24+ Vacation Rentals Near Bend |
  1. USA
  2. Oregon
  3. Bend

Ski Hotels - Vacation Rentals in Bend

Prineville Reservoir: Lake Front, Walk to Beach, Kayaks, Paddle Boards, Pets OK! in Prineville From US $663
         

10.0 (4 Reviews)
Ski Chalet
Prineville Reservoir: Lake Front, Walk to Beach, Kayaks, Paddle Boards, Pets OK!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Basecamp Suite in Bend From US $110
         

10.0 (3 Reviews)
Ski Chalet
Basecamp Suite
  • Air Conditioner
  • Parking
  • Balcony/Terrace

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LARGE GROUPS WELCOME-FAMILY REUNION-CORP RETREAT ETC-PICNIC AREA GAZEBO SEATS 50 in Junction City From US $865
         

10.0 (1 Review)
Ski Chalet
LARGE GROUPS WELCOME-FAMILY REUNION-CORP RETREAT ETC-PICNIC AREA GAZEBO SEATS 50
  • Air Conditioner
  • Parking
  • Pet Friendly

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Quiet Cul-De-Sac, Walk to SHARC w/free passes, Hot Tub, AC, Sleeps 13! in Sunriver From US $682
         

10.0 (1 Review)
Ski Chalet
Quiet Cul-De-Sac, Walk to SHARC w/free passes, Hot Tub, AC, Sleeps 13!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Mountain Views, Walk to Town, Luxury, HOT TUB, Dogs OK! in Sisters From US $365
         

10.0 (1 Review)
Ski Chalet
Mountain Views, Walk to Town, Luxury, HOT TUB, Dogs OK!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Sunriver Chalet, Recent Remodel, Top Reviews, Near Deschutes, Dog OK in Sunriver From US $335
         

9.8 (34 Reviews)
Ski Chalet
Sunriver Chalet, Recent Remodel, Top Reviews, Near Deschutes, Dog OK
  • Parking
  • Pet Friendly
  • TV

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Peaceful chalet with hot tub and fire pit in Bend From US $299
         

9.0 (7 Reviews)
Ski Chalet
Peaceful chalet with hot tub and fire pit
  • Air Conditioner
  • Parking
  • Pet Friendly

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Steps to Village, A/C, Hot Tub, 6 SHARC, Bikes in Sunriver From US $294
         

8.4 (6 Reviews)
Ski Chalet
Steps to Village, A/C, Hot Tub, 6 SHARC, Bikes
  • Air Conditioner
  • Parking
  • Pet Friendly

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Luxury Places to Stay in Bend

Over 7858+ Luxury Places to Stay in or Near Bend
Sleeps 100! 20 Modern Units, 50 BDRs, Near DT Bend in Bend From US $9,206
         

New
House
Sleeps 100! 20 Modern Units, 50 BDRs, Near DT Bend
  • Air Conditioner
  • Parking
  • Pet Friendly

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The Lodge at Highland Farms in Brightwood From US $6,299
         

New
House
The Lodge at Highland Farms
  • Air Conditioner
  • Parking
  • View

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Sleeps 60! 12 Modern Units/30 BDRs w/Deck+Hot Tub, Fully Private, Near Downtown in Bend From US $5,487
         

New
House
Sleeps 60! 12 Modern Units/30 BDRs w/Deck+Hot Tub, Fully Private, Near Downtown
  • Air Conditioner
  • Parking
  • Pet Friendly

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Sleeps 40! 8 Modern Units/20 BDRs w/Deck+Hot Tub, 10mins to Downtown & Old Bend in Bend From US $3,830
         

10.0 (1 Review)
House
Sleeps 40! 8 Modern Units/20 BDRs w/Deck+Hot Tub, 10mins to Downtown & Old Bend
  • Air Conditioner
  • Parking
  • Pet Friendly

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Luxury 7 Br, 7.5 Ba Home. Great for Retreats and Family Gatherings! in Bend From US $3,223
         

10.0 (77 Reviews)
House
Luxury 7 Br, 7.5 Ba Home. Great for Retreats and Family Gatherings!
  • Air Conditioner
  • Parking
  • Pool

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Aerie Sleek 6 Unit Buyout | 6 Units, 15BDR | Deck, Hot Tub, Views, Near Old Bend in Bend From US $2,732
         

10.0 (2 Reviews)
House
Aerie Sleek 6 Unit Buyout | 6 Units, 15BDR | Deck, Hot Tub, Views, Near Old Bend
  • Air Conditioner
  • Parking
  • Pet Friendly

