Holiday houses 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, 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.

5–12 Jul

$334 NZD per night

Guest favourite

Farm stay in Hillsboro

5.0 out of 5 average rating, 360 reviews

Oakwood Gardens Studio •Alpaca Farm• Wine Country

Experience an immersive farm adventure on 70-acres in the quaint community of Scholls, while being close to quality markets, great restaurants and exceptional vineyards. The Willamette Valley is recognized as one of the best Pinot Noir producing regions in the world. Enjoy hand-feeding alpacas and exploring paths in enchanting gardens and natural wetlands. Located six miles from Hillsboro and 14 miles from Portland. Offering seven unique and private accommodations. Please read all information.

7–14 Oct

$223 NZD per night

Guest favourite

Campervan/RV in Portland

5.0 out of 5 average rating, 134 reviews

Warm & cozy vintage camper in the woods of PDX.

Warm & cozy vintage trailer nestled next to Forest Park. Enjoy a fire pit, covered patio, uninterrupted woodland view, and hot, dreamy outdoor bath, all minutes to the center of PDX. Creature comforts all provided for a whimsical glamping experience. Forest Park Trailhead is steps away, Sauvie Island and the historic Cathedral Bridge are 5 minutes by car, and 10 minutes to Slab Town and Alphabet District. The beauty and privacy of this spot may make it hard to venture out. IG: @lilpoppypdx

20–27 Sep

$185 NZD per night

Guest favourite

Guesthouse in Beavercreek

5.0 out of 5 average rating, 138 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.

11–18 Oct

$209 NZD per night

Guest favourite

Condo in Mosier

4.98 out of 5 average rating, 207 reviews

All About the View - Walk to River-Trails-Town

Close up river views, spectacular sunsets! Upper unit with vaulted ceilings and extra windows! Beautiful upscale living. Biking, water sports or just relaxing while watching the ever changing Columbia River Gorge. Hood River just minutes away for wonderful dining, beer, cider and spirits tasting, mountain biking and wine tasting. Local restaurant and market in walking distance. Mosier Plateau Trail with waterfall, Twin Tunnel trail. Excellent Wi-Fi. Pantry and breakfast items included!

15–22 Feb

$234 NZD per night

Guest favourite

Treehouse in Jacksonville

4.98 out of 5 average rating, 187 reviews

Tree Top Studio

Find your Peace in this cozy light filled studio in the treetops of the Siskiyou mountains. The studio is very private with views in every direction of trees, earth and sky (no other buildings in sight). You have direct access to trails leading to old growth forest and a refreshing year long creek. The studio space is an inspiration for artists and lovers of fine details. The kitchen meets all your basic culinary needs. Living room has cozy nooks. Bedroom upstairs has a comfy queen size bed.

4–11 Oct

$359 NZD per night

Guest favourite

Tiny home in Grants Pass

4.97 out of 5 average rating, 201 reviews

Tiny Cabin in the Woods w/ Hot Tub and Firepit

Enjoy the charm of staying in a Tiny forest cabin, surrounded by nature and stylishly decorated with thoughtful décor accents. This is a tiny cabin, but has all the essentials that you need for your stay. Great location on the outskirts of town (8 mins from Merlin & 15 mins from Grants Pass). The closest access to the river is only 10 mins away at Matson Park! After a day of exploring, enjoy your hot tub with a wooded view or stargaze by the shared fire pit. Perfect Couples little getaway!

6–13 Feb

$227 NZD per night

Guest favourite

Guest suite in Seal Rock

4.98 out of 5 average rating, 625 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!

14–21 Jul

$305 NZD per night

Guest favourite

Tent in Banks

4.99 out of 5 average rating, 499 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~

3–10 Mar

$179 NZD per night

Guest favourite

Guesthouse in Stayton

5.0 out of 5 average rating, 468 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.

6–13 Feb

$317 NZD 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.

25 Dec – 1 Jan

$201 NZD per night

Guest favourite

Home in Roseburg

4.98 out of 5 average rating, 562 reviews

Chardonnay Chalet at the Vineyard

Enjoy the ultimate Pacific Northwest getaway in our luxury vineyard guest house. We are perfectly located as a launching point to experience Ocean Beaches (1.5 hours), Crater Lake National Park (2.5 hours), Waterfall Hikes (45 minutes), and Wine Tasting (a 5 minute walk!) Enjoy the view from the elegant patio while cooking/grilling, take a stroll through the vines, or a hike up the hill to enjoy the view from the hammocks.

16–23 Jan

$222 NZD per night