The holidays unfold differently in Oregon – salted air and storm-lit horizons on the Oregon coast, fresh snow and pine-scented hearths in Central Oregon. Winter here glows instead of shouting. It lingers in slow mornings, twilight harbors, sunrise coffee on balconies, hot tubs steaming beneath icy air, and the hush that follows busy months. From oceanfront decks built for wave watching to pine-lined lodges perfect for board games and simmering winter soup, Meredith Lodging homes turn the season into something richly quiet, beautifully lit, and meant for gathering with the people you love.
Once autumn travelers disappear, both regions settle into their best rhythm: peaceful, scenic, and inviting. Frosted coastlines, snow-dusted pines, glowing small towns, and cozy rooms built for fireplaces and shared meals create a winter worth savoring. Ocean-view havens, woodland lodges, riverfront warmth, and mountain-side retreats offer storm watching on deck, après-ski evenings in Bend and Sunriver, and long nights wrapped in blankets with cocoa or wine. Book ahead for December and New Year’s stays, those ocean hearths and snowy cabins fill quickly once sparkle and snowfall arrive.
Book early, especially for December and New Year’s dates, as ocean-view fireplaces and mountain-side cabins fill quickly once the snow and holiday sparkle arrive.
Oregon Coast Winter Escapes
Holiday lights on the promenade, evergreen garlands along storefronts, and ocean storm skies that look cinematic.
Harbor House sets the stage for winter ocean watching with its wraparound windows, wide Pacific horizon, and the sound of surf filling every gathering space. The main-level great room is built for long dinners, quiet afternoons by the wood-burning fireplace, and sunrise coffees wrapped in blankets as gulls cross the winter sky. Two king bedrooms on this level keep access simple for guests who prefer fewer stairs. The lower level feels like a private lodge of its own, bonus living room, gas fireplace, full kitchenette, and two queen bedrooms tucked away for early sleepers or teens who keep holiday movie nights going past midnight. Just half a block to the sand and minutes from bakeries, bookstores, and winter-lit Oceanlake streets, Harbor House makes a coastal holiday feel effortless.
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The layout works beautifully for two families or multi-generational groups who value privacy and shared space. Just stock groceries, choose your sunset watch spot, and let the ocean handle the rest. With spacious seating, two levels of living, and direct beach proximity, this home fits cozy winter escapes with ease.
Salt and the Sea blends holiday fun with coastal calm, from hot tub evenings behind privacy fencing to a lower-level game suite built for friendly rivalry. Ping pong, gaming, large-screen lounging, board games, and a massage chair create rainy-day entertainment without ever leaving the house. Upstairs, the great room opens to a light-filled kitchen designed for winter meals, baking pans warming in the oven, and crockpots simmering while the wind moves over the water. The gas fireplace anchors every evening, and the king suite upstairs brings spa-tub relaxation after a festive day along the shore. Two queen bedrooms share a full bath, ensuring ample sleeping space for groups.
Beach access is just two blocks away, making quick walks to tide pools, storm-viewing spots, and sunset photos simple even in cooler weather. When everyone returns, snacks, cocoa, and holiday movies are waiting in the media lounge. It’s a family holiday setup that invites staying in just as much as exploring town.
Details: 3 bedrooms | 2.5 baths | Sleeps 10 | No pets Amenities: Hot tub • Game room • Media suite • Deck • Fireplace
Above the Beach is made for winter coastal rhythm, two full floors, two kitchens, and two decks designed for watching waves curl through December light. Mornings start with quiet coffee above the tide line and soft coastal haze drifting inland. Both main living rooms include fireplaces and wide water views, turning even cloudy days into cinematic backdrops. The dual layout works beautifully for couples traveling together or families who prefer separate kitchens for varied holiday schedules. Sunset dinners unfold over the Pacific while festive lights along D-River reflect in the water below.
