Pet-Friendly Historic Home with Modern Renovation & Exclusive Discounts

Welcome to The Winston, a distinct single-family home on 2nd Street in Baker City, Oregon, where historic charm merges seamlessly with modern convenience. Designed for families, friends, pet owners, and outdoor enthusiasts, this spacious retreat features four bedrooms, a remodeled basement, and a fully renovated kitchen. Enjoy the privacy of a standalone home while accessing exclusive partner discounts on lift tickets at Anthony Lakes and green fees at Quail Ridge Golf Course. At The Winston, even four-legged guests are celebrated, creating a welcoming atmosphere for every member of your group.

8 8 guests
4 4 bedrooms
2 2 bathrooms
Baker City Baker City, Oregon
The hero image showcases a beautifully renovated living and dining area with a cozy fireplace as the centerpiece. Plush seating invites guests to relax, while a stylish dining area is perfect for shared meals. Tasteful wall art and lush houseplants add a touch of warmth and personality. Sunlight filters in, highlighting the harmonious blend of historic charm and modern comfort.
Gather by the glowing fireplace and savor unforgettable moments in a space where historic charm meets modern comfort—The Winston is your welcoming haven in the heart of Baker City.

Four bedrooms with remodeled basement, pet-friendly with personal story, modern renovation with original details, exclusive partner discounts for skiing and golf, walkable downtown location.

Historic Elegance, Modern Comfort

Features

  • • Original architectural details
  • • Modern renovated kitchen
  • • Plush seating
  • • Open flow between kitchen and living area

Step through the door and feel instantly at home in a space where Baker’s rich history meets fresh, contemporary style. The welcoming main floor living area invites you to relax with plush seating and original architectural details—perfect for gathering with family or friends. The seamless flow into the bright, fully renovated kitchen ensures that every meal, from sunrise breakfasts to festive dinners, is a memory in the making. Experience the rare blend of old-world charm and modern convenience as you settle into the heart of the home.

A wide, inviting view of the main living area featuring a chandelier overhead, a dining table adorned with green plants, and a plush, comfortable seating area. The space exudes warmth and is designed for both intimate dinners and relaxed gatherings, with original architectural charm evident in the fixtures and layout.
Historic charm meets modern comfort in the welcoming main living area, perfect for gathering with loved ones.
A bright, fully renovated kitchen with contemporary stainless steel appliances, warm wooden countertops, and kitchen cabinets. In the background, a cozy dining area connects seamlessly with the kitchen, reinforcing the open flow of the main floor.
Enjoy a seamless flow into the bright, modern kitchen, where every meal becomes a cherished memory.
A cozy living area featuring a brown leather sofa, black coffee table, large windows streaming in sunlight, and artwork above a classic fireplace. The setting is both heritage-rich and updated for comfort, ideal for relaxing or entertaining guests.
Sunlit comfort and classic details blend effortlessly in the heart of the home’s living space.

Winston’s Welcome: A Pet-Friendly Haven

Features

  • • Pet-friendly flooring
  • • Open layout
  • • Easy access to outdoor walks via main entrance

Here, every guest—two or four-legged—feels right at home. Named in honor of Winston the family dog, this home is designed with pet lovers in mind. Sunlight spills through the windows, creating cozy corners for your furry friend to curl up after a walk through the historic district. Durable floors, open layouts, and a warm, inviting atmosphere ensure pets and their people can unwind together in comfort.

A spacious living area with a leather sofa, coffee table adorned with plants, ample natural light streaming through the window, a floor lamp, and a textured area rug. The room exudes comfort and welcomes both people and pets to relax and socialize.
Sunlit living spaces with durable floors and cozy furnishings, perfect for pets and their people to unwind together.
A cozy interior featuring a leather sofa, black coffee table, television, and decorative plants. The space is bathed in gentle sunlight, enhancing its welcoming vibe for relaxing, reading, or spending time with loved ones—including furry companions.
Comfortable and inviting lounge areas, where every guest—two or four-legged—can feel right at home.
A warm living area with a fireplace, large windows letting in sunlight, and a seating area arranged for socializing or relaxing. The entrance door is also visible, suggesting easy access for pet outings.
Bright, open spaces filled with warmth—ideal for both pets and people to relax after a stroll through the historic district.

Flexible Gatherings & Private Retreats

Features

  • • Four bedrooms (two in the basement)
  • • Remodeled basement with living area
  • • Two full bathrooms
  • • Separation of upstairs and basement living spaces

Whether your group is large or small, this home’s versatile layout adapts to your needs. Four spacious bedrooms—including two in the remodeled basement—offer private sanctuaries, while the basement also provides a second living area ideal for movie nights, kids’ play, or relaxing after outdoor adventures. With two full bathrooms and multiple gathering spots, everyone has room to spread out or come together, making group getaways effortless and enjoyable.

