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Vacation Rentals & Apartments in Bend

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796 apartments

Price per night from

$157

Stroll the River or downtown from this Condo- In the heart of Bend

Bend condo

1 bedroom / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 19 minutes

Price per night from

$133

Responds fast! avg. 1 hour 18 minutes

Price per night from

$251

Responds fast! avg. 1 hour 18 minutes

Price per night from

$126

Comfortable condo w/ shared pool, SHARC passes, trails, and more!

Bend house

2 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 18 minutes

Price per night from

$130

Private Log Cabin in Bend w/ Deschutes River View!

Bend log cabin

3 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 4 minutes

Price per night from

$156

Responds fast! avg. 2 hours 25 minutes

Price per night from

$123

“We had the most wonderful Christmas holiday in this lovely home!” Dorota met us at her lovely vacation rental home and made sure that we understood how to use all the electronics and amenities - of which there are many. :) The home is nicely furnished and accessorized with many of Dorota's own beautiful paintings (and Christmas decorations including a beautifully decorated live tree!) and photography and the kitchen is well equipped. The master bed was very comfortable; the bathroom is nice with a great shower head! A welcome treat after skiing - which is a short drive ... 20 min? away. Old Mill District about a 5 minute drive and the neighborhood was nice for walking in the winter wonderland. Friendly people - it feels very comfortable being there. We enjoyed walking our dog there. We liked the comfort and attractiveness of the home and it's easy location for shopping and/or skiing. We would definitely return and it would feel like home.

Responds fast! avg. 1 hour 17 minutes

Price per night from

$217

Responds fast! avg. 2 hours 32 minutes

Price per night from

$146

Spacious house w/ private hot tub, deck & bikes - SHARC passes included!

Bend house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$173

Comfortable house w/ stone fireplace, private hot tub, and SHARC access

Bend house

4 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 2 hours 32 minutes

Price per night from

$348

Comfortable Sunriver home w/ private hot tub and SHARC access

Bend house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 hours 16 minutes

Price per night from

$157

Hillside Haven

Bend house

8 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$154

Price per night from

$105

The Shed at the Barnyard(Becky's Bountiful Barnyard)

Bend cottage

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$88

Mt Bachelor Village -Top floor with 2 Queen beds +

Bend hotel apartment

1 bedroom / 2 bathrooms / sleeps 5

“A Great Stay” Hi Tim and Nichole, We had a great stay at your condo. Everything worked just fine. It was wonderfully well equipped (a coffee grinder and oven would be handy). Your prompt response to my queries and transactions was much appreciated as was your detailed in-suite user manual. The complex was very pleasant -- quiet, park-like and very convenient to town. And Bend was wonderful -- attractive, clean, vibrant, historic - it has it all. It was a great stay. We'll be back. Thank you. All the best, you two. Peter and Randi Bruce Peter (and Randi) Bruce

Price per night from

$176

Cute dog-friendly home w/fenced side yard - walk to downtown

Bend house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 8 minutes

Price per night from

$202

Responds fast! avg. 2 hours 32 minutes

Price per night from

$173

Downtown Riverfront Cottage

Bend house

1 bedroom / 1 bathroom / sleeps 4

“Tiny gem on a lovely river--and in a great town!” We've stayed in this tiny house now for three years and will be coming back. It's very small, true, but also very nicely equipped, and it gets great light. The Deschutes River out back gives the house the feel of being much larger. Downtown Bend, a ten-minute walk away, has more restaurants and watering holes than you could sample in a month, plus great shops. Mt. Bachelor is within a half hour drive for skiing vacations, and the Cascade Highway offers plenty of spectacular summer recreation choices. The house has one bedroom and a living room facing the river, plus a galley kitchen and a single bathroom. Think boxcar; the house is thin and long. No washer or dryer, but there's a very nice laundromat a few blocks away--and I'm picky about my laundry! If it weren't so efficiently laid out, it would be too small. Stay here with people you like a lot, because you won't be able to get away from them. But the river and the town will give you ample breathing room.

Price per night from

$179

Responds fast! avg. 3 hours 16 minutes

Price per night from

$144

Responds fast! avg. 3 hours 16 minutes

Price per night from

$164

Price per night from

$157

Mt.Bachelor Village Resort--Comfortable living

Bend apartment

1 bedroom / 1 bathroom / sleeps 4

“Great!” The condo was fantastic. It was well stocked with supplies and equipment and close to everything. Our family of four had a great time!

