Vacation rentals in Boring

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Top-rated vacation rentals in Boring

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Top guest favorite

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

4.97 out of 5 average rating, 117 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.

Top guest favorite

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

4.96 out of 5 average rating, 172 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.

Top guest favorite

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

4.95 out of 5 average rating, 101 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

Top guest favorite

A stunning sunset casts vibrant colors across the sky, creating a backdrop for the tiny house built with natural cedar siding. The silhouette of Mt. Hood is visible in the distance, framed by lush greenery and a pathway leading to the entrance.

Tiny home in Sandy

4.96 out of 5 average rating, 1,192 reviews

Mt Hood View Tiny House

Sandy's first and only Tiny House! Although this home is located just a mile from Hwy 26 within Sandy's city limits, it's located on a private 23 acres, so you'll feel completely secluded. This makes it the perfect place to stay while visiting the Mt. Hood area. The tiny house was built to capture the amazing view of Mt. Hood. The home was designed around a moving window wall system that completely opens to the outdoors allowing for one of the best views of Mt. Hood. We hope you enjoy!!!

Top guest favorite

A comfortable seating area is featured, highlighted by a plush couch and a flat-screen TV. A modern shelving unit displays books and decorative items, while a fireplace is positioned below the television. Natural light enters through nearby windows, illuminating the space.

Guesthouse in Sandy

4.98 out of 5 average rating, 168 reviews

The Sandy Sanctuary

Ready for a break? Want a weekend getaway, a lot closer to recreation? The Sandy Sanctuary is your spot! We've designed this studio to be a space where you can unwind, surrounded by giant evergreens on the outside, and filled with delightful offerings on the inside. Whether you're a weekend warrior, or just want a break from the grind, we think you'll find this a blissful place to rest your head. Located on the edge of Sandy, it's walkable to food carts and coffee, as well as stunning trails!

Top guest favorite

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.

Apartment in Sandy

4.99 out of 5 average rating, 400 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!

Superhost

A serene bedroom features a spacious bed adorned with an assortment of decorative pillows. Two modern bedside lamps flank the bed, providing soft light. A piece of abstract artwork hangs above the headboard, complemented by greenery on the side, creating a relaxing atmosphere.

Guesthouse in Damascus

4.88 out of 5 average rating, 144 reviews

Hygge House-luxurious secluded 3BR guesthouse

The Hygge House PNW is a place to unwind, get cozy and enjoy the company of those you love. Cuddle up with a cup of tea or a good book and enjoy a restful retreat. Enjoy country vibes while being moments away from Happy Valley City Center. Whether you're in town visiting friends and family or looking to experience everything Portland has to offer, the Hygge House has you covered. We hope you enjoy your time spent here and leave feeling relaxed and more connected with the ones you love.

Top guest favorite

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, 516 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.

Guest favorite

A cozy living area features a comfortable gray couch adorned with decorative pillows. A wooden coffee table sits in front, while two stools stand near a countertop. Sunlight streams through large windows, creating a bright and welcoming ambiance in the open kitchen space.

Guesthouse in Boring

4.91 out of 5 average rating, 197 reviews

Boring Bungalow /1 bedroom guesthouse with kitchen

Private and quaint one bedroom one bathroom guest house in beautiful Boring Oregon. Centrally located between beautiful Mt Hood recreation area, breathtaking Columbia River Gorge and the stunning Oregon Coast. You have a private entrance with keyless entry, a comfortable living area and well appointed kitchen. Free on site parking with room for boat and trailer if needed. All linens are provided, as well as a starter supply of toiletries, coffee and tea. STR784-22

Guest favorite

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, 610 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.

Top guest favorite

A cozy living area features a sectional couch adorned with decorative pillows. A wooden dining table with sturdy chairs is positioned nearby. Art prints are displayed on the walls above the couch, and a floor lamp adds soft illumination to the space.

Home in Damascus

4.92 out of 5 average rating, 169 reviews

Foxglove Farm Private Guest Suite

Enjoy a stay in a ground level suite in our two acre country home. Experience the privacy and quiet of the countryside, yet shopping and restaurants are just moments away. We are 30 minutes from PDX and downtown Portland, less than an hour from Mt. Hood and the beautiful Columbia River Gorge, and 90 minutes from the Oregon Coast. You will have your own private entrance, and have access to a porch and deck with scenic views.

Top guest favorite

The entrance to the tiny house features a vibrant green door framed by natural wood, leading to a small porch area. A chair sits to the side, with lush greenery surrounding the property, enhancing the connection with nature.

Tiny home in Damascus

4.92 out of 5 average rating, 770 reviews

Quaint Tiny House In The Trees. Damascus, Oregon.

150 ft. walk down a steep driveway takes you to a unique private little studio with everything an adventurous spirit needs. You must be in physically good shape to handle this location. We have friendly dogs you may see outside. 30 min. to SE Portland, 45 to PDX, One hour to Mt. Hood, 40 min to waterfalls in the Columbia Gorge. Pool open June 15 through September 5th. Can accommodate a 3pm check-in all days except Tuesdays.