6901+ Private Villas and Holiday Rentals in Bend |
  1. USA
  2. Oregon
  3. Bend

Bend Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Bend

Discover more than 6901 vacation rentals available in Bend. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Bend.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Bend, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Bend. On average, places to stay near Bend offer 1472.58 ft², with nightly prices averaging US $389.

With Casai, finding and comparing holiday rentals in Bend is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

Show more
Show less

Top Accommodation Types in Bend

Type Count
Vacation Homes 4939
Holiday Apartments 326
Cottages 84
Villas 24

Use these Quick Filters to Find a Holiday Rental in Bend

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Bend.

Weather in Bend, OR

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

Casai 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 in Bend, OR


Oregon 24,547 Properties
Deschutes County 5,488 Properties
Sunriver 2,466 Properties
River West 773 Properties
Sisters 548 Properties
Century West 432 Properties
Broken Top 365 Properties
Prineville 356 Properties
Black Butte Ranch 339 Properties
Deer Park 212 Properties
Oregon Water Wonderland 192 Properties
Three Rivers 192 Properties

Frequently Asked Questions About Bend?

What are the top holiday rentals in Bend?

With numerous options available in Bend, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Bend:

How many holiday rentals have private pools in Bend?

Discover a selection of holiday rentals with private pools near Bend with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.

Which holiday homes in Bend are best for families?

If you're searching for a family-friendly holiday home in Bend, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Bend:

How many Casai.com holiday rentals are available in Bend?

As of 2025, Casai boasts over 6901 properties listed in the Bend area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Bend.

Nearby Neighborhood (16) 
Neighborhood Property Count
Century West Vacation Rentals in Bend, Oregon 432
Broken Top Vacation Rentals in Bend, Oregon 365
Oregon Water Wonderland Vacation Rentals in Bend, Oregon 192
Southern Crossing Vacation Rentals in Bend, Oregon 144
Old Bend Vacation Rentals in Bend, Oregon 120
Overlook Park Vacation Rentals in Bend, Oregon 105
Orchard District Vacation Rentals in Bend, Oregon 105
Larkspur Vacation Rentals in Bend, Oregon 84
Mountain View District Vacation Rentals in Bend, Oregon 58
Mountain View Vacation Rentals in Bend, Oregon 58
Old Farm District Vacation Rentals in Bend, Oregon 57
Southwest Bend Vacation Rentals in Bend, Oregon 47
RiverWild Vacation Rentals in Bend, Oregon 33
Deschutes River Woods Vacation Rentals in Bend, Oregon 29
River Terrace Vacation Rentals in Bend, Oregon 251
West Hills Vacation Rentals in Bend, Oregon 2178

People Also Ask

There are 6901 Bend, OR Holiday Rentals

Recently Booked Holiday Rentals in Bend