Vacation rentals in Pilot Butte

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Top-rated vacation rentals in Pilot Butte

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Top guest favorite

Home in Bend

4.99 out of 5 average rating, 169 reviews

Modern retreat in central Bend

Enjoy our new custom-built ADU located a block away from the Deschutes River in a quiet residential neighborhood, just a 10-minute walk from downtown along the River Trail. In this modern, bright, and private space, you'll enjoy the luxuries of hardwood floors, waterfall countertops, a built-in workspace, heated tile bathroom floors, a 55" Smart TV, BBQ and fire pit, and endless hot water—plus off-street parking and EV charger. One king bed, one daybed with a trundle, and one queen sleeper sofa.

Top guest favorite

The open-concept kitchen and living area feature a long wooden countertop with seating for six. A gas stove, under-counter appliances, and a stylish backsplash enhance the space. Two cozy chairs provide seating, with natural light filtering through the nearby window.

Guesthouse in Bend

4.97 out of 5 average rating, 262 reviews

Midtown gem I Cozy Fire I Full kitchen I Park View

Above garage one bedroom/one bath apartment in booming midtown. Open living with a gas fireplace, ac, full-sized kitchen, and gas stove. A large bathroom with a deep tub to relax or let the kids play. The bedroom features a cozy queen bed with a new Tempur-Pedic mattress topper and ample closet space. The east-facing deck is ready to sip your morning coffee while you wake up slowly, grill for an evening in or sit and work with the high-speed wireless as you watch the dog park across the street!

Guest favorite

A well-organized coffee station features a bamboo container filled with coffee pods and creamers, alongside jars of ground coffee. Colorful tea bags are neatly displayed in a black holder, making it easy to enjoy a warm beverage at any time.

Guest suite in Bend

4.93 out of 5 average rating, 236 reviews

Cozy Queen, Private Bathroom and Entryway

Peaceful, intimate bedroom (referred to as a “studio”) with a generously sized bathroom. Facing a large, sunny community space, enjoy amenities like a Keurig, heated bathroom floors, log bed, AC and PRIVACY. Experience a quaint, welcoming atmosphere, making it effortless for you to focus on what truly matters—creating cherished memories during your stay. This studio features WiFi, washer/dryer, kitchen essentials, TV with streaming, EV charger and self-check in. The studio is 300 square feet.

Top guest favorite

A winding wooden pathway is showcased, leading through a natural landscape. Native shrubs and greenery surround the path, enhancing the connection to the outdoors. The boardwalk is constructed of smooth wooden planks, inviting exploration of the surrounding environment.

Guesthouse in Bend

4.99 out of 5 average rating, 114 reviews

Renovated Condo - Ideal Location

This is Central Oregon's premier location for recreation activities. Your stay at this sleek condo will have you encircled by peaks, lakes, meadows, culture, adventure, breweries, festivals, family fun and more. Offering a cozy condo that comfortably sleeps 2 guests with a queen size bed, a mini kitchen, the convenience of on-site laundry facilities. Plus, a living/dining are comforts that would be hard to find in an average hotel. Come make this your launching pad as you experience Bend!

Top guest favorite

A private backyard space is showcased with a wooden deck and outdoor dining set. Shade is provided by lush trees, while a hammock and seating area invite relaxation. Gravel pathways and plant borders add a natural touch to the fenced area.

Guest suite in Bend

4.92 out of 5 average rating, 377 reviews

Midtown Getaway- Private entrance and bathroom!

Just over 2 miles from downtown. This is a private room attached to our house with a separate entrance. The room has a double bed, full private bathroom, closet space, a kitchenette, and seasonal access to the outside deck and hammock. Includes heating and cooling controls, a mini-fridge/freezer, microwave, coffee maker, cups, plates, and utensils. Coffee, tea, snacks, ice provided. Great for late night arrivals or early departures! The space is quaint- room & bathroom- 185 sq. ft. total

Top guest favorite

An outdoor balcony is featured with two light blue chairs and a small side table, inviting relaxation. The wooden railing surrounds the space, offering a view of green trees and grass nearby, enhancing the peaceful atmosphere.

Apartment in Bend

5 out of 5 average rating, 215 reviews

The Guest Nest- quiet convenience in Midtown Bend!

