Holiday bungalows in Bend

With a stay at this vacation home in Bend (Southern Crossing), you'll be within a 5-minute drive of Old Mill District and Deschutes River. This golf vacation home is 1.3 mi (2.1 km) from Hayden Homes Amphitheater and 0.8 mi (1.3 km) from Regal Old Mill. This smoke-free vacation home features snowboarding nearby, cross-country skiing nearby, and hiking/biking trails nearby. Make yourself comfortable in your vacation home, which features a refrigerator. Complimentary wireless internet access is available to keep you connected. The bathroom has a bathtub or shower.Conveniences include a coffee/tea maker and a washing machine.

With a stay at this vacation home in Bend (Larkspur), you'll be within a 5-minute drive of Old Mill District and Hayden Homes Amphitheater. This golf vacation home is 1 mi (1.6 km) from Pilot Butte State Park and 1.2 mi (1.9 km) from Tower Theater. Enjoy recreation amenities such as a fitness center or take in the view from a garden. Make yourself comfortable in your air-conditioned vacation home, featuring a refrigerator and a microwave. Complimentary wireless internet access is available to keep you connected. The bathroom has a bathtub or shower and a hair dryer. Conveniences include a coffee/tea maker and a washing machine.

Located in Bend (Larkspur), this vacation home is within a 10-minute drive of Old Mill District and Hayden Homes Amphitheater. This vacation home is 1.1 mi (1.8 km) from Bend Rock Gym and 1.4 mi (2.2 km) from Ponderosa Park Dog Park. This smoke-free vacation home features snowboarding nearby, cross-country skiing nearby, and hiking/biking trails nearby. Make yourself comfortable in your vacation home, featuring a refrigerator and a microwave. Complimentary wireless internet access is available to keep you connected. The bathroom has a bathtub or shower and a hair dryer. Conveniences include a coffee/tea maker and a washing machine.

There's a ton of snow in the mountains still and the days are warming up for springtime fun in Central Oregon!The perfect basecamp for all of your Central Oregon adventures! Come settle in for exploration and recreation!! Quick access to all of the activities and events that make this area so special! Conveniently located for walking and biking to the Old Mill, Deschutes River, concerts, parks, restaurants, breweries, and grocery stores. Reserve this convenient, comfortable, and centrally located home for your Bend adventures!! Ski, bike, paddle, golf, hike, climb, shop, dine...it's all here!Soak in the hot tub or relax next to a patio fire after a fun day of skiing, biking, rock climbing, or hiking! You’ll have the comforts of home in a clean, cozy house that is close to all of the fun and adventure that Bend has to offer!Bikes (4 cruisers), float tubes (4), and paddleboards (2 inflatable) are all available for you to use! For winter sports, there are ski/snowboard racks in the garage. There are also heated boot/glove dryers...just in case your adventures get wet. You will be warm, dry, and ready to go again by morning! Meals can be prepared at home using the full kitchen, with air-fry range, or the outdoor grill. You could also choose delivery, take-out, or eat at one of the many nearby restaurants and breweries that Bend is known for :) You'll also have a dishwasher, toaster, blender, and other standard kitchen appliances. Complimentary coffee is provided and can be used with the drip coffee pot or a French press. Watch movies or videos from your activities on the 50" Roku smart TV. The bluetooth sound bar will fill the house with your music or add excitement to your movies. The wifi is fast, at up to up to 1 Gig download speeds. Need more tubes or paddleboards? Tumalo Creek rents them!Need more bikes? Bird e-bikes can now be rented and used throughout the Bend area!This house sleeps up to 4 comfortably with quality, cotton bedding on:Bedroom 1: Queen bedBedroom 2: Full-over-twin trundle bedThe attached garage is available for your use and accommodates up to a mid-size vehicle. The driveway accommodates another vehicle for a 2nd off-street parking spot.You'll also have:Full-size washer and dryer in dedicated laundry roomOutdoor games (oversized Jenga and cornhole)High-quality body wash, shampoo, and conditionerHair dryerExtra folding chairs (indoor and outdoor)About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.

