Holiday rentals in Oregon

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Top-rated holiday rentals in Oregon

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

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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.

12–19 Jul

$238 SGD per night

Guest favourite

Cabin in Clatskanie

4.92 out of 5 average rating, 257 reviews

"BIG" Tiny House with Columbia River views

Located in the forest of beautiful Clatskanie, OR This 350 sqft handmade craftsmen cabin is the only thing you need for your relaxing getaway. Located on the top of the hill with gorgeous view of Columbia river, you will feel right at home as soon as you arrive. Includes a loft/ living room with a large pullout Ikea couch/bed. Beautiful wooden indoor and outdoor shower, daybed, fresh cozy robes, great coffee and breakfast. We are located 20 minutes from Longview, WA and 40 miles from Astoria.

29 Sep – 6 Oct

$198 SGD per night

Guest favourite

Guest suite in Reedsport

4.99 out of 5 average rating, 683 reviews

The Elk View Suite- 5 min to town, 15 min to Beach

The views of the Umpqua River and Elk Reserve are breathtaking from this spacious, cozy studio! The location is a perfect launching pad for adventures, but is also a relaxing place to stay & unwind. We provide quality amenities, a high level of cleanliness and personal touches to ensure a fabulous experience. Enjoy a cup of coffee or glass of wine on custom made furniture stationed right outside your door! Located 15 minutes from local beaches & only 30 min from either Coos Bay or Florence.

20–25 Aug

$196 SGD per night

Guest favourite

Tiny home in Sandy

4.96 out of 5 average rating, 1042 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!!!

26 Sep – 3 Oct

$251 SGD per night

Guest favourite

Tiny home in Shady Cove

4.95 out of 5 average rating, 198 reviews

Modern Tiny House w/ Hot Tub

Located on a hillside in Shady Cove. This is a spacious brand new 300 sq foot tiny home. The tiny house is located on our private property. We request for our guests to be respectful of our home, our neighbors, and surroundings. It is important that our guests treat the outdoor space as if they were camping and not leave any food outside as there is some wildlife in the area. Included is a covered gazebo with curtains on a private deck with a spa, and gas fire pit that also heats your legs.

27 Sep – 4 Oct

$205 SGD per night

Guest favourite

Guest house in Beavercreek

5.0 out of 5 average rating, 135 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.

17–24 Mar

$160 SGD per night

Guest favourite

Guest suite in Seal Rock

4.98 out of 5 average rating, 621 reviews

Coast Road Cottage

Bright and open while being cozy and comfortable all at the same time. This guest suite offers you your own private entrance, kitchenette, king size bed and southern exposure with ocean views. The path to the beach and miles of Sandy shore is 100 ft from the cottage without having to deal with crossing the hwy to get there. Pet friendly beach is used mostly by locals who know of this very special spot to bring their pets to play. Also check out coast rd cottage all lower caps listing!

5–10 May

$260 SGD per night

Guest favourite

Tent in Banks

4.99 out of 5 average rating, 498 reviews

Blissful Glamping - Private Forested 5 Acre Oasis

Welcome in~ Magic awaits. 30 minutes from PDX. Close to hiking/bike trails,wine tours, golf and more. Cozy, private 4 season wall tent w/kitchenette on 5 acre park like setting. Private bath and shower located in main house via 140ft lit path of stairs. (See pics) Book this space to align what is uniquely your own personal journey or as a tranquil stay between destinations, a quiet oasis creating space for pause and breath. Private getaway~couple's getaway~just getaway~ reset~

4–11 Feb

$127 SGD per night

Guest favourite

Cabin in Clatskanie

4.87 out of 5 average rating, 218 reviews

Quaint Wooded Cottage in the Forest with swing

Come enjoy your perfect getaway in this handmade little cabin. Located in woodsy part of Clatskanie you will be able to escape the daily grind, come and relax, read, unwind and unplug in this one of a kind luxurious tiny home located just an hour north of Portland and only 40 miles away from Astoria. Enjoy freshly brewed french press coffee, fire pit, skylight view and experience true craftsmanship of thoughtful and colorful design of the tiny house. *We have outdoor cats

12–19 Sep

$150 SGD per night

Guest favourite

Guest house in Stayton

5.0 out of 5 average rating, 466 reviews

Spoil yourself! Luxury Cabin on the Santiam River

Luxury Cabin Suite is suited for 2 adults on the Santiam River, just 20 minutes from Salem! For a special place to relax, unwind or a romantic getaway this is the place for you...oh, and no dishes to wash! If you love hiking, fishing, kayaking or rafting. Enjoy all the luxury/Spa and custom artistic touches & beautiful views of the river. Also, experience a free art project in Artsy Fartsy Studio. *Our cabin has only one bed and is not appropriate or set up for kids.

22–29 Jan

$244 SGD per night

Guest favourite

Treehouse in Sandy

4.93 out of 5 average rating, 206 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 Jun

$247 SGD per night

Guest favourite

Cottage in Tillamook

4.96 out of 5 average rating, 326 reviews

The Edgewater Cottage #6

This lovely 1930’s cottage has recently been renovated, but still has that cottage charm. Great view of Netarts Bay, comfy queen bed, and modern kitchenette. You’re just a short walk down the stairs to the bay, or you can relax in the beach chairs out front. Guests love the cottage feel and being able to watch the pelicans and herons or catch a beautiful sunset. It is one of two units with a common wall specially sound proofed for complete privacy.

23–30 Oct

$149 SGD per night