Explore the wonders of Bend, a vibrant destination in Oregon. With 1,574 different cottages available, your dream vacation is within reach.

From cozy to lavish, Bend offers a wide range of cottages to suit your budget and style. With prices starting from $58 and going up to $6,296, you’re spoilt for choice with amenities such as Kitchen / Kitchenette.

Top Features: Kitchen / Kitchenette, TV, Air conditioner, Internet / Wifi and Parking

Local Highlights: High Desert Museum, Drake Park, Lava Lands Visitor Center, Lava River Cave and Pioneer Park

Don't miss out on the beauty of Bend. Book your cottages now and experience the best of Oregon.

Top Cottages in Bend

Property grounds
5.0
Outstanding(188 Reviews)
Cottage
 in Bend
Exceptional Downtown Cottage Retreat-Level II EV charger
4 guests · 1 bedroom · 1 bath
Garden · Pool · Kitchen / Kitchenette
Top rated

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Bend, at $224 per night for your next great vacation.

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Property grounds
5.0
Outstanding(187 Reviews)
Cottage
 in Bend
August 17th to 22nd open due to cancellation, your lucky day, Book now!
6 guests · 2 bedrooms · 2 baths
Garden · Pets allowed · Kitchen / Kitchenette

When traveling to Bend, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $694 per night.

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Smart TV, fireplace, DVD player, books
4.8
Outstanding(149 Reviews)
Cottage
 in Bend
Prime Location Near River, Downtown, Old Mill And All Your Favorite Breweries
6 guests · 2 bedrooms · 1 bath
Garden · Pool · Pets allowed

Nestled in Bend, this Cottage is perfect for your next vacation. Enjoy Prime Location Near River, Downtown, Old Mill And All Your Favorite Breweries's top-rated amenities, including Air conditioner, Dishwasher and Fireplace, and more.

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Property grounds
5.0
Outstanding(112 Reviews)
Cottage
 in Bend
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
2 guests · 1 bedroom · 1 bath
Garden · Pool · Kitchen / Kitchenette

This Cottage for $93 in Bend, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

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Property grounds
4.8
Outstanding(100 Reviews)
Cottage
 in Bend
Cinder Cone- Salt Hot Tub, Gas Fireplace, 100+mbps Wifi, Bikes, Very Walkable!
6 guests · 2 bedrooms · 1 bath
Garden · Pool · Pets allowed

This Cottage in Bend, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

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Exterior
4.8
Outstanding(80 Reviews)
Cottage
 in Bend
Visit Bend! Cozy, Pet Friendly, Secluded Yard!
4 guests · 2 bedrooms · 1 bath
Garden · Pool · Pets allowed

The best choice in Bend for Cottage, for $172 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

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Fridge, microwave, oven, stovetop
5.0
Outstanding(74 Reviews)
Cottage
 in Bend
Riverfront Beauty! Location Perfection! Walk to Downtown, Drake Park, Old Mill
6 guests · 2 bedrooms · 1 bath
Garden · Pool · Kitchen / Kitchenette

Discover the beauty of Bend with a stay at Riverfront Beauty! Location Perfection! Walk to Downtown, Drake Park, Old Mill, a top rated Cottage with amenities such as Air conditioner, Dishwasher and Fireplace, and more.

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Fridge, microwave, oven, stovetop
4.8
Outstanding(86 Reviews)
Cottage
 in Bend
Westside Spot! Hot Tub+Big Porch w/ Enclosed Yard+Pets OK
6 guests · 2 bedrooms · 1 bath
Garden · Pets allowed · Kitchen / Kitchenette

This inviting Cottage in Bend can fit your needs for many types of vacations, at $461 per night.

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Fridge, microwave, oven, stovetop
4.9
Outstanding(69 Reviews)
Cottage
 in Bend
Location, Location, Location !
4 guests · 2 bedrooms · 2 baths
Garden · Pets allowed · Kitchen / Kitchenette

This Cottage in Bend, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

$$$$
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Exterior
4.9
Outstanding(66 Reviews)
Cottage
 in Bend
Vintage Awbrey- Fireplace, Hot Tub, AC, 100+mbps Wifi, Bikes, Walk Downtown
6 guests · 2 bedrooms · 1 bath
Garden · Pool · Pets allowed

This inviting Cottage in Bend can fit your needs for many types of vacations, at $321 per night.

