15 Family Friendly VRBO Bend Oregon Stays You Will Love

Oregon is a nature lover’s paradise! Hiking, biking, fishing, skiing all can be found in this beautiful northwest state. But what about places to stay? We have you covered with 15 VRBO in Bend, Oregon.

Riverfront VRBO Bend Oregon

In Bend, families will find museums, ski resorts, restaurants, and breweries. On the edge of the Deschutes National Forest, Bend offers travelers a beautiful scene to explore! Let’s dive in and take a look at our selection of vacation rentals!

The Sweet Spot

This is a picture of the Sweet Spot house a great VRBO Bend Oregon option!
Photo Credit: VRBO

A modern, private oasis in downtown Bend! Features a beautiful, modern kitchen with island, a wet bar, hot tub, balcony and 3-car garage. There is also a separate office for travelers who need to work while away. Whether you’re traveling with friends, family, or even pets, everyone will find their own space with over 3,000 sq ft!

Located in Old Bend, The Sweet Spot has easy access to the selection of shops, restaurants, breweries, and galleries of downtown!

  • Number of guests: 6
  • Price: starting at $392
  • Dog-friendly: Yes
  • Hot tub/pool: Hot tub
  • Location: Bend, Oregon
  • Location within Bend: Old Bend

Things to do in the area: shopping, dining, art galleries, Deschutes River, Drake Park

Book The Sweet Spot now!

Riverwild Retreat

This is a picture of the Riverwild Retreat - VRBO Bend Oregon
Photo credit: VRBO

If you’re looking for privacy close to town, check out Riverwild Retreat. This home offers amenities for hanging out with family and friends – a wrap-around deck overlooking the Deschutes River and a stone fireplace in the great room. A private retreat on ¾ acre lot yet close to all of the amenities of Bend.

The sights and sounds of nature and the spacious floor plan make the Riverwild Retreat a preferred vacation rental for families!

  • Number of guests: 8
  • Price: starting at $324
  • Dog-friendly: Yes
  • Hot tub/pool: Hot tub
  • Location: Bend, Oregon
  • Location within Bend: River Wild Resort

Things to do in the area: shopping, dining, art galleries, Deschutes River, Drake Park

Book the Riverwild Retreat now!

Perfectly Placed Plum Cottage

This is a picture of the Perfectly Placed Plum Cottage
Photo credit: VRBO

It might look simple on the outside, but inside this downtown home you’ll find a newly renovated home-away-from-home! Lofted ceilings with skylights, new appliances, a fenced back yard, and a private hot tub. Your entire family, including your furry friends, will love staying here!

Close to everything! Enjoy walking downtown, shopping, and eating at the various restaurants and breweries that Bend has to offer!

  • Number of guests: 8
  • Price: starting at $172
  • Dog-friendly: Yes
  • Hot tub/pool: Hot tub
  • Location: Bend, Oregon
  • Location within Bend: River West

Things to do in the area: shopping, dining, art galleries, Deschutes River, Drake Park

Book the Perfectly Placed Plum Cottage now!

Earth Water Fire

This is a picture of the Earth Water Fire house
Photo credit: VRBO

Looking for luxury? This 4-bedroom house rental boasts granite and travertine finishes as well as floor heating. The large deck overlooks the canal and offers ample opportunities to see wildlife. This house also has a garage, office, hot tub, billiards table, and fenced yard so bring the kids, dogs, and friends! You might not find a vacation rental much nicer than this Earth Water Fire house!

  • Number of guests: 8
  • Price: starting at $200
  • Dog-friendly: Yes
  • Hot tub/pool: Hot tub
  • Location: Bend, Oregon
  • Location within Bend: Boyd Acres

Things to do in the area: shopping, dining, art galleries, Deschutes River, Drake Park

Book Earth Water Fire now!

Ponderosa House

This is a picture of the Ponderosa house
Photo credit: VRBO

Want to enjoy a relaxing evening in a hot tub? Or what about challenging some friends to a game of billiards? You can have both at the Ponderosa House! This 2600 sq ft house has 3 bedrooms and 3 bathrooms so you’ll have plenty of space to spread out among family and friends.

Everything you’ll want to do in downtown Bend is within 1-2 miles, so if you’re looking for a convenient location, this is it!

  • Number of guests: 8
  • Price: starting at $373
  • Dog-friendly: Yes
  • Hot tub/pool: Hot tub
  • Location: Bend, Oregon
  • Location within Bend: Old Mill District

Things to do in the area: shopping, dining, art galleries, Deschutes River, Drake Park

Book the Ponderosa House now!