Welcome to Your Midtown Bend RetreatExperience a warm, inviting single-level home designed with families and pets in mind. This charming 3BR/1BA getaway in Bend's quiet Midtown has been thoughtfully renovated to blend modern comfort with a clean, bright style that helps everyone—from kids to furry friends—feel right at home.Where You'll Sleep:• King Bedrooms: Two serene bedrooms feature plush king-size beds, offering restful sleep after a day of Bend adventures.• Bunk Room: Perfect for kids, the third bedroom includes a fun twin-over-twin bunk bed and a dedicated desk—great for homework or remote work.Living Area:Gather in the spacious living room, where a wood-burning stove adds cozy charm. Air conditioning keeps you comfortable year-round. Enjoy movie nights, games, or curling up with a book while your pet lounges nearby on the comfortable sectional sofa.Kitchen & Laundry:The fully equipped kitchen makes family meals a breeze, with modern stainless steel appliances and ample counter space. From quick breakfasts to gourmet dinners—coffee is absolutely covered! A stacked washer and dryer add convenience for longer stays.Outdoor Spaces:Step into the fully fenced backyard—a private, safe space for pets and kids to play. Share stories around the fire pit or enjoy a relaxed evening under the stars.Guest Access:You'll have private access to the entire single-level home and fenced backyard. Enjoy the convenience of self check-in upon arrival.The Neighborhood:Nestled in a peaceful residential neighborhood in Bend's desirable Midtown, our home offers the perfect balance of tranquility and convenience. You're just a short walk away from local shops, fantastic restaurants, and popular breweries. Don't be surprised if you spot some local deer wandering through nearby wooded areas, adding a touch of natural charm to your stay!Getting Around:Many of Midtown's best attractions are easily accessible on foot. For exploring the wider Bend area, including the mountains and rivers, having a car is recommended. Parking is available on the property.About Your Hosts:We live just down the street and are available if you need anything during your stay. We're happy to answer questions while respecting your privacy and independence!Please Note:This home is in a peaceful residential neighborhood. Parties, events, and large gatherings are not allowed. For security purposes, exterior security cameras monitor the property. We appreciate your respect for the space and community.Book your stay today and enjoy a comfortable, memorable Bend experience for the whole family (and furry friends)!About pets:Pets allowed: dogs (limit 2 total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.

With a stay at this vacation home in Bend (River West), you'll be a 4-minute drive from Deschutes River and 7 minutes from Hayden Homes Amphitheater. This vacation home is 2.9 mi (4.7 km) from Old Mill District and 0.3 mi (0.4 km) from Central Oregon Community College. Take advantage of recreation opportunities such as a hot tub, or other amenities including complimentary wireless internet access and concierge services. Free self parking is available onsite. Make yourself comfortable in this air-conditioned vacation home, which features a fireplace. There's a private balcony. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Digital television is provided for your entertainment.

Welcome to Kiesow Retreat, a spacious, luxury-modern home for families, groups, and adventure seekers. Enjoy mountain days, river fun, or cozy nights at home — all just minutes from Downtown Bend, Mt. Bachelor, and Deschutes River, and within walking distance to Riley Ranch Nature Reserve.Whether you’re here for outdoor adventure or relaxation, this home combines space, comfort, and entertainment for everyone.Why Guests Love Staying Here2 King Master Suites – perfect for couples or multi-family tripsPrivate Hot Tub + Fire Pit – relax under the starsEpic Game Room – ping pong, air hockey, arcade games & Nintendo SwitchChef’s Kitchen + Coffee Bar – cook, dine & enjoy morningsPet-Friendly + Fenced Yard – bring the whole familyEV Charger – convenient, worry-free chargingComfortably Sleeps 12Designed for comfort and space:• King Suite #1 – spa-inspired ensuite, Smart TV, luxury linens• King Suite #2 – premium bedding & peaceful retreat• Queen Bedroom – warm, stylish & inviting• Bunk Room – full-over-full bunks, perfect for kids & teens• 4 Full Bathrooms – stocked with plush towels & essentialsCook, Gather & RelaxOpen-concept living made for connection:• Fully equipped chef’s kitchen with stainless steel appliances• Coffee bar with Keurig & drip options• Dining table for 10+• Spacious living room with Smart TV & cozy seating• Outdoor BBQ & covered patio (weather permitting)Entertainment for All AgesWhether you’re relaxing or hosting friends and family:• Game room with ping pong, air hockey, arcade games & Nintendo Switch• Private hot tub for post-adventure relaxation• Fire pit for s’mores & evening hangouts• Fast Wi-Fi & Smart TVs for streaming or remote work• Board games & comfortable gathering spacesPrime Bend LocationEnjoy the best of Bend without the crowds:5–10 minutes to Downtown Bend (breweries, dining & shopping)25 minutes to Mt. Bachelor for skiing & snowboardingWalking distance to Riley Ranch Nature Reserve – scenic trails & wildlifeClose to Deschutes River trails, hiking & bikingEasy access to floating, fishing & outdoor adventuresFamily & Pet FriendlyTravel easy with:• Pack ’n Play, high chair, baby bath & safety gate• Fully fenced yard for pets & safe play• Quiet neighborhood for peaceful eveningsGood to Know• Driveway parking for 2 + free street parking• EV charger (bring your own cable)• No smoking | No parties• Quiet hours: 10 PM – 8 AMYour Bend Home BaseFrom mountain adventures to relaxing evenings in the hot tub, Kiesow Retreat offers the perfect blend of luxury, space, and entertainment for families, groups, and adventure-seekers.Book now and experience Bend in comfort.About pets:Pets allowed: dogs less than 50 lbs per pet (limit 2 pets total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.