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Aerie Stylish 6 Unit Buyout | 15BDR Near Downtown | Mountain Views + Hot Tub in Bend From US $2,689
         

New
House
Aerie Stylish 6 Unit Buyout | 15BDR Near Downtown | Mountain Views + Hot Tub
  • Air Conditioner
  • Parking
  • Pet Friendly

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Bend Luxury ~ golf/mtn views ~ indoor/outdoor living ~ resort amenities ~ wifi in Bend From US $2,686
         

New
House
Bend Luxury ~ golf/mtn views ~ indoor/outdoor living ~ resort amenities ~ wifi
  • Air Conditioner
  • Parking
  • Pool

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Find More Bend Villas, Resorts, & Rentals on BedroomVillas

Top-Rated Vacation Rentals with a Pool in Bend

Over 3123+ Top-Rated Vacation Rentals with a Pool in or Near Bend
Central Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace in Terrebonne From US $310
         

10.0 (439 Reviews)
House
Central Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace
  • Air Conditioner
  • Parking
  • Pet Friendly

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BEAUTIFUL HOME OVERLOOKING THE RIVER-MINUTES TO IT ALL-UPDATED KITCHEN! in Bend From US $522
         

10.0 (263 Reviews)
House
BEAUTIFUL HOME OVERLOOKING THE RIVER-MINUTES TO IT ALL-UPDATED KITCHEN!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Caldera Springs Aug. 16-23 AVAILABLE Happiness Is Just Around The Bend! in Bend From US $594
         

10.0 (247 Reviews)
House
Caldera Springs Aug. 16-23 AVAILABLE Happiness Is Just Around The Bend!
  • Air Conditioner
  • Parking
  • Pool

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Enjoy Our Family Friendly Home In Tollgate in Sisters From US $335
         

10.0 (222 Reviews)
House
Enjoy Our Family Friendly Home In Tollgate
  • Air Conditioner
  • Parking
  • Pool

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Skyline Lodge, Gorgeous Setting, Walk to Downtown! in Bend From US $916
         

10.0 (211 Reviews)
Cabin
Skyline Lodge, Gorgeous Setting, Walk to Downtown!
  • Air Conditioner
  • Parking
  • Pool

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Beautiful Mtn Decor-Family Rm-Wifi-Unlimited SHARC, Pool & Hot Tub, Bikes in Sunriver From US $428
         

10.0 (178 Reviews)
House
Beautiful Mtn Decor-Family Rm-Wifi-Unlimited SHARC, Pool & Hot Tub, Bikes
  • Air Conditioner
  • Parking
  • Pool

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Family Friendly, Air Conditioning - SHARC passes included. in Sunriver From US $290
         

10.0 (163 Reviews)
House
Family Friendly, Air Conditioning - SHARC passes included.
  • Air Conditioner
  • Parking
  • Pool

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Private Retreat at River Wild in Mt Bachelor Village, Private HotTub, A/C, WiFi in Bend From US $641
         

10.0 (154 Reviews)
House
Private Retreat at River Wild in Mt Bachelor Village, Private HotTub, A/C, WiFi
  • Air Conditioner
  • Parking
  • Pool

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Pet-Friendly Vacation Rentals in Bend

Over 2993+ Pet-Friendly Vacation Rentals in or Near Bend
The Executive Lodge up in the West Hills and 2 miles from downtown Bend. in Bend From US $1,086
         

10.0 (152 Reviews)
House
The Executive Lodge up in the West Hills and 2 miles from downtown Bend.
  • Air Conditioner
  • Parking
  • Pet Friendly

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Glaze Meadow 252 in Sisters From US $169
         

|
8.0 (1 Review)
House
Glaze Meadow 252
  • Air Conditioner
  • Parking
  • Pet Friendly

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Acacia Lane 2 in Bend From US $869
         

|
10.0 (1 Review)
House
Acacia Lane 2
  • Air Conditioner
  • Parking
  • Pet Friendly

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2 Killdeer - Remodeled, EV Charger, Hot Tub, Walk to Village, SHARC, Bikes in Sunriver From US $281
         

9.8 (230 Reviews)
House
2 Killdeer - Remodeled, EV Charger, Hot Tub, Walk to Village, SHARC, Bikes
  • Air Conditioner
  • Parking
  • Pet Friendly

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Pet Friendly Circle 4 Cabin And People Friendly As Well in Sunriver From US $355
         