Walkable beach access and easy proximity to Kyllo’s, the Wayside, and cinnamon-roll mornings downtown keep the itinerary low-stress. Every night ends with a surf soundtrack, soft blankets, and light stretching across two oceanfront decks. It’s classic coastal winter comfort, amplified.
Coastline Cabin is pure Pacific nostalgia: wood interior, shiplap charm, and west-facing windows that glow at sunset like a film scene. Winter feels intentional here, board games, soft socks, gas fire turning rain into ambience instead of inconvenience. Rain or shine, the deck serves up uninterrupted ocean expanse, waves tumbling in seasonal rhythm. Two queen bedrooms and dual sleeper sofas make flexible sleeping layouts for couples and families. With beach access next door, storm-watching walks begin the moment boots hit the sand.
Holiday evenings mean quiet time by the glow of the gas fire, salt air drifting in after brisk beach walks, and returning to a space that feels like a familiar cabin tradition. From sunrise blues to golden evening edges, this home frames every hour with sea.
Dune with a View sits above Olivia Beach, offering porch-light strolls, quiet hot tub nights, and winter comfort layered into every room. The open living area and long farmhouse dining table cater to shared meals after shopping, lighthouse viewing, or storm scanning along the neighborhood lookouts. Kids claim the bunk suite and foosball loft while adults relax by the gas fire, wine poured, slippers on, holiday playlists filling the room. The community playground and beach steps away make outdoor breaks fun even in brisk weather.
With multiple beds, flexible seating, and a kitchen built for roasting and baking, this is the holiday layout families hope to find. Evenings stretch easy: hot tub steam lifting to cold air, deck lights glowing over rooftops, and quiet laughter carrying inside.
Details: 3 bedrooms | 3 baths | Sleeps 10 | No pets Amenities: Hot tub • Game loft • Fireplace • Community park • Beach nearby
This Sunriver stay balances mountain quiet with winter ease, vaulted ceilings, oversized windows, and comfortable seating built for cocoa evenings and puzzle spreads. The primary suite sits on the main level, ideal for restful sleep after skiing or browsing holiday lights through The Village. The loft and second king room make sleeping flexible for families and couples traveling together over festive weekends. A wet bar, fireplace, and reading nooks complete the lodge-like winter setting.
Back deck mornings with cold air and coffee, followed by evenings with steaming mugs and movie marathons, shape days into simple holiday ritual. Sunriver’s groomed paths and cross-country routes sit minutes away for easy exploration.
Details: 3 bedrooms | 3 baths | Sleeps 7 | Pet friendly Amenities: Fireplace • Deck • Wet bar • Smart TV • Grill
Fireplace Warmth & Ranch Calm Wrapped in Winter Pines
Nestled among towering evergreens inside iconic Black Butte Ranch, Shields Shalet delivers a peaceful, lodge-style holiday escape. Cabin-chic interiors pair beautifully with its soft winter lighting, creating the kind of warmth that invites reading while snow falls outside the windows. Two queen bedrooms sit on the main level for easy settling in, with a lofted primary suite tucked above for added privacy. Morning coffee on the deck feels secluded and still, while the quiet pond view and pine-fresh air anchor the slowed-down pace of the season. Inside, the living room fireplace turns each evening into an alpine moment – blankets, cocoa, and soft conversation included.
Black Butte Ranch amenities extend your stay beyond the cabin walls, offering winter walking paths, horseback rides, scenic biking routes, and access to ranch pools and recreation facilities. With its balance of quiet retreat and resort access, this home suits couples, small families, and holiday travelers craving nature wrapped in comfort.
Mid-Century Mountain Calm with Riverbank Winter Views
White Cap Retreat pairs architectural charm with forest stillness, bringing snowy evergreens and river sound right to the living room’s floor-to-ceiling windows. Evenings gather around the striking stone fireplace, its glow warming post-slope cheeks after skiing Mt. Hood. The chef-style kitchen and craft-coffee setup make winter mornings feel elevated but easy, fresh grounds, kettle steam, and pine quiet beyond glass. Each bedroom is styled softly, highlighting natural textures and seasonal calm. Dogs are welcome, completing the cabin-holiday feel for mountain families.
