your head at the end of the night. Head over to our catalog right now to get a head start on your 2020 vacation by picking out one of the vacation rentals in Bend that’s right for you.

The 2010s are coming to a close, and we’ll be heading into the next decade together with vacation rentals in Bend. This is a big New Year’s to celebrate, so why not make the most of it and take a trip to a city as beautiful as our lovely Bend? Come and do the countdown with us and bring in your new year with the wonders of winter.

Redmond: Countdown to Noon, New Year’s Eve Party

Redmond Library
827 SW Deschutes Ave, Redmond, OR
Tickets: Free

This is a great way to start off your Bend New Year’s eve day and celebrate the turning of the year if you have a family, and especially if you have young kids who can’t stay up until midnight. This party runs from 11:00am – 1:00pm on Bend New Year’s Eve, and you’ll get enjoy winter crafts, a countdown, and an apple cider toast.

New Year’s Eve Dinner

Elk Lake Resort and Marina
60000 Century Dr, Bend, OR
Tickets: $55

Begin your evening with fine dining before heading off to your midnight event. For just $5 extra you can upgrade to the lobster option and really revel in the luxury. They offer kids plates for $27 ($30 for lobster) as well, which makes this dinner a great family option.

2020 New Year’s Eve Celebration

McMenamins Old St. Francis School
700 NW Bond St, Bend, OR
Tickets: $15 in advance, $20 at the door

Come and enjoy and night of live music with two different shows: Tony Smiley and Sugar Mama, both playing from 9:00pm – 12:30am. Tony Smiley is an award-winning loop artist whose stylings will leave you in awe, and Sugar Mama’s dance-rock will have you grooving on your feet well past midnight. You’ll be dancing your way into 2020!

New Year’s Eve Masquerade Party

Brasada Ranch
16976 SW Brasada Ranch Rd, Powell Butte, OR
Tickets: $60

Try something different this year by attending a unique masquerade-style party with a twist. Dance to new wave, hip-hop, and more, all behind a mask per the style of the party! Raise your glass for a complimentary champagne toast when the countdown comes around.

Let Vacation Rentals in Bend Carry You into the New Year

Spend your holiday with us here at Bend Vacation Rentals. You’ll be so endlessly glad to have one of our vacation rentals in Bend to head home to after a fun-filled New Year’s Eve, and to be waking up in such a winter wonderland in the morning. Give us a call today at 541-385-9492 to get started.

Here in Bend, Oregon you’ll find that we have a developed style everywhere you look. Each restaurant, museum, shop, and neighborhood has a personality to it. Our Bend rentals each have their own distinct personality too—ones that you’ll fall in love with.

Stunning Pacific Northwest Architecture

Scroll through our listings and you’ll find that our rental homes are unparalleled in style. We offer houses from 1-5 bedrooms, so we have something for you whether you’re just bringing that special someone or a great big family. Our houses are all uniquely decorated, but you’ll find that they each exude the soft mountain vibes and northwestern atmosphere that we love so dearly here in Oregon, from cabin-style architecture to brick fireplaces all the way to modern chic.

Amenities Provided in Our Bend Rentals

Here at Bend Vacation Rentals, we’re primarily concerned with one thing and one thing only: ensuring that you get to experience the vacation that you want, exactly how you want it. The amenities we provide in our various rental homes really make this possible, from the convenience of cable and Wi-Fi to the luxury afforded by flat-screen TVs and private hot tubs. In our kitchens, you’ll find plenty of appliances, useful for those early morning breakfasts with the family before hitting the town. Comfortable luxury bathrooms are great for evening soaks in the tub after long days of vacation fun.

Unbridled Access to Bend

Our homes are so conveniently located that you’ll really feel like a part of the landscape when you’re here. Some of them have outdoor decks and patios so you can enjoy the great outdoors and the breathtaking views of the Oregon sky and mountains from the comfort of your own home. You’ll also get to enjoy close access to trails for hiking and mountain biking, and even get lift tickets upon arrival during the winter season. There’s nothing better than having a comfortable home nearby when you’ve had your fill of the wild slopes for the day. Head back into the warm indoors and grab a cup of coffee or hot chocolate in your luxury kitchen with your loved ones and enjoy the cozy and homely feeling that we make sure to fill each and every home with.

Stay in the Best Home That Bend Has to Offer

There are so many options to choose from and waiting among them is the perfect house for you. Get in touch with us today to book one of our Bend rentals!

