
Holiday rentals in Bend
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Quick stats about holiday rentals in Bend

Total holiday rentals
Explore 1,960 holiday rentals in Bend

Nightly prices starting at
Bend holiday rentals start at €9 per night before taxes and fees

Verified guest reviews
Over 161,350 verified reviews to help you choose

Family-friendly holiday rentals
1,240 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 830 rentals that welcome pets

Holiday rentals with a pool
330 properties feature pools

Rentals with dedicated workspaces
1,080 properties have a dedicated workspace

Wifi availability
1,920 of Bend holiday rentals include wifi access

Popular amenities for guests
Guests love Self check-in, Lake access and Gym across Bend rentals

4.9 Average rating
Bend stays are highly rated by guests – averaging 4.9 out of 5!

Nearby attractions
Bend’s top spots include Old Mill District, Drake Park and Pilot Butte
Top-rated holiday rentals in Bend
Guests agree: these stays are highly rated for location, cleanliness and more.

Hygge & Harmony on Hip Galveston - Luxe with Charm, Hot Tub
Gather round the fire pit, then hop in the hot tub after a day exploring this vibrant part of town. Period features like vintage chandeliers and cozy fireplaces, and upscale appliances like a Viking range, make this single-story home a real gem. * Please note the half bath has a sink, shower and laundry...but no toilet Welcome to Hygge Harmony, a 1927 westside bungalow that delivers big on style! This light and bright home has two bedrooms (king, king) and one full bathroom and one extra shower. Queen sleeper sofa in the living room too. You'll love the large bedrooms which are so rare for bungalow homes. Snuggle up in front of either of the 2 gas fireplaces in the master bedroom and kitchen, as well as the luxury of a private hot tub! You'll arrive to comfy beds with fresh and clean linens. Each bedroom has it's own sitting area. The master bedroom also features it's own gas fireplace and french doors to the backyard deck. You won't want to miss the hot tub in the backyard either! One of the highlights of this home is the fully stocked and chef ready kitchen. Your happy and pampered chef will feel a bit spoiled when cooking on a 6 burner Viking range and marble countertops. We always supply basic oils and spices for your use too. You'll find all the expected appliances (oven, stove, fridge, dishwasher, microwave, toaster) plus more and dining space for 6. The bathroom is updated and you'll find a classic clawfoot tub and shower stocked with earth friendly soaps and shampoos. There is an additional shower in the laundry room with it's own sink and mirror (no toilet). Feel free to use the washer and dryer during your stay. Outdoors you find a firepit, outdoor lounges with umbrella and your very own hot tub. Enjoy the grill for your summer BBQs. Don't feel like cooking? Walk out your back gate and right into the food cart lot! Or a few steps more to 10 Barrel. This is a quintessential Bend location! *A Stone's Throw Bungalow homes are NOT appropriate for noisy groups. The home, garage and property is yours to enjoy. We live nearby and are happy to help if you have any questions! Otherwise, the home is yours to enjoy and you probably won't see us during your stay. Less than a block from Galveston Bridge, the home is a walkable spot for restaurants, coffee shops, and Drake Park for festivals and Mirror Pond float activities. The location has a Walk Score of 86, and offers fantastic hiking, biking, and skiing. There is a binder in the home with more details about the home and the neighborhood, including restaurant recommendations, transporation, and activites around Bend! ** This is a quiet residential neighborhood! Quiet hours are enforced after 10PM ** Grab a cruiser bike from the bike shop 1 block away or bring your own! In the summer, there is a free town shuttle to all the favorites spots around town. Look for more info in our binder when you arrive. The river float shuttle is just 1 block away if you plan on spending your time in Bend on the river! Pets are allowed with a $20/nt pet fee.

Modern retreat in central Bend
Enjoy our new custom-built ADU located a block away from the Deschutes River in a quiet residential neighborhood, just a 10-minute walk from downtown along the River Trail. In this modern, bright, and private space, you'll enjoy the luxuries of hardwood floors, waterfall countertops, a built-in workspace, heated tile bathroom floors, a 55" Smart TV, BBQ and fire pit, and endless hot water—plus off-street parking and EV charger. One king bed, one daybed with a trundle, and one queen sleeper sofa.

