Holiday houses in Sandy

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Top-rated holiday rentals in Sandy

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Guest favourite

Tiny home in Sandy

4.98 out of 5 average rating, 203 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.

24 Apr – 1 May

$350 NZD per night

Guest favourite

Guesthouse in Sandy

4.93 out of 5 average rating, 224 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.

10–17 May

$278 NZD per night

Guest favourite

Tiny home in Sandy

4.96 out of 5 average rating, 1051 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!!!

13–20 Oct

$319 NZD per night

Guest favourite

Apartment 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!

13–20 Jan

$291 NZD per night

Guest favourite

Tiny home in Damascus

4.92 out of 5 average rating, 637 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.

8–15 Dec

$107 NZD per night

Guest favourite

Farm stay in Sandy

4.9 out of 5 average rating, 572 reviews

Green Acres Private Studio Apartment

Come share our farm adventure. Meet friendly goats, ducks, and chickens. Two queen sized beds in a studio apartment with a convenient kitchenette and private bath. There is also a futon chair and a sofa that could accommodate small children. We have an air bed and port-a-crib also available on advanced request. Great ski resorts and hiking trails within 30 miles. Enjoy a beautiful deck with patio furniture and umbrella for your outdoor use. Just added an electric charging port.

5–12 Aug

$184 NZD per night

Guest favourite

Guest suite in Sandy

4.96 out of 5 average rating, 168 reviews

The Cedar House at Riverbend Orchard

Unique meets gorgeous on 23 wooded acres overlooking the Sandy River! Peaceful vibes abound whether you are stargazing through the telescope on the wrap around deck, or chatting with friends by the massive stone fireplace in the great room. Enjoy the amazing book selection, giant floor pillows, sunrises and sunsets around this beautiful cabin hidden amongst the tall trees. Relax in the hot tub. Hike the acreage, discover the pond, enjoy the lawn games! Leave renewed!

5–12 Jun

$539 NZD per night

Guest favourite

Guest suite in Boring

4.95 out of 5 average rating, 405 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.

1–8 Sep

$146 NZD per night

Guest favourite

Treehouse in Sandy

4.93 out of 5 average rating, 208 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.

5–12 Sep

$318 NZD per night

Guest favourite

Guesthouse in Rhododendron

4.99 out of 5 average rating, 544 reviews

The Bear's Den, studio with kitchen and pond/creek

Our wonderful guest house is a cozy studio with a queen bed, kitchen, sofa, and dining table in one large room. There is a bathroom with shower. This is a second floor apartment over the detached garage, we live in the main house next door. The property is very secluded well off the road with no other houses nearby and borders the National Forest. Enjoy the spring fed pond in the front yard, a hike along the Sandy river, or a 15 min drive to ski resorts.

9–16 May

$215 NZD per night

Guest favourite

Cabin in Estacada

4.98 out of 5 average rating, 274 reviews

Creekside Cozy Cabin

Nestled among tall cedars, you'll find the Creekside Cozy Cabin a perfect place to relax and enjoy its calm surroundings. While there are neighbors on both sides of the cabin, you still get that country feel away from the city. We are 20 miles from PDX Airport and 21 miles from Downtown Portland, but the drive out to the cabin is worth every mile.

31 Oct – 7 Nov

$246 NZD per night

Guest favourite

Cabin in Rhododendron

5.0 out of 5 average rating, 456 reviews

Klaus Haus-A cozy, modern retreat

This remodeled cabin is a beauty! It is architecturally unique with interesting lines, floor to ceiling windows, an open concept main floor, wood burning fireplace, and a king sized bed in the loft. This is a great home base for exploring all that Mt. Hood has to offer and a beautiful space to relax in afterwards!

24–31 Oct

$308 NZD per night