As the final days of winter begin to slide into the early days of spring, the city of Bend doesn’t lose its momentum. The fun keeps happening, and the excitement keeps growing, ensuring your stay in our mountain village will be exactly what you hoped for. And when you plan your visit around these upcoming events, the wow factor amps up even more! We’ve compiled this guide to upcoming events in Bend for you to peruse; find what you like and plan your unforgettable Oregon experience around that event!

Oregon WinterFest, Old Mill District, February 15th through February 17th

What better way to celebrate one of our favorite seasons than with a big party? The Oregon WinterFest is an annual event offering three days of unending music, tasty foods, and all the beer and wine you care to drink! Every minute of this three-day event is exciting and fun and you won’t want to miss a minute of the festivities, so purchase your tickets here and save a few bucks—literally! Tickets purchased at the gate will cost $3 more.

2019 Central Oregon Golf Show, Deschutes Convention Center, March 30th

As the winter thaws begin, many of our guests’minds turn to one thing: GOLF! Golf fans are an obsessed bunch, and in some snowy regions, they have actually discovered ways to play throughout the winter and at night with colored and glow-in-the-dark balls! In any case, the Central Oregon Golf Show is a much-awaited event in Bend, offering the opportunity to check out the latest and greatest equipment that’s available, meet with golf pros, and perhaps pick up a new golf shirt or two.

2019 Salmon Run, Athletic Club of Bend, April 7th

Mmmm, salmon! It’s our favorite fish and can be served in a multitude of ways, each one delicious. But the 2019 Salmon Run really has nothing to do with salmon and everything to do with running! This half-marathon, 10K, and 5K run takes its participants along well-maintained paved and dirt trails through some of the most beautiful scenery that Bend has to offer. And because this event takes place in the spring, it’s destined to be even more beautiful than ever! Offering a post-race celebration that includes the best local meals, drinks, and swag from the sponsors of this fun run, your Bend vacation promises to rise above all others when you take part! It’s definitely one of the best upcoming events in Bend to visit!

Book a Stay to Experience the Upcoming Events in Bend

Our Bend Vacation Rentals luxurious and comfortable getaways, of course! Offering spacious rooms, fully-equipped kitchens, and a warm and inviting ambience that will instantly make you feel at home, our properties will take your vacation to the next level of excellence—reserve yours today!

There’s nothing worse than returning from a dream vacation and discovering it’s going to take a year or longer to pay off the credit card debt you incurred. Vacations can be expensive, but if you do them right, there’s no need to quake over the arrival of your bill when you return home; making smart choices is easy when you start by renting one of our Bend Vacation Rentals vacation escapes. Our homes are beautiful, comfortable, and reasonably priced. And because you have our helpful staff at your side, we are providing this list of free Bend activities to help you save even more!

Visit the Arnold Ice Caves

Chances are you have never had the opportunity to visit an ice cave before and may not even know what they are; all of that is about to change! The simple answer as to what an ice cave is can be found in their name; the Arnold Ice Caves are caves filled with ice! The description doesn’t describe the sheer beauty you will find in these underground edifices found on the side of the Newberry Volcano, though, so visiting them is the only way to truly understand the wonders contained therein. The High Desert Museum in Bend has maps on how to get to the caves. This is an activity that should probably only be attempted by adults, so if you have young children, save the caves for next time! The caves are closed from November through mid-April.

Take a Day Trip to Painted Hills

You have to drive some ways for this next adventure, so, due to gas costs, it technically isn’t free, but it’s worth every penny. Considered one of the Seven Wonders of Oregon, the layers of colored hills will take your breath away! Hiking through the Painted Hills will give you the feeling you are on a different planet. To get here, follow US-26 E for 86.4 miles from Bend. You won’t need a sign to tell you that you arrived!

Walk in the Footsteps of Our Ancestors

The Bend area was a popular stop on the Oregon Trail, and Pilot Butte was once a landmark that allowed the travelers to gauge how far they had journeyed! Located in the Cascade Volcanic Arc, the cinder cone of a long dormant volcano marks the spot that offers the best sunset views in Bend and gives today’s visitors the opportunity to experience history at its finest.

Your Day’s Travels and Bend Activities Can Be Tiring

And once you are back in your Bend Vacation Rentals sweet escape, you’ll appreciate the premium beds that are cloud soft and topped with high thread count linens! Reserve yours today!