Last Updated April 29, 2021 4/29/2021

Top 20 Staycation Ideas in Bend, Oregon

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Bend, Oregon is a trendy destination with everything adventure seekers dream about. There are lots of things to do in this cool city, as it’s home to local breweries, locally inspired restaurants, and a community that is heavily connected with itself – we are jealous if you live here. A staycation can mean hanging out close to, or where you live, but we also think it can mean going somewhere that doesn’t involve a lot of traversing or navigating to have a great time. These incredible hotels, Airbnbs and other rentals in the area are close to adventure while flaunting attributes that could entice guests to stay onsite through the entire getaway.

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Riverhouse on the Deschutes
Riverhouse

Riverhouse on the Deschutes

One of the best hotels in Bend near the Old Mill District, Riverhouse on the Deschutes takes the hotel experience and meshes it seamlessly with the outdoors. Book a room that has a balcony extending over the rushing river, and enjoy the tall trees, scenic bridges, and lavish outdoor lounging areas. Definitely stop by the restaurant for breakfast and indulge in local favorites. Even the oatmeal is incredible, with Oregon grown hazelnuts and various dried fruits.

Pronghorn Resort
Pronghorn

Pronghorn Resort

A popular spa resort in Oregon, Pronghorn Resort is enveloped with the sloping peaks of the Cascade Mountains. The lodge has luxury amenities like in-room fireplaces, full kitchens, and private terraces. Activities offered at the resort include pools, a waterslide, tennis, pickleball, basketball, a kids’ camp for children ages 6+, and live music on the patio in the summer.

LOGE Camps
LOGE Camps

LOGE Camps

LOGE has been converted from a dated motel to an outdoor enthusiast’s paradise. Each private entry room has a contemporary design and fun attributes like hammocks hanging from the ceiling. Guests will find ample space to store bikes and outdoor gear. Outside are fire pits, and other places to lounge and enjoy the pristine environment. Head to the main commons area and find kombucha on tap, along with some seriously delicious baked goods.

Duplex on Deschutes River with Hot Tub
Credit: Airbnb.com
Duplex on Deschutes River w/ Hot Tub

Duplex on Deschutes River with Hot Tub

Right on Bend’s outskirts, in Sunriver, there is this glorious home on Airbnb with naturalistic accents and high beamed ceilings. But if that weren’t enough to wow you, the spacious deck that extends toward the pristine river will.

Kingston House
Credit: Vrbo.com
Walk to everything! Welcome to KINGSTON HOUSE

Kingston House

Presenting in classic Bend fashion, the exterior is traditional to the area. However, the interior of this Vrbo is larger than it looks, with the ability to sleep up to 10 people. Elegant and contemporary themes are found throughout, and that lawn is perfection. Located in the Westside neighborhood Of town, there are boatloads of breweries to toss a few back at. (But we recommend savoring these lovingly brewed varieties.)

Little Sister
Credit: Airbnb.com
Little Sister

Little Sister

How cute is this guest house Airbnb? Like a replica of the larger updated homes of the trendy neighborhoods of Bend, this is actually just a studio dwelling. Inside is moderately decorated and features all of the comforts from home. The location is phenomenal and walkable to many attractions of downtown.

Oxford Hotel
Oxford Hotel

Oxford Hotel

Oxford Hotel has definitely earned all of its awards. Yes, expect a traditional hotel experience, but with roots that run deep into the local environment. Even right down to details like the soap, which hails from the Bend Soap Company (stop by and stock up on goats milk lotion), the hotel focuses on all things Bend. And further following in the area’s footsteps, pets are welcome! Choose from a pillow menu (for real), and even take advantage of loaner guitars. That’s just so “Bend.”

Waterfront Home on Mirror Pond
Credit: Vrbo.com
Waterfront home on Mirror Pond is steps away from Downtown Bend

Waterfront Home on Mirror Pond

Ornate, traditional, lavish – ready to feel pampered? The home is absolutely stunning, and generous in size, too. Details are everywhere, right down to the cabinetry and furniture. Tubes and other water gear are located within the garage, which is great, because your location is literally hugging the river.

Beautiful Home Overlooking the River
Credit: Vrbo.com
RiverWild Retreat-beautiful home overlooking the river- minutes to it all

Beautiful Home Overlooking the River

Towering into the surrounding pines, this extra-large home that sleeps eight people will drop jaws from the moment you arrive. The Vrbo property is almost right within downtown but still feels secluded and private. Wrap around decking offers multiple viewpoints of the surroundings. As with any rental in Bend, outdoor activities galore are available.

