Sitting on the banks of the Deschutes River, Bend is a small yet developing city in Oregon. Its thriving outdoor scene allows for exploration of the region’s natural beauty. Indulge in hiking, camping, or biking at Newberry National Volcanic Monument - Deschutes NF and become one with nature. The tourist spot has a caldera, several lakes, and of course, scenic trails. Also, explore the 13-ac (5.26-ha) Drake Park, which features tall trees, picnic tables, and ponds that are frequented by ducks and other birds. Those with a sweet tooth should pass by Goody’s Chocolates and Ice Cream for a taste of the establishment’s handmade chocolates. That’s not all! Bend also boasts modern Vacasa rentals that are ideal places to retreat to after touring the attractions. Keep reading for details about the best Vacasa rentals in Bend, Oregon.
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 April 12, 2024.
1. Chic hideaway retreat (from USD 200)
This is a remodeled home in a quiet community on the banks of the Deschutes River. You’ll appreciate the private hot tub and airy kitchen with stainless steel appliances. Mealtime on the partially covered deck with a large picnic table is a must-try.
Skip preparing meals in the kitchen and use the gas grill. With free, high-speed Wi-Fi and cable television, you’ll have a variety of entertainment at your disposal. Downtown Bend is less than 3 mi (4.83 km) away from this home.
2. Whiskey Mountain Lookout (from USD 400)
This posh home is out to make your holiday in Bend memorable. Here, you’ll have access to a fashionable game room complete with a pool table and two flat-screen televisions. A dip in the private hot tub will soothe your sore muscles, leaving you feeling refreshed. Up to two dogs are welcome in this home. The dogs will have a 0.5-ac (0.20-ha) closed-in yard to run around in. Also, there’s a leashless dog park nearby.
3. Perfectly Placed Plum Cottage (from USD 99)
Have a good time at Perfectly Placed Plum Cottage, an updated home boasting a private hot tub. As a dog-friendly rental, you’re permitted to stay with four furry friends. Here, professional housekeepers ensure the home is neat before and throughout your stay.
Whipping up meals in the full kitchen is blissful, and there’s a fenced backyard where you can dine al fresco. Wi-Fi is offered without charge and it is reliable enough for fast internet access.
4. The Heyburn Cottage (from USD 316)
Are you in search of a Vacasa rental that’s pet-friendly and spacious enough for a group of 10 to 13 people? Make this cozy duplex a priority. You’re permitted to bring four of your beloved dogs to this facility. Adorned with free Wi-Fi, cable TV, and a DVD player, you’re guaranteed constant entertainment. A full kitchen and a gas barbecue grill are other features awaiting your arrival.
5. Ponderosa Views (from USD 90)
Settle at Ponderosa Views, a stylish condo in a quiet area of Bend. It’s equipped with big windows that ensure guests take in views of the forested surroundings from inside the rental. Visitors are free to put the hot tub and swimming pool to good use. While the pool is shared, the hot tub is private. That aside, food preparation in the full kitchen is made easy by all the appliances.
6. Single-level cottage in River West (from USD 89)
Staying at River West Cottage has its own perks. Measuring 1,100 sq. ft. (102.19 sqm), this family home is in a quiet neighborhood and close to downtown Bend. Its driveway is large enough for two vehicles, and four dogs are allowed on-site.
The fenced side yard is perfect for basking and playing with your furry pal. What’s more, the free Wi-Fi will help you go online, and you can roast your steak to perfection on the gas barbecue grill. As a bonus, a dryer and a washing machine are provided.
7. Seventh Mountain Resort (from USD 60)
Seventh Mountain Luxury is an oasis of fun and relaxation. The dog-friendly condo amidst aromatic pine trees permits a maximum of two canine family members. It’s on the third floor, perfect for people who have no problem taking the stairs.
On the south-facing balcony overlooking the forest, you’ll have an opportunity to enjoy views of the surrounding nature. Log onto your social media accounts using Wi-Fi and stay glued to the flat-screen TV watching movies during your downtime. With a shared charcoal grill and a fully equipped kitchen at your disposal, whipping up meals is never a hassle. You’ll also profit from shared heated pools, tennis courts, and a sauna while staying in this posh rental.
8. Condo in Mt. Bachelor Village
Mt. Bachelor Meridian is thoroughly cleaned and furnished for a restful holiday break in Bend. The condo boasts cost-free Wi-Fi, so it’s easy to go online at your convenience. After stretching your muscles on the tennis court, soak in the shared pool or hot tub to relax.
You can also unwind beside the gas fireplace and in front of the cable TV after a long day discovering the city. Prepare your breakfast in the fully equipped kitchen and have it on the balcony.
9. Luxurious old mill home (from USD 179)
This upscale townhouse lets you experience a blend of comfort and privacy. It’s in a central location, less than a 15-minute walk from the Old Mill District — a trendy shopping mall. Downtown Bend is about 10 minutes away on foot. As a destination of modern entertainment, this rental comes equipped with board games, an Xbox 360, cost-free Wi-Fi, and flat-screen TVs.
In addition, explore the Deschutes River using two inflatable paddleboards that are provided without charge. Soak in the mid-morning sun from the rooftop deck and use the living room’s gas fireplace to warm up the townhouse.
10. Family-friendly home close to Old Mill District (from USD 150)
La Petite Maricopa is a family-friendly home that’s updated for a cozy getaway in Bend. It’s on a calm dead-end street and near Old Mill District, a modern shopping center with a variety of food, entertainment, and shopping destinations. There is an enclosed and grassed backyard where you can barbecue and play outdoors.
The free Wi-Fi aids in easy internet access, and the full kitchen is well stocked for whipping up your preferred meals. To top it all off, 2 dogs weighing a maximum of 35 lbs (15.88 kgs) are allowed in the home.
An all-season holiday destination
Year-round, Bend welcomes tourists who are eager to have a special retreat in the city. Whether you’re in the area for its culture, outdoor leisure opportunities, or history, don’t compromise on relaxation. Make yourself at home in any one of the above Vacasa rentals and enjoy life.
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