Apartment holiday rentals in Bend

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).

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 Hub—Apartment @ Downtown & Historic Dist

Located on the edge of Old Bend Historic District and next to the popular downtown area, the newly constructed apartment is the perfect hub to explore Bend. Easily walk downtown or to the Old Mill district, drive just 30 minutes to Mt. Bachelor for a ski day, or bike along the river trail. The modern space features an open layout with a gas fireplace, full kitchen, kids sleeper loft, and many other amenities. It's attached to a commercial building but has a private entrance.

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.

Drake Park Retreat in the Heart of Bend

Location & amenities can’t be beat. Across from the river, downtown and close to the Old Mill District. This historic property was home to Bend’s first maternity hospital and has been lovingly converted into unique units. We provide cruiser bikes, rafts for the river and everything you’ll need for a comfortable stay. Off street parking is available for you in the covered carport. Close to all the action you won’t need your car yet quiet and peaceful. SORRY NO PETS/NO SMOKING

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

2BR/1BATH/Living Room. Private Entry/702 sqft

New one-level private 702 sqft suite with 2 bedrooms & living room with bar sink) 1 bath. 2.5 acres in area of single family homes with large lots in SW Bend. 7 minutes 3.8 mi to Old Mill Hayden Amphitheater and Riverbend Park on the Deschutes River. 12 min. 5.2 mi to downtown and Drake Park. Ten min. walk to Brookswood Meadow Plaza. 13 mi to Sunriver. 25 mi to Mt. Bachelor. Parking close to keyless private entry(30"wide). Must book exact # of guests DCCA 653370

Cabin-Apt in the Forest & on the Deschutes River

Living room sofa, arm chair, Smart TV, Netflix, Prime; wifi, electric fireplace. Guests tend to dine out-- send me an inquiry for questions about the kitchenette; cook outside using a bbq; dining table; refrigerator, dishes; king bed, 3 twin beds, up to 5 guests, pak & play. One dog allowed but no cats. Note: Our property is smoke-free property both inside and outside. Due to high fire risk, we don't allow smoking on our property. DCCA #001569

The Grove at Midtown Manor - King Beds & Hot Tub!

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.

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.

Villa75: Perfect Midtown Location w/ Cozy Fire Pit

Experience Bend like a local! This newly renovated, beautifully landscaped apartment in Midtown offers a 5-star stay with crisp linens, fresh-ground local coffee, and a cozy backyard fire pit. Walk to the best coffee, tacos, bagels, and bakeries, or explore downtown just minutes away. Owned by Bend locals, we’re here to share insider tips to make your stay unforgettable. The perfect launch pad for your Bend adventures!

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

Perfect property for extended stay needs or a few nights visiting in Bend. Bring your toys! A private 5' x 9' locked storage area for your kayaks, bikes, clubs, skis, boards. . ... NO smoking and sorry, no pets. Discounts for extended stays in off season. No room tax for stays of 30 days or more. City of Bend permit and Short Term Operating License No. STR-15-0016