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Whatever you’re coming to Bend for, from the breathtaking northern views to museums and culture to outdoor adventures, you’ll want a few stops here and there to catch your breath in between. There’s no better way to do that than with a yummy, handcrafted cocktail. Here are some of our favorite places to find the best cocktails in Bend. Make sure to visit them while you’re in town!

The Dogwood Dogtail Cabin

On 147 NW Minnesota Ave in Bend, you’ll find one of our favorite joints in the entire city: Dogwood Dogtail Cabin. This is the place to go for a good night out. Local DJs play here regularly, providing a lively atmosphere while you snack on delicious small plates and appetizers and taste the different drinks they serve. Try the Juan Connery cocktail to spice things up (made with Dewars, Pimms No. 1, chipotle piloncillo syrup, and burnt orange peel), or maybe a Bluebird (made with aria, elder flower liquor, and blueberries). During their Cabin Fever Happy Hour specials (5:00-7:00pm) you can enjoy select discounted cocktails.


Not too far from Mirror Pond and the beautiful Drake Park, you’ll find Velvet Lounge, a hip and trendy cocktail bar. This is a great place to head after an afternoon at the park, enjoying the waters. The cocktail menu here is always fresh and creative. We recommend the Camping Cocktail, made with grapefruit & hop infused vodka, delicious homemade lemonade, and agave. But don’t stop there! There’s an entire menu to explore here, and you have all the time in the world.


This young taproom is the place to be right now! With youthful energy and a fun vibe, you’ll feel your soul being refreshing as you sip on the tasty cocktails they serve here, such as the Coldspresso (made with vodka, cream liqueur, half & half vanilla syrup, cinnamon syrup, and cold-brewed coffee concentrate). That one is a great pick-me-up after a long day filled with activities. They serve breakfast, lunch, and dinner here, which makes it a prime stop for any vacation day in Bend, Oregon, any time of the year.

Spend Your Time with Bend Vacation Rentals and the Best Cocktails in Bend

After sipping on all those delicious cocktails, you’ll want a nice cozy bed to lay down on at the end of the night, in a lovely rental that makes you feel at home. Stay with us and you’ll get the best of the best! Simply get in touch with us today at 541-385-9492 to get started.

The early months of the year are such a wonderful time to come and visit us here in 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

Right in the heart of Bend, 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 the rental 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 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 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 a lovely rental 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.

Bend at Christmastime is the closest thing to magic that any of us will ever experience. The only thing you can do is come and see it for yourself! Immerse yourself in the beauty of winter in one of the loveliest cities. Here are a few of the things we’re most excited about for Bend Christmas 2019:

Holiday Marketplace

Take a little trip to Sunriver on November 24th and 25th to get some Christmas shopping in. Here you’ll find locally handcrafted goods and art, from handmade soap to lovely metalwork to fine jewelry. This event is in its 16th annual run and it gets bigger every year! Find it at the Great Hall at Sunriver Resort.

Community Bend Christmas Tree Lighting

Come for the whole month of December and kick off your Christmas season with this community tree lighting ceremony (lit by Santa himself) on December 6th. This annual celebration really brings us all together, and it’s the perfect way to begin your Christmas in Bend. Join the choir and the crowd in the singing of all our favorite Christmas carols.

A Tower Christmas: Swing Into the Holidays

This is a holiday tradition that we all look forward to each year. “Swing Into the Holidays” is this year’s theme, so you can only guess what kind of lively and fun holiday music this 18-piece band will feature! This family-friendly event takes place on December 20th – 23rd, so it makes a great leadup into the main event: a magical Christmas Eve and Christmas Day in Bend.

Christmas in Bend, Oregon

Mt. Bachelor is open on Bend Christmas Day, which means that this Christmas can be a time of adventure! Sleep in and make yourselves some nice hot coffee in your rental home, then head out and hit the slopes together for a white Christmas you’ll never forget. Go skiing, go snowboarding, do whatever your heart desires!

