Holiday rentals in Boring

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Top-rated holiday rentals in Boring

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Guest favourite

Guest house in Sandy

4.93 out of 5 average rating, 223 reviews

Sauna! Free HOUR w/2 nite stay!

Our large(850sq.ft)studio is urban modern,has a touch of rustic charm, and is comfortable and cozy.We sit on a 5 acre homestead just 2 miles from a small town.The studio sits 35 ft off the back corner of main house.Sunrises are spectacular here and so is the wide open,starry night sky.We are located centrally between Mt. Hood,the Columbia Gorge&Portland.We offer a great place to base yourself to explore all the great sights nearby or just to stay on the quiet country property and soak it all in.

5–12 Oct

$181 SGD per night

Guest favourite

Guest suite in Troutdale

4.97 out of 5 average rating, 758 reviews

Amazing VIEW & Private Entry/Jetted Tub near Falls

Enjoy relaxing NO CHORES TO DO beautiful view from private balcony and bedroom! Comfy King size bed, walk- in closet, writing desk and 2 chairs. TV and WiFi . Only 17 minutes drive from the Airport and super close to many waterfalls,hiking trails and 4 minutes to Edgefield, 5 miles from Blue lake, a few minutes from Multnomah Falls, Bridal Veil Falls, and so many others Gorge falls and hiking trails, Columbia river adventures. it is located in safe neighborhood. Ask about a romantic package!

16–23 Jan

$180 SGD per night

Guest favourite

Tiny home in Sandy

4.98 out of 5 average rating, 202 reviews

The Woodlands Hideout

The Woodlands Hideout is a small intentional retreat space, recently featured in Dwell. Designed and created with so much love, and with the hope that guests could immerse in the beauty of the natural world, but still offer some cozy and more essential comforts. You will love the large windows, the wood stove, and the calming aesthetic. Although the footprint of the space is small, we designed the experience to be outward focussed, so feels very expansive with the towering pine trees in view.

18–25 Jul

$238 SGD per night

Guest favourite

Tiny home in Sandy

4.96 out of 5 average rating, 1044 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!!!

6–13 Mar

$252 SGD per night

Guest favourite

Flat in Sandy

4.98 out of 5 average rating, 312 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!

29 Nov – 6 Dec

$218 SGD per night

Guest favourite

Tiny home in Damascus

4.92 out of 5 average rating, 634 reviews

Quaint Tiny House In The Trees. Damascus, Oregon.

Tiny House In The Trees (must leave message upon booking & 2 hour notice before arriving). A 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 Portland, One hour or less to the mountain, 40 min to waterfalls in the Columbia Gorge. Located in Damascus Oregon. Pool open in the summer season only.

2–9 Mar

$81 SGD per night

Guest favourite

Guest house in Boring

4.95 out of 5 average rating, 402 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.

19–26 Jul

$128 SGD per night

Guest favourite

Guest house in Boring

4.94 out of 5 average rating, 141 reviews

Boring Bungalow / Mt Retreat

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

9–16 Mar

$132 SGD per night

Guest favourite

Treehouse in Sandy

4.93 out of 5 average rating, 207 reviews

Treehouse Glamping Adventure in Sandy, Oregon

The Izer Treehouse is an incredible off-grid retreat. Nestled in a secluded setting amongst the tree-tops overlooking the Bull Run River Canyon, it's the perfect hideaway for couples seeking a romantic escape or BFFs looking for an adventurous getaway. Follow the path and bridge through the trees to your own little treetop oasis. This standalone space rests 30 feet above the forest floor and is perfect for reconnecting with nature and getting away from real-life.

29 Jul – 5 Aug

$247 SGD per night

Guest favourite

Home in Damascus

4.9 out of 5 average rating, 101 reviews

Foxglove Farm Private Guest Suite

Enjoy a stay in a separate, 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.

5–12 Jan

$127 SGD per night

Guest favourite

Guest suite in Damascus

4.91 out of 5 average rating, 524 reviews

Oasis Between City, River & Mountain. Damascus OR

A large & private guest house on lower level of home only 30 min. Portland. Mt. Hood, Gorge Waterfalls & Scenic hikes within 60 min drive. Super comfortable bed, quiet nights & 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! Must leave a message when booking please and thank you.

15–22 Jul

$110 SGD per night

Guest favourite

Guest suite in Troutdale

4.94 out of 5 average rating, 189 reviews

Upscale Troutdale Apartment Near The Edge!

Fantastic Troutdale location across from Edgefield & close to downtown historic Troutdale. Features queen bed, full kitchen and modern finishes. This apartment has privacy and a modern feel. This is a 1 BD, 1BA ADU with it's own assigned parking. Community playground & firepit. Kick back and relax in this calm, stylish space after enjoying a concert at The Edgefield or a day exploring the Gorge!

6–13 Feb

$101 SGD per night