9.8 (179 Reviews)
Cabin
Pet Friendly Circle 4 Cabin And People Friendly As Well
  • Parking
  • Pet Friendly
  • Pool

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West Side Bungalow │Cali King Bed │Walk Everywhere │Hot Tub │One Block to River in Bend From US $543
         

9.8 (77 Reviews)
House
West Side Bungalow │Cali King Bed │Walk Everywhere │Hot Tub │One Block to River
  • Air Conditioner
  • Parking
  • Pet Friendly

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West Side Gem │King Beds │Walk Everywhere │Hot Tub │Large Living Spaces in Bend From US $696
         

9.8 (66 Reviews)
House
West Side Gem │King Beds │Walk Everywhere │Hot Tub │Large Living Spaces
  • Air Conditioner
  • Parking
  • Pet Friendly

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Contemporary Chic │West Side │Walk Everywhere │Hot Tub │One Block to River in Bend From US $285
         

9.8 (53 Reviews)
Cottage
Contemporary Chic │West Side │Walk Everywhere │Hot Tub │One Block to River
  • Air Conditioner
  • Parking
  • Pet Friendly

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Large Vacation Homes & Villas in Bend

Over 1942+ Large Vacation Homes & Villas in or Near Bend
18 White Elm, 3 King Suites+Bunk Room! On 14th Green, Hot Tub, Bikes, 10 Passes in Sunriver From US $673
         

10.0 (122 Reviews)
House
18 White Elm, 3 King Suites+Bunk Room! On 14th Green, Hot Tub, Bikes, 10 Passes
  • Air Conditioner
  • Parking
  • Pool

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Abbot House and Mountain Retreat in Sunriver From US $102
         

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New
House
Abbot House and Mountain Retreat
  • Air Conditioner
  • Parking
  • Pool

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River Ridge 414ab in Bend From US $396
         

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New
Villa
River Ridge 414ab
  • Air Conditioner
  • Pool
  • TV

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Premier Luxury Home with 6 BR/7 BA, Hot Tub, Game Room, SHARC passes, A/C in Sunriver From US $1,682
         

10.0 (71 Reviews)
House
Premier Luxury Home with 6 BR/7 BA, Hot Tub, Game Room, SHARC passes, A/C
  • Air Conditioner
  • Parking
  • Pool

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Luxury 7 BR Home/Hot Tub/SHARC Passes/AC/Wi Fi/Bikes in Sunriver From US $911
         

9.8 (203 Reviews)
House
Luxury 7 BR Home/Hot Tub/SHARC Passes/AC/Wi Fi/Bikes
  • Air Conditioner
  • Parking
  • Pool

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Five Peaks - Gorgeous! Hot Tub, Mountain Views, Road to Mt Bachelor! in Bend From US $604
         

9.8 (96 Reviews)
House
Five Peaks - Gorgeous! Hot Tub, Mountain Views, Road to Mt Bachelor!
  • Air Conditioner
  • Parking
  • TV

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2 Quail- Elegant & Modern, 3 Min. Walk to SHARC & Passes, Hot Tub, Fireplace, Bikes in Sunriver From US $476
         

9.6 (123 Reviews)
House
2 Quail- Elegant & Modern, 3 Min. Walk to SHARC & Passes, Hot Tub, Fireplace, Bikes
  • Air Conditioner
  • Parking
  • Pet Friendly

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5 Vine Maple - Gorgeous! Hot Tub, Theater Room, Golf Course, A/C, SHARC Passes, Bikes in Sunriver From US $741
         

9.6 (114 Reviews)
House
5 Vine Maple - Gorgeous! Hot Tub, Theater Room, Golf Course, A/C, SHARC Passes, Bikes
  • Air Conditioner
  • Parking
  • Pool

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Wheelchair Accessible Vacation Homes in Bend

Over 268+ Wheelchair Accessible Vacation Homes in or Near Bend
*Summer Specials* Modern and Luxury Meet at The Atrium in Bend From US $444
         

10.0 (18 Reviews)
Condo
*Summer Specials* Modern and Luxury Meet at The Atrium
  • Air Conditioner
  • Parking
  • TV

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Bend-Sunriver Camping Resort 24 ft. Yurt 9 in Sunriver From US $174
         

10.0 (1 Review)
Resort
Bend-Sunriver Camping Resort 24 ft. Yurt 9
  • Parking
  • Pet Friendly
  • Pool

