Vacation rentals in Bend

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Top-rated vacation rentals in Bend

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Guest favourite

Guesthouse in Bend

4.96 out of 5 average rating, 699 reviews

A Couples Getaway in Old NW Bend

Old Bend meets new Bend in this spacious, newly constructed second level studio apartment in a century old neighborhood in NW Bend. The beautifully appointed room has private access and includes a well accessorized kitchen, comfortable furnishings, a queen size bed, and bathroom. As comfortable as we know you’ll be in the studio, you must get out and experience all Bend has to offer. Hiking, fishing, golf, lakes, rivers, Mt. Bachelor, beautiful sightseeing and many more activities are within a 30 minute drive. We think you’ll enjoy your stay without getting in your car at all. Within blocks you can visit local brew pubs and a great assortment of restaurants and shops. Beautiful downtown Bend is a 15 minute walk, or, a short bike ride on bikes we provide. Experience locally owned restaurants, bars, breweries, unique boutique shops, coffee roasters, bakeries, Drake park and more. This century old neighborhood which was home to many mill workers in the past has become a rejuvenated and vibrant area for a new generation. Many of the old houses continue to be remodeled and, at the same time, retain the old neighborhood feel.

Jan. 5 – 12

$205 CAD per night

Guest favourite

Guesthouse in Bend

4.97 out of 5 average rating, 318 reviews

Quiet 1/1 near river & Old Mill

If you are looking for a quiet neighborhood with a woodsy feel close to the Deschutes River and trail, yet within a mile to the Old Mill shops and restaurants, this is a perfect spot for you! Walk across the street of this newer one bedroom casita to the Deschutes River Trail for a morning hike, afternoon float or picnic. It's fully stocked with everything you should need for your stay. I am happy to provide recommendations for activities and restaurants. I love my home and think you will, too.

Apr. 11 – 18

$223 CAD per night

Guest favourite

Tiny homes in Bend

4.92 out of 5 average rating, 378 reviews

Forested Artistic Cozy Tiny House w/ Wildlife

This tiny house is quaint and cozy but has all the trappings of a modern home. It has a full size kitchen, bath, dining area, work station, TV loft, and bedroom. We built the house and the surrounding area with the sole purpose in mind to create a perfect, comfortable, memorable getaway in nature. What makes our rental truly unique is the wildlife that roams our property. In the yard you can expect to see deer, birds, squirrels, rabbits, and chipmunks. We are close to town yet away from it all.

May 7 – 14

$134 CAD per night

Guest favourite

Condo in Bend

5.0 out of 5 average rating, 129 reviews

Sunriver Studio with Pool and Hot Tub

This stylish studio in the heart of Sunriver is newly remodeled with a King bed. You have access to the seasonal pool and year round hot tub. Fast WiFi, a new Samsung 50” tv signed into Netflix, Hulu, HBO Max and Pluto. Nearby access to the Deschutes River (Harper Bridge) for kayaking or floating the river. 25 minutes to Mt. Bachelor. 25 minutes to downtown Bend. Free parking just a few feet from your door. This clean and cozy condo is a perfect home base to explore all of Central Oregon.

Jun. 2 – 9

$174 CAD per night

Guest favourite

Guest suite in Bend

4.98 out of 5 average rating, 218 reviews

Portal to the Cascades

An attached, private guest suite in a unique lovely home. Rural, beautiful, open 5 acres with breathtaking views of the Three Sisters. On a private dead end road surrounded by thousands of acres of Forest Service and BLM land. Feels like miles from nowhere, yet just 15 minutes to Sisters and 30 minutes to downtown Bend. Very peaceful and quiet. Come and relax, explore the area by bicycle or by foot, watch birds, stargaze, and simply commune with nature. A truly special property. DCCA # 742778

Oct. 4 – 11

$168 CAD per night

Guest favourite

Condo in Sunriver

4.85 out of 5 average rating, 376 reviews

Sunriver Great Pool and Hot Tub *In Room Sauna*

Calm, quiet and friendly condo with loft in Powder Village, Sunriver. Located walking distance from the Main Village at Sunriver. 26 minutes to Mt. Bachelor. The condo has its way of leaving a good impression as the natural sunlight, high ceilings and overall comfort level tend to leave people feeling uplifted, welcome and at ease. Private, in room infrared sauna for two and adventure kit included. Community laundry room is available and Netflix login is provided to all guests.

