Apartment vacation rentals in Bend

The Urban Rosewood Bungalow

A brand new two bedroom apartment with custom luxury throughout. This was a creation of the owner who has an extreme obsession with wood and granite. Over the top amenities that you would not expect. We are really proud of this remodel and can't wait for you to experience it. Please note, this apartment is above another vacation rental. Located 2-1/2 blocks from the heart of Downtown Bend with breweries, galleries, restaurants, theater, shops and of course, all the charm that you've heard about Bend. This is a pet free and nonsmoking property.

Private apt, 1bdrm/1bath, with kitchen, in town

Brand new remodeled apt 2025! 1 king bed, 1 bath/shower with living/dining/bdrm/full kitchen apt. Private entrance. 3 bright, light & spacious rooms, treetop views. Kitchen has new full-size induction range and refrigerator, plus all cooking essentials. All new flooring/furnishings. Deck. In town westside location. Walking easy to NW Crossing, Newport Market, Galveston, downtown Bend. Cycling routes just outside front door. Phils trails 2 miles. NOTE-28 steps up from street! NO pets allowed!

Smith Rock Contemporary

Epic views await at this new contemporary Airbnb suite. Situated atop Cinder Butte, with stunning views of Smith Rock, Mt. Hood, Mt. Jefferson and the Terrebonne valley. Enjoy this 800 sf daylight basement apartment with dedicated entrance and parking, open concept living, laundry, bedroom and custom bath. Luxe accommodation just minutes from Smith Rock State Park. A covered deck with magnificent views will make you feel right at home. Start your day with a gorgeous sunrise over Smith Rock

Craftsman Style Retreat in Bend River West

Located in one of Bend’s most walkable neighborhoods, this studio is a couple blocks away from Columbia Park with easy walking access to Drake Park, Harmon Park, McKay Park and the Old Mill District (and amphitheater). After (or before) you’ve explored nearby shopping and food, head out and explore the endless outdoor activities such as skiing, Mt. Biking, rafting, fishing, and much more! You are short pedal to Phils Trails, a 5 min walk to Mt. Bachelor’s Park n Ride (or 25 min. drive).

Villa77: Renovated Stay Near Downtown & Old Mill

Newly renovated and thoughtfully designed, our airy apartment in Bend’s Midtown offers a 5-star experience. Enjoy crisp linens, plush towels, and fresh-ground local coffee brewed just the way you like it. Perfectly located near Downtown, the Old Mill District, and Bend’s best shops and eateries, our apartment is a cozy and stylish retreat. After a day of adventure, unwind in comfort at this charming home base! Owned by locals, this is the perfect launch pad for your Bend adventures!

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.

The Heart Of Bend. Brownstone Apartment.

LOCATION CAN'T BE BEAT Meticulously Clean Modern Space Private apartment STEPS AWAY FROM THE DESCHUTES RIVER AND A 5 MINUTE WALK TO THE SUMMER SHOWS AT THE AMPHITHEATER A PERFECT BASE FOR WINTER AT MT. BACHELOR NO-CONTACT EASY CHECK-IN OLD MILL LOCATION IN THE MOST DESIRED NEIGHBORHOOD IN BEND Perfect setting in the heart of Bend between downtown & The Old Mill District Walk to fine dining, boutiques, galleries, theaters, coffee and the Deschutes River Trail steps away

WALK DOWNTOWN & OLD MILL-1 BLOCK TO THE RIVER-#4

Location allows an easy walk to Downtown and Old Mill District. One block to the Deschutes River. Modern one-bedroom fully furnished rental. Fully equipped kitchen, washer/dryer in unit. Ductless heat/air conditioner for your comfort. Smart TV provides streaming and top tier HD cable TV. A private 5' x 9' locked storage area for your kayaks, bikes, clubs, skis, boards. . ... NO smoking and sorry, no pets. City of Bend Short Term Operating License No. STR-15-0016 .

The Grove - King Beds & Hot Tub - No pets

Adorned with murals of forests, our Airbnb invites you to immerse yourself in nature's embrace. Relax on the sunken patio surrounded by live plants, or unwind in the private hot tub under the stars. Inside, enjoy cozy amenities including a fully-equipped kitchenette and luxury linens. Our hideaway promises an enchanting experience you won't forget. Book now and let the magic unfold! Please read the entire listing for details on potential for noise.

River Views at First Street Rapids + Walk Downtown

Discover the perfect blend of adventure and relaxation in our modern ground floor studio, ideally situated in the heart of Bend, Oregon. This condo is located a few steps away from First Street Rapids park, half a mile from downtown, and .9 miles to Drake Park. You'll have full access to the entire space. Don't miss out on the opportunity to make this charming studio your home away from home. Book now and start your adventure in beautiful Bend!

Walk to the River | Private Apt in Old Bend

Newly renovated, clean, modern 1Bd/1Ba private apartment on a quiet cul-de-sac in the heart of Old Bend. Walk to the river in under five minutes, or reach downtown, the Old Mill, or Box Factory in less than ten. Includes well-stocked kitchenette, dining area, living room, and in-unit washer/dryer. Private entrance via spiral staircase in backyard—no shared floors or ceilings with main house. Please read House Rules before booking.

Delightful 2 bd steps to river

Experience style and convenience at this centrally-located gem. Just 2 blocks from Drake Park, enjoy river activities with provided floaties. Downtown's vibrant dining and shopping scene is only half a mile away. The Old Mill District and Hayden Amphitheater are within a 1 mile walk. Plus, Mt. Bachelor is just a 25-minute drive for epic skiing and snowboarding. Unwind in this Delightful unit after exploring all Bend has to offer!