Price per night from

$173

Modern Bungalow ~ Private Hot Tub ~ Convenient Location

Bend house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 16 minutes

Price per night from

$128

“lovely spacious and open house” the space itself was very nice. however, there were just some supply issues that were on the minor side - no sponge, no light bulb, limited detergent, limited cooking implements. all of these things are okay if you only stay for a few days, but we spent almost 9-10 days there. However, it is a great place to stay overall. being just one level made it easy to cool off in the summer and the overhead fan was wonderful. Very roomy and having two bathrooms really helped.

Responds fast! avg. 1 hour 18 minutes

Price per night from

$205

Responds fast! avg. 1 hour 18 minutes

Price per night from

$244

Lovely home w/ private hot tub & SHARC passes - 2 dogs welcome!

Bend house

4 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 1 hour 18 minutes

Price per night from

$203

Condo w/ shared pool, hot tub & tennis - Old Mill & ski nearby!

Bend house

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 8 minutes

Price per night from

$83

Responds fast! avg. 2 hours 32 minutes

Price per night from

$203

Price per night from

$88

Price per night from

$144

Spacious Sunriver home w/private hot tub, dog-friendly! 10 SHARC passes!

Bend house

4 bedrooms / 2 bathrooms / sleeps 9

Responds fast! avg. 1 hour 18 minutes

Price per night from

$201

“Great Family Home” We have stayed at this home twice during the summer time and we are booked to stay there this summer too. We absolutely love this house, it is perfect for our family. We go with a total of 4 adults and 3 kids and it fits perfectly for us. The house has everything we need for our stay. We absolutely love the location, it is a short walk to the pool and its on a quiet street so the kids can ride there bikes around safely.It is great because we can sit out on the deck and watch the kids and just relax. I cant talk more highly of this home we love everything about it. We always look forward to our stay at this wonderful home and look forward to many more summer vacations there.

Responds fast! avg. 1 hour 18 minutes

Price per night from

$171

Immaculate & Secluded downtown Bend Cottage-Monthly stays welcome

Bend cottage

1 bedroom / 1 bathroom / sleeps 4

“Cozy cottage! Great location in the heart of Bend!” Excelent location in Dowtown Bend! Walk to everything or bring your bike, kayak or skis! All ementities in cottage were first class with comfy bed and clean linens and towels! Owners are friendly and attentive but respect your privacy! Great patio and garden with BBQ for entertaining your guest. We will be back to the 2nd Street Cottage!!

Responds fast! avg. 5 minutes

Price per night from

$87

Family home w/ hot tub, decks, 10 SHARC passes & shared pools/tennis/golf!

Bend house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 1 hour 18 minutes

Price per night from

$216

Modern condo w/ private balcony near downtown and river trail!

Bend house

1 bedroom / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 27 minutes

Price per night from

$82

Comfortable house w/ river & mountain views - close to Old Mill

Bend house

3 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 2 hours 32 minutes

Price per night from

$217

Cozy, dog-friendly home w/ private hot tub & SHARC access - great location!

Bend house

4 bedrooms / 4 bathrooms / sleeps 10

“Lovely home” 17 Camas was perfect for 2 families. Great game room and fully equipped kitchen. The house was clean and tastefully decorated. The only negative was that the carpet in one of the bedrooms was a little damp and musty when we arrived.

Responds fast! avg. 2 hours 32 minutes

Price per night from

$368

Viewing 38 of 796
rentals in Bend

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About Bend

Bend, Oregon

The largest city in Central Oregon, Bend is an outdoor lover’s paradise where you can pursue almost any outdoor activity you could dream of.

FlipKey has over 150 vacation rentals in Bend to choose from, so if you’re planning a trip here, you’re sure to find the perfect property to suit your needs and budget. 

About Bend, Oregon

Once known only by Native Americans, it wasn’t until 1824 that Bend was discovered by a fur trapping party. Bend became a logging town in the 1900s, and today it’s a haven for outdoor enthusiasts. Here you can enjoy fishing, hiking, mountain biking, camping, rock climbing – and almost any other outdoor pursuit you can think of.

The days here are hot and sunny, but temperatures can drop dramatically at night. This is even true in the summer months, so make sure you pack a sweater and jacket for your trip. Weather can be unpredictable, with hard frost not unheard of in the summer!

