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Cruise And Resorts - Vacation Rentals in Bend

Beautiful Floating Home on the Columbia River close to PDX airport and freewayn From US $174
         

New
Boat Rental
Beautiful Floating Home on the Columbia River close to PDX airport and freewayn
  • Parking
  • TV
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Luxury Places to Stay in Bend

Over 7371+ Luxury Places to Stay in or Near Bend
Next To Glaze Meadow, Cute, With Many Amenities! From US $9,000
         

New
Resort
Next To Glaze Meadow, Cute, With Many Amenities!
  • Parking
  • Security/Safety
  • Child Friendly

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The Lodge at Highland Farms From US $6,299
         

New
House
The Lodge at Highland Farms
  • Air Conditioner
  • Parking
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Sleeps 40 8 Modern Units20 BDRs w DeckHot Tub 10mins to Downtown Old Bend From US $4,951
         

New
House
Sleeps 40 8 Modern Units20 BDRs w DeckHot Tub 10mins to Downtown Old Bend
  • Air Conditioner
  • Parking
  • Pet Friendly

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Sleeps 60! 12 Modern Units/30 BDRs w/Deck+Hot Tub, Fully Private, Near Downtown From US $4,297
         

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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Dancing Rock "Grandview Lodge" (Caldera Springs) From US $3,140
         

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New
House
Dancing Rock "Grandview Lodge" (Caldera Springs)
  • Air Conditioner
  • Pet Friendly
  • Pool

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Luxury 7 Br, 7.5 Ba Home. Great for Retreats and Family Gatherings! From US $2,711
         

10.0 (75 Reviews)
House
Luxury 7 Br, 7.5 Ba Home. Great for Retreats and Family Gatherings!
  • Air Conditioner
  • Parking
  • Pool

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Sleeps 40! 8 Modern Units/20 BDRs w/Deck+Hot Tub, 10mins to Downtown & Old Bend From US $2,674
         

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

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Gorgeous 6BR From US $2,604
         

New
House
Gorgeous 6BR
  • Air Conditioner
  • Security/Safety
  • Fireplace/Heating

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Top-Rated Vacation Rentals with a Pool in Bend

Over 3114+ Top-Rated Vacation Rentals with a Pool in or Near Bend
Central Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace From US $205
         

10.0 (411 Reviews)
House
Central Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace
  • Air Conditioner
  • Parking
  • Pet Friendly

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Riverfront Lodge great setting, walk to downtown! From US $802
         

10.0 (305 Reviews)
Cabin
Riverfront Lodge great setting, walk to downtown!
  • Parking
  • Pool
  • TV

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BEAUTIFUL HOME OVERLOOKING THE RIVER-MINUTES TO IT ALL From US $426
         

10.0 (261 Reviews)
House
BEAUTIFUL HOME OVERLOOKING THE RIVER-MINUTES TO IT ALL
  • Air Conditioner
  • Parking
  • Pet Friendly

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Happiness Just Around The Bend, Caldera Springs, Bend, Oregon From US $553
         

10.0 (232 Reviews)
House
Happiness Just Around The Bend, Caldera Springs, Bend, Oregon
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Cozy, smoke-free, 2 BD 2 BA home, 6 adult MAX, 6 SHARC passes, steps to village From US $294
         

10.0 (224 Reviews)
House
Cozy, smoke-free, 2 BD 2 BA home, 6 adult MAX, 6 SHARC passes, steps to village
  • Air Conditioner
  • Parking
  • Pet Friendly

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Enjoy Our Family Friendly Home In Tollgate From US $229
         

10.0 (214 Reviews)
House
Enjoy Our Family Friendly Home In Tollgate
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3 BR Home, 1 Block to Glaze Meadow Recreation Complex , Hot Tub, Dogs Welcome From US $444
         

10.0 (209 Reviews)
House
3 BR Home, 1 Block to Glaze Meadow Recreation Complex , Hot Tub, Dogs Welcome
  • Air Conditioner
  • Parking
  • Pet Friendly

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Skyline Lodge, Gorgeous Setting, Walk to Downtown! From US $793
         

10.0 (199 Reviews)
Cabin
Skyline Lodge, Gorgeous Setting, Walk to Downtown!
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  • Pool

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Pet-Friendly Vacation Rentals in Bend

Over 2859+ Pet-Friendly Vacation Rentals in or Near Bend
The Executive Lodge up in the West Hills and is 2 miles from downtown Bend. From US $1,453
         

10.0 (146 Reviews)
House
The Executive Lodge up in the West Hills and is 2 miles from downtown Bend.
  • Air Conditioner
  • Parking
  • Pet Friendly

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Glaze Meadow 252 From US $169
         

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

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Forestside Retreat with Hot Tub, Updated Spaces & A/C From US $1,007
         

New
House
Forestside Retreat with Hot Tub, Updated Spaces & A/C
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  • Pet Friendly

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2 Killdeer - Remodeled, EV Charger, Hot Tub, Walk to Village, SHARC, Bikes From US $308
         

