Bend Holiday Rentals

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Holiday Rentals in Bend

Stay at the Ol' Bock Place. Ability to work remotely.
10.0 out of 10, Exceptional, 22 reviews
"Had a great stay host were amazing would stay again if im ever in the area."
Stay at the Ol' Bock Place. Ability to work remotely.
Lakefront home on McGregor Lake<br>Marion, Montana
9.8 out of 10, Exceptional, 8 reviews
"We all enjoyed our stay. The host is very nice and accommodating. Well equipped. Beautiful setting."
Lakefront home on McGregor Lake<br>Marion, Montana
Happy Trails Treehouse
10.0 out of 10, Exceptional, 2 reviews
"Our stay was great, Bill and his wife were very accommodating and helpful! Walking distance to Happy’s Inn, which was very convenient. We didn’t get to see or do much in this area as we were working on project down the road. Great hosts, great cabin, would stay again!"
Happy Trails Treehouse
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Wall Tent by Happy's Inn with trails to Crystal Lake, bring your own bedding.
10.0 out of 10, Exceptional, 3 reviews
"The location was great and convenient for us! The accommodations were met! Would definitely stay again after another concert"
Wall Tent by Happy's Inn with trails to Crystal Lake, bring your own bedding.
Bear Paw Glamper
Bear Paw Glamper
Small cozy Bunk House on the lake with private beach and deck
8.8 out of 10, Excellent, 6 reviews
"The owners and pets are very nice. The listing is misleading. I thought my friend and I would have much more privacy. There are 3 other buildings/RV on the property with people staying there. It felt like we had joined a random extended family's vacation. Weird. There was a lot of random debris and garbage around the property."
Small cozy Bunk House on the lake with private beach and deck
Secluded Cabin on a Private Working Ranch
Secluded Cabin on a Private Working Ranch
Contana lake retreat
Contana lake retreat
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Bend you may be interested in

Dream Haven Guest Ranch
3.0 star property
9.2 out of 10, Wonderful, 97 reviews
"A unique experience on a working guest ranch. Wake to roosters crowing and biscuits & gravy for brekkie. Quiet retreat. "
The price is NZ$436
per night
5 Jul - 6 Jul
Dream Haven Guest Ranch
Stay at the Ol' Bock Place. Ability to work remotely.
10.0 out of 10, Exceptional, 22 reviews
"Had a great stay host were amazing would stay again if im ever in the area."
Stay at the Ol' Bock Place. Ability to work remotely.
Lakefront home on McGregor Lake<br>Marion, Montana
9.8 out of 10, Exceptional, 8 reviews
"We all enjoyed our stay. The host is very nice and accommodating. Well equipped. Beautiful setting."
Lakefront home on McGregor Lake<br>Marion, Montana
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Bend holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Bend. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Bend. Seeing all the best attractions is bound to make you fall in love with Bend. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Bend short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Bend?

Yes, there are holiday rentals close to the most popular sights in Bend, or you can select a more secluded option if you're looking for a relaxing stay.

What can I see and do in Bend?

While you're exploring the area, Thompson Chain of Lakes State Park and McGregor Lake are a couple of picturesque spots to get outside and enjoy nature. Crystal Lake Trailhead and Logan State Park are a couple of places you'll find in the wider area.

What are holiday rentals like in Bend?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Bend. Holiday rentals offer extras like WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from shared hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for a family trip or a small group gathering.

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