Vacation Rentals & Apartments in Bend

Close

Enter dates for more accurate prices

Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more

759 apartments

15

Luxury in the Woods

Central Oregon / Bend

Bend house

3 10 2 nights min

  • 3 bedrooms
  • sleeps 10
  • 2 nights min
  • Child Friendly
  • Pet Friendly

Price per night from

$229

Price per night from

$229

23

Private, 3 Bedroom, Single Level Ranch Home with Amazing Mountain Views!

Central Oregon / Bend

Bend house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Ask about children
  • Pet Friendly

Price per night from

$111

Price per night from

$111

23

Lodge style home on Big Deschutes River, private hot tub and gorgeous views!

Central Oregon / Bend

Bend house

4 12 min stay varies

  • 4 bedrooms
  • sleeps 12
  • min stay varies
  • Child Friendly

Price per night from

$273

Price per night from

$273

(1) Excellent 

22

Outlaws & Angels Horse Ranch

Central Oregon / Bend

Bend apartment

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$108

Price per night from

$108

(16) Very Good 

19

Cozy&Upscale Vacation Rental in Beautiful Bend offers 3 bedrooms, 2.5 baths

Central Oregon / Bend

Bend house

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly
“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 furnishe
…see more

Price per night from

$166

Price per night from

$166

(6) Very Good 

Certificate of Excellence

15

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

Central Oregon / Bend

Bend condo

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Child Friendly
  • Air conditioning

Certificate of Excellence

Price per night from

$132

Responds fast!
avg. 1 hour 48 minutes

Price per night from

$132

36

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

Central Oregon / Bend

Bend cottage

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Nearest beach 200 mi
  • Ski
  • Child Friendly

Price per night from

$86

Price per night from

$86

24

Available MLK weekend! Modern Bungalow - Hot Tub - Convenient Location

Central Oregon / Bend

Bend house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly

Price per night from

$184

Responds fast!
avg. 33 minutes

Price per night from

$184

35

Spacious 3BR on Tranquil Half-Acre w/ Home Theater, Sauna & Private Hot Tub

Central Oregon / Bend

Bend house

3 10 min stay varies

  • 3 bedrooms
  • sleeps 10
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$200

Price per night from

$200

26

Private Log Cabin in Bend w/ Deschutes River View!

Central Oregon / Bend

Bend log cabin

3 7 min stay varies

  • 3 bedrooms
  • sleeps 7
  • min stay varies
  • Ski
  • Child Friendly
  • Pet Friendly

Price per night from

$166

Responds fast!
avg. 26 minutes

Price per night from

$166

(3) Excellent 

21

7th Mountain Resort in Bend, Or

Central Oregon / Bend

Bend condo

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$206

Price per night from

$206

(8) Very Good 

36

Mt.Bachelor Village Resort--Comfortable living

Central Oregon / Bend

Bend apartment

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Swimming pool
  • Child Friendly
“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!
…see more

Price per night from

$172

Price per night from

$172

28

Spacious 2BR/2BA w/ 6 SHARC Passes Views and Golf Course Views - Restaurants

Central Oregon / Bend

Bend condo

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly

Price per night from

$171

Price per night from

$171

38

Hillside Haven

Central Oregon / Bend

Bend house

8 10 min stay varies

  • 8 bedrooms
  • sleeps 10
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$154

Responds fast!
avg. 2 hours 56 minutes

Price per night from

$154

(3) Excellent 

8

Downtown Riverfront Cottage

Central Oregon / Bend

Bend house

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Pet Friendly
“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
…see more

Price per night from

$173

Responds fast!
avg. 3 hours 36 minutes

Price per night from

$173

10

Private Guest Suite/Studio in the Orchard District - Central Location

Central Oregon / Bend

Bend studio

Studio 3 2 nights min

  • Studio
  • sleeps 3
  • 2 nights min
  • Air conditioning
  • Pet Friendly

Price per night from

$86

Responds fast!
avg. 1 hour 27 minutes

Price per night from

$86

23

Spacious Lodge-Style Beauty at Widgi Golf Course!

Central Oregon / Bend

Bend townhouse

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Ask about children
  • Air conditioning

Price per night from

$159

Price per night from

$159

(7) Excellent 

22

Mt Bachelor Village -Top floor with 2 Queen beds +

Central Oregon / Bend

Bend hotel apartment

1 5 2 nights min

  • 1 bedroom
  • sleeps 5
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning
“Wonderful place!” Our stay at the Mt. Bachelor Village was a great experience and cheaper then a hotel! Beautiful spot and all the amenities you could ask for. Very clean and I will definitely stay again!
…see more

Price per night from

$172

Price per night from

$172

25

2BR w/ Two Master Suites – Riverfront Hot Tub, Outdoor Shower & Fire Pit

Central Oregon / Bend

Bend house

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child Friendly

Price per night from

$147

Price per night from

$147

24

Charming Bend Home w/ Deck & Views of Pilot Butte!

