Being one of the most geographically diverse states in the US, Oregon is visited by many tourists all year round. Oregon’s landscapes and waterways include volcanoes, dense evergreen, mixed forests, deserts, semi-arid shrublands, beaches, and lakes. It also houses the famous Crater Lake National Park, Multnomah Falls, Painted Hills, and Mount Hood flocked by tourists for skiing and snow activities. Indeed, Oregon can offer something new to every traveler’s plate. This diversity extends to the fabulous vacation homes in this place. Go check out the top 10 vacation rentals in Bend, Oregon, USA.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on February 06, 2024.
1. Family home with treetop views (from USD 92)
Get close to nature and sleep comfortably in a quiet home. You’ll stay on the first floor of this apartment with windows that offer refreshing treetop views. Your spacious bedroom will soothe you after a tiring day with its fresh, fragrance-free and 100% cotton sheets. The whole property is well-kept and clean and is child-friendly. A queen size air mattress can be set up in the living room. Kids would love it! The bathroom has a tub and shower combination with bath essentials provided. Fill our gastronomic cravings by visiting the restaurants within walking distance. The hosts, Mike and Darla, would be happy to give good recommendations for you and your family.
Top guest reviews
Amenities & Room:
the apartment has a great views of mountainthe bed and sofa were very comfortable as was the temperaturethe bed and couch and both very comfortable and everything was sparkling cleanmike and darla’s place was better than expected the space was very cozy with nice touches and amazing amenitiesthe apartment met all of my needs: warm and plush bed nice fast internet clean and well-lit bathroomCleanliness:
everything was super clean & comfortablereally comfortable clean and lovely stayvery clean comfortable and well-equippedgreat place to stay very clean and quietthe space was very clean and attention to detail was evidentHost:
great hosts and accommodationsi appreciate the effort the hosts made to make guests feel as if they were homevery comfortable space and chatted with very nice hoststhey were also very responsive and willing to help beyond being a host to this airbnbmike and darla are awesome hostsRead more reviewsLocation:
close to everything fun in bendclose to pretty much everythinggreat place and location definitely recommend itgreat spot and great locationgreat location and value for west side bend
2. Quirky house surrounded by a garden (from USD 78)
Book yourself into this whimsical house surrounded by a lovely garden! Everything you need is here, including a private living space with an equipped kitchenette, a loft, a living room, a modern bathroom, a spacious bedroom, and entertainment appliances. The kitchenette is equipped with a toaster, an induction burner, a french press, an oven, utensils, and stocked coffee. You can unwind in the fenced backyard or use the outdoor grill to bond with your loved ones. Guests love soaking in the tub after a long day of hiking. You can easily access downtown from this property. Others also find this place ideal for relaxation and meditation.
Top guest reviews
Amenities & Room:
the claw foot tub is lovely with the skylights lighting up the bathroomthe apartment has so many nice touches and the quirkiness makes it fun and uniquethe space was beautifully designed and very comfortablehaving access to laundry a grill and hot tub were all added bonusesthis is a very enjoyable apt with a great backyard and sitting areaCleanliness:
it was super clean and cozyeverything was clean and well-maintainedthe space itself is clean and comfortableour space was clean and quitea clean private and modern sweet spotHost:
the hosts were so friendly and quick to replyalex was super responsive and eager to helpthe host was so kind and expectations were very clearly communicatedrespectful kind and amazingly helpful hosteveryone we met during our stay was welcoming & helpfulRead more reviewsLocation:
great location easy walk to downtownthe location was great and super close to everythingclose to downtown- easy walkit's a super cute and decorative place in walking distance to downtown bendwe loved the ability to walk around downtown
3. Vibrant and modern home with high ceilings (from USD 249)
You will not only enjoy this home because of its central location but for its elegant architectural design and interiors. Get plenty of sunshine around the house through its large-sized windows. The interiors are a mix of modern and hip, vibrant and subtle designs. There is a fully equipped gourmet kitchen ready to accommodate your cooking sessions and a spacious dining area for the whole family. Location wise, this property won’t disappoint. You can walk a couple of blocks to Chow, a local favorite, or enjoy Japanese cuisine over at Kanpai Sushi. Check out the fun shops, bakeries, coffee shops, pubs, and restaurants at Newport Avenue or stroll through the Westside neighborhood. There are plenty of options for fun whether you’re indoors or outdoors.
