Central Oregon Cottages

A mountainous landscape with a lake surrounded by dense forests and rocky outcrops.

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Our top choices for Central Oregon cottages

1. All-season Adventure in La Pine! Cozy Home w/ Yard

La Pine

includes taxes & fees

31 Aug - 1 Sept

A cabin surrounded by tall pine trees in a snowy forest.

2. Ultimate Getaway ~ Hot tub ~ Sauna ~ Fire pit ~ Sun room ~ Mins from hwy & town

La Pine

Danielle B.

includes taxes & fees

15 Sept - 16 Sept

A single-story house with a dark blue exterior, a front door, two windows, and a small porch.

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

River West

Noreen S.

includes taxes & fees

23 Sept - 24 Sept

A residential house with a front porch, a small garden with dry plants, and a clear sky.

4. Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere

Old Bend

Brandon K.

includes taxes & fees

31 Aug - 1 Sept

A two-story house with a front porch, a chimney, and a well-maintained lawn.

5. Oak Millhouse - Beautifully restored home in Downtown Old Bend

Old Bend

Melissa S.

includes taxes & fees

3 Sept - 4 Sept

A single-story cottage with a front porch, a small window, and a garage.

6. Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite

River West

Arthur G.

includes taxes & fees

31 Aug - 1 Sept

A small wooden cabin with a red door, two windows, and a porch with two pink Adirondack chairs.

7. Trendy West Side │Walk to Breweries & Food Carts │Hot Tub │Fenced Outdoor Space

River West

Rocky A.

includes taxes & fees

29 Sept - 30 Sept

A deck with a hot tub, barbecue grill, and outdoor seating area with umbrellas.

8. Contemporary Chic │West Side │Walk Everywhere │Hot Tub │One Block to River

River West

Bonnie H.

includes taxes & fees

9 Sept - 10 Sept

9. Walk to downtown and amphitheater

River West

Brian S.

includes taxes & fees

28 Sept - 29 Sept

A wooden building with a covered patio, a stone wall, and a well-maintained lawn.

10. North Sister - Bungalow Charm, Fireplace, Queen bed, Parking

Old Bend

Amy M.

includes taxes & fees

2 Sept - 3 Sept

A single-story house with a front porch, a garage, and a well-maintained lawn.

11. Historic Downtown Location │Heart of Bend │Walk Everywhere │Hot Tub │High Demand

Old Bend

"The house was in a quiet neighborhood and is very walkable to almost anywhere you’d want to go. It’s an easy walk to the downtown area for shopping, food and drinks. Walking the opposite way of downtown quickly gets you to this food cart pod called The Podski. We enjoyed Cotto so much that we went twice while we were there. After that, we were even able to walk to Crux and back to the house. Made it super enjoyable to not have to drive very much. We were even able to walk back to the house...

Chelsea

includes taxes & fees

31 Aug - 1 Sept

A two-story house with a front porch and a small deck.

12. Minutes walk to Downtown, Whychus Creek—4-bedroom, cozy cottage/Private Sauna.

Sisters

Lisa G.

includes taxes & fees

13 Sept - 14 Sept

A single-story house with a front porch, a red door, and a mailbox.

13. Historic Downtown │Walk Everywhere │Private Hot Tub │One Block to River

River West

Donna T.

includes taxes & fees

20 Sept - 21 Sept

A single-story house with a front porch, a brick pathway, and a wooden fence.

14. Fir Millhouse - Lovely historic cottage in downtown Bend

Old Bend

Linda D.

includes taxes & fees

2 Sept - 3 Sept

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Top Central Oregon Hotel Reviews

Crooked River Ranch Cabins

10/10 Excellent

"It’s a new property with modern and smart design. Every thing looks clean and bright. Right next to a golf course, the view is so beautiful. We enjoyed our stay there."

Super 8 by Wyndham Redmond

8/10 Good

"Overall, my stay at the Super 8 in Redmond, OR was nice. The room was comfortable and clean, with convenient parking. I had planned to use the pool but decided not to due to cooler outside temperatures. My only complaint concerns the afternoon front desk attendant. I checked in on a Friday afternoon at around 5:30 pm. She was very unpleasant."

Best Western Bend North

10/10 Excellent

"Easy check in . Clean room with laundry , ice and water on site . Nice breakfast . We stayed for 6 nights . The very last night we went outside to watch the beautiful sunset and encountered 3 people hanging out by the exit door . When we went to reenter there was a man and woman still by the door . The woman was very engaging so we stopped to chat a bit . The woman ended up telling us she was happy we came around because the man she had just met and was making her uncomfortable . She said he became sexually aggressive with her . The man never spoke to us but paced around . I told the woman to pack her bike up and we will watch her leave . As soon as this happened the man jumped up and started chasing after her and we ran inside the hotel . We reported the incident to the front desk ."