Spend the afternoon visiting Bend Whitewater Park for a winter scene that feels like an oil painting. Explore downtown Bend for a taste of Christmas magic courtesy of the twinkling lights and the lightly fallen snow. Even if no fresh snow falls in Bend on Christmas Day, you never have to drive far to find it! Try the nearby Wanoga Sno-Park—just remember to bring your sleds and your sense of fun.

Merry Christmas from the Bend Vacation Rentals family!

Take a minute to picture how serene and warm you’ll feel this Christmas when you spend your stay in one of our beautiful rental homes. Get in touch with us today at 541-385-9492 and we’ll help you get started on your 2019 Bend Christmas Getaway!

Savor the best season of the year in Bend, Oregon. Take your winter by the reins this year and make it an unforgettable experience, whether you’re coming for the holidays, to quietly explore the natural environment, or to chase your adrenaline rush by skiing down slopes packed with fresh-fallen snow. The winter in Bend has treasures for everyone, and you’ll want to see them all.

Winter Wonderland

Some of the things that Bend is most well-known for are the slopes and winter sports. Pack your skis, snowboards, and more, because this is the time of year to break them out! Pick a rental with prime proximity to the snowy wonderland of the mountain slopes and feel like a king as you wake up and head out to ski without wasting a single moment. But it’s not just skiing and snowboarding you can enjoy on the mountains during the winter. Try out sledding, snowmobiling, and more while you enjoy the crystal white scenery and the snow-dusted deciduous trees.

Make sure to unstrap those skis and explore the other outdoor experiences here too! There is so much to see and soak in. Take a serene hike through the Juniper forest at the Oregon Badlands Wilderness. Mountain biking is also a sport we enjoy throughout the winter here, and there are many different trails you can do this on, such as the Rim Rock Trail, River Trail, Wolf Tree Trail.

Warm Retreats

When you want to warm up, check out some of the exciting indoor activities that can be found here during winter in Bend. Bend Art Center is a perpetual favorite pastime among locals, along with community theater shows put on by the Cascades Theatrical Company. You’ll find lots of theater here; try The Tower Theatre for song and dance, or Tin Pan Theater if you’re a fan of independent foreign films. Some of the most fun you’ll find in town is at Old Mill District, which transforms into a festive experience during the winter. Walk around, shop the shops, enjoy the quant mountain architecture, and explore the wide variety of fun all packed into one hotspot.

Spend the Winter in a Bend Vacation Rental

There is nowhere more picturesque, serene, and exciting that you can spend your winter season than here with us in Bend, and the glue that will tie your whole vacation together will be the rental home you spend your stay in. Call Bend Vacation Rentals today at 541-385-9492 and we’ll help you get started!

Bend, Oregon is a gorgeous community with a surrounding landscape that will continually take your breath away, from the majestic mountains to the quiet cafes in town. Year-round, Bend opens its arms to visitors, and during the holidays the atmosphere turns downright magical. There are a thousand reasons to head to Bend for the holidays. Here are just a few:

Picturesque Scenery

If you were to take a moment to close your eyes and imagine a picturesque, postcard-worthy winter scene, with snow-dusted pines and a pastel sky, you’d probably be picturing Bend in the wintertime. You’ll want to bring along your warmest jackets, your snowshoes, and all your favorite winter sporting gear, because there is no better time or place to break them out than here in Bend for the holidays.

Wild Winter Adventures

The mountains around Bend average 30 feet of snowfall per year—much, much more than the mild 30-inch average that the city enjoys. That means that the world of winter magic awaits you on the mountain tops! Book a Moonlight & Starlight Snowshoe Tour with Wanderlust Tours, which also offers other adventures, like snow camping, and a New Year’s Eve bonfire. Take the family to see what it’s like to ride with sled dogs if you’re looking for a more creative way to enjoy the snow. But the biggest winter adventure of all is our favorite: winter sports. Try backcountry skiing on Cinder Cone, or cross-country skiing on Wanoga Sno-Park Cross-Country Loop.