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The Oxford Hotel Bend in Bend From US $458
         

|
9.8 (1006 Reviews)
Hotel
The Oxford Hotel Bend
  • Air Conditioner
  • Parking
  • Pool

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High Lowe- Gorgeous Retreat, Hot Tub, A/C, Views, Ponds, Ping Pong, BBQ! in Bend From US $597
         

10.0 (5 Reviews)
House
High Lowe- Gorgeous Retreat, Hot Tub, A/C, Views, Ponds, Ping Pong, BBQ!
  • Air Conditioner
  • Parking
  • TV

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5 Wickiup - Hot Tub, Updated, Ping Pong, SHARC Passes, Bikes in Sunriver From US $308
         

9.8 (65 Reviews)
House
5 Wickiup - Hot Tub, Updated, Ping Pong, SHARC Passes, Bikes
  • Air Conditioner
  • Parking
  • Pool

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Seventh Mountain 1123 in Bend From US $1,262
         

New
Condo
Seventh Mountain 1123
  • Air Conditioner
  • Pool
  • TV

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Reserve Camp 25 30 Day Minimum in Bend From US $540
         

New
Condo
Reserve Camp 25 30 Day Minimum
  • Air Conditioner
  • Parking
  • TV

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Tranquility on the Bluffs in Bend From US $471
         

New
House
Tranquility on the Bluffs
  • Air Conditioner
  • Parking
  • TV

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Bend Vacation Rentals and Airbnb Places to Stay Under $200

Over 1310+ Bend Vacation Rentals and Airbnb Places to Stay Under $200
LOCATION! WALK TO DOWNTOWN AND OLD MILL - ONE BEDROOM ONE BLOCK FROM THE RIVER in Bend From US $179
         

10.0 (96 Reviews)
Apartment
LOCATION! WALK TO DOWNTOWN AND OLD MILL - ONE BEDROOM ONE BLOCK FROM THE RIVER
  • Air Conditioner
  • Parking
  • TV

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Glaze Meadow 7 in Sisters From US $84
         

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8.0 (3 Reviews)
House
Glaze Meadow 7
  • Parking
  • Pool
  • Balcony/Terrace

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Relaxing 1 bedroom, Sunriver Beaver Hut bordering the river with direct access! in Bend From US $183
         

New
Apartment
Relaxing 1 bedroom, Sunriver Beaver Hut bordering the river with direct access!
  • Air Conditioner
  • Parking
  • TV

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Riverside Condo- Sweet & Sunny, AC, 100+mbps Wifi, Top Floor, 3 blks to Bend in Bend From US $154
         

9.6 (46 Reviews)
Condo
Riverside Condo- Sweet & Sunny, AC, 100+mbps Wifi, Top Floor, 3 blks to Bend
  • Air Conditioner
  • Parking
  • TV

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Quiet River - Beautiful Bend Townhouse - EV charger - Deschutes River in the back! in Bend From US $157
         

9.8 (8 Reviews)
House
Quiet River - Beautiful Bend Townhouse - EV charger - Deschutes River in the back!
  • Air Conditioner
  • Pet Friendly
  • TV

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Walk To Old Mill District - Spacious Well-Appointed Town Home/Private Courtyard in Bend From US $165
         

10.0 (51 Reviews)
House
Walk To Old Mill District - Spacious Well-Appointed Town Home/Private Courtyard
  • Air Conditioner
  • Parking
  • TV

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Private pet friendly, No cleaning Fees in Springfield From US $195
         

10.0 (43 Reviews)
House
Private pet friendly, No cleaning Fees
  • Child Friendly

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1 bedroom Suite with a view of Mt. Bachelor in welcoming Bend OR. in Bend From US $180
         

10.0 (40 Reviews)
House
1 bedroom Suite with a view of Mt. Bachelor in welcoming Bend OR.
  • Air Conditioner
  • Parking
  • TV

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Instantly Bookable Vacation Homes in Bend

Over 4958+ Instantly Bookable Vacation Homes in or Near Bend
Near Fort Rock Park, Fast Wifi, Bikes, Ping Pong, Hot Tub! 8 Sharc Passes in Sunriver From US $322
         

9.8 (191 Reviews)
House
Near Fort Rock Park, Fast Wifi, Bikes, Ping Pong, Hot Tub! 8 Sharc Passes
  • Parking
  • Pool
  • TV

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Hillside Loft- Spacious Studio, 100+mbps Wifi, Gas Fireplace, AC, Balcony in Bend From US $167
         

