Trips to 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:

• Central Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace
• Cozy log cabin with wrap-around porch, Hot tub Loft space, Washer & Dryer
• Historic Belle Millhouse in Bend, OR. Walk to Downtown.vrbo
• Riverfront Lodge great setting, walk to downtown!
• Great Downtown Location And House
• Amazing West Side - 2 King Suites - Walk Everywhere 8 Person Hot Tub
• Riviera Des Chutes (River of the Falls) Cabin in the Woods
• BEAUTIFUL HOME OVERLOOKING THE RIVER-MINUTES TO IT ALL-UPDATED KITCHEN!
• Spacious and charming Craftsman retreat.
• Caldera Springs Aug. 16-23 AVAILABLE Happiness Is Just Around The Bend!

There are 361 vacation rentals with private pools near Bend. Top-rated homes that have access to a swimming pool include:

• CIRC04 - Cozy cabin, Hot Tub, Community Pool, Fireplace, Bikes
• Big Sky 02
• Winter Wren 2 | River Wild Mt Bachelor Village Resort
• Room With a View Condo, Sharc passes included.

If you are looking for a family-friendly vacation home in Bend, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Bend:

• TOKA32 - Light and Bright Home, Bikes, A/C, Large Deck, Quiet Sunriver Setting
• Abbot House - Unit 20
• Frosty Summit Condo at Mount Bachelor

Currently, the total number of properties listed in 2026 is over 7902 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.