Strawbale Basecamp

House in Bend, OR
5.0
  • 2 Bedrooms
  • 1 Bathroom
  • Sleeps 4
  • Pets allowed
From $90 / night

Here is your chance to experience an amazing straw bale home in one of Bend's best locations! This eco friendly, lofted home is the perfect perch for either work or play in Bend. Located on a quiet street just a block from Drake Park you can walk to coffee every morning, walk to your river float every afternoon and truly experience the relaxing routine of downtown Bend living. On the main floor,…

Spacious and stylish straw bale home in Bend's historic district. Just steps from Mirror Pond float location in Drake Park! You can't get any closer to the center of Bend...A great location for your month or more in Bend!

5.0
  • 3 Bedrooms
  • 2.5 Bathrooms
  • Sleeps 8
  • No pets
From $284 / night

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 couple blocks…

Lovely & luxe, riverfront home in the heart of westside Bend. Curl up by any of 3 indoor fireplaces and watch the river flow by. Outdoor BBQ & private river access. Walk 1 block to Galveston Ave to some of Bend's best restaurants, food carts & drinks

  • 4 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 8
  • No pets
From $155 / night

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 snack and…

Superb views from this lovely home in the heart of the Old Mill. Walk to concerts, shopping, movies, or stroll the River Trail. Grab a SUP (2 provided). Enjoy a cozy fireplace and listen to concerts from your 2 balconies. Come enjoy!

Elderberry Cottage

Bungalow in Bend, OR
4.9
  • 3 Bedrooms
  • 1 Bathroom
  • Sleeps 8
  • Pets allowed
From $113 / night

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 or a…

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!

Oak Millhouse

Cottage in Bend, OR
4.9
  • 1 Bedroom
  • 1 Bathroom
  • Sleeps 2
  • No pets
From $83 / night

Welcome to the Oak Millhouse! This lovely home is 1 of 2 beautifully restored homes located in the Jefferson Millhouse. This historic bungalow duplex is located just blocks to the river, downtown AND the Old Mill district. You'll love parking your car and walking all over some of the best spots in Bend. This house was upgraded down to the studs with fastidious attention to historic details in 2014. This millhouse was…

The perfect spot for your downtown Bend stay! Located on a quiet dead-end street just blocks to the Deschutes River, Downtown Bend and the Old Mill, this beautifully restored home is the place you've been looking for.

Sunshine Daydream

Bungalow in Bend, OR
5.0
  • 1 Bedroom
  • 1 Bathroom
  • Sleeps 4
  • No pets
From $94 / night

Welcome to your downtown Bend retreat. Sunshine Daydream is IN Downtown Bend. This sweet and completely redone 1941 cottage is fully furnished with 1 king 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. This is a small pocket neighborhood full of…

Sweet Sunshine Daydream is tucked away right on the edge of downtown Bend. Walk 1/2 a block to start your exploration of downtown restaurants, shops and more! This sweet gem is the perfect basecamp for a Bend adventure.

Federal

House in Bend, OR
5.0
  • 3 Bedrooms
  • 1 Bathroom
  • Sleeps 6
  • Pets allowed
From $94 / night

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 to downtown…

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!

Westside Vibes

Cottage in Bend, OR
4.9
  • 3 Bedrooms
  • 1 Bathroom
  • Sleeps 6
  • Pets allowed
From $129 / night

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... make sure you're comfortable sharing the 1 bathroom! The spacious living room is perfect for catching up with friends and family. This great home comes equipped with several instruments so you can jam at a moment's notice. You'll love having a wrap around patio/deck for…

Look for a really nice refresh in Spring 2026! We expect to have some new light fixtures, high thread count bedding and a house general glow up :).

Riverside Condo

Condo in Bend, OR
4.9
  • 1 Bedroom
  • 2 Bathrooms
  • Sleeps 4
  • No pets
From $61 / night

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, Bend 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.

Basalt Bungalow

Bungalow in Bend, OR
5.0
  • 2 Bedrooms
  • 1 Bathroom
  • Sleeps 6
  • No pets
From $99 / night

Welcome to the Basalt Bungalow! This fully furnished two-bedroom, three-bed (1 king, 1 queen, 1 sleeper sofa), one-bath home is in popular Westside Newport Avenue Neighborhood, Bend! Enjoy the large covered porch, private fenced yard, and hot tub year-round! Relax in the bay window in the living room or find a cozy nook outside. You'll love this westside getaway! DOWNTOWN LOCATION Steps from local favorites! Get treats at Nancy P's and fresh…

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!

Cecil Sly

Bungalow in Bend, OR
5.0
  • 1 Bedroom
  • 1 Bathroom
  • Sleeps 4
  • Pets allowed
From $139 / night

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 anywhere downtown…

Cecil Sly is a Registered Historic home on a quiet treed residential block right at the edge of downtown Bend. This fully remodeled and historic home has it all. Amazing location, salt water hot tub, gas fireplace, solar panels and historic charm.

Cascade Cottage

Cottage in Bend, OR
4.9
  • 3 Bedrooms
  • 1 Bathroom
  • Sleeps 6
  • Pets allowed
From $109 / night

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 going from…

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.