Holiday rentals in Boring

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Top-rated holiday rentals in Boring

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

A spacious covered patio features a rustic wood bar with barrel bases, accompanied by wooden seating and a table. Natural light filters in, illuminating the surrounding greenery. A barbecue grill stands ready for outdoor cooking, enhancing the inviting space for relaxation and gatherings.

Guest suite in Damascus

4.96 out of 5 average rating, 137 reviews

Unique Underground Speakeasy with hot tub

Escape the city in this unique underground stay. Located just outside the city and a quick drive to Mt. Hood. You are sure to leave relaxed and recharged after being surrounded by nature. Soak in your own private hot tub overlooking a forested ravine. The underground space is climate controlled equipped with AC/heat. Connect with nature while you enjoy the massive covered patio with a bbq and games. Ask the owners to hangout with the friendliest Pygmy goats and take photos to cherish the memory.

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Top guest favourite

A single-level home is presented, featuring a light blue and gray exterior with a combination of brick and siding. The front yard is manicured with greenery, and a driveway leads to a two-car garage. A clear blue sky serves as the backdrop.

Home in Clackamas County

5.0 out of 5 average rating, 172 reviews

Peaceful Spacious Single Level Home

Look no further if you are looking for a clean & spacious home with all the amenities for a comfortable stay. Single level with a walk in ADA shower in the primary bathroom. Dedicated office/den with excellent wifi. Remote work & family friendly. 5 minutes away from the Clackamas mall, Costco warehouse/gas, Target, REI, restaurants, Kaiser hospital. Clackamas is a suburb of Portland, only 25 min. drive of downtown and airport. *Co-hosts conveniently live nearby to assist whenever needed

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Top guest favourite

The exterior of a two-story house is presented, featuring a red and gray façade with white trim. A welcoming porch with decorative railings extends along the front, surrounded by lush greenery. A chimney rises from the roof, complementing the home's charming architectural details.

Guest suite in Gresham

4.95 out of 5 average rating, 220 reviews

Sweet Private Suite in Historic Home

Mary and I love hosting people who appreciate a comfortable experience and beautiful space. Our Private Suite is located in an idyllic setting central to all the activities, great food and nature that the greater Portland area is known for, but without the "junk" that comes with being in the city. Short drives to Portland, Mt Hood hiking and skiing, the Columbia River, Multnomah Falls and great entertainment at McMenamin's "Edgefield (15 Min)" and "Grand Lodge" (35 min.). Infants 0-2 welcome.

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Top guest favourite

A spacious covered patio area features a large sectional sofa adorned with decorative pillows and a central table. The patio extends seamlessly to an open kitchen area through sliding glass doors, allowing for an airy connection between indoor and outdoor spaces.

Ranch in Sandy

4.94 out of 5 average rating, 127 reviews

Secluded mountain luxury home

Escape to our mountain luxury home nestled on 20 wooded acres w/ wild life. Enjoy 2000 sqft in a secluded setting with full views of Mt. Hood. Private 2500 sqft covered patio w/ BBQ. Kitchen and dining that flows through a moveable window wall for indoor/outdoor living. Media room with powered reclining seats w/ tiered theater seating. Laundry. 10 minutes to dining, entertainment, or shopping. 45 minutes to Mt. Hood recreation (skiing, hiking, kayaking). Sofa bed in mediaroom. Bunk bed avail

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Superhost

The living room features a playful foosball table in the foreground, with a cozy seating arrangement including a green sofa and an accent chair. A large window allows natural light to fill the space, complemented by soft drapes and a decorative wall mural depicting mountains.

Home in Gresham

4.87 out of 5 average rating, 179 reviews

PNW Sanctuary at the Gorge Family friendly Ranch

Vacation with the whole family and friends at this PNW vibed newly remodeled stylish jewel. It's also located in the center of all the nearby Rec destinations and popular hiking trails. 25 mins to Multnomah Falls/Vista house, Angel's and Devil's rest trails, 1 hour and 15 mins to Mt Hood. 20 mins to PDX airport. 30 mins to DT Portland. While it's still convenient enough for some great restaurants and shopping choices in DT Gresham which is within mins. This is truly your home away from home.

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Top guest favourite

A panoramic view of snow-capped Mt. Hood is framed by open double doors, providing a striking backdrop to the interior. The rustic dining area features wooden chairs and a table, while the floor is set with dark tiles that contrast with the scenic landscape outside.

Flat in Sandy

4.99 out of 5 average rating, 448 reviews

Gorgeous Mt. Hood View, Ski, Hike or Mt.Bike

Welcome to Sandy Oregon, the Gateway to Mount Hood. This Luxurious cabin-feel home, custom built by top notch craftsman and designer, features breathtaking panoramic views of Mt. Hood and the Sandy River. The view is rated one of the best in the Northwest. Enjoy a glass of wine while sitting by the outdoor fire pit, take a short drive to Timberline Lodge for skiing or snowmobiling, go hiking in the Mt. Hood forest or Mountain Biking at world class "Sandy Ridge". Your options are unlimited!