Top guest reviews
Amenities & Room:
Last I personally like a TV in each bedroomIt had everything we needed to be comfortableKitchen was well equipped to cook a mealothers breweries not in town We really enjoyed having the fire pit living room area was comfortable for watching tv togetherThe kitchen had everything we needed andCleanliness:
clean beautifully furnished and very comfortableBeds were comfortable and linens and towels were of good qualityThe house is new modern and nicely decorated with clean linesnew clean and comfortable--living area and fireplace are great--Host:
were nicely thought out Garage was supplied with bikes and some helmetsWe hope to return to this beautiful homeThe location is great and the unit is newI am often disappointed with the cleanliness of rentals but this house was super clean and well stockedAmenities shampoo and soaps booksRead more reviewsLocation:
comfortable and in a great location Walking distance to amazing restaurants and breweries close to epic mountain bikingcoffee shops and restaurants Easy bike ride to downtown and Old MillIt is a cute little school and better than looking at someone's houseIt's a quiet neighborhoodThe place is also perfectly located Easy walking distance to a bunch of great spots
4. Two-bedroom bungalow (from USD 338)
Create memories with your loved ones in this family-friendly bungalow located at one of Bend’s prime Westside neighborhoods. It sits just two blocks away from the first Rapids Park on Deschutes River and is at a walking distance to the downtown area. The full home sleeps four and has a separate studio apartment with a living area and a king master suite. All in all, the property sleeps a total of six. To ensure privacy, both living areas - bungalow and studio apartment, cannot be rented out separately. A beautiful flagstone garden courtyard creates just the right amount of privacy and gathering space between the two. A gourmet kitchen is provided, as well as Weber gas grill and outdoor dining for six on a charming garden deck.
Top guest reviews
Amenities & Room:
kitchen well stocked with essential cooking itemsThey use artificial air fresheners which some people have allergies toThe home was cozy yet bright with just the right amount of space Great attention to detail: nice linens comfy bedThe twin beds in the second bedroom are on casters and rolled around the room quite a bit which is fine for kids but might be difficult or dangerous for older adultsWe loved the big beds and en suite bathrooms in each the cozy living room (card games late into the night) the hot tubHost:
Rebecca and her staff were easy and pleasant to work withthe outdoor patio and the awesome central locationHot tub was great in the eveningshot tub and bikes were awesomeWe loved the location- close to the river and townRead more reviewsLocation:
We enjoyed our stay here Great location and the bikes make it easy to get aroundWe really liked being in a neighborhood as opposed to the condo complexHot tub was great at the end of a day of skiingBeautiful home in a fantastic location Short walk to downtown and the river Beautiful city FYIWe had a great time after work went for walks and mostly enjoyed the wonderful location We are looking forward to stay here again
5. Westside craftsman bungalow (from USD 249)
Built in 1919, this bungalow is listed in the National Historical Register. You will find most of its historical elements preserved with the addition of modern conveniences such as central air conditioning and heating, dishwasher, and more! Stay and relax in the large private backyard. It is fully enclosed with a fence, covered with grass, has a barbeque, comfortable seating, and a patio umbrella. Explore further and take a walk in the quiet and vibrant neighborhood that will truly make you feel the Bend atmosphere. There are two bedrooms to comfort you after a tiring day. Every room has a queen-sized bed with soft sheets and a comforter.
