
Holiday rentals in Bend
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Top-rated holiday rentals in Bend
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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.

Forested Custom Built W/Mt view, Hot Tub, Wildlife
Our custom-made studio is nestled in the woods with a country feel yet close to everything Bend has to offer. Outside,we have two large decks overlooking the wildlife with beautiful mountain views. Inside this 1100 square foot studio with a loft ,we have vaulted ceilings with open beams, a pool table, hunting trophies, and handmade woodwork throughout. You will have a private studio with no shared spaces that includes two queen beds, a kitchen, a living room, a bathrom, two decks, and a hot tub.

Hot Tub~King Bed~Dog Friendly-New Construction
Welcome to the Old Murph House. This newly constructed home is a 1500 sqft, 2bd/2ba home with updates & modern furnishings throughout. Perks: - Keyless entry - Modern furnishings - New appliances - Full kitchen - Speedy wifi - Flat screen tv - Hot tub - Indoor Fireplace - Putting green - Bocce ball - Dog friendly with a 99$ PET FEE** - 4 parking spots Distance to (driving): - Grocery stores: 1min - Old Mill: 6min - Downtown: 8min - Sunriver: 15min - Mt. Bachelor: 45mins - Smith Rock: 38mins

Renovated Condo - Ideal Location
This is Central Oregon's premier location for recreation activities. Your stay at this sleek condo will have you encircled by peaks, lakes, meadows, culture, adventure, breweries, festivals, family fun and more. Offering a cozy condo that comfortably sleeps 2 guests with a queen size bed, a mini kitchen, the convenience of on-site laundry facilities. Plus, a living/dining are comforts that would be hard to find in an average hotel. Come make this your launching pad as you experience 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).

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.

Location! Bungalow River & Beach Access
Welcome to our 1918 Bungalow on Riverfront Street. This simple, no frills one bedroom, one bath sleeps two to three. Enjoy a fully equipped kitchen, floor to ceiling river rock gas fireplace, inviting front porch, back deck with propane BBQ, table/ chairs. The Bungalow has a peek of the river, as it is considered the "guest house" to the larger "main house" it shares the lot with. Enjoy low bank river access to launch your kayak. Park the car and experience the best Bend has to offer.

Eco cabin near Bend: sauna, spa, king bed, EV plug
If you’re heading to Central Oregon to hike, ski, or explore, our cabin is the perfect spot for you. Tucked away on a quiet acre in Three Rivers, we offer a cozy, eco-friendly basecamp for your adventures. Soak in the hot tub after a day on the trails, warm up in the barrel sauna, or gather by the fire pit under the stars. Inside, you’ll find knotty pine, a full kitchen, WiFi, and thoughtful touches. 30 min to Bend and Mt. Bachelor, 15 min to Sunriver — and far from the noise.

Adventure Awaits! Walk to downtown and river!
A perfect home base for all your adventures in Bend! Just a 10 minute walk from downtown. Walk or bike to the best restaurants and breweries in Bend. Swimming, hiking, and fishing in the Deschutes river steps from your doorway. King Bed~ Gas fireplace ~ Reading nook ~ Comfy queen sleeper sofa ~ Air Conditioning ~ Games ~ 2 TVs ~ Full kitchen ~ 2 balconies ~ Keyless Entry ~ Shared laundry room ~ 2 Bathrooms ~ K Cup coffee bar ~ Private WiFi ~ Roku TVs

Panoramic Mountain View Oasis
Your high desert sanctuary awaits. Enjoy breathtaking panoramic mountain views from your second floor apartment, stargaze in the hot tub, cozy up outside by the wood-burning fireplace, and so much more! Only 2 miles from Brasada Ranch, convenient for weddings and events. Close to world-famous Smith Rock, centrally located between Bend, Redmond, and Prineville for a myriad of outdoor activities. Forget your worries in this serene and peaceful place!

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.

Hip Fun 1 Bed on Bend's Westside
Enjoy a stylish experience at this centrally-located place. Just one block off of Newport Avenue, the location of this Hip 1 Bedroom is exceptional! Just one block away from Brooks Park/Mirror Pond Park (with a dock to drop in to the Deschutes River) and 2 blocks to Downtown Bend. You can stroll through Drake Park to all of the shops, restaurants, breweries, and pubs in Downtown Bend.
Popular amenities for Bend holiday rentals
Other great holiday rentals in Bend

Midtown Apartment B

Beautiful Home Overlooking River

Midtown Gem With Cozy Fire and Park Views

Desert Oasis (private acreage)

The Oasis Airstream

New! Westside Home ~ Hot Tub ~ Dog Friendly

Best Location in Bend | Deschutes River & Old Mill

Private Sauna/Hot Tub - Mins to Downtown/Bachelor
When is the best time to visit Bend?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €115 | €116 | €119 | €107 | €120 | €139 | €156 | €154 | €119 | €109 | €112 | €122 |
| 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.
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
Destinations to explore
- Rentals with an EV charger Bend
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