10.0 (22 Reviews)
Apartment
Hillside Loft- Spacious Studio, 100+mbps Wifi, Gas Fireplace, AC, Balcony
  • Air Conditioner
  • Parking
  • TV

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Historic 1917 cottage by the river, walkable to all of downtown Bend! in Bend From US $324
         

9.8 (94 Reviews)
House
Historic 1917 cottage by the river, walkable to all of downtown Bend!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Drake Park Villa - River Front on Mirror Pond & Drake Park, Exquisite, Gourmet Kitchen in Bend From US $466
         

9.6 (93 Reviews)
House
Drake Park Villa - River Front on Mirror Pond & Drake Park, Exquisite, Gourmet Kitchen
  • Air Conditioner
  • Parking
  • TV

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Quinn Creek - Gorgeous and Updated! Perfect Location in NW Bend, Pool Table, 20 Min To Bachelor! in Bend From US $403
         

10.0 (99 Reviews)
House
Quinn Creek - Gorgeous and Updated! Perfect Location in NW Bend, Pool Table, 20 Min To Bachelor!
  • Air Conditioner
  • TV
  • Balcony/Terrace

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Sunriver House - SHARC Passes, Mt Batch, Desch River, Tennis, Bike Paths an more in Sunriver From US $742
         

9.8 (49 Reviews)
House
Sunriver House - SHARC Passes, Mt Batch, Desch River, Tennis, Bike Paths an more
  • Air Conditioner
  • Parking
  • Pool

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Prime Location Near River, Downtown, Old Mill And All Your Favorite Breweries in Bend From US $253
         

9.6 (183 Reviews)
Cottage
Prime Location Near River, Downtown, Old Mill And All Your Favorite Breweries
  • Air Conditioner
  • Parking
  • Pet Friendly

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8 Mt Baker - Elegant & Peaceful, SHARC Passes, Hot Tub, Great Location! in Sunriver From US $400
         

9.4 (145 Reviews)
House
8 Mt Baker - Elegant & Peaceful, SHARC Passes, Hot Tub, Great Location!
  • Air Conditioner
  • Parking
  • Pool

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About Bend Vacation Rentals

With more than 24 Bend vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Skihotels and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Bend.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Skihotels Bend, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Bend. Places to stay near Bend are 1126.36 ft² on average, with prices averaging US $415 a night.

Skihotels makes it easy and safe to find and compare vacation rentals in Bend with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Bend

Type Count
Ski Chalet Rentals 24

Use these Quick Filters to Find a Vacation Rental in Bend

★ Pro Tip: Skihotels makes it easy to compare the best listings on Skihotels homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Skihotels homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Bend.

Weather in Bend

View the weather forecast for Bend before booking your Bend Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Bend, OR

Skihotels offers a large selection of top attractions around Bend. Research things to do on your vacation before you visit Bend.


Mt. Bachelor Ski Resort Old Mill District Les Schwab Amphitheater Mt Bachelor Deschutes Brewery Downtown Bend Business Association Smith Rock State Park Ochoco National Forest Drake Park Tower Theater Bend Rock Gym Deschutes National Forest Widgi Creek Golf Club Bend River Promenade Tetherow Golf Club Central Bend Prineville Reservoir State Park Sunriver Resort Golf Course Crooked River Ranch Golf Course Central Oregon Community College

Other Places to Stay Near Bend, OR


Oregon 20,759 Properties Deschutes County 4,838 Properties Sunriver 2,258 Properties River West 701 Properties Sisters 544 Properties Black Butte Ranch 378 Properties Century West 289 Properties Prineville 275 Properties Broken Top 239 Properties Deer Park 177 Properties Oregon Water Wonderland 159 Properties Three Rivers 159 Properties

Complexes around Bend, OR


Wildflower Sunriver 186 Properties River Ridge 61 Properties Tennis Village Br 32 Properties Ski 23 Properties Downtown 20 Properties Bend 7 Properties Camping Resort 17 Properties Circle 12 Properties Broken 10 Properties Deer Lane 9 Properties Vine Maple 9 Properties Accommodation 7 Properties Zridge 7 Properties Colonial 6 Properties Golf Course Butte Ranch 6 Properties
See More Complexes

Bend Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Bend?

There are a lot of options in Bend. If you plan on staying in the Bend area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Bend:

How many vacation rentals are available in Bend?

Currently, the total number of properties listed in 2026 is over 24 in the Bend area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Bend.