52 Best Winter Cabins in Oregon

woman fixing hair in a hot tub at one of the best winter cabins in Oregon

If you’re looking for the best winter cabins in Oregon, that means you already know what a dream the Beaver State is during the winter. If you crave snow you can find it in Mount Hood or Sun River, both of which have a ton of downhill and cross-country skiing or snowshoeing options.

Or maybe you’re looking to visit the Oregon Coast during the offseason, which is hauntingly beautiful during the winter and is a popular time for seeing the large kings tides or whales migrating to warmer climates.

There are plenty of cabins to escape to during the cold season. From a-frames and log cabins to treehouses and cottages, here are the best winter cabins in Oregon to book right now.

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41 Best Winter Cabins in Oregon

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Classic Dog-Friendly Riverfront Cabin

inside a modern winter cabin in OR — *Photo courtesy of VRBO*

This is one of the best winter cabins in Oregon thanks to its proximity to all the Mt. Hood skiing areas for skiing and snowboarding or cross-country skiing and snowshoeing. In fact, it’s near a shuttle that will take you directly to the mountain! When you get back you can enjoy a soak in the hot tub while listening to the babbling river.

Book Classic Riverfront Cabin

Sycamore Lodge

inside a two-story cabin, one of the best winter cabins in Oregon — *Photo courtesy of VRBO*

I am completely obsessed with this winter cabin. It has a breathtaking two-story stone fireplace anchoring the home and there’s stunning woodwork throughout. You’ll also find a covered hot tub and outdoor fire pit perfect for gathering around after a long day skiing at Mount Hood or visiting Columbia River Gorge.

Book Sycamore Lodge

The Bali House

greenhouse cabin with string lights outside at night, one of the best winter cabins in Oregon — *Photo courtesy of VRBO*

This a super unique cabin to cozy up in on a cold night. It’s on a farm outside of Silverton, a tiny historic town with beautiful murals and antiques that is near some of the best wineries in the Willamette Valley. They converted a greenhouse into a two-story oasis with a lot of natural light. The loft has a comfy bed and the second floor has your own personal cedar hot tub.

Book The Bali House

Mt. Hood Tiny House Village

cheery tiny home cottage in Oregon — *Photo courtesy of Booking.com*

I stayed at the Leavenworth Tiny House Village near some of the best cross-country skiing in Washington and loved it. I was thrilled to learn they also have a village near Mt. Hood that’s perfect for a cozy winter getaway. It’s small, but the cabins are modern with flushing toilets, a proper kitchen, and wifi. They’re on a campground with other cabins and RV hookups so you’ll also find other amenities like a shared pool and hot tub.

Book Mt. hood Tiny House Village

The Amata

inside a tiny home cabin — *Photo courtesy of VRBO*

Tiny homes are the definition of the best winter cabins in Oregon. They’re cute as a button and require you to cozy up with your loved ones. This one is particularly posh with updated amenities and a lot of natural light. Plus it’s near wineries and some of the best restaurants in Willamette Valley.

Book The Amata

Historic Cedarwood Cabin

a cabin glowing with lights through the window at dusk — *Photo courtesy of VRBO*

This vintage cabin looks like it’s tucked in a magical forest surrounded by trees and ferns. Inside you’ll find plenty of Pendleton wool decor to amp up the rustic feel, with a charming wood-burning stove, robes, games, and updated bathroom. It’s near Mt. Hood ski resorts and snowshoeing for when you want to explore the nearby wilderness.

Book Historic CedarWood Cabin

Heceta Beach Hideaway

inside a bright coastal cabin in Oregon state, one of the best winter cabins in Oregon — *Photo courtesy of VRBO*

When you want one of the best winter cabins in Oregon on the coast, book a stay at this sweet little cabin right on the beach. It has huge windows and a patio overlooking the ocean, plus private access to the beach. The space is super updated with relaxing ambiance, so it’s the perfect way to unwind after all the holiday craziness.

Book heceta Beach Hideaway

Venture Garden House

cedar barrel sauna in the backyard of an Oregon cabin — *Photo courtesy of VRBO*

This cottage is near the Bridge of the Gods, one of the main crossing points between Oregon and Washington over the Columbia River. That means it’s perfectly situated for embarking on a Columbia River Gorge itinerary to explore one of the United States’ largest national forests. You’ll find beautiful woodwork throughout the house, a mature edible garden, and a cedar sauna perfect for relaxing after a long day of hiking.

Book Venture Garden House

Oregon Coast Hideaway

interior of a woody cabin in Oregon with a trapezoidal roof shape — *Photo courtesy of VRBO*

This Instagram-worthy chalet is located on 10 acres of wooded property overlooking a lake. It’s secluded, yet it’s close to town and the beach. Take in your surroundings from the hot tub or Netflix and chill inside after spending the day exploring the Oregon Coast.

