Vacation rentals in Timothy Lake

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Top-rated vacation rentals in Timothy Lake

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Guest favorite

The modern cabin exterior features large glass windows that enhance the connection with nature. A spacious wooden deck is equipped with outdoor seating, a fire pit, and a recessed hot tub. Surrounding greenery adds to the serene atmosphere of the forested setting.

Cabin in Rhododendron

4.98 out of 5 average rating, 125 reviews

Modern Cabin w/ Movie Theater, IR Sauna, Hot Tub

** Featured in Schoolhouse Electric home tours ** Midnight Hollow is a modern cabin situated in the picturesque foothills of Mt. Hood Nat. Forest, 20 minutes to the slopes and 1 hour from Portland. Tucked away in a quiet hollow, this mountain cabin amplifies the soothing sounds of the nearby Sandy River as they echo through an old growth forest. The hollow's unique geography provides half an acre of private forest, river access, and views of the Cascade Mountains.  Find us @midnighthollowcabin

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!!!

Guest favorite

A modern cabin is situated among tall trees, featuring a combination of white and orange wood siding. The sloped roof enhances the rustic appeal. A small porch is visible at the entrance, with a gravel path leading to the front door.

Cabin in Mount Hood Village

4.96 out of 5 average rating, 299 reviews

Little Explorer - The perfect mountain escape.

Located near the end of a quiet dead end road in Welches, Oregon. Short path to Sandy River. Easy access to HWY 26 and only 15 minutes to Government Camp or Sandy Ridge mountain biking. Enjoy the relaxing surroundings while staying in a newly renovated cabin with all the comforts of home. 2 night min. stay seasonally/Fri/Sat but possibly accept a 1 night stay...just ask. Sleeps 4 in beds. Anymore you provide bedding and/or air mattresses. Check out our Instagram @ littleexplorer_oregon

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!

Top 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, 135 reviews

Heated Glamping tent, Action sports- Site 3

Nestled at the foot of Mt. Hood and its year-round lift-accessible snow, these indulgent canvas platform tents place you on the campus of one of the world's premiere action sports destinations. With Sandy Ridge bike trails within a mile and over 1-acre of skateboard park, there is something for everyone. Your luxurious tent site is one of ten featuring a communal campfire and picnic tables. At various times, you'll have access to our famous private skate parks, trails, and fitness center.

Top guest favorite

A cedar cabin is surrounded by lush greenery and tall trees. A gravel pathway leads to the entrance, featuring a wooden deck with steps. Large windows provide natural light, enhancing the cabin's inviting exterior.

Cabin in Rhododendron

4.98 out of 5 average rating, 231 reviews

Wy'east Cozy Cedar Cabin w/Hot Tub & Fire Pit

Time to relax at this peaceful woodland cedar cabin retreat! This 2 bd/2bth home also includes a 2-person sleeper sofa & bonus sleeping loft for 2. A relaxing get away in the woods. Wy’east cabin provides a unique experience that includes a private deck, hot tub & fire pit. River only a two minute walk down the road! Spend the day hiking or skiing the nearby slopes! In the evening you’ll be able to let your worries slip away, as you warm those soar muscles in a hot tub. STR# 828-22

Guest favorite

A spacious yurt sits on an island, surrounded by lush greenery and tall trees. String lights are adorned around the tent, adding subtle illumination. A wooden walkway leads to the yurt, with a small stream visible nearby. Colorful bunting adds a festive touch.

Yurt in Estacada

4.95 out of 5 average rating, 450 reviews

Forest island

Glamping at its finest !!!!!! Come enjoy our Private forest island retreat on our 22 acre working farm . Relax and take in the fresh air without the hassle of having to pack up all your camping equipment. The spacious yurt can accommodate up to 4 people with a queen size bed and a 2 person pull out cot. This private yurt is on a island on our land surrounded by the water and trees. We also have kayak for rental upon request to use at the surrounding lakes and river.

Top guest favorite

The vintage cabin presents a charming exterior with a grey-brown wooden facade and a sloping metal roof. Hand-carved stairs lead to a welcoming porch adorned with red accents. Lush greenery surrounds the cabin, with tall trees providing a serene backdrop.

Cabin in Clackamas County

4.9 out of 5 average rating, 273 reviews

Historic Steiner log cabin on Mt Hood

Stay in one of the most charming vintage cabins on Mt. Hood, hand-built in 1930 by Oregon's famous cabin builder, Henry Steiner. Experience authentic cabin life as you cozy up with blanket and book by the fire, cook delicious meals, or fall asleep to the soft patter of rain on the roof. This one-of-a-kind cabin is truly a historic treasure. Every detail has been lovingly restored, featuring beautiful log walls, sleeping loft, clawfoot tub, and stone fireplace.

Top guest favorite

The interior of the A-Frame showcases a central stone fireplace, framed by a high ceiling with exposed wooden beams. Large windows allow natural light to fill the space, providing views of the surrounding forest. Cozy seating is arranged around the fireplace, creating a gathering area.

Cabin in Mount Hood Village

4.95 out of 5 average rating, 395 reviews

Cozy & Private A-Frame: Mount Hood National Forest

Private A-Frame (for 4 people) and separate studio bedroom/bathroom behind the garage (for 2 people.) Please note: the studio must be requested in advance. The A-Frame is on the edge of the Mount Hood National Forest. • Walk or drive to the Salmon River trailheads and Salmon River Slab. • 15 min to French's Dome. • 20 to 30 min to Timberline and Mount Hood Meadows, x-country and snow-shoeing at Trillium or Teacup. More photos @welchesaframe

Top guest favorite

The exterior of the guest house features a wooden facade with large windows, nestled among snow-covered trees. A staircase leads to a balcony area, complemented by satellite dishes. The entrance door is painted green, adding a touch of color to the natural surroundings.

Guesthouse in Rhododendron

4.99 out of 5 average rating, 679 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.

Guest favorite

A modern retreat structure is nestled among towering trees and lush ferns. Wooden exterior panels contrast with large glass windows, allowing for views of the surrounding forest. Smoke gently wafts from the chimney, indicating warmth within the cabin.

Tiny home in Sandy

4.97 out of 5 average rating, 281 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 charming cabin exterior showcases a dark wooden facade with a sloped roof, bordered by lush greenery. A cozy porch area is visible, complete with large windows that provide natural light. Stone pathways and a small seating area enhance the inviting outdoor space.

Tiny home in Rhododendron

4.94 out of 5 average rating, 558 reviews

Little House On The Mountain — Spacious Tiny House

Relax and unwind in our custom built, one-of-kind cabin. The cabin is nestled up on a forested hill above our main cabin. It's sits on 4 acres of private wooded land, bordering Mt. Hood National Forest Land. A perfect getaway for couples looking to spend a romantic weekend in the woods or a home-base for those who are here to enjoy everything Mt. Hood has to offer. Hiking, fishing, skiing are only minutes away!