Charming Home

This is a picture of the Charming Home
Photo credit: VRBO

If you aren’t looking for a ton of space, check out this charming home only blocks from Riverfront. At only 1100 sq ft, it’s one of the smallest house rentals, but the location makes up for what it lacks in space. With a fenced yard and fire pit, you can let the kids and dogs play around and enjoy a relaxing evening roasting marshmallows after a day visiting downtown!

Close to everything! Enjoy walking downtown, shopping, and eating at the various restaurants and breweries that Bend has to offer!

  • Number of guests: 6
  • Price: starting at $233
  • Dog-friendly: Yes
  • Hot tub/pool: none
  • Location: Bend, Oregon
  • Location within Bend: River West

Things to do in the area: shopping, dining, art galleries, Deschutes River, Drake Park

Book this Charming Home now!

Classic Craftsman

This is a picture of the Classic Craftsman as part of our VRBO Bend Oregon recommendations
Photo credit: VRBO

King suite, fireplace, fenced yard, steps away from downtown. This rental house has it all! It’s steps away from Jackson’s Corner, a restaurant and grocery store that offers a large selection of local foods. Plus, six bikes are available with this rental!

Close to everything! Enjoy walking downtown, shopping, and eating at the various restaurants and breweries that Bend has to offer!

  • Number of guests: 6
  • Price: starting at $254
  • Dog-friendly: Yes
  • Hot tub/pool: none
  • Location: Bend, Oregon
  • Location within Bend: Old Bend

Things to do in the area: shopping, dining, art galleries, Deschutes River, Drake Park

Book this Classic Craftsman now!

Century-Old Mill Cabin

This is a picture of the Century-Old Mill Cabin
Photo credit: VRBO

Who wants a view of the Deschutes River? Bring your kayaks or canoes and launch right from your backyard! Or this rental house has a few canoes, floating toys, and kayaks that you can use! Note: this house only sleeps four, with one bedroom and one bathroom. So it won’t work for larger families, but it is a great option for traveling couples or singles!

Take a walk or bike ride and enjoy downtown – shopping and eating at the various restaurants and breweries that Bend has to offer!

  • Number of guests: 4
  • Price: starting at $179
  • Dog-friendly: Yes
  • Hot tub/pool: none
  • Location: Bend, Oregon
  • Location within Bend: Old Bend

Things to do in the area: shopping, dining, art galleries, Deschutes River, Drake Park

Book this Century-Old Mill Cabin now!

Deschutes Cabin

This is a picture of the Deschutes Cabin
Photo credit: VRBO

Another great house rental with partial river views! Come stay in one of the oldest areas of Bend – the old Riverfront Street – and learn about the city’s historic mill days. Paddleboards, float toys, and kayaks are available for guests. You can spend all day hanging out with the people staying nearby and enjoying the Deschutes River scenery!

Downtown is about one mile away where you can enjoy all of the shopping and eating options. For a stay in Bend, check out the Deschutes Cabin because it has it all!

  • Number of guests: 4
  • Price: starting at $179
  • Dog-friendly: Yes
  • Hot tub/pool: none
  • Location: Bend, Oregon
  • Location within Bend: Old Bend

Things to do in the area: shopping, dining, art galleries, Deschutes River, Drake Park

Book this Deschutes Cabin now!

Riverfront Cottage

This is a picture of the Riverfront Cottage
Photo credit: VRBO

Leave your car parked and enjoy Bend, Oregon! The location of this cottage is superb – right on the water, close to downtown. You’ll enjoy true hospitality when you stay here as wine, a s’mores kit, fire wood, coffee beans, and a grinder are all provided for the guests.

But the best part of this house rental is the French doors that open up to a large deck overlooking the Deschutes River! Simply beautiful! And this is a great pets VRBO vacation home option with great outdoor space to run!

  • Number of guests: 6
  • Price: starting at $326
  • Dog-friendly: Yes
  • Hot tub/pool: none
  • Location: Bend, Oregon
  • Location within Bend: Old Bend

Things to do in the area: shopping, dining, art galleries, Deschutes River, Drake Park, Bend River Float.

Book this Riverfront Cottage now!

The Davenport

This is a picture of the Davenport house
Photo credit: VRBO

Looking for a luxurious stay but still close to downtown Bend? The Davenport is stunning! Enjoy a 10-ft screen in the theater room, sleep in luxurious European bedding, cook in the gourmet kitchen. And the artistic touches of this home are beautiful! Cruiser bikes are in the garage for guests to use and enjoy downtown.

And don’t forget the kids! They’ll love the bunk room with a secret playroom! With all of these options for a stay in Bend, don’t miss out on The Davenport!

  • Number of guests: 7
  • Price: starting at $254
  • Dog-friendly: No
  • Hot tub/pool: none
  • Location: Bend, Oregon
  • Location within Bend: River West

Things to do in the area: shopping, dining, art galleries, Deschutes River, Drake Park

Book The Davenport now!

