Calendar View
  • Dates
    Any
  • Occupancy
    Any
    - +
    - +
    - +
  • Rooms
    Any
  • Price Range
    Any
  • Amenities
    Any
  • List
  • Map
  • Calendar

Bend Vacation Rentals

1 - 42 of 304 rentals
  PrevNext  
Sun 26 Feb Mon 27 Feb Tue 28 Feb Wed 1 Mar Thu 2 Mar Fri 3 Mar Sat 4 Mar Sun 5 Mar Mon 6 Mar Tue 7 Mar Wed 8 Mar Thu 9 Mar Fri 10 Mar Sat 11 Mar Sun 12 Mar Mon 13 Mar Tue 14 Mar
River Wild at Mt. Bachelor Village - Bend, OR Vacation Rental
- - - 99 99 - - - - - - - - - - 115 120
Deschutes Landing at the Old Mill Riverfront - Bend, OR Vacation Rental
- - - 170 175 220 220 175 175 175 170 - - - - 175 185
Mt Bachelor Village Ski House  #244 - Bend, OR Vacation Rental
75 75 - - - - - - - - - 90 120 120 99 99 99
Seventh Mountain Luxury - Bend, OR Vacation Rental

Seventh Mountain Luxury

Bend, OR
1 Bed 1 Bath Sleeps 4
- 75 - - - - - - - - - - - 99 99 99 99
Deschutes Luxury Log Home - Bend, OR Vacation Rental

Deschutes Luxury Log Home

Bend, OR
4 Bed 5 Bath Sleeps 8 (6 Adults Max)
395 395 395 395 395 395 395 395 395 395 395 395 395 395 395 395 395
Charming Old Mill Homestead - Bend, OR Vacation Rental

Charming Old Mill Homestead

Bend, OR
4 Bed 2.5 Bath Sleeps 10
- - - 185 185 185 185 185 185 185 185 - - - - - -
Shanti River House - Near La Pine State Park - Bend, OR Vacation Rental
235 235 235 235 235 235 235 235 235 235 235 235 235 235 235 235 235
Mt Bachelor Village Ski House # 262 - Bend, OR Vacation Rental
99 99 99 99 - - - - - 99 - - - - 99 99 99
Deschutes Condo #145 - Bend, OR Vacation Rental

Deschutes Condo #145

Bend, OR
1 Bed 2 Bath Sleeps 4
70 70 70 - - - - - - - - - - - - - -
Congress Condo  #150 - Bend, OR Vacation Rental

Congress Condo #150

Bend, OR
1 Bed 2 Bath Sleeps 4
70 70 70 - - - - - - - - - - - - - -
Parkview Condo #103 - Bend, OR Vacation Rental

Parkview Condo #103

Bend, OR
1 Bed 2 Bath Sleeps 4
70 70 70 - - - - - - - - - - - - - -
Summit Condo #178 - Bend, OR Vacation Rental

Summit Condo #178

Bend, OR
1 Bed 2 Bath Sleeps 4
70 70 70 - - - - - - - - - - - - - -
The Drake Condo  #146 - Bend, OR Vacation Rental

The Drake Condo #146

Bend, OR
1 Bed 2 Bath Sleeps 4
70 70 70 - - - - - - - - - - - - - -
 Skyliner Condo #181 - Bend, OR Vacation Rental

Skyliner Condo #181

Bend, OR
1 Bed 2 Bath Sleeps 4
- - 70 - - - - - - - - - - - - - -
Westside Loft Rental w/Hot Tub - Bend, OR Vacation Rental
- - 75 - - - - - - - - - - - - - -
Wall Street Condo #114 - Bend, OR Vacation Rental

Wall Street Condo #114

Bend, OR
1 Bed 2 Bath Sleeps 4
- - - - - - - - - - - - - - - - -
Mt Bachelor Village Ski House # 219 - Bend, OR Vacation Rental
- - - - - - - - - - - - - - - - -
 Tumalo - Bend Studio #104 - Bend, OR Vacation Rental

