King bed

South Sister Bungalow

Location: Bend, Oregon
Property Type: Bungalow
from $85 /nt
1
1
2

Welcome to South Sister Bungalow! The South Sister Bungalow is one of 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 dining area are perfect for summer picnics. Enjoy a dedicated parking space and a very charming bungalow home. Perch on your front stoop and watch Bend…...

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…...

Vintage Awbrey

Location: Bend, Oregon
Property Type: Cottage
from $109 /nt
2
1
6

Construction update: As of 1/7/25 A new home is being built a couple of houses down as well as some road construction at the end of the block. Please ask for details on the phase of construction if you are concerned about noise! 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…...

Property Type: House
from $135 /nt
3
4.5
8

Welcome to Crestline View! This airy and spacious home has amazing views of the Deschutes River year round. You will enjoy mountain views as well as lots of local wildlife. Summer brings out the river floaters of all shapes and styles. Doggies frolic and swim year round in the dog park on the other side of the river. And resident osprey patrol the river while local and migrating water fowl…...

North Sister Bungalow

Location: Bend, Oregon
Property Type: Cottage
from $85 /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…...

Bungalow Blue

Location: Bend, Oregon
Property Type: Bungalow
from $103 /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!…...

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…...

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. DOWNTOWN LOCATION You are a mere 2 blocks from everything downtown...some of Bend's finest restaurants, breweries and entertainment. Grab a bike and roll (remember…4 cruiser bikes provided!) or just stroll into the very heart of Bend. Feel like exploring…...

Elderberry Cottage

Location: Bend, Oregon
Property Type: Bungalow
from $119 /nt
3
1
8

Construction update: As of 1/7/25 A home is being remodeled next door, as well as some road construction at the end of the block. Please ask for details on the phase of construction if you are concerned about noise! Welcome to your cozy and classic cottage for your downtown Bend adventures! You'll love this delightful space! Plenty of space for relaxing and dining for 6 adults... if you can share…...

RiverBend Bungalow | Waterfront Home

Location: Bend, Oregon
Property Type: House
from $199 /nt
2
2
6

The RiverBend Bungalow is a sweet riverfront hide-away on the super popular westside of Bend. Enjoy your riverfront perch from the outdoor deck, hot tub or from the living room where you can watch the stand up paddle boarders and floaters drift by OR join them! Choose the RiverBend Bungalow for your next Bend getaway. Experience all that Bend and Central Oregon have to offer and enjoy this quality crafted…...

Sunshine Daydream

Location: Bend, Oregon
Property Type: Bungalow
from $94 /nt
1
1
4

Ready just in time for summer! Welcome to your downtown Bend retreat. Sunshine Daydream is IN Downtown Bend. This sweet and completely redone 1941 cottage is fully furnished with 1 queen bed, 1 sleeper sofa and modern amenities. This home is perfect exploring all of downtown Bend! DOWNTOWN LOCATION Sunshine Daydream is right on the edge of bustling downtown Bend. You can walk anywhere downtown in just a few minutes.…...

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…...

Sweet Spot

Location: Bend, Oregon
Property Type: House
from $80 /nt
3
3
6

January 2025 - A new home construction project has started next door. Please contact us if you have questions about noise or the type of activity happening next door. 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…...

Aspen House

Location: Bend, Oregon
Property Type: Cottage
from $94 /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…...

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…...

Cascade Cottage

Location: Bend, Oregon
Property Type: Cottage
from $103 /nt
3
1
6

Next door construction as of 10/28/24: A new home is being built next door. Please ask for details on the phase of construction if you are concerned about noise! There is also a nearby road project and some road noise that we can update you on as the noise levels change daily. Welcome to Cascade Cottage! Modern and charming, this sweet Old Mill era home is fully furnished for your…...

St Helens Place Cottage

Location: Bend, Oregon
Property Type: Bungalow
from $103 /nt
2
1
4

This lovely home is ready just in time for Memorial Day! Welcome to St Helens Cottage, a sweet, warm and inviting vintage-but-modern home featuring 2 bedrooms (king, queen) and 1 bathroom. DOWNTOWN LOCATION You are a mere 2 blocks from everything downtown...some of Bend's finest restaurants, breweries and entertainment. Take an easy stroll into the very heart of downtown Bend, the Old Mill or the Deschutes River. The best of…...

Khaya

Location: Bend, Oregon
Property Type: House
from $122 /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…...

Riverside Condo

Location: Bend, Oregon
Property Type: Condo
from $65 /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,…...

Riverfront Retreat LUXE | Waterfront

Location: Bend, Oregon
Property Type: House
from $249 /nt
3
2.5
8

Welcome to the Riverfront Retreat. A stunning riverfront hide-away on the super popular westside of Bend. Perched above the river, you'll love year round views. The wildlife varies by the season, from fun and silly river floaters in summer to serene birds in winter. You can enjoy river life from both inside and outside this lovely home. Food carts, 10 Barrel Brewing, other great shops and restaurants are only a…...

Hygge Harmony

Location: Bend, Oregon
Property Type: Bungalow
from $109 /nt
2
1.5
6

Welcome to Hygge Harmony, a 1927 westside bungalow that delivers big on style! This light and bright home has two bedrooms (king, king), sleeper sofa (queen) and one full bathroom and one extra shower. You'll love the large bedrooms which are so rare for bungalow homes. Snuggle up in front of either of the 2 gas fireplaces in the master bedroom and kitchen, and the luxury of a hot tub!…...