Oct. 31 – Nov. 7

$147 CAD per night

Guest favourite

Apartment in Bend

4.95 out of 5 average rating, 240 reviews

Larkspur Garden Guesthouse

Located in Bend's 'Midtown' and with access to the Larkspur trail that leads to iconic Pilot Butte, this bright, newly built 450 sq. foot apartment balances cozy and modern elements to make your stay in Bend comfortable. Equipped with a full kitchen, a separate room with a queen bed, a deep, relaxing tub, a sofa that converts into a memory foam queen bed, a TV with access to Netflix, and a separate laundry room. Our space is a great option for 2 guests, but it can fit up to 4.

Jun. 5 – 12

$199 CAD per night

Guest favourite

Guesthouse in Bend

4.93 out of 5 average rating, 135 reviews

Private Studio w/ Hot Tub near the Deschutes River

The Fresca Studio has a kitchenette, hot tub, BBQ & bikes. Downtown Bend is a few miles away, McKay cottage, Deschutes River Trail & Sawyer park are a short walk, and all things Bend eat, drink, biking, hiking, skiing are all close by. The studio is separate from the main house w/ a private entry & patio, fully furnished, and easy access to/from the highway and parkway. Not suitable for children under 5y/o, 2 guests only and children are considered guests. No pets. See you soon!

May 12 – 17

$217 CAD per night

Guest favourite

Apartment in Bend

4.89 out of 5 average rating, 327 reviews

Petite Suite: Springtime Charm in Midtown

Welcome to our charming suite in the heart of midtown Bend, just 5 blocks from the beautiful Pilot Butte and only 5 minutes from downtown. Our studio apartment is the perfect choice for those looking for a comfortable and convenient home base for their Bend adventures. The location is ideal for exploring all that Bend has to offer. Take a hike on Pilot Butte, or stroll through the charming streets of downtown. You'll find plenty of shops, restaurants, and cafes nearby to enjoy.

Feb. 21 – 28

$138 CAD per night

Guest favourite

Guest suite in Bend

4.99 out of 5 average rating, 299 reviews

Old Mill Studio, Walk to Concerts, River, dining!

Your own private studio behind our home is in the quiet, quaint neighborhood on the bluff above the Old Mill District and Deschutes River. Short walk to restaurants, coffee, breweries and concerts. Close to the river for floating, SUP, River Trail. Easy access to Mt Bachelor, Cascade Lakes, and mountain fun. Private entrance and sliding doors out to a private patio for your morning coffee or end-of-day beverage. A fire pit is available to top off a cozy evening (see notes.)

Oct. 10 – 17

$207 CAD per night

Guest favourite

Cabin in Bend

4.99 out of 5 average rating, 429 reviews

Skyliners Getaway

Our tiny log cabin is a cozy getaway, close to hiking, mountain biking, and cross country skiing but only 10 miles from the amenities of Bend Oregon. It is a rustic place, with modern touches, like a gas range, refrigerator, and a gas fireplace. The bathroom is detached from the cabin - steps from the door. It is fully equipped. Our place is perfect for people who love the outdoors with the comforts of home. No children under the age of 12 -- And alas, No Pets .

Sep. 30 – Oct. 7

$141 CAD per night

Guest favourite

Guest suite in Bend

4.9 out of 5 average rating, 261 reviews

CLOSE COUNTRY QUARTERS (Hot Tub and Fire Pit)

COUNTRY QUARTERS is a private suite living space for you and your significant other. If you're looking for a quiet getaway after a busy day recreating or exploring, this lovely suite is just 5 miles east on Hwy 20 from Costco. The suite includes a kitchenette, a separate bedroom, and living room with a hot tub, Fire Pit, summertime water feature, and maybe more comforts than home!

Feb. 27 – Mar. 6

$144 CAD per night