King bed

The Sweet Spot

Location: Bend, Oregon

Property Type: House

from $120 /nt
3
3
6

Welcome to this modern 3-bed, 3-bath home in the heart of Bend! Ample room to spread out and enjoy you private oasis in downtown Bend. This amazing 2 story perch is light and bright and above it all. The upstairs living area centers around a beautiful and modern kitchen and kitchen island. So perfect for coffee and planning another day in beautiful Bend. Each of the 3 bedrooms has its…...

This urban beauty is perfectly placed on one of the best corners of downtown Bend. This light and bright home is modern and fresh. Hot tub, 2nd floor balcony, 2 living spaces, 3 car garages. Walk a block to the river, downtown or the Old Mill.

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The Sweet Spot

Welcome to this modern 3-bed, 3-bath home in the heart of Bend! Ample room to spread out and enjoy you private oasis in downtown Bend. This amazing 2 story perch is light and bright and above it all. The upstairs living area centers around a beautiful and modern kitchen and kitchen island. So perfect for coffee and planning another day in beautiful Bend. Each of the 3 bedrooms has its…

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

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

Khaya

Location: Bend, Oregon

Property Type: House

from $129 /nt
3
2.5
6

Welcome to Khaya, a LEED certified, solar powered home that is as serious about its carbon footprint as it is about the comforts of home! Khaya will spoil you with its luxurious touches. Your toes will love the heated floors and your senses will delight in the soaring ceilings and plentiful natural light. So spacious, modern and comfortable! DOWNTOWN LOCATION This amazing location on Newport Avenue is within a one-minute…...

Eco smart, solar powered, LEED certified home in the heart of Bend..Walk to downtown, just about everywhere! Heated floors underfoot, soaring ceilings overhead and 3 king bedrooms welcome you to your best Bend getaway yet!

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Khaya

Welcome to Khaya, a LEED certified, solar powered home that is as serious about its carbon footprint as it is about the comforts of home! Khaya will spoil you with its luxurious touches. Your toes will love the heated floors and your senses will delight in the soaring ceilings and plentiful natural light. So spacious, modern and comfortable! DOWNTOWN LOCATION This amazing location on Newport Avenue is within a one-minute…

Bedrooms 3
Bathrooms 2.5
# of Guests 6
Pet Friendly? Yes

North Sister – Coming in June!

Location: Bend, Oregon

Property Type: Cottage

from $99 /nt
1
1
3

Welcome to North Sister Bungalow! The North Sister Bungalow is the largest of the three attached but completely independent homes in this unique and historic triplex. A classic example of early 1900's living, you'll love having Bend at your front door. The grassy back lawn and outdoor dining area are perfect for summer picnics. Enjoy a dedicated parking space and a very charming bungalow home. Perch on your front stoop…...

A sweet craftsman bungalow home IN downtown Bend? This is it! Less than a block to Jackson's Corner, 3 blocks to the river and 4 blocks to downtown Bend. This renewed bungalow home is so charming. Dedicated parking spot, yard and BBQ too! Come stay!

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North Sister – Coming in June!

Welcome to North Sister Bungalow! The North Sister Bungalow is the largest of the three attached but completely independent homes in this unique and historic triplex. A classic example of early 1900's living, you'll love having Bend at your front door. The grassy back lawn and outdoor dining area are perfect for summer picnics. Enjoy a dedicated parking space and a very charming bungalow home. Perch on your front stoop…

Bedrooms 1
Bathrooms 1
# of Guests 3
Pet Friendly? No

Cascade Cottage

Location: Bend, Oregon

Property Type: Cottage

from $109 /nt
3
1
6

Ready just in time for Memorial Day Weekend! Modern charm, this sweet Old Mill era home is fully furnished for your Bend adventure. Modern furnishings, updated kitchen, easy dining for 6 inside or outside. You will love the simple clean lines of this updated home! Perfect for lounging, inside and out. Out front, you'll find a sweet porch overlooking the street. Just off of Portland Ave, you'll see lots of…...

Downtown Bend is 3 blocks from this vacation launchpad. This comfortable and modern home rises high from its historic cottage roots. You'll love having 2 flatscreen TVs, wifi, 2 bikes, hot tub and an amazing location to the river trail and downtown.

