Vacation rentals in Pilot Butte

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Top-rated vacation rentals in Pilot Butte

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Guest favorite

Guest suite in Bend

4.91 out of 5 average rating, 310 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

May 15 – 22

G$13,725 GYD per night

Guest favorite

Apartment in Bend

5.0 out of 5 average rating, 174 reviews

The Guest Nest- quiet convenience in Midtown Bend!

Delightful, comfortable, well-lighted, and close to everything. Your are at "nest level" in my upstairs apartment. Come stay, relax, and rest in The Guest Nest! My goal is to provide a welcoming comfortable place for you to stay when you visit Bend! 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. No dealing with impersonal rental companies. I clean and manage everything myself and do my best to make it perfect for you.

May 15 – 22

G$27,584 GYD per night

Guest favorite

Guest suite in Bend

4.99 out of 5 average rating, 347 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!

Dec 7 – 14

G$26,139 GYD per night

Guest favorite

Apartment in Bend

4.95 out of 5 average rating, 241 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.

May 28 – Jun 4

G$24,555 GYD per night

Guest favorite

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.

Mar 26 – Apr 2

G$18,814 GYD per night

Guest favorite

Apartment in Bend

4.94 out of 5 average rating, 792 reviews

The Garden Apt-Hot Tub AC Fireplace 250+ Mbps

This 600+ square feet whimsical apartment is located in one of Bend's best neighborhoods, River West--only a 14-minute walk to downtown (.6 miles). The location’s also close to the river, Drake Park as well as many restaurants, cafes & galleries. It is perfect for couples or individuals looking for a cozy, retreat atmosphere in a lodge. The Garden Apartment has many amenities including free parking, AC, large clawfoot tub, washer/dryer, gas fireplace, HBO, cable and coffee.

Oct 14 – 21

G$21,974 GYD per night

Guest favorite

Guest suite in Bend

4.92 out of 5 average rating, 109 reviews

Cozy Queen, Private Bathroom and Entryway

Peaceful, intimate bedroom (outfitted like and referred to as a “studio”) with a generously sized bathroom. Facing a large, sunny community space, enjoy amenities like a coffee maker, heated bathroom floors, log bed, AC and PRIVACY. Experience a 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, and self-check in.

Nov 5 – 12

G$22,416 GYD per night

Guest favorite

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 .

Mar 18 – 25

G$18,375 GYD per night

Guest favorite

Guest suite in Bend

4.93 out of 5 average rating, 655 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.

Sep 24 – Oct 1

G$17,236 GYD per night

Guest favorite

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!

Apr 16 – 23

G$18,334 GYD per night

Guest favorite

Guesthouse in Bend

4.94 out of 5 average rating, 289 reviews

Cabin on quiet 3 acres 10 min to downtown Bend.

Enjoy the peaceful serenity of our guest house. Enjoy a large lawn, irrigation pond with deck for hanging out, and a firepit. Our home is 10 minutes drive to downtown Bend; 45 minutes to Mt Bachelor; 40 minutes to Smith Rock; 20 minutes to Phil's trailhead for mountain biking (All times are without rush hour traffic). Come enjoy all that Bend has to offer!

Sep 24 – Oct 1

G$19,114 GYD per night

Guest favorite

Farm stay in Bend

4.95 out of 5 average rating, 496 reviews

Historic cabin at Anker Farm

This original settlement cabin, built in 1911, was completely restored and renovated in 2015. Our organic farm [search for Anker Farm], is located 10 min east of downtown Bend, and Mt Bachelor is 45 min away. The cabin has a completely fenced yard and we welcome well behaved dogs with open arms, but no cats.

Mar 10 – 17

G$23,712 GYD per night