Vacation rentals in Sandy

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Top-rated vacation rentals in Sandy

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

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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
4.94 out of 5 average rating, 107 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

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
4.95 out of 5 average rating, 1,208 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, 170 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, 411 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!

Top guest favorite
An inviting living area features a high arched wooden ceiling, accented by a stone fireplace. Large windows provide ample natural light and views of the outdoors. Comfortable seating is arranged around a stylish coffee table, with a globe and decorative elements adding character.
Cabin in Sandy
4.99 out of 5 average rating, 101 reviews

Arched Cabin with sauna on the Sandy River

Welcome to our stunning two-bedroom, two-bath arched cabin nestled along the Sandy River. Enjoy direct access to the river, where you can bask in the natural beauty of the surroundings and a view of Mt. Hood. The open concept living area boasts large windows that frame the breathtaking river views, creating an inviting ambiance that's perfect for relaxing. Indulge in a the barrel sauna with panoramic river vista. The cabin is close to endless activities up and around Mt. Hood.

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, 526 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.

Top guest favorite
Tiny home in Sandy
4.97 out of 5 average rating, 294 reviews

The Woodlands Hideout

The Woodlands Hideout is a small intentional semi-offgrid retreat space, featured on Dwell. It was designed and built by Further Society and created to allow guests to immerse in the beauty of the natural world, but still offer some cozy and more essential comforts. Although the footprint of the space is small, we designed the experience to be outward focussed, so it feels very expansive with the towering pine trees in view.

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, 786 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.

Top guest favorite
The sleeping area features a queen bed with a patchwork quilt, flanked by two bedside lamps. An array of vintage posters adorns the walls, creating a vibrant atmosphere. A small reading chair sits next to a desk in the corner, enhancing the cozy and functional space.
Place to stay in Estacada
4.99 out of 5 average rating, 299 reviews

"Worth 10 stars" Lucky Dawg Hideaway

Our LUCKY DAWG Hideaway is a well-equipped unique comfortable space with a queen bed, small kitchen, laundry area and bathroom. The cozy outdoor patio adds to your living area. Estacada is centrally located (abt an hour drive) to both downtown Portland and Mt Hood for all-year skiing and world-class hiking...Plus, we're about a 2.5 hour drive to either the beach or the high desert of central Oregon...

Guest favorite
A tranquil pond surrounded by smooth stones and lush green plants is situated in front of a rustic wooden building. A wooden deck with patio furniture and an umbrella is visible, offering an inviting outdoor space amidst the serene natural setting.
Farm stay in Sandy
4.89 out of 5 average rating, 675 reviews

Green Acres Private Studio Apartment

Come share our beautiful five acres. There are 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. Great ski resorts and hiking trails within 30 miles. Put your phone on WiFi calling for best service. WiFi is Listed on the chalkboard along with other notifications.

Guest favorite
A canvas platform tent is shown, featuring two beds with cozy bedding arranged inside. Soft lighting is provided by a bedside lamp. The entrance is open, revealing a wooden deck and a green cooler on the ground. Surrounding trees add natural privacy.
Tent in Sandy
4.93 out of 5 average rating, 142 reviews

Heated Glamping tent, Action sports- Site 3

Stay in a cozy canvas tent tucked in the woods on the grounds of a legendary action sports destination at the base of Mt. Hood. With year-round lift-accessed snow and epic bike trails just minutes away, plus limited access to private skate parks and a full fitness center on site, this is the ultimate basecamp for riders, skaters, adventurers, or anyone craving fresh mountain air.

Top guest favorite
A vintage cabin is nestled among tall trees in a lush forest setting. Sunlight filters through the foliage, illuminating the wooden exterior and surrounding greenery. The pathway leading to the cabin is lined with stones, creating a natural and serene entrance.
Cabin in Welches
4.99 out of 5 average rating, 277 reviews

The Cedarwood Cabin

Featured in Schoolhouse Electric's winter catalog (2020), Cedarwood is a beautifully restored vintage cabin, nestled in the forest above the banks of the Sandy river. We spent extra time selecting just the right finishes to create a comfortable & modern forest retreat.

Popular amenities for Sandy vacation rentals

When is the best time to visit Sandy?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR2,154 ZARR1,911 ZARR1,998 ZARR2,050 ZARR2,189 ZARR2,258 ZARR2,641 ZARR2,467 ZARR2,154 ZARR2,033 ZARR2,397 ZARR2,380 ZAR
Avg. temp5°C7°C9°C12°C15°C18°C21°C21°C19°C13°C8°C5°C

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Sandy?

    Yes! Work meets play with ease at over 20 vacation rentals in Sandy featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Sandy?

    Four-legged friends are welcome in Sandy. Choose from more than 10 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in house rentals in Sandy?

    Experience the best of Sandy with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Sandy have wifi?

    Absolutely! We offer over 10 house rentals with wifi in Sandy. Enjoy a tailored experience with all the comforts you desire.

Quick stats about vacation rentals in Sandy

  • Total vacation rentals

    Explore 30 vacation rentals in Sandy

  • Nightly prices starting at

    Sandy vacation rentals start at R869 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 5,530 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Sandy vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill, and Laptop-friendly workspace across Sandy rentals

  • 4.9 Average rating

    Sandy stays are highly rated by guests—averaging 4.9 out of 5!

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