Stay, relax, and rest in The Guest Nest! Delightful, comfortable, well-lighted, and close to everything! Your are at "nest level" in my upstairs apartment. My goal is to provide a welcoming comfortable place for you to stay! ! In return, I request that you treat my Guest Nest with care and respect-- just as you'd want guests in your home to do. You are not dealing with an impersonal corporate rental company. I clean and manage everything myself and do my best to make it perfect for you!

Guest favorite

Guest suite in Bend

4.94 out of 5 average rating, 215 reviews

*Private Entrance & Deck* 10 min to Downtown Bend!

This tranquil room is sealed off from the main house and comes with a private deck entrance and all the amenities you need to enjoy Bend. 10 min drive/20 min bike ride to downtown. The room boasts an ensuite bath with 2 separate sinks and shower. Large walk-in closet as well. Large screen Smart TV on swivel mount comes with Netflix. Small dining area includes mini fridge, Nespresso machine, toaster, and microwave. Quiet neighborhood close to local dog parks and Pilot Butte state park.

Top guest favorite

A bright and spacious studio features a large bed with a wooden headboard and soft bedding. A dining table is positioned nearby, with a kitchenette visible in the background. Modern lighting fixtures hang from the ceiling, and a decorative rug adds warmth to the wood floor.

Guest suite in Bend

4.98 out of 5 average rating, 445 reviews

The Outside Inn - Private Studio Suite

Our cozy studio is placed in a peaceful cul-de-sac in NE Bend, just 10 minutes from the main destinations in town. Whether you’re traveling for business and need a naturally lit and inspiring workspace, or you’re coming to Bend to summit a peak, bike the trails, or hit all the hottest foodie spots, we've got you covered! The Outside Inn was designed to rejuvenate you so you’re able to experience and enjoy all that Bend has to offer. Breathe in the fresh mountain air and come stay awhile!

Top guest favorite

A modern kitchen features light wood cabinetry contrasted by dark blue lower cabinets. A marble countertop extends into a breakfast bar area. A stainless steel range hood is positioned above the stove, complemented by a white tiled backsplash. Natural light floods through large windows.

Home in Bend

5 out of 5 average rating, 155 reviews

Curated Comfort | Quiet, Clean, Beautiful Design

Enjoy modern style and convenience in this recently built guest home. Flooded with natural light, this spacious retreat is in a welcoming neighborhood - the perfect place to relax. Enjoy morning coffee on the sunny porch or walk to Larkspur Trail and Pilot Butte State Park. Explore Mt. Bachelor, the Deschutes River, and Smith Rock, all close by. Downtown is just a quick 5-minute drive. Everything you need is nearby, whether it's fine dining, outdoor adventures, or local shopping.

Top guest favorite

A vibrant waterfront scene captures people enjoying various activities along the river. Bicyclists pass by shops and outdoor seating areas, while groups gather near the water's edge. Colorful flags and greenery provide a lively backdrop, highlighting the area's recreational atmosphere.

Apartment in Bend

4.9 out of 5 average rating, 389 reviews

Petite Suite: Midtown Warm & Welcoming This Winter

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.

Top guest favorite

A fire pit area is surrounded by blocks, with a wooden sign labeled 'S'mores' positioned in the center. Colorful flowers bloom in the background, framed by a wooden fence. Two light-colored chairs are visible in the foreground, inviting relaxation.

Guest suite in Bend

4.93 out of 5 average rating, 704 reviews

Home on the BAYOU dr. - fenced yard with fire pit

One BR guest suite with private entrance, separate LR with a mini fridge, microwave, toaster oven, barbecue, coffee/tea and private fenced yard with fire pit. The suite can sleep four people (queen bed and a futon), but some may find it a little tight for four adults. Located in SE Bend, 3 miles to downtown, and a short drive to hiking and mtn bike trails. Approximately 25 miles to Mt. Bachelor. Dog friendly..but please see our dog rules below.

Top guest favorite

The kitchenette features white cabinetry with open shelving displaying various dishes and utensils. A coffee maker, electric kettle, and toaster oven are visible. Two burners are installed on the countertop, with a sink situated between them. Light reflects off the clean surfaces, creating a spacious feel.

Guest suite in Bend

4.93 out of 5 average rating, 737 reviews

Orchard District Studio

A cozy studio apartment; this converted garage space has tall ceilings making it feel light and airy. Located in Bend's Orchard District, it is walking distance to Hollinshead Park & Pilot Butte. We are NOT within walking distance to downtown, however it is only a 5 minute drive to downtown & 15 minutes to outdoor recreation opportunities. Hosts live in the main house. LGBQT+ BIPOC friendly.