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Top guest favourite

A cozy sleeping area features a comfortable queen bed with plush pillows and a soft white blanket. On either side, wooden nightstands hold stylish lamps that provide soft lighting. Above the bed, a floral artwork adds a subtle touch of color to the neutral wall.

Guest suite in Boring

4.96 out of 5 average rating, 563 reviews

Tiny Private Studio near Sandy, Oregon

Located between Mt. Hood and the Columbia Gorge! Cozy private studio, with a separate entrance on 2 quiet acres. This small studio has a comfortable queen bed with luxury linens throughout. A tiny kitchenette supplied with coffee, organic half and half, an assortment of tea, bottled water, and a few snacks. Wifi and YouTubeTV provided. Grocery stores, restaurants, movie theater, gym, and hiking trails just to name a few amenities all within 1 to 3 miles of our home.

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Top guest favourite

A serene garden scene features a waterfall cascading over natural stone, surrounded by lush greenery and colorful flowers. A small pond is visible at the base of the waterfall, complemented by a tranquil statue. Various plants add vibrant textures and colors throughout the landscape.

Guest suite in Damascus

4.92 out of 5 average rating, 670 reviews

Oasis Between City, River & Mountain. Damascus OR

A large & private guest house on lower level of home only 30 min. to Portland. Mt. Hood, Gorge Waterfalls & Scenic hikes within 60 min drive. Super comfortable bed, quiet nights, recliner sofa & relaxing atmosphere make this an ideal place to hang out and rest. We welcome ALL colors, LGBTQ. Must Read all info, house rules & details prior to booking please. Informed guests are happy guests. Can accommodate 3pm check in every day of the week except Tuesdays.

FamilyLocationLong stay

Top guest favourite

An open-concept kitchen and dining area is present, featuring a dark wooden table set for eight. The kitchen showcases modern appliances and sleek countertops, while a rug adds warmth to the hardwood floors. Windows allow natural light to illuminate the space.

Home in Sandy

4.95 out of 5 average rating, 107 reviews

Mountain Manor in Sandy| HotTub |3KingBeds| MtHood

Brought to you by Marshall's Evergreen Escapes, enjoy this newly renovated historic, spacious manor located in walkable, downtown Sandy. The Sandy ski-bus pick-up is only a few steps from this home which features a chef's kitchen and an outdoor dining area with hot tub and grill. Walkable to Sandy's best restaurants, bars, coffee shops, and spa amenities, you have access to a quaint town with rapid access to the best outdoor adventure Mt. Hood Has to offer.

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Top guest favourite

A spacious backyard is surrounded by lush greenery and tall trees, offering an unobstructed view of the distant mountains. A stone fire pit is positioned on a well-maintained lawn, enhancing the tranquil outdoor space. The clear sky and natural landscape create a serene atmosphere.

Guest suite in Gresham

4.99 out of 5 average rating, 201 reviews

Breathtaking views, Fish, Ski, Mt. Bike, or Hike

Experience a charming two-bedroom suite in the daylight basement of a two-story home, complete with a private entrance and covered patio. Enjoy breathtaking views of Mt. Hood and the Sandy River from your beautiful backyard. Nestled near Oxbow Park, you're just minutes from shops, restaurants, and outdoor adventures in the Columbia River Gorge and beyond. With the Portland airport only 25 minutes away, this cozy retreat is the perfect getaway!

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Top guest favourite

A large windowed section of the cabin allows natural light to fill the space, showcasing views of the surrounding trees and distant mountains. A comfortable seating area is present, alongside a telescope and a small side table with a lamp, creating an inviting spot for relaxation.

Guest suite in Sandy

4.97 out of 5 average rating, 314 reviews

The Cedar House at Riverbend Orchard

Escape to nature’s beauty at this serene retreat on 23 wooded acres overlooking the Sandy River. Sip coffee on the heated wraparound deck, curl up by the stone fireplace, or soak in the hot tub under the stars. Hike the private trails, discover the pond, and unwind in the sauna. Thoughtfully designed for relaxation, with cozy nooks, books, and breathtaking views. Well-trained dogs welcome! No cats or other pets due to severe owner allergy.

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Guest favourite

Home in Sandy

4.82 out of 5 average rating, 428 reviews

Scenic View Lodge | Hot Tub/Deck | Inspiring View

Welcome to Scenic View Lodge Escape to Scenic View Lodge, perched above the Sandy River with stunning Mt. Hood views. This serene retreat is perfect for families or groups seeking comfort and nature. Enjoy: *Hot Tub: Relax under the stars. *Fire Pit: Gather for cozy evenings. *Gas Barbecue: Cook with a view. Reconnect, celebrate, or unwind in one of Oregon’s most inspiring destinations. Book your getaway today!

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