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Exterior
4.9
Outstanding(54 Reviews)
Cottage
 in Bend
Trendy West Side │Walk to Breweries & Food Carts │Hot Tub │Fenced Outdoor Space
4 guests · 2 bedrooms · 1 bath
Garden · Pets allowed · Kitchen / Kitchenette

Cottage in Bend, for $525 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

$$$$
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Property grounds
4.9
Outstanding(52 Reviews)
Cottage
 in Bend
Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite
4 guests · 2 bedrooms · 2 baths
Garden · Pets allowed · Kitchen / Kitchenette

Nestled in Bend, this Cottage is perfect for your next vacation. Enjoy Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite's top-rated amenities, including Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$
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Vacation rentals with a kitchen in Bend

Bar (on property)
4.7
Outstanding(65 Reviews)
Cottage
 in Bend
Historic Downtown Location │Heart of Bend │Walk Everywhere │Hot Tub │High Demand
4 guests · 2 bedrooms · 1 bath
Garden · Pets allowed · Kitchen / Kitchenette

When traveling to Bend, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $350 per night.

$$$$
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Fridge, microwave, oven, stovetop
4.8
Outstanding(63 Reviews)
Cottage
 in Bend
Historic Downtown │Walk Everywhere │Private Hot Tub │One Block to River
4 guests · 2 bedrooms · 2 baths
Garden · Pets allowed · Kitchen / Kitchenette

Enjoy the best of Bend in our Cottage, Historic Downtown │Walk Everywhere │Private Hot Tub │One Block to River. A stunning property with amenities including Air conditioner, Dishwasher and Fireplace, and more.

$$$$
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Property grounds
4.9
Outstanding(43 Reviews)
Cottage
 in Bend
Contemporary Chic │West Side │Walk Everywhere │Hot Tub │One Block to River
2 guests · 1 bedroom · 1 bath
Pets allowed · Kitchen / Kitchenette · Air conditioner

This attractive Cottage in Bend, $543 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

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Hair dryer, towels
4.8
Outstanding(49 Reviews)
Cottage
 in Bend
Old Bend 1 Bdrm Duplex. 4 Blocks from Dwntwn, Walk to Box Factory, Old Mill. Brews & Wine.
2 guests · 1 bedroom · 1 bath
Kitchen / Kitchenette · Air conditioner · Balcony / Patio

Looking to create some memories in Bend? Look no further than our Cottage, Old Bend 1 Bdrm Duplex. 4 Blocks from Dwntwn, Walk to Box Factory, Old Mill. Brews & Wine.. Enjoy top-rated amenities including Air conditioner, Dishwasher and Laundry, and more.

$$$$
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Interior
4.6
Outstanding(51 Reviews)
Cottage
 in Bend
Romantic Stowaway. Walk Everywhere - Old Mill, Box Factory, Downtown. Quiet Bend neighborhood.
3 guests · 1 bedroom · 1 bath
Pets allowed · Kitchen / Kitchenette · Balcony / Patio

This Cottage in Bend, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

$$$$
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Aerial view
4.7
Outstanding(38 Reviews)
Cottage
 in Bend
\"Cabin Leisure\" Riverfront cottage just steps from Deschutes River
4 guests · 1 bedroom · 1 bath
Pool · Pets allowed · Kitchen / Kitchenette

Experience the best of Bend with this Cottage available for $204. This property is equipped with amenities including Air conditioner, Dishwasher and Fireplace, and more.

$$$$
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Property grounds
5.0
Outstanding(27 Reviews)
Cottage
 in Bend
Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere
4 guests · 2 bedrooms · 1 bath
Garden · Pool · Kitchen / Kitchenette

Experience the best of Bend with this Cottage available for $229. This property is equipped with amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$
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Aerial view
4.7
Outstanding(31 Reviews)
Cottage
 in Bend
\"Otter Sight\" Riverside Cottage - Just Steps from the Deschutes
4 guests · 1 bath
Pool · Pets allowed · Kitchen / Kitchenette

Looking for a Cottage in Bend, this Cottage for $184 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

$$$$
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Exterior
4.9
Outstanding(22 Reviews)
Cottage
 in Bend
First Street Rapids and River Trail
6 guests · 2 bedrooms · 1 bath
Garden · Kitchen / Kitchenette · Air conditioner

Enjoy the best of Bend in our Cottage, First Street Rapids and River Trail . A stunning property with amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$
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A heated pool
4.9
Outstanding(19 Reviews)
Cottage
 in Bend
Paradise in The Parks on Westside with summer pool and bike trails.
4 guests · 1 bedroom · 1 bath
Garden · Pool · Pets allowed

This Cottage in Bend, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

$$$$
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Aerial view
4.8
Outstanding(16 Reviews)
Cottage
 in Bend
\"Riverrun Retreat\" Cottage along the Deschutes River, near Downtown Bend
2 guests · 1 bath
Pool · Pets allowed · Kitchen / Kitchenette

Discover the beauty of Bend with a stay at \"Riverrun Retreat\" Cottage along the Deschutes River, near Downtown Bend, a top rated Cottage with amenities such as Air conditioner, Fireplace and Internet / Wifi, and more.

$$$$
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Property grounds
4.5
Excellent(16 Reviews)
Cottage
 in Bend
Stunning Riverfront Condo - Sleeps 3
3 guests · 1 bath
Pool · Pets allowed · Kitchen / Kitchenette

Indulge in a peaceful retreat at Stunning Riverfront Condo - Sleeps 3, our elegant Cottage in Bend. Enjoy amenities including Air conditioner, Dishwasher and Fireplace, and more.

$$$$
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