Top guest reviews
Amenities & Room:
The living room setup with comfy couch and chairs next to the gas fireplace offered a cozy place to relax after skiingThe kitchen is stocked with all the supplies neededThe updated and modern jack and jill bathroom was a nice touchIt is comfortable and cozy and also has all the things you needThe home has the old craftsman look and feel with comfortable furnishings and tasteful modern updates (lovely gas fireplace terrific updated kitchen and bathroom)Host:
We absolutely loved the homeThis beautiful property put us into vacation mode immediately and the owners were responsive and friendly with minor issues that required communications such as city utility upgradesWe appreciated the amenities and the welcome card Thanks for letting us live in your cute rental home during our spring vacationThe owners are very easy to communicate with Five stars for sureThe decor is welcoming and our family made lots of memories during our holiday stayRead more reviewsLocation:
Beautiful renovated bungalow in a perfect location The best grocery store Market of Choice is right around the cornerIt has the best location to all the fun activities in BendThe market nearby was amazing Perfect set up for a great time in BendBrewery very close to houseFirstly this property is in a perfect location to explore downtown and the old mill district
6. Serene and private cottage near downtown Bend
This place is called “The Little House,” but it’s not that little as you will find when you book it. Some of the words used by guests to describe it are “magical,” “romantic,” “serene hideaway,” and “private paradise.” This is a self-catering cottage located in midtown Bend with a spacious floor plan ideal for up to three guests. It has a private entrance and private parking for two cars, a full kitchen, a library, and a private master bedroom. It’s tucked in a diverse neighborhood with convenience stores, restaurants, and shops in nearby locations. Make sure to take advantage of downtown Bend, where you can spend the night with good friends, good food, and good drinks.
Bend, Oregon, United States
1.81 km (1.2 mi) from Drake ParkAccommodates: 3
Top guest reviews
Amenities & Room:
it has a full kitchen loads of little amenities and fit our needs perfectlythe bed was comfortable the kitchen was great and we had all the amenities we neededthere's no tv but i honestly loved that forced us to disconnect for the weekend we were therewe had a wonderful stay at the little house plenty of space nice kitchen great hot tubthe space is cozy and relaxingCleanliness:
it was very clean and had everything we could possibly needthe bathroom is efficient and super clean again well stockedsuper clean deb was so friendly and responsivethe place was very clean the hot tub was relaxingclean well-organized spaceHost:
debby and kevin are excellent hostsdebby and kevin are excellent hostsdeb & kev are fantastic hostsdebby and kevin make completely great hostshosts were very helpful:Read more reviewsLocation:
great location highly recommendloved staying here great locationan easy walk to many shops and restaurantswe enjoyed the hot tub and the location was ideal for our concertduck hollow was an ideal place for the two of us
7. Elegant loft at Westside Bend
This rental is a modern space with a contemporary design. It is tucked amongst the juniper trees, making it a perfect spot for those who like it quiet and peaceful. The High Desert Loft features a gorgeous, fully-equipped gourmet kitchen with brand new appliances, concrete and black walnut countertops, glass subway tiles, and beautiful modern finishings throughout. The master bedroom offers restful evenings whatever the season is. The bed is covered with soft, quality sheets, with cosy down duvet and a custom barn wood headboard. From here, you can access the bathroom with a rustic barn finish. It also has a bathtub and a shower to cool you down or warm you up. Are you booking with kids? There is a fold-out couch in the living room that transforms into a double bed. Extra bedding is also provided in the master closet.
Bend, Oregon, United States
1.05 km (0.7 mi) from Drake ParkSuperhostAccommodates: 4
Top guest reviews
Amenities & Room:
tasteful decor great kitchen comfortable furniture & bedkitchen layout and amenities are thoughtful and efficientthe king bed is super comfortablethe location of this home is perfect we walked to grab coffee and breakfastCleanliness:
nice quiet space very clean and modernthe apartment is clean and spaciouseverything was super clean modern and well laid outsuch an awesome place clean stylish and spaciousthe guest house was sparkling clean and extremely comfortableHost:
jenna is an amazing hostjenna is a great hostjenna & shawn we’re awesome hosts with a wonderful spacejenna was a great hostand a fantastic hostRead more reviewsLocation:
the location is fantasticgreat location and very comfortablebeautiful loft and perfect locationthis place is settled in a great location not far from downtowndarling apartment in a fantastic location
Visit bold and beautiful Bend
Bend is all about character, boldness, and style. It speaks right in front of you the moment you step into its shops or take a walk in its neighborhoods. This unique feature is also seen and felt in the homes featured in this list. Whatever you choose, you’re sure to enjoy lots of private space, a dash of nature (and sunshine), and a welcoming vibe that is uniquely Bend. Book your vacation home now before somebody else does!
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