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Cascade Cottage

Ready just in time for Memorial Day Weekend! Modern charm, this sweet Old Mill era home is fully furnished for your Bend adventure. Modern furnishings, updated kitchen, easy dining for 6 inside or outside. You will love the simple clean lines of this updated home! Perfect for lounging, inside and out. Out front, you'll find a sweet porch overlooking the street. Just off of Portland Ave, you'll see lots of…

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

Vintage Awbrey

Location: Bend, Oregon

Property Type: Cottage

from $109 /nt
2
1
6

This spacious and Old Mill home is fully furnished for your Bend getaway! Vintage and modern all at the same time...You will love this completely updated kitchen and the cool, mid century furnishings. This charming vintage-modern home is adorable inside and out. A classic wood burning fireplace will warm and welcome you home on cool nights. This home has central heat too! Original hardwood and modern cork floors rest underfoot.…...

Three blocks to the heart of downtown Bend, this vintage-modern home will be the perfect homebase for your Bend getaway. You'll find a wood burning fireplace, A/C, flatscreen/cable, TV, wifi, bikes and hot tub. You'll be set for your Bend getaway!

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Vintage Awbrey

This spacious and Old Mill home is fully furnished for your Bend getaway! Vintage and modern all at the same time...You will love this completely updated kitchen and the cool, mid century furnishings. This charming vintage-modern home is adorable inside and out. A classic wood burning fireplace will warm and welcome you home on cool nights. This home has central heat too! Original hardwood and modern cork floors rest underfoot.…

Bedrooms 2
Bathrooms 1
# of Guests 6
Pet Friendly? Yes

Cinder Cone Cottage

Location: Bend, Oregon

Property Type: Cottage

from $109 /nt
2
1
6

Welcome to the westside of Bend and the Cinder Cone Cottage. You want the best location in Bend for your getaway and you'll find it here. This newly renovated cottage is in one of the best neighborhoods in Bend! Walk 1 block to shops and restaurants on Galveston (10 Barrel, The Victorian Cafe, Ida's Cupcakes, the Food Cart Pod and much more). So convenient to the very popular west side…...

Cinder Cone is the perfect spot on the popular westside of Bend. Exposed wooden beams, vaulted ceilings with skylights, just 1-2 blocks from Galveston Ave restaurants, shops, cafes! Enjoy your own private hot tub and yard.

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Cinder Cone Cottage

Welcome to the westside of Bend and the Cinder Cone Cottage. You want the best location in Bend for your getaway and you'll find it here. This newly renovated cottage is in one of the best neighborhoods in Bend! Walk 1 block to shops and restaurants on Galveston (10 Barrel, The Victorian Cafe, Ida's Cupcakes, the Food Cart Pod and much more). So convenient to the very popular west side…

Bedrooms 2
Bathrooms 1
# of Guests 6
Pet Friendly? Yes

Bungalow Blue

Location: Bend, Oregon

Property Type: Bungalow

from $109 /nt
3
2.5
6

Bungalow Blue is a charming 3 bed, 2 ½ bath home located on Bend’s popular West Side right in the heart of it all! You'll love this quintessential craftsman westside home. Just half a block off of Newport Avenue, Bungalow Blue is tucked into a quiet neighborhood. Welcome to your home just a few steps away from some of Bend’s most popular restaurants, coffee shops, bakeries, grocery, boutiques and more!…...

Sweet cottage home with modern amenities in the heart of westside Bend! Two fireplaces, free wifi, window A/C in summer, gas outdoor BBQ, outside dining, bikes. Walk a block to Newport Ave for some of Bend's best restaurants, cafes & shops.

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Bungalow Blue

Bungalow Blue is a charming 3 bed, 2 ½ bath home located on Bend’s popular West Side right in the heart of it all! You'll love this quintessential craftsman westside home. Just half a block off of Newport Avenue, Bungalow Blue is tucked into a quiet neighborhood. Welcome to your home just a few steps away from some of Bend’s most popular restaurants, coffee shops, bakeries, grocery, boutiques and more!…

Bedrooms 3
Bathrooms 2.5
# of Guests 6
Pet Friendly? Yes

Branch & Thistle

Location: Bend, Oregon

Property Type: House

from $129 /nt
3
2
6

Welcome to your rustic modern Bend abode! The branch & thistle is everything you need for your authentic Bend stay! With rustic modern decor, it's the perfect getaway for friends and family. BBQ in the summer, kick back by the fireplace in the winter and enjoy the outdoor hot tub year round! DOWNTOWN LOCATION Branch & Thistle is located right between the 3 most popular neighborhoods in Bend - Newport…...

