60+ Vacation Rentals Near St. Charles Bend |
  1. USA
  2. Oregon
  3. Bend
  4. St. Charles Bend

Cottage Romance - Vacation Rentals in St. Charles Bend

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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Bluebird Day - Riverside Cottage in Bend From US $377
         

10.0 (2 Reviews)
House
Bluebird Day - Riverside Cottage
  • Pet Friendly
  • Security/Safety
  • Wellness Facilities

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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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Riverside Cottage - Just Steps from the Deschutes in Bend From US $238
         

10.0 (2 Reviews)
House
Riverside Cottage - Just Steps from the Deschutes
  • Air Conditioner
  • Parking
  • Pet Friendly

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First Street Rapids and River Trail in Bend From US $239
         

9.8 (39 Reviews)
Cottage
First Street Rapids and River Trail
  • Air Conditioner
  • Parking
  • TV

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Huckleberry Cottage in Bend From US $451
         

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10.0 (1 Review)
House
Huckleberry Cottage
  • Parking
  • Pet Friendly
  • Security/Safety

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Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park in Bend From US $217
         

9.8 (148 Reviews)
Cottage
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
  • Air Conditioner
  • Parking
  • TV

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Vintage Awbrey- Fireplace, Hot Tub, AC, 100+mbps Wifi, Bikes, Walk Downtown in Bend From US $245
         

10.0 (89 Reviews)
Cottage
Vintage Awbrey- Fireplace, Hot Tub, AC, 100+mbps Wifi, Bikes, Walk Downtown
  • Air Conditioner
  • Parking
  • Pet Friendly

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Immaculate Downtown Cottage Retreat- EV charger. Walk downtown in 4 minutes in Bend From US $308
         

10.0 (222 Reviews)
Cottage
Immaculate Downtown Cottage Retreat- EV charger. Walk downtown in 4 minutes
  • Air Conditioner
  • Parking
  • TV

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Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere in Bend From US $351
         

10.0 (57 Reviews)
Cottage
Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere
  • Air Conditioner
  • Parking
  • TV

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Oak Millhouse - Beautifully restored home in Downtown Old Bend in Bend From US $343
         

10.0 (2 Reviews)
Cottage
Oak Millhouse - Beautifully restored home in Downtown Old Bend
  • Air Conditioner
  • TV
  • Balcony/Terrace

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Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite in Bend From US $566
         

9.8 (73 Reviews)
Cottage
Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite
  • Air Conditioner
  • Parking
  • Pet Friendly

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Historic Downtown │Walk Everywhere │Private Hot Tub │One Block to River in Bend From US $645
         

9.6 (88 Reviews)
Cottage
Historic Downtown │Walk Everywhere │Private Hot Tub │One Block to River
  • Air Conditioner
  • Parking
  • Pet Friendly

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Walk to downtown and amphitheater in Bend From US $305
         

9.6 (42 Reviews)
Cottage
Walk to downtown and amphitheater
  • Air Conditioner
  • Parking
  • Pet Friendly

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Fir Millhouse - Lovely historic cottage in downtown Bend in Bend From US $340
         

9.6 (9 Reviews)
Cottage
Fir Millhouse - Lovely historic cottage in downtown Bend
  • Air Conditioner
  • Parking
  • TV

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Historic Downtown Location │Heart of Bend │Walk Everywhere │Hot Tub │High Demand in Bend From US $552
         

9.4 (78 Reviews)
Cottage
Historic Downtown Location │Heart of Bend │Walk Everywhere │Hot Tub │High Demand
  • Air Conditioner
  • Parking
  • Pet Friendly

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North Sister - Bungalow Charm, Fireplace, Queen bed, Parking in Bend From US $358
         

9.4 (3 Reviews)
Cottage
North Sister - Bungalow Charm, Fireplace, Queen bed, Parking
  • Air Conditioner
  • Parking
  • TV

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Riverfront Cottage - Steam Room & Pet Friendly! in Bend From US $180
         

9.2 (35 Reviews)
Cottage
Riverfront Cottage - Steam Room & Pet Friendly!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Modern cottage charm & walk to Downtown Bend in Bend From US $255
         

9.2 (22 Reviews)
Cottage
Modern cottage charm & walk to Downtown Bend
  • Air Conditioner
  • Parking
  • Pet Friendly

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LOCATION: quiet and central! Cottage In The Heart Of Historic Downtown Bend! in Bend From US $112
         

9.4 (13 Reviews)
Cottage
LOCATION: quiet and central! Cottage In The Heart Of Historic Downtown Bend!
  • Air Conditioner
  • Parking
  • TV

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Riverfront Beauty! Location Perfection! Walk to the best of Bend in Bend From US $645
         

10.0 (86 Reviews)
Cottage
Riverfront Beauty! Location Perfection! Walk to the best of Bend
  • Air Conditioner
  • Parking
  • TV

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Big Lava- Modern in Downtown Bend, Perfect Location, 100+mbps Wifi in Bend From US $121
         

5.0 (44 Reviews)
Cottage
Big Lava- Modern in Downtown Bend, Perfect Location, 100+mbps Wifi
  • Air Conditioner
  • Bedding/Linens
  • Child Friendly

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Sweet craftsman bungalow in the heart of Bend in Bend From US $426
         

10.0 (13 Reviews)
Cottage
Sweet craftsman bungalow in the heart of Bend
  • Air Conditioner
  • Parking
  • TV

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Studio for Two on the Deschutes! in Bend From US $91
         

10.0 (1 Review)
Cottage
Studio for Two on the Deschutes!
  • Air Conditioner
  • Parking
  • Pool

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

Weather in St. Charles Bend

View the weather forecast for St. Charles Bend before booking your St. Charles 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 St. Charles Bend, OR

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


Old Mill District Les Schwab Amphitheater Deschutes Brewery Downtown Bend Business Association Drake Park Tower Theater Bend Rock Gym Widgi Creek Golf Club Bend River Promenade Tetherow Golf Club Central Bend Central Oregon Community College High Desert Museum Cascade Range Bend Factory Stores Westside Church Tumalo State Park Juniper Golf Course Petersen Rock Garden Sun Mountain Fun Center

St. Charles Bend Vacation Rental Frequently Asked Questions

What are the top vacation rentals in St. Charles Bend?

There are a lot of options in St. Charles Bend. If you plan on staying in the St. Charles 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 St. Charles Bend:

How many vacation rentals are available in St. Charles Bend?

Currently, the total number of properties listed in 2026 is over 60 in the St. Charles Bend area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in St. Charles Bend.