Bend has been dubbed ‘Beer Town USA’, thanks to the surprising number of breweries in the town. You simply must try the local dark brews. Mexican food here is also excellent, and you’ll find restaurants and cafes serving cuisine to suit all tastes and budgets.

What to do in Bend, Oregon

Come to Bend in the winter months and head for Mt Bachelor Ski Resort for skiing and snowboarding – the mountains get an average of 30ft of snow a year and kids ski for free! You can also enjoy a dog sled ride, rent a snowmobile or take a guided snowshoe tour.

In the summer months, hike the Oregon Desert Trail up to Horse Ridge for stunning views, explore Smith Rock State Park or discover the miles of lava tubes and caves running beneath the ground. It’s a region with fascinating geology and scenery to admire.

If you want to take to the water, you can go fishing for brown and rainbow trout in the Deschutes River, or try canoeing and kayaking at Sparks Lake or Elk Lake.

Bend has its fair share of shops too, with the Redmond Antique District great for vintage finds and The Old Mill District entertainment and shopping complex home to all your favorite brands.

Top travel tips for Ben, Oregon

The best way to get around is by bike as Bend has a network of bike lanes and paths. The bus service here is infrequent, taxis are hard to find and finding a parking spot during the day can be a challenge—bearing all that in mind, it’s best to explore downtown on foot!

The main airport is Redmond Airport-Roberts Field, a 15-minute drive from Bend. There are several shuttles available servicing the town, so getting from the airport to your rental is pretty easy. 

Mt Bachelor opens for winter activities from Thanksgiving weekend until mid-May and for summer activities from the start of July – it’s around 25 minutes’ drive from Bend.

Whether the snow is falling or the sun is shining, Bend is the ideal destination for an active vacation. FlipKey’s range of condos, log cabins and apartments in Bend means you’re sure to find the ideal property for your trip. Start searching today and find the perfect place to suit your style and budget.

Top Destination reviews

Great home w/ stunning kitchen, private hot tub, large deck! 10 SHARC passes!
Awesome house, spotless but very dark.

Excellent location, plenty of space, huge deck great for entertaining. TV's in almost every room, plenty of couches and comfortable chairs. The two master baths are amazing - huge, extra large jet tubs, beautiful marble floors. If you like firm mattresses, this is the place for you. This house was quiet,never heard any of the neighbors. Such a relaxing place to stay. The five bikes available for use were a nice touch also.see more
Cozy, dog-friendly home w/ private hot tub & SHARC access - great location!
Lovely home

17 Camas was perfect for 2 families. Great game room and fully equipped kitchen. The house was clean and tastefully decorated. The only negative was that the carpet in one of the bedrooms was a little damp and musty when we arrived. … see more
Mt.Bachelor Village Resort--Comfortable living
Mt Bachelor Condo

Wonderful stay in Mt bachelor condo. Very comfortable accommodations with all the amenities you need. Located a few minutes away from shopping and dining in a quiet area. Highly recommend for your stay in Bend. … see more
Beaver Drive 16539
Bend Oregon house

This was a special family vacation in a wonderful house on the Deschuttes river in Bend, OR. Very spacious and private, with a grill, deck and hot tub. Great views and lots to do. Village Properties staff were friendly and accommodating. Membership in the local sports club was a bonus: pool, yoga, gym, classes, etc.see more
Downtown Riverfront Cottage
Downtown Riverfront Cottage.

We've stayed in this house for a number of years. After the first stay we didn't want to stay anywhere else in Bend. Best dock on the River and a great location for easy access to downtown and Old Mill District. Easy walks. The owner lives next door and is a wealth of information on about anything the Bend area has to offer. Cozy house with everything we ever seem to need. Great queen bed and a sofa bed that is actually comfortable. Usually I can't stand them. Riverside Market is just a few blocks for an easy breakfast or lunch. Morning coffee on the dock and watch the river creatures wake up. We look forward to our stay every year.see more
Immaculate & Secluded downtown Bend Cottage-Monthly stays welcome
Everything I needed!

I stayed in Don's cottage for a month while on a clinical rotation for school. I couldn't have asked for a more perfect place to stay. The cottage had everything I needed for a month long stay and it was quite cozy to come home to after a long day at work. It was also in a perfect location...only a few minutes walk to wonderful downtown Bend. Don was incredibly welcoming and accommodating for my entire stay. I would definitely stay in the cottage and would recommend it to anyone looking for a place to stay in Bend!see more

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