9.8 (219 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 From US $241
         

9.8 (170 Reviews)
Cabin
Pet Friendly Circle 4 Cabin And People Friendly As Well
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  • Pet Friendly
  • Pool

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Great Reviews │West Side Bungalow │Walk Everywhere │Hot Tub │One Block to River From US $257
         

9.8 (70 Reviews)
House
Great Reviews │West Side Bungalow │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 From US $271
         

9.8 (58 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 From US $201
         

9.8 (51 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 1841+ Large Vacation Homes & Villas in or Near Bend
SUNRIVER, 3 King Suites+Bunk Room! On 14th Green, Hot Tub, Bikes, 10 SHARC Pass From US $467
         

10.0 (113 Reviews)
House
SUNRIVER, 3 King Suites+Bunk Room! On 14th Green, Hot Tub, Bikes, 10 SHARC Pass
  • Air Conditioner
  • Parking
  • Pool

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Abbot House and Mountain Retreat From US $102
         

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New
House
Abbot House and Mountain Retreat
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River Ridge 414ab From US $396
         

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

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Premier Luxury Home: 6 BR/7 BA/Hot Tub/Game Room/Free Nights/Level 2 EV Charging From US $1,263
         

10.0 (68 Reviews)
House
Premier Luxury Home: 6 BR/7 BA/Hot Tub/Game Room/Free Nights/Level 2 EV Charging
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  • Pool

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Luxury 7 BR Home/BEST RATES!/Hot Tub/SHARC/AC/Wi Fi/Bikes From US $929
         

9.8 (184 Reviews)
House
Luxury 7 BR Home/BEST RATES!/Hot Tub/SHARC/AC/Wi Fi/Bikes
  • Air Conditioner
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Five Peaks - Gorgeous! Hot Tub, Mountain Views, Road to Mt Bachelor! From US $650
         

9.8 (89 Reviews)
House
Five Peaks - Gorgeous! Hot Tub, Mountain Views, Road to Mt Bachelor!
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2 Quail Lane - Elegant & Modern, 3 Min. Walk to SHARC & Passes, Hot Tub, Fireplace, Bikes From US $441
         

9.6 (119 Reviews)
House
2 Quail Lane - 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 From US $840
         

9.6 (108 Reviews)
House
5 Vine Maple - Gorgeous! Hot Tub, Theater Room, Golf Course, A/C, SHARC Passes, Bikes
  • Air Conditioner
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  • Pool

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Wheelchair Accessible Vacation Homes in Bend

Over 309+ Wheelchair Accessible Vacation Homes in or Near Bend
Experience Nature's Spectacle from the Front Row! From US $565
         

10.0 (11 Reviews)
Condo
Experience Nature's Spectacle from the Front Row!
  • Air Conditioner
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Steps to Downtown & Amazing Views-Hot Tub/Pool/AC From US $185
         

10.0 (3 Reviews)
House
Steps to Downtown & Amazing Views-Hot Tub/Pool/AC
  • Air Conditioner
  • Parking
  • Pet Friendly

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Sunriver Resort From US $168
         

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9.0 (1074 Reviews)
Resort
Sunriver Resort
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  • Parking
  • Pet Friendly

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High Lowe - Gorgeous Family Retreat, Hot Tub, A/C, Views, Ponds, Wiildlife From US $539
         

10.0 (3 Reviews)
House
High Lowe - Gorgeous Family Retreat, Hot Tub, A/C, Views, Ponds, Wiildlife
  • Air Conditioner
  • Parking
  • TV

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5 Wickiup - Hot Tub, Updated, Ping Pong, SHARC Passes, Bikes From US $237
         

9.8 (52 Reviews)
House
5 Wickiup - Hot Tub, Updated, Ping Pong, SHARC Passes, Bikes
  • Air Conditioner
  • Parking
  • Pool

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Ocean Front Condo, View of Lighthouse, Walk to Everything, Nye Beach! From US $252
         

9.6 (66 Reviews)
Condo
Ocean Front Condo, View of Lighthouse, Walk to Everything, Nye Beach!
  • Parking
  • TV
  • View

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Cozy centrally located 3-BR house w/EV charger & king bed From US $250
         

9.2 (5 Reviews)
House
Cozy centrally located 3-BR house w/EV charger & king bed
  • Air Conditioner
  • Parking
  • Pet Friendly

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Luxury Rooftop Condo in the Heart of Downtown Bend, Cascade Mountain views From US $669
         

10.0 (11 Reviews)
Condo
Luxury Rooftop Condo in the Heart of Downtown Bend, Cascade Mountain views
  • Air Conditioner
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Bend Varoom and Airbnb Places to Stay Under $200

Over 1714+ Bend Varoom and Airbnb Places to Stay Under $200
LOCATION! WALK TO DOWNTOWN AND OLD MILL - ONE BEDROOM ONE BLOCK FROM THE RIVER From US $137
         

