Top Bend cottages - Oregon

Explore Bend cottage rentals

Paradise in The Parks on Westside with summer pool, bike trails and restaurants.

Sleeps 4 · 1 bedroom · 1 bathroom

Front of Studio, gravel parking to the right of the lawn.

Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park

Sleeps 2 · 1 bedroom · 1 bathroom

Front entrance. fenced and gated front and back yard.

Prime Location Near River, Downtown, Old Mill And All Your Favorite Breweries

Sleeps 6 · 2 bedrooms · 1 bathroom

Vintage Awbrey- Fireplace, Hot Tub, AC, 100+mbps Wifi, Bikes, Walk Downtown

Sleeps 6 · 2 bedrooms · 1 bathroom

Top rated cottage rentals - Bend

Premier Host

Wonderful Spot

We have been going to Bend for almost 20 years (minus COVID) and have stayed in lots of different houses. This little cottage was perfect for our Canadian Thanksgiving get away. It’s well stocked and in a great location. The yard is lovely and tranquil.

Amy J.

Stayed Oct 2023

Premier Host

Bend stay

Was a good base place to visit a number of sites and trails around Bend. Good food places nearby and all walkable (~15/20min).

Joanna J.

Stayed Jul 2022

Premier Host

Perfect place for two!

We had a great stay here. Everything plus more was provided and it was so tidy and cozy! The kitchen was very well stocked and the bathroom had fluffy towels and nice products. We loved having the use of the BBQ and pool! The location was perfect for us, close to many restaurants and breweries and easy access to trails.

Andrew D.

Stayed Jun 2022

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Frequently asked questions

Are there any cottage rentals in Bend?

Pick one of our 25 cottage rentals and start organizing your trip to Bend. Whether you want to be in Old Bend, River Terrace, River West or another popular neighborhood, these charming and cozy cottages give you more room to move compared to a hotel.

How much does it cost to stay in a cottage rental in Bend?

Prices vary depending on season, length of stay and specific location, so key in your trip details to find out what's available. Whatever your style or budget, Vrbo has cottage rentals in Bend for all kinds of guests.

When is the best time to rent a cottage in Bend?

Follow the crowds and consider booking your cottage rental in May. With the average temperatures ranging between 5ºC (41ºF) and 14ºC (57ºF), this is a great time to travel to Bend. For a more relaxed vibe, check out the low or shoulder seasons. Whenever you decide to visit this corner of Deschutes County, our cottages will help make your getaway a trip to remember.

Where can I rent a Bend vacation cottage with great views?

Vrbo makes it simple to find the terrific views you're looking for in your stay. Just use the "Location" filter to narrow down the kind of area you prefer to be in, and the views you want to surround yourself with, while searching cottage rentals in Bend.

Does Bend have any lakeside cottages?

For a refreshing escape, you can't get better than our lakeside cottage rentals. Use our convenient "Location" filter and then click on "Lake" to see if you can find any comfy cottages that'll put you close to the water in Bend. Spend your days chasing adventure or just enjoy seeing beautiful sunrises and sunsets shimmering across the lake.

What are the top things to do in Bend?

Get your Bend getaway off to a flying start with a visit to popular sights like Old Mill District, Drake Park and Deschutes River. Stay in a Vrbo cottage rental with the family and then uncover the best of this destination together.

Why should I book my vacation cottage with Vrbo?

Vrbo offers customer support from booking until the end of your trip, so every aspect of your stay is worry-free. Plus we think our cottage rentals are something pretty special — think amenity-packed stays ideal for families and rustic options perfect for a romantic rendezvous. When you book with us, you can also make use of flexible cancellation policies and other benefits like deposit and payment protection.