Khaya House

This is a picture of the Khaya House
Photo credit: VRBO

Unique, unique, unique! Check out this solar-powered home within walking distance of downtown! A chef’s kitchen, French doors that open to a patio, heated floors, tons of natural light, and king beds for everyone! This rental house has it all!

Enjoy a game of shuffleboard or cozy up by the fireplace! Park the car in the garage and don’t get it back out until you leave. The location is right on Newport Avenue, close to it all!

  • Number of guests: 6
  • Price: starting at $295
  • Dog-friendly: Yes
  • Hot tub/pool: none
  • Location: Bend, Oregon
  • Location within Bend: River West

Things to do in the area: shopping, dining, art galleries, Deschutes River, Drake Park

Book the Khaya House now!

Cinder Cone Cottage

This is a picture of the Cinder Cone Cottage VRBO Bend Oregon
Photo credit: VRBO

Take a look at this super cute cottage with a fenced yard, hot tub, and grill! At only 850 sq ft, it’s a much smaller house, but we couldn’t keep it off the list! So inviting and cozy – it almost feels like a ski chalet in the Colorado mountains.

Four cruiser bikes are available for guests to use, but if you want to walk, you’re only a block from shops and restaurants!

  • Number of guests: 6
  • Price: starting at $259
  • Dog-friendly: Yes
  • Hot tub/pool: Yes
  • Location: Bend, Oregon
  • Location within Bend: River West

Things to do in the area: shopping, dining, art galleries, Deschutes River, Drake Park

Book the Cinder Cone Cottage now!

Check out Sunriver, Oregon

If you want to get out of the hustle and bustle of Bend and you’re not looking for a downtown location, you’ll want to check out the town of Sunriver. It’s just a 20-minute drive to Bend, so you’ll still be in a great location to visit the downtown area. Discover a selection of skiing, golfing, and fishing activities. In fact, the US Olympic ski team trains at Mt. Bachelor!

Check out these two house rentals available in Sunriver!

The Cabin

This is a picture of the Cabin in Sunriver from VRBO
Photo credit: VRBO

If you’re looking for a charming, cozy cabin, then check out The Cabin in Sunriver just outside Bend. Visit the SHARC and the Village during the day and when you return, relax in the private hot tub or cozy up by the fireplace! The kids will love the bunk beds, video game consoles, and foosball table.

Included in your stay are eight SHARC passes, so take the family out for a day of swimming, disc golf, or winter tubing! Although a vacation rental with pool would be nice, The Cabin offers a similar experience being so close to the SHARC!

  • Number of guests: 7
  • Price: starting at $175
  • Dog-friendly: Yes
  • Hot tub/pool: Hot tub
  • Location: Sunriver, Oregon

Things to do in the area: shopping, dining, golfing, hiking, biking

Book The Cabin now!

Sunriver Lodge

This is a picture of the Sunriver Lodge as part of our VRBO Bend Oregon recommendations.
Photo credit: VRBO

This listing offers a large lodge-style home situated at the edge of Deschutes National Forest. And only a 20-minute drive to downtown Bend makes the Sunriver Lodge a preferred vacation rental for families exploring this area of Oregon! The vaulted great room offers spectacular views and a rock fireplace, and outside you’ll find a deck and hot tub to relax with family and friends!

Included in your stay are ten SHARC passes, so take the family out for a day of swimming, disc golf, or winter tubing! Perfect for your trip to Sunriver and Bend!

  • Number of guests: 9
  • Price: starting at $265
  • Dog-friendly: Yes
  • Hot tub/pool: Hot tub
  • Location: Sunriver, Oregon

Things to do in the area: shopping, dining, golfing, hiking, biking

Book the Sunriver Lodge now!

We love Bend! Check out our post: 23 Fun Things To Do In Bend Oregon

Oregon is a beautiful state! You’ll love the natural beauty, hiking, fishing, skiing, and so much more! Please use our search of properties and make Bend or Sunriver your next travel destination. Look at the amenities and locations of each VRBO and select your preferred vacation rental!

These 2021 property listings offer so much from hot tubs to billiards tables to river views to downtown locations! You won’t be disappointed! But if you’re looking for other options, visit VRBO and add your info in the search bar to access the location you are looking for!

Other fun things to do in Oregon:

32 Epic Things To Do In Portland With Kids [Itinerary Included]

How To Spend 3 Amazing Days At Mckenzie River National Recreation Area

26 Oregon Coast Road Trip Stops You Don’t Want To Miss

7 Best Oregon Coast Camping Spots & 20 Things To Do

The 10 Best Stops On The Hood River Fruit Loop



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