Tumalo - Bend Studio #104

Bend, OR
0 Bed 1 Bath Sleeps 2
- - - - - - - - - - - - - - - - -
Deschutes Riverfront - Bend, OR Vacation Rental

Deschutes Riverfront

Bend, OR
2 Bed 2 Bath Sleeps 6 (4 Adults Max)
- - - - - - - - - - - - - - - - -
Bend Traditional w/Hot Tub & Biking trails - Bend, OR Vacation Rental
- - - - - - - - - - - - - - - - -
The Bird's Nest with Hot Tub - Bend, OR Vacation Rental

The Bird's Nest with Hot Tub

Bend, OR
2 Bed 2 Bath Sleeps 4
- - - - - - - - - - - - - - - - -
10 Three Iron - Sunriver, OR Vacation Rental

10 Three Iron

Sunriver, OR
4 Bed 4 Bath Sleeps 10
- - - - - - - - - - - - - - - - -
Cozy Jay Cabin - Sunriver, OR Vacation Rental

Cozy Jay Cabin

Sunriver, OR
2 Bed 2 Bath Sleeps 6 (4 Adults Max)
- - - - 80 99 99 85 85 85 85 85 99 99 90 90 90
4 Jay Lane - Sunriver, OR Vacation Rental

4 Jay Lane

Sunriver, OR
3 Bed 3 Bath Sleeps 6
100 100 100 100 100 125 125 100 100 100 100 100 125 125 100 100 100
1 Crag - Sunriver, OR Vacation Rental

1 Crag

Sunriver, OR
3 Bed 2.5 Bath Sleeps 8
- - - - - 140 150 99 99 99 99 99 150 150 115 115 115
Black Butte Ranch: Spring Home 6 - Black Butte Ranch, OR Vacation Rental
120 120 120 99 99 190 190 99 99 99 99 99 190 190 99 99 99
13 Tamarack - Sunriver, OR Vacation Rental

13 Tamarack

Sunriver, OR
3 Bed 2 Bath Sleeps 8
99 99 99 99 99 - - - - - - 99 125 125 99 99 99
Black Butte Ranch: Hilltop Getaway - Black Butte Ranch, OR Vacation Rental
- - - - - - - - - - - - - - - - -
Eagle Crest Huckleberry Getaway - Eagle Crest, OR Vacation Rental
125 125 125 125 125 - - - 125 125 125 125 - - 125 140 140
Quelah Condo 3 - Sunriver, OR Vacation Rental

Quelah Condo 3

Sunriver, OR
2 Bed 2 Bath Sleeps 4
80 80 80 80 80 99 99 80 80 75 - - - - 80 85 85
Eagle Crest on Ridge Course - Eagle Crest, OR Vacation Rental

Eagle Crest on Ridge Course

Eagle Crest, OR
4 Bed 3.5 Bath Sleeps 16
135 135 135 135 135 - - 135 135 135 135 135 - - 135 135 135
1 Landrise - Sunriver, OR Vacation Rental

1 Landrise

Sunriver, OR
3 Bed 2 Bath Sleeps 6
99 99 99 99 99 120 120 99 99 99 99 99 120 120 99 99 99
5 Aquila Lodge  - Sunriver, OR Vacation Rental

5 Aquila Lodge

Sunriver, OR
3 Bed 2.5 Bath Sleeps 8
99 99 99 99 99 155 155 99 99 99 99 99 155 155 99 99 99
2 Lark - Sunriver, OR Vacation Rental

2 Lark

Sunriver, OR
5 Bed 3.5 Bath Sleeps 12
- - - - - - - - - - - - - - - - -
Black Butte Ranch: Authentic Ranch Cabin - Black Butte Ranch, OR Vacation Rental
- - 90 80 80 99 99 80 80 80 80 80 99 99 80 80 80
Quelah Lane 7 | Discover Sunriver - Sunriver, OR Vacation Rental
- - - 135 140 220 220 140 140 140 140 140 220 220 150 150 150
Eagle Crest's Forest Ridge with Hot Tub - Eagle Crest, OR Vacation Rental
99 99 99 99 99 - - 99 99 99 99 - - - 99 99 99
Eagle Crest Village Loop with Hot Tub - Eagle Crest, OR Vacation Rental
80 80 80 85 85 - - - 85 85 85 - - - 85 85 85
39 Poplar - Sunriver, OR Vacation Rental

