Historic Downtown Bend

Stay Local

Location: Bend, Oregon

Property Type: Cottage

from $109 /nt
3
1
6

Stay Local is a cozy and newly remodeled 1920’s house with vintage touches mixed with new decor. This 100 yr old home is small but so very charming. Every part of this home is designed to maximize use and function. We think you will sleep deeply in these comfortable beds. Try your luck and skill at the hand coffee grinder + pour over coffee maker. Too much work? Palate coffee…...

Welcome to Stay Local! You'll love this modern cabin and modern charms! Embrace your amazing location in the heart of downtown Bend. Walk in any direction and you’ll find lots to do in downtown Bend and the Old Mill.

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Stay Local

Stay Local is a cozy and newly remodeled 1920’s house with vintage touches mixed with new decor. This 100 yr old home is small but so very charming. Every part of this home is designed to maximize use and function. We think you will sleep deeply in these comfortable beds. Try your luck and skill at the hand coffee grinder + pour over coffee maker. Too much work? Palate coffee…

Bedrooms 3
Bathrooms 1
# of Guests 6
Pet Friendly? Yes

Mill Modern

Location: Bend, Oregon

Property Type: Bungalow

from $119 /nt
2
2
6

Welcome to Mill Modern. Completely rebuilt in 2023, this completely refreshed, historic, bungalow is located in Bend’s best historic neighborhood. This two-bedroom (queen, queen), two-bathroom bungalow with sleeper sofa (queen) is a great option for modern, design-conscious downtown lodging. Enjoy a piece of history in this peaceful, centrally located retreat. Two blocks from Downtown, two blocks from Box Factory and Old Mill, and just an 8-minute walk to the Deschutes…...

Welcome to Mill Modern. Completely rebuilt in 2023, this completely refreshed, historic beautiful bungalow is located in Bend’s best historic neighborhood. This is the location you hoped to find for your stay!

Details

Mill Modern

Welcome to Mill Modern. Completely rebuilt in 2023, this completely refreshed, historic, bungalow is located in Bend’s best historic neighborhood. This two-bedroom (queen, queen), two-bathroom bungalow with sleeper sofa (queen) is a great option for modern, design-conscious downtown lodging. Enjoy a piece of history in this peaceful, centrally located retreat. Two blocks from Downtown, two blocks from Box Factory and Old Mill, and just an 8-minute walk to the Deschutes…

Bedrooms 2
Bathrooms 2
# of Guests 6
Pet Friendly? No

Green Gables Estate

Location: Bend, Oregon

Property Type: Estate

from $129 /nt
3
3
8

Welcome to Green Gables Estate, a spacious, warm, and vintage-but-modern home featuring 3 bedrooms (king, queen, queen), den/media room with queen Lazy Boy sofa with inflatable mattress, and 3 full bathrooms. ***Next door construction alert*** We have just learned our neighbor will be constructing an addition to their home. Work started the beginning of May 2023. We'll post updates here as work progresses. Please feel free to ask if you…...

This lovely and restored historic home in Bend offers room to roam inside and out! Quiet and peaceful, tucked into the charming historic neighborhoods of downtown Bend. Curl up by one of the fireplaces or find a balcony perch and enjoy!

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Green Gables Estate

Welcome to Green Gables Estate, a spacious, warm, and vintage-but-modern home featuring 3 bedrooms (king, queen, queen), den/media room with queen Lazy Boy sofa with inflatable mattress, and 3 full bathrooms. ***Next door construction alert*** We have just learned our neighbor will be constructing an addition to their home. Work started the beginning of May 2023. We'll post updates here as work progresses. Please feel free to ask if you…

Bedrooms 3
Bathrooms 3
# of Guests 8
Pet Friendly? No

Bernhard Justice Bungalow

Location: Bend, Oregon

Property Type: Bungalow

from $129 /nt
3
2
6

The Bernhard-Justice Bungalow is a classic 2-bed, 2-bath 1926 home with lower level family room and additional den/sleeping area. This home features a large yard, hot tub and is centrally located in the heart of the Bend Old Town Historic District. Listed in the Bend Register of Historic Homes and named after the original families who owned the home. This vintage bungalow maintains its historic charm with all of the…...

Historic craftsman home with modern amenities in the heart of downtown Bend! Hot tub, wifi internet, cable TV, gas fireplace, gas outdoor grill, dining, bikes. Walk a block in just about any direction to restaurants, cafes and historic neighborhoods.

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Bernhard Justice Bungalow

The Bernhard-Justice Bungalow is a classic 2-bed, 2-bath 1926 home with lower level family room and additional den/sleeping area. This home features a large yard, hot tub and is centrally located in the heart of the Bend Old Town Historic District. Listed in the Bend Register of Historic Homes and named after the original families who owned the home. This vintage bungalow maintains its historic charm with all of the…

Bedrooms 3
Bathrooms 2
# of Guests 6
Pet Friendly? No

Aspen House

Location: Bend, Oregon

Property Type: Cottage

from $99 /nt
2
1
4

The Aspen House cozy home is a great place to relax and enjoy all that Bend has to offer. A classic Bend millworker’s house at its roots, it's been modernizing while keeping the Old Bend feel. Look for creative reuse and recycled materials and enjoy energy efficient systems to keep you just the perfect temperature. This cozy home is a great place to relax and enjoy all that Bend has…...

Welcome to the Aspen House! You'll love this modern cottage with cozy charm and global flair! Bring your adventurous spirit and embrace your amazing location in downtown Bend. Saunter in any direction and you’ll find lots to do in downtown Bend!

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Aspen House

The Aspen House cozy home is a great place to relax and enjoy all that Bend has to offer. A classic Bend millworker’s house at its roots, it's been modernizing while keeping the Old Bend feel. Look for creative reuse and recycled materials and enjoy energy efficient systems to keep you just the perfect temperature. This cozy home is a great place to relax and enjoy all that Bend has…

Bedrooms 2
Bathrooms 1
# of Guests 4
Pet Friendly? No

Cecil Sly

Location: Bend, Oregon

Property Type: Bungalow

from $119 /nt
1
1
4

Welcome to your downtown historic retreat. Cecil Sly is IN Downtown Bend. Fully Furnished with 1 king bed and modern amenities, this historic home is registered with the National Register of Historic Places. Warm, inviting and centrally located, this classic and walkable home is just a few steps to Downtown Bend. Perfect for your next Bend stay. DOWNTOWN LOCATION Downtown Bend is your front yard from this historic perch. Walk…...

Cecil Sly is a Registered Historic home on a quiet treed residential block right at the edge of downtown Bend. Fresh from an early 2018 remodel, this historic home has it all. Amazing location, salt water hot tub, gas fireplace and historic charm.

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Cecil Sly

Welcome to your downtown historic retreat. Cecil Sly is IN Downtown Bend. Fully Furnished with 1 king bed and modern amenities, this historic home is registered with the National Register of Historic Places. Warm, inviting and centrally located, this classic and walkable home is just a few steps to Downtown Bend. Perfect for your next Bend stay. DOWNTOWN LOCATION Downtown Bend is your front yard from this historic perch. Walk…

Bedrooms 1
Bathrooms 1
# of Guests 4
Pet Friendly? Yes