Bluebird Day - Riverfront Cottage Retreat with Hot Tub
Credit: airbnb.com
Riverfront Cottage Retreat with Hot Tub

Bluebird Day - Riverfront Cottage Retreat with Hot Tub

Walk everywhere from this little cottage! The exterior of this Airbnb is surrounded by a lush green lawn, and inside is a major breath of fresh air, with a light color palette and up-to-date design. Walk out the back door onto an impressively sized deck, that has spectacular views of the river! We have a feeling you’ll be eating breakfast here every morning.

Urban Haven in a Mid Town Condo
Credit: Airbnb.com
Urban Haven in a Mid Town Condo

Urban Haven in a Mid Town Condo

This isn’t your average condo Airbnb, it’s been given an artsy touch that is reminiscent of the area altogether. A brick style wall, glossy wooden floors, and a beautifully tiled kitchenette will be all you need during your stay. However, the outdoor patio complete with a fire pit is an ideal place to spend fall nights, with a local brew in hand.

Little City Bungalow with Amazing Location
Credit: Airbnb.com
Amazing Location! | Little City Bungalow

Little City Bungalow with Amazing Location

Bend bungalows are almost always the most precious little homes you’ll ever see. With its red exterior, and surrounded by colorful foliage, this little house presents impressively on the inside. Bright, light-flooded rooms are accented with somewhat chic attributes. From the spiral staircase to the open kitchen, staying for a while is no problem.

Riverfront Condo with Amazing View
Credit: airbnb.com
Riverfront Condo with Amazing View

Riverfront Condo with Amazing View

The openness of this condominium is so refreshing, and that fireplace contributes an undoubtedly high-end vibe. Rustic wooden floors create a seamless flow. Outside on the private balcony, guests will find pops of color. But it will be hard to take those eyes off of the gleaming, picture-perfect river.

2-Bedroom Home on the River
Credit: Vrbo.com
Truly one of the Best Homes on the River! Safe & Open

2-Bedroom Home on the River

Launch a kayak into the river right from the backyard – or just sit by the fire pit and enjoy the other folks floating by. This cottage is the perfect dwelling to wrap up our staycation list in Bend because it is close to all of the amazing pubs, restaurants and shops.

A-Frame of Mind
Credit: Airbnb.com
A-Frame of Mind

A-Frame of Mind

Keep things cozy at this rustic A-frame cabin Airbnb amongst the wooded areas of the town. Feeling completely traditional, lots of wood envelopes guests, and a small kitchen contributes convenience. Warm your little space with the wood-burning stove, which adds yet another ambient touch. The hosts have added a luxurious element – a hot tub.

McMenamins Old St. Francis School
Mcmenamins

McMenamins Old St. Francis School

If you’ve been around the Pacific Coast at all, you might’ve seen a McMenamins. Each one is unique, having been converted from something that is perhaps historic. In Bend, the location was once an old Catholic school, but now serves as a quirky hotel/restaurant with mysterious nooks and crannies waiting to be discovered. You bet the rooms are equally as interesting.

The Camp
The Camp

The Camp

The Camp is not an RV park, it is a wonderland of vintage trailers and modern aesthetics. However, travelers can park their rigs here, during their stay. The location is excellent, being right in the heart of downtown, so all of those trendy restaurants, hip coffee bars and eclectic shops are within arm’s reach.

Downtown Riverfront Home with River Access
Credit: Vrbo.com
DOWNTOWN RIVERFRONT HOME W/ RIVER ACCESS, BEST LOCATION, 2 MASTER SUITES

Downtown Riverfront Home with River Access

If you can be on the river during your staycation, it is highly recommended, because activities include kayaking, fishing, and even floating in a tube with a beer in hand. This is seriously a popular thing in Bend. This lovely abode is on the river as well, and the interior is both sleek and interesting. Just get a load of that super cool fireplace!

Vintage Pink with Hot Tub
Credit: Airbnb.com
Vintage Pink - Hot Tub

Vintage Pink with Hot Tub

Pretty in pink is the theme – – right down to the old-school refrigerator and stove. Some rustic elements are blended into the renovated 1920s cottage, but overall, the hosts have stayed true to the original design. Immersed into timeless floral patterns, there are more bright colors everywhere you look. This particular location is within reasonable distance to many major sites, like Mt. Bachelor.

Skyliners Getaway
Credit: Airbnb.com
Skyliners Getaway

Skyliners Getaway

If you like cozy cabins, get a load of this one! Log construction automatically dubs this Airbnb as an iconic abode. At just 500 square feet, there is still plenty of space, including a sleeping loft. The bathroom is detached from the cabin but is fully functional and equipped.

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