Stunning Luxury, w/Hot Tub Pvt Lake Amazing Views
The stunning Lakeside East Cabin (3 bedroom/3.5 bath, sleeps 8) overlooks Tumalo Lake with cozy wood-burning stove, private hot tub, and amazing views. 12 mi to downtown Bend, 45 min to Mt Bachelor and 4 mi to Tumalo Falls. Immerse in nature and be as active as you choose: hiking, mountain biking, fishing, wildlife viewing, stargazing, complimentary canoes, kayaks, SUPs, snowshoeing, sledding, hammock, horseshoe and corn hole game; lakeside deck with chairs, picnic table and fire pit (shared).

The Guest Nest- quiet convenience in Midtown Bend!
Stay, relax, and rest in The Guest Nest! Delightful, comfortable, well-lighted, and close to everything! Your are at "nest level" in my upstairs apartment. My goal is to provide a welcoming comfortable place for you to stay! ! 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. You are not dealing with an impersonal corporate rental company. I clean and manage everything myself and do my best to make it perfect for you!

Pointe of Blessing with hot tub and canyon views
Prepare to be blown away by the astounding sunrises , sunsets and awesome moonrises you will enjoy at the Pointe of Blessing. We feel our canyon perch is a gift from God too good to keep to ourselves. Our cozy home sits atop an outcropping of rock which juts out from the canyon rim affording us unobstructed views up and down the length of the Crooked River Canyon. We overlook several holes of the Crooked River Ranch golf course and Smith Rock is visible in the distance to the South.

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).

Ski, Bike, and Golf from a Spacious Family Bungalow
Mountain Bird Bungalow offers something for everyone with an open kitchen-dining area, intimate living spaces, and a cozy fireplace. Mountain Bird Bungalow is the perfect location to enjoy the beautiful nature of Bend, or within a short distance from the downtown area, with its shopping and dining. Garage parking is provided. If your trip involves remote work, you are covered with a dedicated work space and very fast Wi-Fi. Two bedrooms and two full bathrooms make for a comfortable stay.

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.

Drake @ The DUPE - blocks from Old Mill District -
Drake: Located blocks from the Old Mill District, this beautifully updated 2-bed, 2-bath townhouse blends privacy with an unbeatable location. Walk or bike to the Old Mill, Deschutes River, dining, and the Hayden Homes Amphitheater. Tucked in a serene, tree-lined setting, the private home features a bright kitchen with updated appliances, a primary suite with a walk-in tile shower, and a separate porch with a BBQ grill. The perfect mix of modern comfort and convenience.

Suburban Forest guest house with garage
Experience Bend to the fullest! Adventure is just outside your door with only a few traffic circles between you and the mountains. All of the best eats, drinks, and shopping are within a few miles, and you can store all of your gear in your private garage while you spend time in town. Our home is not suitable for pets or emotional support animals. ESA animals are not considered service animals by AirBnb or the State of Oregon. Please respect this rule.

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.

Central Modern Guesthouse with EV Charger
We built this home out of a passion for creating welcoming spaces. Years ago, we renovated a motel on the coast - an experience that sparked our love of hospitality and shapes how we host today. We live around the corner with our kids, a golden retriever, and a few cats. Mike’s a local realtor, and Betsy manages business ops for the local fire department. We love books, music, and helping you discover the best of Bend - trails, eats, and community.
Popular amenities for Bend holiday rentals
Other great holiday rentals in Bend

Riverfront Retreat w/ hot tub minutes to Sunriver

New Listing! Historic Cottage | Heart of Downtown

Eco cabin near Bend: sauna, spa, king bed, EV plug

Cozy Queen, Private Bathroom and Entryway

3. Bend. Modern Retreat | 2 Kings | Pet Friendly

Great location! Highly rated by guests.