Book Oregon Coast Hideaway

Mountain View Cabin

view of Mt. Hood from a cabin in Oregon — *Photo courtesy of VRBO*

This stunning log cabin near some of the best things to do in Bend in winter has some of the best views. You can see Cascade Mountain in the distance from the many windows or porch! Inside it has rustic charm, but an updated kitchen and bathrooms to provide those creature comforts.

Book Mountain View Cabin

The Cuveé Cottage

outside a cabin in Oregon with a great patio and plants — *Photo courtesy of VRBO*

You can’t help but smile when you see this Oregon winter cabin. It has a huge outdoor patio area with hangout spots, corn hole, and a ton of plants. Inside it’s bright and cheery with a swinging chair hanging in the dining room. It also has free bikes you can use for exploring the nearby wineries and other fun things to do in Oregon Wine Country besides drink wine.

Book The Cuveé Cottage

Zoe’s Log Cabin

one of the best winter cabins in Oregon tucked in the woods with a picnic table — Photo courtesy of VRBO

Enjoy a piece of history with a stay in this log cabin built in 1939 by master carpenter Henry Steiner. You’ll have access to two private decks, an outdoor fire pit, and the perfect location right on the shores of the Sandy River.

Book Zoe’s Log Cabin

Cozy Remodeled Cabin

log cabin nestled in the woods — *Photo courtesy of VRBO*

The is one of the best winter cabins in Oregon if you’re looking for character. It has vaulted ceilings, a fireplace made with river rock, and a clawfoot tub. You’re steps away from the ZigZag River and only 9 miles to Government Camp and Mt. Hood ski resorts.

Book Cozy RemodeleD Cabin

Pinery on the Sandy River

inside one fo the best best winter cabins in Oregon with a ladder to the loft — *Photo courtesy of VRBO*

This gorgeous cabin nestled in the woods is near skiing, snowboarding, and mountain biking. Plus it’s right on the shores of the Sandy River, with plenty of Adirondack chairs for taking in the sound of rushing water. Inside you’ll find beautiful woodwork, including a staircase made of natural wood.

Book Pinery on the sandy river

Coast Cabins

beach cabin in OR with lounge chairs at one of the best winter cabins in Oregon at a resort — *Photo courtesy of Coast Cabins*

This small resort has a few incredibly posh cabins that I’d like to move into. They have modern, spa-like bathrooms and a ton of lounge areas outside for relaxing. Plus it’s a short drive to explore all the Oregon Coast.

Book Coast CabinS

FivePine Lodge & Spa

inside one of the best winter cabins in Oregon — *Photo courtesy of FivePine Lodge & Spa*

FivePine Lodge & Spa is one of the best winter cabins in Oregon if you want amenities. It’s a resort that has a lodge and cabins scattered around a huge property with hiking trails, a cinema, restaurant, spa, and more. There are a few cabins to choose from, my favorite being Serenity with the huge soaker tub and rainfall shower.

Book FivePine Lodge & Spa

Riversong Cabin

a-frame winter cabin in Oregon on the river — *Photo courtesy of VRBO*

This cozy cedar-shingled cabin sits right on the Sandy River near Mt. Hood. It has a fun den with a bar and game table, plus a stunning fireplace and deck overlooking the river.

Book Riversong Cabin

The Cozy Cabin

green and red cabin with a front porch — *Photo courtesy of VRBO*

These cheery cabin will make you smile as soon as you walk in. It has mint and red details both inside and out, plus a swinging bench and covered porch for taking in the forest surroundings.

Book The Cozy Cabin

Snow Pine Retreat

interior of a wintry cabin in Oregon with big windows and a chandelier — *Photo courtesy of VRBO*

This rental located in Central Oregon looks as if a log cabin and French country home had a baby. It has a ton of gorgeous architectural details, like vaulted ceilings, big windows, and the most stunning fireplace and mantle situation. While there isn’t a hot tub, they provide a beautiful 4-person sauna for relaxing after a long day of winter play or making the ~2-hour drive to Crater Lake National Park.

Book Snow Pine Retreat

Crown Bay Hideaway

Adirondack chairs on a deck overlooking a river at one of the best winter cabins in Oregon — *Photo courtesy of VRBO*

This stunning Oregon Coast cottage is right on a slough with access to kayaking and paddle boarding. It has a gorgeous deck with Adirondack chairs and a fire pit, meaning you’ll lively never want to go inside. But when you do, you’ll be met with modern decor and amenities.