The Magic of Bend for the Holidays

Some of our favorite perks of the holidays are those right here in town. Warm up after a long day snowshoeing to Tumalo Falls by heading into town for a craft beer at Silver Moon Brewing, plus a good, old-fashioned burger. Get into the holiday spirit with us at the annual Christmas Parade, to be held this year on Saturday, December 7th. See the Holiday Lights Winter Paddle Parade on December 13th; it’s a one-of-a-kind parade that you’ll never forget, where Bend’s paddling enthusiasts deck their canoes and kayaks with holiday lights and decorations and head down the Deschutes River together.

Home Away from Home

When you’re planning a holiday destination, the most important thing is finding somewhere that will feel like home to everyone during your stay. That’s where Bend Vacation Rentals can lend a helping hand. Simply call us today at 541-385-9492 and we’ll help you 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!

There’s no better gift you could give the family this year than a trip outside tradition to Bend, Oregon for a Thanksgiving getaway they’ll never forget. Here in Bend, late November is a priceless time of year. You’ll get to see not only all our gorgeous fall foliage, but you’ll get to enjoy our fall activities too! Here are some of the things we’re most excited for this year during Thanksgiving in Bend:

Outdoor Adventures in Autumn

Take a nature hike together into stunning fall foliage. Whether you’re heading down the Deschutes River Trail and enjoying the view of the water and your close proximity to the fun-filled Old Mill District or you go farther from town all the way up to the lovely Tumalo Falls or Sparks Lake, you’ll be endlessly glad that you came at this breathtaking time of year when our Oregon world is aglow with autumn colors.

Family Activities to Enjoy Together

On November 22nd you’ll get to do the 4th Friday Art Stroll in Sisters. This event is free and culturally enriching for the whole family! Enjoy the gorgeous art and each other’s company at the same time as you stroll around taking in the paintings, photography, sculptures, and more. Visit the Mountain Air Trampoline Park to work out some energy—it’s fun for all ages! Take the family to explore the Desert High Museum, where you’ll get well-acquainted with the culture of Bend. On cozy late November evenings, one of our favorite places to visit is Tower Theatre. Check out their website to see showing times during your stay in Bend.

Thanksgiving Day & Dinner

On the day of Thanksgiving in Bend you can participate in a fun local event: Pray for Snow, hosted at Sun Mountain Fun Center with no entry fee. Bring the whole family along to play games, and you’ll get the chance to win some pretty fabulous prizes. There are tons of great dining options for your Thanksgiving meals too, breakfast, lunch, and dinner. Try 10 Below, a local favorite, or Jackelope Grill, or one of our personal favorites, Black Bear Diner. All of these lovely establishments are open for business on Thanksgiving Day.

Spend Thanksgiving in Bend with Bend Vacation Rentals

Take no chances this year on your unforgettable Thanksgiving in Bend, Oregon getaway. You want the best, and we’ve got it. Get in touch with us today at 541-385-9492 and we’ll help you find a lovely rental home for you and the family to spend your holiday.

With all Bend has to offer—from the sports you can participate out on the water, to the unbeatable restaurants in town, all the way to the secluded forest trails where you could spend days simply walking—you’ll be hard pressed to see it all! Why not try taking one of the popular Bend tours with someone who knows the best spots in Bend like the back of their hand?

Bend Arts & Culture Tour

The Bend Tour Company is the master of tours here in Bend, and one of our favorites that they offer is this comprehensive tour of the city’s art and cultural scenes. You’ll get to explore both public art and art displayed in private spaces, all while learning about the diverse culture of the area. Embark from Old Mill District in an open-air electric touring car and simply kick back and enjoy yourself.

Bend City Sights and Brewery Combo

This mixed and matched tour of sightseeing and brewery exploration offered through The Bend Tour Company is a 2-hit combo that you’ll adore. You’ll get a tour of the city, and along the way you’ll get to stop at some of the famous breweries here in town and taste some of that lovingly brewed beer for yourself. Your guide will be both friendly and knowledgeable, and you’ll even learn a thing or two along the way!

