Bend Guest Houses
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Guest Houses in Bend
1 Mile to Downtown. Charming, Comfortable And Very Spacious. Come Enjoy Bend.
Bend OR
With a stay at this guesthouse in Bend (Orchard District), you'll be within a 10-minute drive of Old Mill District and Central Bend.
Air conditioning
Parking available
The Cascade River Trail Retreat - a short walk to river & downtown! Pets OK!
Bend OR
$262 nightly
The price is $293 total per night
$293 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
With a stay at this guesthouse, you'll be centrally located in Bend, within a 5-minute drive of Old Mill District and Deschutes River.
Pet friendly
Free WiFi
Light, bright & clean, studio guest suite with private entrance and hot tub!
Redmond OR
$136 nightly
The price is $150 total per night
$150 total
Dec 8 - Dec 9
Total with taxes and fees
With a stay at this guesthouse in Redmond, you'll be within a 5-minute drive of Weigand Family Dog Park and Redmond Lockers and Custom Meats.
Hot Tub
Free WiFi
The Little Rojo - apartment over the garage
Redmond OR
With a stay at this guesthouse in Redmond, you'll be within a 5-minute drive of Weigand Family Dog Park and Redmond Lockers and Custom Meats.
Air conditioning
Parking available
The Rocking CR Ranch Guesthouse is perfect for those who like to get away from it all
Bend OR
Located in Bend, this guesthouse is on a lake, a 4-minute drive from Tumalo State Park and 5 minutes from Deschutes River.
Pet friendly
Air conditioning
Moonlit Forest Retreat - Fireside Nights
17200 Glendale Rd Bend OR
With a stay at Moonlit Forest Retreat - Fireside Nights in Bend (Three Rivers), you'll be a 2-minute drive from Deschutes River and 5 minutes from The Village.
Pet friendly
Free WiFi
Canyon House - 200 Milles of Sunset!!
Terrebonne OR
With a stay at this guesthouse in Terrebonne, you'll be steps from Deschutes River and a 4-minute drive from Crooked River.
Pool
Hot Tub
Old Mill Cottage: Steps to Old Mill and Deschutes
Bend OR
With a stay at this guesthouse in Bend (Southern Crossing), you'll be within a 15-minute walk of Old Mill District and Regal Old Mill.
Pet friendly
Free WiFi
Big Bear - West Side Oasis, Shevlin Park, Beautiful, Manicured Acreage
Bend OR
With a stay at this guesthouse in Bend, you'll be in the mountains, within a 15-minute drive of Old Mill District and Tumalo State Park.
Air conditioning
Parking available
Cozy Brasada Casita | Private Entrance
Powell Butte OR
With a stay at this guesthouse in Powell Butte, you'll be in the mountains, and 22.1 mi (35.5 km) from Old Mill District and 12.8 mi (20.6 km) from Redmond Lockers and Custom Meats.
Free WiFi
Air conditioning
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.
Bend Guest Houses essential information
Accommodation | 13 Guest Houses |
|---|---|
Lowest Price | $150 |
Highest Price | $293 |
Popular accommodation | 1 Mile to Downtown. Charming, Comfortable And Very Spacious. Come Enjoy Bend., The Cascade River Trail Retreat - a short walk to river & downtown! Pets OK!, Light, bright & clean, studio guest suite with private entrance and hot tub!, The Little Rojo - apartment over the garage, The Rocking CR Ranch Guesthouse is perfect for those who like to get away from it all, Moonlit Forest Retreat - Fireside Nights, Canyon House - 200 Milles of Sunset!!, Old Mill Cottage: Steps to Old Mill and Deschutes, Big Bear - West Side Oasis, Shevlin Park, Beautiful, Manicured Acreage, Cozy Brasada Casita | Private Entrance, Bend Zen Den | Prime Westside Location | Pet-Friendly, Van / Small RV Pad 16 |