Book Crown Bay Hideaway

Getaway Bar

inside an Oregon cabin to visit in winter — *Photo courtesy of VRBO*

If you’re looking for one of the best winter cabins in Oregon that’s also a party pad, book this cabin on the Oregon Coast. It’s got plywood walls and a ton of gaudy tchotchkes like neon beer signs adorning the wall. It has a pool table, air hockey, an arcade game, a large outdoor patio…basically this is the place to be if you don’t mind not remembering what happened the next morning.

Book Getaway Bar

Midcentury Modern Nest

modern midcentury cabin in PDX, one of the best winter cabins in Oregon — *Photo courtesy of VRBO*

If you want to stay right in the middle of all the fun places to eat in Portland, Oregon, this urban cabin is for you. It has vaulted wood ceilings, a private patio, and tons of fun midcentury modern decor to make you feel as if you’re in a cozy cabin in the woods.

Book Midcentury Modern Nest

My Tiny Wine Wagon

tiny home at night — *Photo courtesy of VRBO*

This tiny cabin is in a small tiny home village just outside of Portland near Beaverton and Tualatin Valley, a hot bed of wineries. It has updated amenities, eclectic decor, and a communal fire pit outside. It’s also perfectly located for a day trip using this Columbia River Gorge waterfalls map.

Note, check out their other cheery and bright tiny cabin too!

Book My Tiny Wine Wagon

Luxurious Mountain Chalet

the living room of a winter Oregon cabin — *Photo courtesy of VRBO*

This is one of the best winter cabins in Oregon for large families. It has plenty of space to spread out, including a covered outdoor patio with a fireplace. There’s also a huge stone fireplace inside with vaulted wood ceilings and a ton of couches for lounging.

Book luxurious Mountain chalet

Forrest Lodge

inside a cabin with large geometric windows and a stone fireplace — *Photo courtesy of VRBO*

This cabin looks like a whimsical fairy tale cottage in the woods. It has an irregular roofline and windows provided stunning architectural interest, plus a huge deck and hot tub for soaking in the surrounding forest. There’s also a sauna for even more relaxation after skiing Mt. Hood.

Book Forrest Lodge

Camp Sherman Log House

log cabin in Oregon — *Photo courtesy of VRBO*

This large log home sits on 32 acres. It has its own private pond and gorgeous woodwork inside. You’ll also find a vintage stove and luxurious clawfoot tub perfect for soaking in on a cozy winter night.

Book Camp Sherman Log House

Cozy Urban Cabin

inside a modern tiny home cabin in Portland — *Photo courtesy of VRBO*

The stunning tiny cabin is in the Alberta District, one of my favorite neighborhoods in PDX. Thought small, it’s thoughtfully designed so as not to feel small. You’ll find 7-foot-high ceilings in the bathroom, airy decor, and luxury bedding to make it feel like you’re in a hotel.

Book Cozy Urban Cabin

Whittier Cabin

cabin with a large patio and hot tub in the front yard — *Photo courtesy of VRBO*

This Oregon winter cabin has a lot of rustic log home charm, but with a fresh modern take. They use lighter wood to make the interiors feel airy and bright, but you’ll still find cozy vibes thanks to the wood-burning stove and loft overlooking the living room.

Book Whittier Cabin

Ironwood Cabin

inside a bright OR cabin — *Photo courtesy of VRBO*

This historic a-frame cabin has such unique architecture. The main living space has a trapezoidal roof with pretty beams and lots of windows. But when you go upstairs, the beds are tucked into cozy nooks provided by the a-frame. They’re the perfect place to rest your head after skiing or tubing at Mt. Hood.

Book Ironwood Cabin

Bear Den Log Cabin

inside an Oregon log cabin living room — *Photo courtesy of VRBO*

Enjoy this light and bright log cabin with outdoorsy decor like hides, a stone fireplace, and Adirondack chairs perched on a large deck facing endless views of dense forest. Bonus: it’s on a quiet dead-end road for the utmost seclusion!

Book Bear Den Log Cabin

Brasada Ranch

Adirondack chairs around a fire pit overlooking the landscape at sunset — *Photo courtesy of Brasada Ranch*

Brasada Ranch is one of the best winter cabins in Oregon if you like a resort vibe and amenities. It has literally everything you can think of: dining, a spa, horseback riding, golf, a fitness center, fire pits, hot tubs…everything! You can choose accommodations in the lodge or one of their cabins that have one to three bedrooms to flex with the size of your group.