Central Oregon / Bend

Bend house

3 7 min stay varies

  • 3 bedrooms
  • sleeps 7
  • min stay varies
  • Ski
  • Child Friendly
  • Air conditioning

Price per night from

$190

Responds fast!
avg. 7 minutes

Price per night from

$190

18

Immaculate Home with Hot Tub and Walking Distance to the Old Mill District!

Central Oregon / Bend

Bend townhouse

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Ask about children
  • Air conditioning
  • Pet Friendly

Price per night from

$190

Price per night from

$190

(1) Very Good 

24

2BR Serene Sunriver Condo w/ Pool & Hot Tub - Minutes to The Village

Central Oregon / Bend

Bend apartment

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child Friendly

Price per night from

$97

Price per night from

$97

(69) Excellent 

27

Second Street Cottage-convenient yet secluded downtown Bend retreat

Central Oregon / Bend

Bend cottage

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Child Friendly
  • Car not necessary
  • Air conditioning
“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
…see more

Price per night from

$81

Responds fast!
avg. 36 minutes

Price per night from

$81

45

Pet Friendy Home near Meadows Golf Course w/ WiFi, Fireplace & Free Sharc Passes

Central Oregon / Bend

Bend house

2 8 min stay varies

  • 2 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly
  • Pet Friendly

Price per night from

$170

Price per night from

$170

(7) Excellent 

42

Luxury and Comfort at Mount Bachelor Village Condo, Views, Mountains and Lakes!

Central Oregon / Bend

Bend condo

3 8 1 night min

  • 3 bedrooms
  • sleeps 8
  • 1 night min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$205

Responds fast!
avg. 2 hours 56 minutes

Price per night from

$205

27

Modern 3BR Cabin in Caldera Springs w/ Private Hot Tub & Golf Course Vistas

Central Oregon / Bend

Bend log cabin

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$311

Price per night from

$311

26

Riverfront 3BR Bend House w/Hot Tub, Views & Deck!

Central Oregon / Bend

Bend house

3 6 4 nights min

  • 3 bedrooms
  • sleeps 6
  • 4 nights min
  • Ski
  • Child Friendly
  • Air conditioning

Price per night from

$361

Responds fast!
avg. 46 minutes

Price per night from

$361

35

"Otterhouse" 2BR Getaway w/ Bikes & Kayaks – Prime Outdoor Enthusiast Locale

Central Oregon / Bend

Bend house

2 8 min stay varies

  • 2 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$175

Price per night from

$175

25

Updated Sunriver Area Home on 1.5 Acres Near Bend!

Central Oregon / Bend

Bend cottage

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Ski
  • Child Friendly

Price per night from

$155

Responds fast!
avg. 46 minutes

Price per night from

$155

21

559 Wood Duck

Central Oregon / Bend

Bend log cabin

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly

Price per night from

$60

Responds fast!
avg. 2 hours 56 minutes

Price per night from

$60

(2) Excellent 

34

Bunk+Brew Historic Lucas House

Central Oregon / Bend

Bend guest house

7 28 2 nights min

  • 7 bedrooms
  • sleeps 28
  • 2 nights min
  • Child Friendly
  • Car not necessary
  • Air conditioning

Price per night from

$752

Price per night from

$752

28

Condo at 7th Mountain Resort w/ three pools, hot tub & close to Mt. Bachelor!

Central Oregon / Bend

Bend condo

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$100

Price per night from

$100

(11) Excellent 

18

Tumalo Pines

Central Oregon / Bend

Bend house

3 7 2 nights min

  • 3 bedrooms
  • sleeps 7
  • 2 nights min
  • Child Friendly
  • Private garden
“Perfect in every way!” Tumalo Pines has everything you need to relax to the fullest. Beautiful scenery, great house with a wonderful outdoor fireplace. The hot tub is the perfect end to a perfect day! I would stay here again.
…see more

Price per night from

$287

Responds fast!
avg. 2 hours 44 minutes

Price per night from

$287

(1) Very Good 

30

3 Mt Baker

Central Oregon / Bend

Bend house

4 12 min stay varies

  • 4 bedrooms
  • sleeps 12
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$130

Responds fast!
avg. 2 hours 56 minutes

Price per night from

$130

28

Quiet 4BR w/ Private Hot Tub, Fireplace & Sunny Deck + SHARC Passes

Central Oregon / Bend

Bend house

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Pet Friendly

Price per night from

$283

Price per night from

$283

19

Spacious 3 bedroom home in desirable Bend neighborhood. Close to Phil's Trail

Central Oregon / Bend

Bend house

3 10 min stay varies

  • 3 bedrooms
  • sleeps 10
  • min stay varies
  • Ask about children
  • Air conditioning
  • Pet Friendly

Price per night from

$160

Price per night from

$160

(1) Very Good 

2

Private loft condo - Seventh Mountain Resort

Central Oregon / Bend

Bend apartment

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$201

Price per night from

$201

(1) Excellent 

12

1st Street Rapids

Central Oregon / Bend

Bend house

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$172

Price per night from

$172

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.