Vacation rentals in Estacada

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Top-rated vacation rentals in Estacada

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Guest favorite

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.

Apr 24 – May 1

G$38,461 GYD per night

Guest favorite

Tiny home in Sandy

4.96 out of 5 average rating, 1050 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!!!

Apr 15 – 22

G$37,985 GYD per night

Guest favorite

Guesthouse in Beavercreek

5.0 out of 5 average rating, 141 reviews

Muse Cabin in old growth forest w/cedar hot tub

Enjoy our beautifully remodeled cabin that is heated exclusively by the wood stove, on the edge of an old growth cedar forest on our 11 acre farm/vineyard. Relax on the deck built into the trees, and sleep in the cozy loft with ladder, as you soak in the nature around you. The cabin has a mini kitchen for cooking. The cute out house is just across the path, and is seasonally shared with other hip campers. We have a hot/cold shower at the hot tub. The cedar hot tub is next to the garden.

Jan 10 – 17

G$24,541 GYD per night

Guest favorite

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!

Jan 19 – 26

G$33,432 GYD per night

Guest favorite

Vacation home in Oregon City

4.93 out of 5 average rating, 461 reviews

Sunday Quiet, awesome Hood view, hot tub!

Welcome to our country home a mile to the Clackamas River, with panoramic view of Mt Hood from deck and hot tub. Advertised rate is for a private studio (queen bed) with its own entrance in the lower level of our two story home. You enter along a garden path onto private deck. Extra bedroom (king bed) is available only to guests staying in the studio for an additional $25/night per guest. (for all nights of the stay.) 14 mins to I-205, a mile to restaurants, 30 mins to airport (PDX).

Dec 17 – 24

G$18,289 GYD per night

Guest favorite

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.

Nov 5 – 12

G$12,370 GYD per night

Guest favorite

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.

Aug 19 – 26

G$19,585 GYD per night

Guest favorite

Yurt in Estacada

4.94 out of 5 average rating, 345 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.

Sep 22 – 29

G$27,688 GYD per night

Guest favorite

Guest suite in Damascus

4.91 out of 5 average rating, 526 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.

Jan 12 – 19

G$12,030 GYD per night

Guest favorite

Place to stay in Estacada

4.99 out of 5 average rating, 190 reviews

"It's Worth 10 stars" @ The Lucky DawgHideaway

Our LUCKY DAWG Hideaway is a well-equipped 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...

Oct 5 – 12

G$22,600 GYD per night

Guest favorite

Guest suite in Oregon City

4.95 out of 5 average rating, 189 reviews

Farm Charm: 1000sq ft private studio in rural area

With unique vintage decor, this comfortable studio offers modern amenities in a peaceful country setting. The space has a private keypad entrance & 16 stairs (sorry, no elevator) to the guest studio attached to our home. Our friendly golden retriever Ollie will gladly greet you. Groceries & highway access are a mere 3 miles away. Portland is a short easy drive from our quiet country home.

Apr 5 – 12

G$23,849 GYD per night

Guest favorite

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.

Oct 31 – Nov 7

G$29,270 GYD per night