This image presents two adjoining bedrooms, each furnished with comfortable beds, decorative artwork, and soft lighting from bedside lamps. The arrangement highlights both privacy and proximity, suggesting the adaptability of sleeping arrangements for groups or families.
Two serene bedrooms offer cozy retreats for guests, balancing privacy with togetherness.
A modern basement living area featuring a leather sofa, coffee table, television, accent chairs, and a decorative plant. The setup appears inviting and comfortable, ideal for group activities like movie nights, relaxing, or socializing.
The remodeled basement living area provides the perfect spot for movie nights or unwinding after adventures.
A bright bathroom scene with a modern vanity, large mirror, and fresh shower curtain. The space feels clean, inviting, and ideal for personal care routines.
A refreshed bathroom offers a bright, comfortable space for everyone to prepare for the day.

Your Adventure Hub: Exclusive Perks & Local Lifestyle

Features

  • • Exclusive partner discounts
  • • Walkable location
  • • Close to downtown and outdoor attractions

Enjoy the best of both worlds: the privacy of a standalone home with insider access to local discounts. After a day exploring downtown Baker or adventuring at Anthony Lakes, return to your own retreat—and take advantage of exclusive savings on lift tickets and green fees. The home’s proximity to vibrant shops, restaurants, and parks ensures that every day begins with possibility, whether you’re chasing powder, teeing off, or strolling with Winston through welcoming streets.

A welcoming living room with a glowing fireplace, a landscape painting above the mantle, a lush potted plant, a table lamp casting a soft glow, and a glass-front cabinet. The space feels intimate and perfect for unwinding after an adventurous day.
Cozy up by the fireplace after a day exploring Baker or the slopes—your private retreat awaits.
A bright, inviting dining area featuring a large table with a vase of greenery, expansive windows filling the space with natural light, a classic fireplace, and a comfortable seating area. The room feels ideal for shared meals or planning the next day's adventure.
Gather with friends and family in a sunlit dining space—perfect for sharing stories and planning your next outing.
A lively street scene with a local sportswear shop, colorful historic facades, tree-lined sidewalks, and visible neighboring cafes and shops. The atmosphere is vibrant and walkable.
Step outside to explore vibrant local shops, restaurants, and everything downtown Baker has to offer.

Explore the Area

This image shows the front door of The Winston, framed by a classic roof overhang and porch railing. The entryway is inviting, giving a sense of arrival and hinting at the walkable, welcoming nature of the neighborhood. The porch creates a visual bridge between the home and the vibrant streets beyond.
Welcome to The Winston—your gateway to historic downtown Baker City.
This vibrant exterior captures a historic theater marquee with a colorful façade and ornate details, located just steps from The Winston. The image exudes the lively, cultural atmosphere of the Baker City historic district, emphasizing the proximity to attractions and unique experiences.
Step outside to explore local landmarks and cultural gems, like Baker City's historic theater.
This image features a welcoming front porch and landscaped yard, perfect for enjoying the outdoors or sipping locally roasted coffee before a stroll downtown. The scene communicates both relaxation and immediate access to the vibrant neighborhood.
Relax on the front porch before setting out to discover downtown’s shops, cafes, and historic sites.

Steps from History & Culture: Discover Downtown Baker

Located in the heart of Baker City’s historic district, The Winston puts you just a short stroll away from the highlights of downtown. Immerse yourself in the vibrant local scene with easy walks to attractions like the Baker Heritage Museum, the historic Geiser Grand Hotel, and unique Main Street shops. Enjoy locally roasted coffee, browse distinctive boutiques, and dine at acclaimed restaurants—all easily accessible from your door. With excellent walkability, families and friend groups can make the most of every moment, experiencing the charm and convenience of Baker City without ever needing to drive.

The image shows the inviting gray front door of The Winston, accented by a welcome mat, lantern-style light fixture, and large windows. The porch area is visible, suggesting a warm welcome for guests and pets alike.
A welcoming front porch at The Winston—your pet-friendly home base in Baker.
A family, including children, is shown walking together along a tree-lined pathway surrounded by greenery. The mood is cheerful and communal, highlighting outdoor experiences and the ease of exploring local parks and paths.
Enjoy nature walks and memorable outings with your furry friend in Baker’s beautiful parks.
A tranquil river scene featuring flowing water, surrounding trees, and rocks in the river, evoking a peaceful natural setting ideal for leisurely walks, picnics, or simply enjoying the outdoors with a pet.
Scenic riverside paths and peaceful settings await for you and your companion to explore.

Pet-Friendly Adventures: Explore Baker with Your Furry Companion

At The Winston, your furry friends are more than welcome—after all, the home is named after our own beloved dog, Winston! Take advantage of nearby pet-friendly parks, such as Geiser-Pollman Park just a few blocks away, offering walking paths and green spaces for play. Stroll the historic district together or enjoy longer walks along the Leo Adler Parkway by the river. With spacious accommodations and a welcoming atmosphere for pets, you and your four-legged companion will feel right at home and ready for adventure.