Book brasada Ranch

The Lodge at Tumalo Lake

hot tub on a boardwalk with a cabin in background — *Photo courtesy of VRBO*

Get ready to basque in the life of luxury at this lodge near Bend, OR. It’s huge, made for large groups and extended families, and has everything you’d need for a fun winter escape. The hot tub is separate from the house and nestled in the trees, connected to the home with a boardwalk. It even has a yoga studio for the ultimate relaxation.

Book the Lodge at Tumalo Lake

Ocean View Cottage

exterior of a beachy cabin in Oregon — *Photo courtesy of VRBO*

This sweet cottage is nestled in trees with an opening overlooking the ocean. Enjoy the views from your private deck with a hot tub and fire pit, or stay inside with a cup of coffee on the couch looking out on the scenery from the big floor-to-ceiling windows.

Book Ocean View Cottage

La Cabane Noire

a bed in a cottage with a mural that has evergreen trees on the wall — *Photo courtesy of VRBO*

This tiny cottage is tucked in a historic 19th century property in the heart of Astoria, a town on the water at the upper tip of the state near the best Washington coast attractions. It has the most beautiful patio covered in plants that will transport you to the streets of New Orleans and the thoughts of warmer weather.

Book La Cabane Noire

Cove Beach Cottage

view of Oregon Coast sea stacks from the deck of a cabin — *Photo courtesy of VRBO*

Gosh I wish this listing had better photos to sell itself because it is absolutely stunning. It has the most beautiful ocean views with sea stacks in the distance both from inside via huge windows or the large deck. There are exposed beams everywhere in the main living space and a pretty fireplace perfect for cozying up next to and watching the waves. Or you can take the 3-minute walk to Cove Beach, one of the least known beaches on the upper Oregon Coast.

Book Cove Beach Cottage

Cabin in the Pines

cozy cabin with tall beamed ceiling, one of the best winter cabins in Oregon — *Photo courtesy of VRBO*

This cabin has gorgeous vaulted ceilings and windows all around the great room for taking in the wintry landscape. It’s located in Black Butte Ranch, which has a bunch of Oregon cabins on their property. That means you’ll have access to community amenities like sports courts, a fitness center, and indoor pool during your stay.

Book Cabin in the Pines

Riviera des Chutes

a-frame cabin with a porch tucked in the trees — *Photo courtesy of VRBO*

This Central Oregon a-frame cabin sits right on the Little Deschutes River and offers plenty of places for taking in the ambiance. Relax on your private deck or marvel at the scenery from the cathedral windows.

Book Riviera des Chutes

Cabin on Aspen Lake

modern Oregon cabin with a lot of windows — *Photo courtesy of VRBO*

This is another cabin owned by Black Butte Ranch lake resort near Sun River, Oregon, but it’s more modern than others on this list. It has really high ceilings and tons of windows with lake views. You’re steps away from a paved walking trail and bench right on the lake for taking in the serene setting.

Book Cabin on Aspen Lake

Neal Creek Retreat

midcentury modern cabin on stilts, one of the best winter cabins in Oregon — *Photo courtesy of VRBO*

This is one of the best winter cabins in Oregon because it deserves a feature in Architectural Digest. It’s built up on stilts and has a ton of windows to immerse you in the surrounding forest. The home sits on about 2 acres and is a short walk to the creek. Plus there are a ton of books for those who would prefer to get lost in a story during their winter escape.

Book Neal Creek Retreat

Surf Dome

dome cabin with pentagonal windows — *Photo courtesy of VRBO*

You heard that right: a dome. This cabin rental is shaped like a planetarium dome with triangular windows making pentagonal shapes. This means there’s a ton of light in this quirky cabin. It also has an outdoor shower for freshening up after hitting the beach and the famous Devil’s Punchbowl landmark.

Book Surf Dome

Neahkahnie Nest

view of the ocean from the deck of one of the best winter cabins in Oregon with a cedar hot tub in yard — *Photo courtesy of VRBO*

The last listing closing out the best winter cabins in Oregon is this stunner of a property right on a bluff with breathtaking views of the beach. You’ll have plenty of space to run around in the backyard, or you can take in the views from the cedar hot tub or deck. You may never want to leave, but public access to the beach is just a short walk away. The cabin is also located between two state parks perfect for exploring.

Book Neahkahnie Nest

Little House on the Mountain

cozy tiny cabin in Oregon — *Photo courtesy of VRBO*

Experience a truly remote experience at this quaint winter cabin near Mount Hood National Forest. It’s on four acres of land and has a huge fire pit outside. There’s also a fire-burning stove, lots of windows, and games to pass the time.

Book Little House on the Mountain

More dreamy places to stay in the Pacific Northwest

When you’re done booking these best winter cabins in Oregon, check out my other travel guides for more cozy cabins and fun places to stay around the Pacific Northwest.