
Guest house holiday rentals in Bend
Find and book unique guest house rentals on Airbnb
Top-rated guest house rentals in Bend
Guests agree: these guest house rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for guest house rentals in Bend
Family-friendly guest house rentals

Private Studio w/ Hot Tub near the Deschutes River

Midtown Bend Basecamp

Adorable 1-bedroom 1930s farmhouse.

The Outpost Bend

Shevlin Chalet

The Modern

High Bar

Guest house on 10 acres
Guest house rentals with a patio

Private guest house on 2.5 acres

Downtown Sisters Suite - HOT TUB - Dog Friendly

Rusty Ranch Inn

High Desert Escape

Newly built, high desert sunsets & mountain peaks

Marla’s Shop ADU - Smith Rock/Airport/Fairgrounds

Cozy Cabin near Sisters

Guesthouse Retreat w/ friendly horse neighbors!
Guest house rentals with a washing machine and dryer

McKinley Place - A Retreat in SE Bend

WHOLE HOUSE! Tiny Home on Bend's East Side

Canal Cottage, 20 Min to Bachelor, Dog friendly

Ponderosa Cabin — Modern Home & Amazing Location!

Compound Coziness...Terrebonne Guesthouse

Near SmithRock pets ok low cost private cold ac

Dog Friendly~Central Location~Modern Construction

Century Chalet - Tons of Light & Amazing Location!
Quick stats about guest house rentals in Bend
Total rentals
70 properties
Nightly prices starting at
£37 before taxes and fees
Total number of reviews
10K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Destinations to explore
- Seattle Holiday rentals
- Portland Holiday rentals
- Puget Sound Holiday rentals
- Moscow Holiday rentals
- Eastern Oregon Holiday rentals
- Willamette Valley Holiday rentals
- Willamette River Holiday rentals
- Jordan Valley Holiday rentals
- Southern Oregon Holiday rentals
- Deschutes River Holiday rentals
- Boise Holiday rentals
- Idaho Panhandle Holiday rentals
- Rentals with a hot tub Bend
- Family-friendly rentals Bend
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- Rentals with a firepit Bend
- Flat rentals Bend
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- Rentals with breakfast Bend
- Rentals with a washing machine and dryer Bend
- Private suite rentals Bend
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- Guest house rentals Deschutes County
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