Westside Downtown Bend

Basalt Bungalow

Location: Bend, Oregon

Property Type: Cottage

from $109 /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!

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Basalt Bungalow

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…

Bedrooms 2
Bathrooms 1
# of Guests 6
Pet Friendly? No

Bella Bird Bungalow

Location: Bend, Oregon

Property Type: Cottage

from $139 /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.

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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

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

Bungalow Blue

Location: Bend, Oregon

Property Type: Cottage

from $125 /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

Casa Luna

Location: Bend, Oregon

Property Type: House

from $125 /nt
2
1.5
5

Casa Luna is a contemporary stucco home with in floor heating and lots of cool details to discover! This modern construction features heated concrete floors throughout, tall ceilings with exposed beams, light and airy interior with plenty of sun and sky to enjoy from the second story deck! All within easy walking and biking distance to all of the fun on the westside of Bend! DOWNTOWN LOCATION Casa Luna is…...

Modern construction stucco home with green roof and a great location just blocks to downtown Bend and Newport Ave. High Speed internet, cable HDTV, gas fireplace, AC, hot tub, 2nd story deck. Grab the cruiser bikes provided. Welcome to the westside!

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Casa Luna

Casa Luna is a contemporary stucco home with in floor heating and lots of cool details to discover! This modern construction features heated concrete floors throughout, tall ceilings with exposed beams, light and airy interior with plenty of sun and sky to enjoy from the second story deck! All within easy walking and biking distance to all of the fun on the westside of Bend! DOWNTOWN LOCATION Casa Luna is…

Bedrooms 2
Bathrooms 1.5
# of Guests 5
Pet Friendly? Yes

Casa Sol

Location: Bend, Oregon

Property Type: House

from $109 /nt
2
1.5
5

Welcome to Casa Sol! Casa Sol is a contemporary stucco home with in floor heating and lots of cool details to discover! This modern construction features heated concrete floors throughout, tall ceilings with exposed beams, light and airy interior with plenty of sun and sky to enjoy from the second story deck! All within easy walking and biking distance to all of the fun on the westside of Bend! DOWNTOWN…...

Modern construction stucco home with green roof and a great location just blocks to downtown Bend and Newport Ave. High Speed Internet, cable HDTV, gas fireplace, hot tub, 2nd story deck. Grab a provided cruiser bike. Welcome to the westside!

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Casa Sol

Welcome to Casa Sol! Casa Sol is a contemporary stucco home with in floor heating and lots of cool details to discover! This modern construction features heated concrete floors throughout, tall ceilings with exposed beams, light and airy interior with plenty of sun and sky to enjoy from the second story deck! All within easy walking and biking distance to all of the fun on the westside of Bend! DOWNTOWN…

Bedrooms 2
Bathrooms 1.5
# of Guests 5
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 adorable 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 Galveston…...

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 adorable 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 Galveston…

Bedrooms 2
Bathrooms 1
# of Guests 6
Pet Friendly? No

Elderberry Cottage

Location: Bend, Oregon

Property Type: Cottage

from $139 /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!

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Elderberry Cottage

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…

Bedrooms 3
Bathrooms 1
# of Guests 8
Pet Friendly? Yes

Federal

Location: Bend, Oregon

Property Type: House

from $125 /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!

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Federal

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…

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

Hillside Loft

Location: Bend, Oregon

Property Type: Studio

from $79 /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!

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Hillside Loft

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…

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

Hygge Harmony

Location: Bend, Oregon

Property Type: House

from $125 /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!

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Hygge Harmony

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!…

Bedrooms 2
Bathrooms 1.5
# of Guests 6
Pet Friendly? Yes

Khaya

Location: Bend, Oregon

Property Type: House

from $139 /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

Riverside Condo

Location: Bend, Oregon

Property Type: Condo

from $79 /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

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

Columbia Spring (formerly Hop Vine)

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

Details

Columbia Spring (formerly Hop Vine)

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

Sugar Plum Cottage

Location: Bend, Oregon

Property Type: Cottage

from $109 /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!

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Sugar Plum Cottage

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…

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

Heart of Bend

Location: Bend, Oregon

Property Type: Bungalow

from $1,200 /nt
3
1
6

Enjoy playing around Bend (hiking, beering, SUPing, mountain biking, skiing, shopping, etc) and retreat back to Bend's premier River West residential community for a peaceful night sleep. Kid & pet friendly. Stocked kitchen. Relaxing fenced in private patio. Heart of Bend is a charming 3 bed, 1 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…...

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!

Details

Heart of Bend

Enjoy playing around Bend (hiking, beering, SUPing, mountain biking, skiing, shopping, etc) and retreat back to Bend's premier River West residential community for a peaceful night sleep. Kid & pet friendly. Stocked kitchen. Relaxing fenced in private patio. Heart of Bend is a charming 3 bed, 1 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…

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