Deschutes River Horse Ride

This tour offered through Wilderness Horse Adventures is a custom adventure, totally one of a kind. There are different rides you can take, from a coffee and croissants breakfast ride to a sunset tapas ride. You’ll even get to participate in activities like fly fishing on this active and relaxing 3-hour tour.

Bend Badlands ATV Tour

If you have a need for speed and an ache for adventure, check out this tour offered through Outriders Northwest. This is one of the most fun you can possibly have on an outdoor activity in Bend. You’ll get a 4-seater ATV and 3 hours to kill out in the wilds of Oregon. You’ll never forget this tour. Remember to take your camera along, because the sights you’ll see from the ATV will take your breath away.

Start your Trip with Bend Vacation Rentals

Whatever tours you plan to embark upon during your stay here, you’ll want to make the center of your vacation a comfortable rental home. Call us today at 541-385-9492 and we’ll help you find the perfect one for you!

Coffee and the Pacific Northwest go hand in hand. Cozy up with a hot cup on deliciously overcast days or grab an ice-cold brew to take to the park when the sun comes out and the weather is gorgeous. From expertly roasted coffee to delectable pastries and brunch, these Bend cafés are definitely worth stopping by any time of year!

Sparrow Bakery

50 SE Scott St, Bend, OR 97701

(541) 330-6321

Monday-Friday: 7 AM to 4 PM Saturday-Sunday: 7 AM to 3 PM

This is one of the most charming Bend cafés and bakery sits in the Old Iron Works Art District in a historic building, with a lovely courtyard for outdoor seating. Besides offering up amazing, locally roasted coffee, Sparrow Bakery specializes in French pastry-making technique, and bakes their own croissants, cookies, and their famous Ocean Roll, a tasty delight of a pastry with cardamom vanilla sugar rolled up into croissant dough. On the menu, you’ll also find their take on French-inspired favorites such as the Monte Cristo and the Croque Madame, as well as sandwiches, salads, and made from scratch soups.

The Lemon Tree

718 NW Franklin Ave, Bend, OR 97703

(541) 241-5306

Tuesday-Sunday: 8 AM to 3 PM

This quaint downtown Bend café boasts an excellent location just near the Deschutes River and Drake Park. The brainchild of two former cruise ship workers, The Lemon Tree aims to serve up fare that it is internationally inspired and fashioned from fine, locally sourced ingredients. Since opening a couple of years ago, it’s quickly become a popular local spot. The cocktails are unique and innovative, and are supplemented by a wine and beer list, as well as a selection of coffee. Each colorful dish is beautifully plated like a work of art, and the menu is eclectic, including frittatas, benedicts, salads, and sandwiches, each with its own global flair.

Backporch Coffee Roasters

1052 NW Newport Ave #103, Bend, OR 97701

(541) 617-3984

Monday-Friday: 6:30 AM to 6 PM Saturday-Sunday: 7 AM to 5 PM

This coffee shop has a modern aesthetic with a neighborhood feel and is known among locals for having some of the best coffee around. You’ll find signature specialties offered, like the honey lavender latte, and the beans they use are sourced from farms with which they have long-standing relationships. There’s also a selection of pasties from a variety of local bakeries. Stop by for a sit-down experience or take a coffee and a pastry to-go for your day of exploring Bend—either way, you’ll be glad you did!

Bend Cafés and Vacation Rentals—Your Guide to an Unforgettable Vacation

Here at Bend Vacation Rentals, we want you to experience all the beauty the Pacific Northwest has to offer! When you stay with us, you’ll have access to the best of Bend, whether it’s skiing, hiking, or simply visiting all the best breweries and restaurants. We have a terrific range of properties available, from elegant homes to cozy condos, and we’re here to help you find the perfect fit for you. Give us a call to speak to one of our reservation specialists and plan your next getaway today!