Stay at one few of the remaining homes in the core of downtown Bend. Enjoy the natural light from vaulted ceilings, charming architectural details, original hardwood floors and paintings by local artist Sheila Dunn. Choose from dozens of restaurants, breweries, coffee and shops within blocks. Cross the alley to food trucks and occasional live music at the historic Lucas House or relax in your private walled courtyard. A beautifully restored 1922 home with plants and warm wood throughout.An inviting home with lovely light, attention to detail, character and the historic charm. that comes with carefully cared for homes of this vintage.The entire house is accessible to guests, with two exceptions: the garage and the loft. The laundry is in the closet, in the front room.We live right down the street and are happy to meet our guests, but more often than not, we let you enjoy your privacy for the entire trip.A mixed urban downtown setting with traditional historical homes converted to businesses. In the evening there is often live music or DJs just across the alley at the Bunk and Brew (most people love it!). Please be aware it can be noisy in the backyard or bedroom but should be wrapped up by 10pm. If it is noisy past 10pm please let us know immediately and we will respond to resolve it.The location is extremely walkable and also has easy access to/from the highway 97 (especially southbound).Live music can be heard from the historic Lucas House next door and can vary from acoustic guitar to rock and karaoke. The music should be wrapped up at 10 pm but often goes a bit late. Note that this is an urban setting and comes with urban sounds. It is also close to the highway.Please use the leather three-ring notebook for all kinds of helpful information.NO PARTIES. Noise monitoring devices and exterior cameras on all entrances are in place. All guests must be included in the reservation. Any unauthorized additional guests will be charged a $100 fee, per additional guest, per night. A guest is considered anyone who enters the property for more than 1 hour. Pets not included in the reservation will incur a $200 charge.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.

Welcome to the Greeley Cottage, where historic charm meets modern comfort in the heart of Bend.Living Area:- Relax on a brand-new, comfortable pull-out couch.- Enjoy the trendy exposed brick wall accent.- Unwind with a movie night on the large-screen LED SMART TV with popular streaming apps like Netflix, Hulu, and Disney+ (please use your own accounts).Bedrooms (Sleeps 4):- Two cozy bedrooms designed for a truly restful night’s sleep.- Both rooms feature premium Nectar mattresses and luxury linens.- Extra pillows and blankets are provided for your comfort.Gourmet Kitchen:- A home chef’s dream featuring a unique daisy-patterned floor and a retro-style refrigerator.- Modern stainless steel appliances, including a gas stove, oven, and microwave.- Fully equipped with a toaster, blender, rice maker, and hot water kettle.- Complete coffee station: Cuisinart drip coffee maker, bean grinder, and French press.Modern Amenities:- AC and heating ensure your comfort year-round.- Stay connected with ultra-fast Wi-Fi (649 Mbps), perfect for streaming or remote work.- A hairdryer and an iron are also provided for your convenience.About pets:Pets allowed: dogs less than 50 lbs per pet (limit one pet total).About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.

With a stay at this vacation home in Bend (Old Farm District), you'll be within a 5-minute drive of Old Mill District and Hayden Homes Amphitheater. This vacation home is 0.7 mi (1.1 km) from Bend Factory Stores and 1.2 mi (1.9 km) from Bend Rock Gym. Take advantage of recreation opportunities such as a hot tub, or other amenities including complimentary wireless internet access and a picnic area. Limited parking is available onsite. Treat yourself to a stay in this individually decorated vacation home, which features a fireplace and a flat-screen TV. There's a private furnished patio. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Complimentary wireless internet access keeps you connected, and digital programming is available for your entertainment.