Apartment holiday rentals in Bend

Sunny Bend Retreat | Fireplace, Balcony & Dog Park

Above garage one bedroom apartment in booming midtown. Open living with a gas fireplace, ac, full kitchen, and gas stove. A large bathroom with a deep tub to relax or let the kids play. The bedroom features a luxe queen bed and ample closet space. The east-facing deck overlooking Hollinshead Park (and dog park) welcomes a slow morning coffee, an evening grilling or a high-speed wireless work session! Spacious for 2 guests and welcoming for up to 4 with a full size sofa bed in the living room.

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!

The Upstairs. Spacious, comfy & Pets OK.

Located in SE Bend, a private, spacious, 712 sq. ft, upstairs apartment. Separate bedroom, bathroom. Living area includes a comfortable sectional sofa (that can be used as a bed), double recliner, TV/DVD, kitchenette with dishes, microwave, Keurig, teapot, toaster oven, waffle iron, electric skillet, griddle, egg cooker, small slow cooker & regular sized refrigerator. Dining area has table and chairs to eat at. Private, outside, stairs entrance, accessible by keyless lock code.

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

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

Modern Condo~Fireplace~Walk to Old Mill & River

✦ Deschutes Nest ✦ 🚶 Walk to Mt. Bachelor Shuttle & Hayden Homes Amphitheater 🌊 2 Blocks from the Deschutes River 🍻 Near Deschutes Brewery & Old Mill District 🏠 Modern Craftsman with Thoughtful Updates 🔥 Cozy Fireplace for Relaxing Evenings 🍳 Fully Equipped Kitchen 🌐 High-Speed Wi-Fi 🐾 Dog Friendly (w/fee) The home is dog friendly (1 small dog max) and the pet fee is $40/day (Max $250). Dogs only please. Pet fee requested after booking.

Sunriver Studio with Pool & Hot Tub

-Year Round Hot Tub and Seasonal Pool- -Walking distance to Food Truck Lot and Beer Garden- -25 Minutes to downtown Bend- -25 minutes to Mt Bachelor- -No Chores (no trash takeout, bed stripping, laundry, etc.)- -Super Clean -Owner Cleaned, Managed, and Maintained- -Free Parking Steps from Your Door- -Easy Self Check-In with Digital Locks (unique code for every guest)- -King Sized Bed- -50” Samsung TV Logged into Netflix, Hulu, HBO and more-

Steps from downtown! Private, modern apartment

We are located across the river from downtown so you can walk to just about everything you could need during your stay: Restaurants, breweries, parks, river trails, shopping, galleries, and coffee shops. The 1 bedroom apartment has a kitchen, a large table to work from, easy parking, laundry, speedy internet, and air conditioning. Major remodel in Summer 2025 with new bed, couch, linens, and decor!