39 Poplar

Sunriver, OR
4 Bed 3 Bath Sleeps 10
130 130 130 125 125 - - 125 125 125 125 125 150 150 130 130 130
31 Mtn. View Condo - Sunriver, OR Vacation Rental

31 Mtn. View Condo

Sunriver, OR
2 Bed 2 Bath Sleeps 6
- - - - 85 99 99 85 85 85 85 85 99 99 90 90 90
Central Lane 03 | Discover Sunriver - Sunriver, OR Vacation Rental
- - - - - - - - - - - - - - 75 75 75
68 Quelah - Sunriver, OR Vacation Rental

68 Quelah

Sunriver, OR
2 Bed 2 Bath Sleeps 6
85 85 85 75 75 99 99 - - - - - - 85 80 80 80
Page 1 of 8

About Bend

Bend rated 4.8 out of 5 based on 985 reviews Bend, OR

With Mt. Bachelor just twenty minutes away, the Deschutes River winding past, and a slew of award-winning restaurants and breweries to visit, Bend has become one of the most popular vacation destinations in Central Oregon for a very good reason. And whether you seek a cozy cabin for two or a spacious retreat for a family reunion, we have the perfect vacation rental for your next getaway!

Where is Bend, OR?

Tucked between Redmond, OR to the north and the beautiful resort area of Sunriver to the south, Bend puts you within easy reach of many Central Oregon highlights - including gorgeous Smith Rock in Terrebonne! Bend offers all of the highlights of the Pacific Northwest (outdoor recreation, amazing beer, locally-sourced cuisine), plus 300 days of sunshine for a true year-round destination. 

Outdoor Activities in Bend

Of course, many visitors come to explore Mt. Bachelor: skiing, snowboarding, snowshoeing, and cross-country skiing opportunities are everywhere in the winter, with amazing mountain biking and hiking trails in the late summer.

The Deschutes River winds through the city, offering a beautiful riverside trail for biking and jogging in the summer and snowshoeing in the winter. Get to know the river a little better by kayak, or book a guided trip on a whitewater raft or with a fly-fishing pole in hand. For even more adventure, try your hand at rock climbing, or head underground on a caving expedition. There are numerous golf courses to choose from, and miles of trails of varying difficulty to keep all cyclists happy.

Things to Do in Bend

All that exercise works up quite an appetite, and Bend is ready for you! Your options range from fine dining to homespun cafes, but you might pass them all by in favor of the wonderful brewpubs that have sprung up over the last decade. The city even offers an atlas and passport as you explore the Bend Ale Trail.

Staying in a Bend vacation home is a wonderful way to experience this unique city. Sip your morning coffee on your cozy front porch, or stroll downtown to a local cafe for a cappuccino. Stock up on the freshest, most local groceries at the seasonal farmers' market, and enjoy Oregon's bounty in the comfort of your own kitchen. Several of our vacation rentals have cozy fireplaces for chilly winter nights, and a few offer pet-friendly accommodations for a very dog-friendly town.

The downtown area and the Old Mill District, a former industrial zone turned entertainment area, are prime destinations for shopping and dining.

Day Trips from Bend

If you feel like exploring a bit, the nearby town of Sisters is only 20 miles north. Home of the Annual Sisters Rodeo in June, this old-fashioned town has a real Western vibe with shops, galleries and restaurants. Just 26 miles north of Bend, visit Smith Rock State Park in Terrebonne. For what it lacks in size, this small state park doesn't hold back in breathtaking beauty.

Whether your plans take you to the top of Mt. Bachelor or just to the brewery around the corner, you'll thoroughly enjoy coming back to your cozy Bend vacation rental.

Photo Credit: Gordon-Shukwit via Flickr

  • Searching ...
  • 42 of 304
No results in this area. Move map or change filters for more rentals.
  • More Map
  • Less Map
Search Here