Rajneesh Aframe/Hot Tub, 10 min from downtown Bend

Sound Smith Guesthouse 2\2 - Park Setting
When is the best time to visit Bend?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €116 | €118 | €121 | €108 | €121 | €141 | €158 | €156 | €121 | €110 | €114 | €123 |
| Avg. temp | 2°C | 3°C | 5°C | 8°C | 12°C | 16°C | 20°C | 19°C | 15°C | 9°C | 4°C | 0°C |
Frequently Asked Questions
What are the best places to stay in Bend?
Explore downtown Bend for vibrant shops and cafes, the Old Mill District for walking paths by the river, or Westside neighborhoods for access to breweries and outdoor spaces. Many stays include easy access to parks and local trails.
What are the best things to do in Bend with kids?
Families frequently explore the High Desert Museum, play at Drake Park, or walk along the Deschutes River Trail. In winter, nearby areas often have snow activities suitable for children.
What are some of the best things to do in Bend?
Bend has river walks, mountain biking routes, and opportunities for paddle sports. Explore local breweries, visit the High Desert Museum, or stroll through downtown galleries and shops.
How is the weather in Bend?
Bend has cold, snowy winters with temperatures from 25 to 44°F (-4 to 7°C), while summers are dry and warm, reaching up to 88°F (31°C). Spring and autumn bring mild days and cool nights, so layering is helpful.
What are the best places to visit in Bend?
Discover the Old Mill District’s riverside trails, wander Drake Park, and explore exhibits at the High Desert Museum. The Deschutes River and vibrant downtown shops are frequently suggested destinations.
What are some hiking trails in Bend?
Bend has scenic hiking with the Deschutes River Trail, Shevlin Park’s forested paths, and Pilot Butte’s summit offering panoramic views. Trails around Tumalo Falls are often popular for nature walks.
What are some family activities we can do in Bend?
Families explore interactive exhibits at the High Desert Museum, picnic or play at Drake Park, and try floating or paddling on the Deschutes River. Seasonal events and markets welcome kids and adults.
What are some of the best day trip ideas from Bend?
Many visitors explore scenic lakes, hike near Tumalo Falls, or visit geological sites such as Lava River Cave. Smith Rock State Park is frequently suggested for hiking and rock climbing.
Are there any pet friendly accommodations available in Bend?
Bend has many pet-friendly stays in areas like downtown, Westside, and near parks. Trails and open spaces such as Shevlin Park make it easy to adventure with your dog.
What are some local tips for visiting Bend?
Pack layers to accommodate shifts from warm days to cool evenings, and sunscreen is useful due to the high elevation. Many locals use reusable water bottles and support Bend’s breweries or coffee shops.
What is Bend known for?
Bend is known for its outdoor recreation, craft brewery scene, and access to river, forest, and mountain landscapes. The city blends locally rooted arts, food, and family-friendly experiences.
What are the best hidden gems to explore in Bend?
Look for lava tube adventures at Lava River Cave, explore Pilot Butte for unique sunrise views, or wander the local art walks. Neighborhood cafes and lesser-known trails offer quieter ways to experience Bend.
What are the best foods to try in Bend?
Bend has locally brewed beers, pub favorites such as elk or bison burgers, and fresh Pacific Northwest-style cuisine. Farmers markets and casual bakeries are often suggested spots for seasonal treats.
What should I bring for a trip to Bend?
Bring comfortable walking shoes, layered clothing for shifting temperatures, and a reusable water bottle to stay hydrated. Sun protection and a hat are useful in summer, as skies are often clear.
What is the nightlife in Bend like?
Nightlife in Bend features local breweries, live music venues, and cozy pubs. Downtown and the Old Mill District are often lively with arts events, entertainment, and evening dining.
What are the most popular events or festivals in Bend?
Bend hosts a summer brew fest celebrating local craft beer, and annual events often include art walks or outdoor concerts in parks. Winter months bring community gatherings and holiday markets.
Are there family friendly vacation rentals in Bend?
Many vacation rentals in Bend welcome families, especially in neighborhoods near parks or the river. Spaces often have amenities such as kitchens, outdoor areas, and easy access to local attractions.
When is the best time to visit Bend?
Late spring through early autumn is often recommended thanks to warm, dry days and clear skies. Winter draws visitors for snow sports in nearby areas.
Destinations to explore
- Rentals with a hot tub Bend
- Townhouse rentals Bend
- Rentals with a fireplace Bend
- Family-friendly rentals Bend
- Rentals with pools Bend
- Pet-friendly rentals Bend
- Rentals with an EV charger Bend
- Rentals with a firepit Bend
- Rentals with lake access Bend
- Rentals with a kayak Bend
- Hotel rooms Bend
- Fitness-friendly rentals Bend
- Flat rentals Bend
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- Rentals with outdoor seating Bend
- Rentals with a sauna Bend
- Apartment rentals Bend
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- Ski-in/ski-out rentals Bend
- Rentals with a patio Bend
- Waterfront rentals Bend
- Cottage rentals Bend
- Rentals with an accessible-height toilet Bend
- Serviced apartment rentals Bend
- Rentals with a washing machine and dryer Bend
- Private suite rentals Bend
- Rentals with breakfast Bend





