Westside Downtown Bend

Hillside Loft

Location: Bend, Oregon
Property Type: Studio
from $69 /nt
1
1
2

This light, bright, cheerful and modern studio just a couple blocks above all the great shops on Newport Ave. Walk to Newport Market, Backporch Coffee, Spork and more in under 10 minutes. 10 Barrel, The Lot & Sun River Brewing are just a few minutes walk further. Enjoy your very own quiet balcony and tree top views from this lofted retreat. Vaulted ceilings, gas fireplace for chilly nights, A/C for…...

Treetop views from this wonderful lofty, private duplex home. This studio is above the garage and shares only a bathroom wall with the adjacent home. Light, bright and with it's own balcony, you'll love making this your home away from home in Bend!

Basalt Bungalow

Location: Bend, Oregon
Property Type: Bungalow
from $99 /nt
2
1
6

Welcome to the Basalt Bungalow! The Basalt Bungalow is a fully furnished two bedroom, three bed (1 king, 1 queen, 1 queen sleeper sofa), one bath home located in the ever popular Westside Newport Avenue Neighborhood in Bend! The Bungalow welcomes you with a large covered porch and private fenced yard with a large hot tub to soak in anytime of the year! Perch with a good book in the…...

You wanted a westside location and you'll get it here! The Basalt Bungalow is the perfect launch pad for your stay in Bend. Comfy beds, high thread count linens, 2 flat screen TVs, you decide if you venture out or just relax. Four bikes provided too!

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!

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.

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.

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.

Cascade Cottage

Location: Bend, Oregon
Property Type: Cottage
from $109 /nt
3
1
6

Welcome to Cascade Cottage! Modern and charming, 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 neighbors coming and…...

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.

Federal

Location: Bend, Oregon
Property Type: House
from $99 /nt
3
1
6

Welcome to The Federal House! This classic Westside Bend home is fully furnished for your Bend getaway for summer or winter activities! Located between downtown and the very popular Galveston and Newport Avenues. This is one of the best locations in Bend and a prime location to explore all Bend has to offer! DOWNTOWN LOCATION Just two blocks from 10 Barrel Brewing and Sunriver Brewing, and only a 15-minute stroll…...

Warm and cozy getaway in the heart of Bend's westside...So walkable to downtown, and all the shops on Newport and Galveston Avenues. You'll love your basecamp home, tucked into one of the best neighborhoods in Bend!

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!

Heart of Bend

Location: Bend, Oregon
Property Type: Bungalow
from $109 /nt
3
1
6

Enjoy playing around Bend (hiking, Ale Trail, SUPs, mountain biking, skiing, shopping, l) and retreat back to Bend's premier River West neighborhood for a peaceful night sleep. Heart of Bend is kid & pet friendly. Fully stocked kitchen. Modern feel. And a fenced in private patio for relaxing. Heart of Bend is a charming 3 bed, 1 bath home located on Bend’s popular West Side right in the heart of…...

Come stay in one of Bend's original Craftsmen style Mill homes built in 1932 and renovated in 2022 with AC. Located 3 blocks from the river/Drake Park & a 5 min walk to Downtown. Experience what life is like in Bend!

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.

Elderberry Cottage

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

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 the 1 bathroom! This bungalow home is comfortable and open, perfect for catching up with friends and family inside and out. The back patios are open and a BBQ is waiting for you too! Grab a book, a friend…...

Tuck into this classic bungalow home...you are only 2 walkable blocks from downtown Bend at the Elderberry Cottage! Classic charms abound...snuggle up in front of the fireplace, make it a movie night on the flatscreen TV, free wifi/cable, & hot tub!

Sugar Plum Cottage

Location: Bend, Oregon
Property Type: Cottage
from $99 /nt
1
1
4

This sweet cottage is a completely refreshed 1910, craftsman bungalow. Welcome to the Sugar Plum Cottage. This fully furnished home has been head to toe remodeled in 2023 and has 1 bedroom (Queen), 1 bathroom and a Queen pull out sleeper sofa. Snuggle in and enjoy the very best Bend has to offer. Just 1 block from the delicious food cart lot and all of the cafes, restaurants and breweries…...

Completely rejuvenated Sugar Plum Cottage in downtown Bend! Wifi, Smart HDTV, propane BBQ, outside seating. Walk a block to food trucks, restaurants and shops. Walk a bit further to concerts and to river float. Come enjoy all Bend has to offer!

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!…...

Fantastic 2 bedroom home with luxury styling! Vintage chandeliers, cozy fireplaces, Viking range...you'll be at home in this gem! Just steps to all 10 Barrel, the food cart lot, all the restaurants and shops on Galveston. This is the heart of Bend!