Outdoor time unfolds simply: river overlook tea, crisp morning walks, and star-watching from the deck as winter air settles across the treeline. Indoors, retro games, puzzles, and streaming setups add low-key cabin entertainment once the snow sets in.
Details: 3 bedrooms | 2 baths | Sleeps 5 | Pet friendly Amenities: Stone fireplace • River views • Craft-coffee kitchen • Deck • Board games & retro console
Deschutes Lookout & Fireplace Evenings After the Slopes
Perched above the river bend, River Ridge 426AB delivers one of Bend’s most striking winter views—snow-brushed canyon walls, waterflow echoing through pines, and sunrise gold reflecting off the Deschutes. The great room welcomes slow mornings by the gas fireplace and unhurried dinners at the window-lined dining space. With two main bedrooms plus an attached private suite, the layout works for families traveling with grown kids, two couples, or snow-season friends who keep different waking hours. Floor-to-ceiling windows make the winter landscape part of every hour spent indoors.
Trail access sits just outside, meaning early hikes, frosty photo sessions, and quick drives to Mt. Bachelor feels simple. Evenings return guests to river hush, warm lighting, streaming nights, and the fireplace glow that makes Bend winter feel like a true alpine lodge stay.
Details: 3 bedrooms | 3 baths | Sleeps 9 | No pets Amenities: Fireplace • River views • Private suite access • Resort amenities • Trail proximity
Hot Tub Steam, Cathedral Ceilings & Winter River Magic
This custom lodge brings guests face-to-face with winter river beauty – hot tub steam rising into evening frost, tall pines framing starlight, and water moving steadily just beyond the deck. Inside, cathedral ceilings, wood-burning stone hearth, and wide-open living space create the perfect holiday gathering hub. Two main-level queen rooms keep rest simple, while the upstairs bunk loft becomes the perfect kid zone for snowy-night movies and foosball competitions. Every meal feels special here, from holiday roasts to slow breakfasts surrounded by glass, timber, and river light.
With Sunriver Village close by, winter outings remain easy: cinnamon lattes, ski rentals, ice-skating, and returns to the quiet of your private river hideaway. When night falls, blankets and firelight take over, paired with pine scent and the steady rhythm of flowing water.
Details: 3 bedrooms | 3 baths | Sleeps 8 | No pets Amenities: Riverfront • Hot tub • Fireplace • Deck • Game loft
Cozy Season Starts Now: Plan Your Winter Stay with Meredith Lodging
From oceanfront hearths to pine-framed river hideaways, every one of these homes turns winter into a reason to travel, gather, and slow the calendar down. Whether you’re wrapping gifts by a coastal fireplace, soaking under snow-dusted trees in a private hot tub, or watching river mist drift through morning light, Meredith Lodging brings you stays designed for comfort through the quiet, glowing season. With space for groups, romantic corners for couples, kitchens meant for holiday meals, and views reserved for snow-season magic, your winter itinerary lives beautifully indoors and out.
Holiday calendars fill fast across the coast and Central Oregon – storm-watching weekends, snow-sport getaways, twinkling-light town strolls, and New Year retreats are already booking. Secure your ideal layout early, choose the view you want to wake up to, and step into a winter break that feels easy, private, and tastefully seasonal.
Book Your Winter Escape with Meredith Lodging
From oceanfront fireplaces in Lincoln City and Cannon beach to Deschutes-side hot tubs near Sunriver, Meredith Lodging offers curated vacation homes ready for holiday memory-making. Browse homes with game rooms for kids, river decks for sunrise coffee, chef-ready kitchens for festive dinners, and soothing outdoor tubs for post-slope nights.
Your winter retreat is waiting – choose your coast, choose your mountain, and settle in with warmth, quiet, and time well-kept.