10.0 (86 Reviews)
Apartment
LOCATION! WALK TO DOWNTOWN AND OLD MILL - ONE BEDROOM ONE BLOCK FROM THE RIVER
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Glaze Meadow 7 From US $84
         

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

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Grants Pass Hillside Retreat w/View Mins from Everything From US $113
         

9.4 (23 Reviews)
Cottage
Grants Pass Hillside Retreat w/View Mins from Everything
  • Air Conditioner
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Cozy Condo - 20 Minutes from Mt Bachelor-Hot Tub & Seasonal Heated Pool From US $172
         

9.6 (178 Reviews)
Condo
Cozy Condo - 20 Minutes from Mt Bachelor-Hot Tub & Seasonal Heated Pool
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  • Pool
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Riverside Condo- Sweet & Sunny, AC, 100+mbps Wifi, Top Floor, 3 blks to Bend From US $199
         

9.6 (43 Reviews)
Condo
Riverside Condo- Sweet & Sunny, AC, 100+mbps Wifi, Top Floor, 3 blks to Bend
  • Air Conditioner
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Classic Otter Cabin: Near Village & SHARC From US $195
         

9.4 (96 Reviews)
House
Classic Otter Cabin: Near Village & SHARC
  • Air Conditioner
  • Parking
  • Pet Friendly

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13 Ollalie - SHARC Passes, Close to South Entrance, Fireplace, Pet Friendly From US $191
         

9.4 (127 Reviews)
House
13 Ollalie - SHARC Passes, Close to South Entrance, Fireplace, Pet Friendly
  • Pet Friendly
  • Pool
  • TV

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Bend Condo w/Deck, Resort-Style Amenities & Views From US $178
         

9.0 (43 Reviews)
Condo
Bend Condo w/Deck, Resort-Style Amenities & Views
  • Air Conditioner
  • Parking
  • Pet Friendly

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Instantly Bookable Vacation Homes in Bend

Over 4689+ Instantly Bookable Vacation Homes in or Near Bend
Contemporary Cozy Cabin: Bikes, Outdoor Fire Table, and EV Charging From US $412
         

10.0 (121 Reviews)
House
Contemporary Cozy Cabin: Bikes, Outdoor Fire Table, and EV Charging
  • Parking
  • Pool
  • TV

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Hillside Loft- Spacious Studio, 100+mbps Wifi, Gas Fireplace, AC, Balcony 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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Near Fort Rock Park, Fast Wifi, Bikes, Ping Pong, Hot Tub! 8 Sharc Passes From US $231
         

9.6 (172 Reviews)
House
Near Fort Rock Park, Fast Wifi, Bikes, Ping Pong, Hot Tub! 8 Sharc Passes
  • Parking
  • Pool
  • TV

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Country Home with amazing linens, 5 Star Reviews & low Fees From US $351
         

10.0 (12 Reviews)
House
Country Home with amazing linens, 5 Star Reviews & low Fees
  • Air Conditioner
  • Parking
  • Pool

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Bend River Cottage – Pet-Friendly, Historic, Walkable to Old Mill & Downtown From US $224
         

9.8 (88 Reviews)
House
Bend River Cottage – Pet-Friendly, Historic, Walkable to Old Mill & Downtown
  • Air Conditioner
  • Parking
  • Pet Friendly

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Drake Park Villa - River Front on Mirror Pond & Drake Park, Exquisite, Gourmet Kitchen From US $493
         

9.6 (89 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! From US $324
         

10.0 (93 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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Golf Course, SHARC Passes, BBQ, WiFi, Mt Batch, Desch River, Tennis, Bike Paths From US $583
         

9.8 (44 Reviews)
House
Golf Course, SHARC Passes, BBQ, WiFi, Mt Batch, Desch River, Tennis, Bike Paths
  • Parking
  • Pool
  • TV

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About Bend Vacation Rentals

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Cruiseandresorts 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 with prices averaging $174 a night.

Cruiseandresorts 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

Use these Quick Filters to Find a Vacation Rental in Bend

★ Pro Tip: Cruiseandresorts makes it easy to compare the best listings on Cruiseandresorts homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Cruiseandresorts 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

Cruiseandresorts 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 21,858 Properties Deschutes County 5,174 Properties Sunriver 2,373 Properties River West 754 Properties Sisters 534 Properties Black Butte Ranch 349 Properties Century West 344 Properties Prineville 333 Properties Broken Top 288 Properties Deer Park 210 Properties Oregon Water Wonderland 177 Properties Three Rivers 177 Properties

Complexes around Bend, OR


Wildflower Sunriver 210 Properties River Ridge 73 Properties Tennis Village Br 43 Properties Downtown 27 Properties Ski 23 Properties Bend 7 Properties Camping Resort 17 Properties Circle 14 Properties Broken 11 Properties Vine Maple 11 Properties Tokatee 8 Properties Accommodation 7 Properties Colonial 7 Properties Deer Lane 7 Properties Oregon Loop 5 Properties
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