Rustic modern cabin home in the heart of westside Bend! So cozy! Gas fireplace, outdoor hot tub, wifi internet, HDTV, BBQ, outside dining. Walk a block to Galveston for some of Bend's favorite breweries, food carts and shops! Amazing location!

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Branch & Thistle

Welcome to your rustic modern Bend abode! The branch & thistle is everything you need for your authentic Bend stay! With rustic modern decor, it's the perfect getaway for friends and family. BBQ in the summer, kick back by the fireplace in the winter and enjoy the outdoor hot tub year round! DOWNTOWN LOCATION Branch & Thistle is located right between the 3 most popular neighborhoods in Bend - Newport…

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

Riverside Condo

Location: Bend, Oregon

Property Type: Condo

from $69 /nt
1
2
4

Welcome to the Riverside Condo! Cozy, top floor 2-bed, 2-bath condo in a riverside complex just 2-3 blocks from Downtown Bend! Saunter to the river, play in the park, or cruise to downtown Bend. You'll love having a fully furnished kitchen for cooking, gas fireplace, A/C, and 2 balconies overlooking the common courtyard! DOWNTOWN LOCATION The River Retreat Condo is only a skip to downtown Bend! With the Deschutes River,…...

Great top floor condo in a riverside complex! Just 3 blocks to downtown Bend! Saunter to the river, play in the park, amble downtown...Fully furnished kitchen for cooking, 2 balconies overlooking the big park-like grounds.

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Riverside Condo

Welcome to the Riverside Condo! Cozy, top floor 2-bed, 2-bath condo in a riverside complex just 2-3 blocks from Downtown Bend! Saunter to the river, play in the park, or cruise to downtown Bend. You'll love having a fully furnished kitchen for cooking, gas fireplace, A/C, and 2 balconies overlooking the common courtyard! DOWNTOWN LOCATION The River Retreat Condo is only a skip to downtown Bend! With the Deschutes River,…

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

Columbia Spring

Location: Bend, Oregon

Property Type: House

from $119 /nt
2
1
6

Welcome to Columbia Spring in the heart of westside Bend! This sweet home is high on modern style while staying true to its vintage roots. This charming home has 2 bedrooms (king, queen) with one full bathroom. This is a spacious 2 bedroom home and there are numerous sitting areas for relaxing, playing games or getting some work done. Don't miss the backyard fire pit, hot tub, sauna AND outdoor…...

Cozy modern cottage at the intersection of all things westside. Steps to all the best shops and restaurants on Galveston and Newport Ave. Mirror Pond is only 2 blocks away. You'll love the backyard fire pit, hot tub, sauna AND outdoor shower

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Columbia Spring

Welcome to Columbia Spring in the heart of westside Bend! This sweet home is high on modern style while staying true to its vintage roots. This charming home has 2 bedrooms (king, queen) with one full bathroom. This is a spacious 2 bedroom home and there are numerous sitting areas for relaxing, playing games or getting some work done. Don't miss the backyard fire pit, hot tub, sauna AND outdoor…

Bedrooms 2
Bathrooms 1
# of Guests 6
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

Bella Bird Bungalow

Location: Bend, Oregon

Property Type: Bungalow

from $119 /nt
3
2
6

The Bella Bird Bungalow is a completely renewed 1910 solar, craftsman cottage. This solar powered, fully furnished home has 3 bedrooms (1 King, 1 Queen, 2 Twins) and 2 bathrooms. Snuggle into your private, sweet bird nest and enjoy the very best Bend has to offer. Delightful details will surprise and charm you in this very sweet westside home. Just 1 block from the delicious food cart lot and all…...

Sweet cottage home with modern amenities in the heart of westside Bend! Outdoor hot tub, wifi internet, HDTV, gas fireplace, gas outdoor BBQ, outside dining, bikes. Walk a block to Galveston Ave for some of Bend's best restaurants, cafes and shops.

Book Now

Bella Bird Bungalow

The Bella Bird Bungalow is a completely renewed 1910 solar, craftsman cottage. This solar powered, fully furnished home has 3 bedrooms (1 King, 1 Queen, 2 Twins) and 2 bathrooms. Snuggle into your private, sweet bird nest and enjoy the very best Bend has to offer. Delightful details will surprise and charm you in this very sweet westside home. Just 1 block from the delicious food cart lot and all…

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