Find out more about Central Oregon

Central Oregon Cottages information

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Frequently asked questions

How much do cottages in Central Oregon cost?

Expect to pay between and per night for cottages in Central Oregon. Whatever your budget, an excellent stay is a click away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

How many cottages are there in Central Oregon?

Look up our cottages in Central Oregon and then secure your favourite. Whether you're planning a holiday with the whole fam or a weekend with besties, your perfect stay is just clicks away with Expedia.

Why book your cottage in Central Oregon with Expedia?

We think a getaway should be a walk in the park, so if you're looking for cottages in Central Oregon at an affordable rate, Expedia has got you covered. Stick to the budget and stay in a thrifty option surrounded by wilderness, or book an upmarket cottage to pamper your loved ones.

How can I find cheap cottages in Central Oregon?

Expedia can help you easily locate cheap cottages in Central Oregon. To reserve a superb stay in a couple of clicks, try out the filter tool to refine your search results by budget, star rating and amenities.

What is there to do in Central Oregon near my cottage?

One of the best travel accessories for your Central Oregon escape is a well-thought-out itinerary! Old Mill District, River's Edge Golf Course and Hayden Homes Amphitheatre are some of the top things to do if you're visiting Bend. Redmond is also packed with big-name attractions, such as Deschutes County Fairgrounds Expo Centre. Need more travel inspo? Stop by Juniper Golf Course and Redmond Caves Recreation Area too.

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Things to do in Oregon

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Treat yourself

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Check prices for these dates

Our top choices for Central Oregon cottages

1. All-season Adventure in La Pine! Cozy Home w/ Yard

2. Ultimate Getaway ~ Hot tub ~ Sauna ~ Fire pit ~ Sun room ~ Mins from hwy & town

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

4. Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere

5. Oak Millhouse - Beautifully restored home in Downtown Old Bend

6. Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite

7. Trendy West Side │Walk to Breweries & Food Carts │Hot Tub │Fenced Outdoor Space

8. Contemporary Chic │West Side │Walk Everywhere │Hot Tub │One Block to River

9. Walk to downtown and amphitheater

10. North Sister - Bungalow Charm, Fireplace, Queen bed, Parking

11. Historic Downtown Location │Heart of Bend │Walk Everywhere │Hot Tub │High Demand

12. Minutes walk to Downtown, Whychus Creek—4-bedroom, cozy cottage/Private Sauna.

13. Historic Downtown │Walk Everywhere │Private Hot Tub │One Block to River

14. Fir Millhouse - Lovely historic cottage in downtown Bend

Find holiday rentals that suit your style

Top Central Oregon Hotel Reviews

Crooked River Ranch Cabins

Super 8 by Wyndham Redmond

Bend Inn & Suites

Red Lion Inn & Suites Deschutes River Bend

Juniper Preserve

The Lodge at Eagle Crest Resort

Best Western Bend North

Holiday Inn Express & Suites Bend South by IHG

Find out more about Central Oregon

Central Oregon Cottages information

Frequently asked questions

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Search Cottages in Central Oregon

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Central Oregon cottages

1. All-season Adventure in La Pine! Cozy Home w/ Yard

2. Ultimate Getaway ~ Hot tub ~ Sauna ~ Fire pit ~ Sun room ~ Mins from hwy & town

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

4. Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere

5. Oak Millhouse - Beautifully restored home in Downtown Old Bend

6. Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite

7. Trendy West Side │Walk to Breweries & Food Carts │Hot Tub │Fenced Outdoor Space

8. Contemporary Chic │West Side │Walk Everywhere │Hot Tub │One Block to River

9. Walk to downtown and amphitheater

10. North Sister - Bungalow Charm, Fireplace, Queen bed, Parking

11. Historic Downtown Location │Heart of Bend │Walk Everywhere │Hot Tub │High Demand

12. Minutes walk to Downtown, Whychus Creek—4-bedroom, cozy cottage/Private Sauna.

13. Historic Downtown │Walk Everywhere │Private Hot Tub │One Block to River

14. Fir Millhouse - Lovely historic cottage in downtown Bend

Find holiday rentals that suit your style

Top Central Oregon Hotel Reviews

Crooked River Ranch Cabins

Find out more about Central Oregon

Central Oregon Cottages information

Frequently asked questions

Explore a world of travel with Expedia