A skier in a bright red outfit glides across a snow-covered landscape, with distant mountains and pine trees creating a scenic winter backdrop. The image exudes a sense of adventure, energy, and the excitement of outdoor winter sports like skiing and cross-country skiing.
Thrilling cross-country skiing adventures with mountain views just minutes away.
A skier in motion carves down a snowy slope with trees in the distance, capturing the excitement and movement of downhill skiing or snowboarding. The bright winter atmosphere and the skier's dynamic pose highlight the thrill of the activity.
Experience the rush of skiing and snowboarding with exclusive savings at Anthony Lakes.
An inviting outdoor dining area featuring a grill, fire pit, and adirondack chairs, all set up for relaxation and social gatherings. The area hints at warmer weather activities, perfect for après-ski evenings or summer barbecues after a round of golf.
Unwind with friends around the fire pit or enjoy summer barbecues after a day on the golf course.

Exclusive Outdoor Discounts: Ski, Golf, and Save More

Enjoy the comfort and privacy of a standalone home while receiving special discounts usually reserved for resort guests. As our guest, you’ll receive 10% off each Anthony Lakes lift ticket or Nordic pass—perfect for skiing, snowboarding, or cross-country adventures in winter. When the weather warms, show proof of your stay for 50% off green fees at Quail Ridge Golf Course, a short drive away. Whether you’re chasing powder or hitting the links, The Winston offers outdoor enthusiasts and groups exclusive savings for memorable adventures.

This image shows a tranquil outdoor deck area featuring a hot tub, surrounded by a white fence and wooden decking. The setting is inviting, perfect for both daytime relaxation and evening gatherings, with ample space for socializing or unwinding in privacy.
Enjoy sunset views or stargaze from the relaxing hot tub on the spacious deck—perfect for group gatherings or quiet moments alone.
A cozy exterior scene featuring a fire pit surrounded by Adirondack chairs and enclosed by a white fence. The space is designed for evening gatherings, socializing, and relaxation under the stars, creating a welcoming atmosphere ideal for large and small groups.
Gather around the crackling fire pit for stories, s'mores, and warm memories under the night sky.
This image captures an interior staircase with a handrail and an adjoining doorway, symbolizing the connection between the home's multiple levels and versatile living areas. The warm and welcoming design invites exploration between floors, tying together the different spaces for group activities or retreats.
Discover the home's flexible layout—flow seamlessly between gathering spaces upstairs and cozy retreats below.

Versatile Spaces for Gathering & Relaxing

With four bedrooms—including two in the remodeled basement—and a second living area downstairs, The Winston is designed for group flexibility. Gather upstairs for shared meals or unwind in the basement’s cozy living room after a day of exploring Baker. Whether you’re planning family movie nights, game evenings with friends, or seeking a quiet retreat, the home’s layout ensures everyone has space to connect or recharge in private. It’s the perfect setting for multi-generational families, groups of friends, or anyone seeking both togetherness and personal space during their stay.

Property Amenities All Essentials Included

Accessibility

Accessible height bed

Facilities & Security

Private Entrance

Deadbolts

Self Check-in/Check-out

Fire Extinguisher

Handicap Accessible: Accessible height bed

Outdoor Space

Free Parking: Street

Garden

Comfort & Lifestyle

Hair Dryer

Tea maker

First Aid Kit

Dishwasher

Toaster

Coffee Maker

Stove

Complimentary Toiletries

Desk/Work Space

Cable TV

TV: Smart TV

Laundry Basics: Hangers

Oven

Standard Essentials

This property includes a full set of standard essentials (such as towels, bed linens, basic cooking and cleaning supplies).

Ready to Book Your Stay?

Experience historic Baker City with the privacy of your own home—book your stay at The Winston and enjoy exclusive discounts, spacious comfort, and a genuine pet-friendly welcome.

Select Check-in Date

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Cancellation Policy: Standard

Cancelation Policy

You can cancel this Vacay and get a Full refund up to 14 days prior to arrival

Important Information

Check-in and Check-out Procedures

  • Self check-in/check-out is available. No specific check-in or check-out times provided in the data.

Property Access

  • The property is a single family house located in Baker City, Oregon.
  • Private entrance.

Parking

  • Free parking is available. Park in the gravel space adjacent to the alley behind the home.

Policies and Rules

  • House Rules:
    • Quiet Hours: Please keep noise to a minimum, especially after 10 PM, as this home is in a quiet neighborhood.
    • Shoes: Remove shoes indoors or ensure they are free of dirt to help keep the home clean.
    • Overnight Guests: Visiting guests not on the reservation require prior approval.
    • Smoking: Smoking is allowed outdoors only. Please collect and dispose of cigarette butts.
    • Hot Tub Use: Shower with soap before using the hot tub to maintain cleanliness.

Pet Policy

  • Pets must be pre-approved (limit 2 dogs, under 70 lbs, and at least 1 year old).
  • Pets are not to be left unattended in the home.
  • Keep pets leashed around the neighborhood.
  • Pets are not allowed on furniture or beds.
  • Report any pet-related damage before checkout.
  • Please minimize barking out of respect for neighbors.

Additional Policies

  • Damages: Guests will be charged for stained towels, linens, or damages beyond standard wear and tear.
  • Excess Cleaning: An additional cleaning fee may apply if the property requires extra attention after your stay.

Fees and Payments

  • An additional cleaning fee may apply if the property requires extra attention after your stay.
  • Guests will be charged for stained towels, linens, or damages beyond standard wear and tear.

Utilities and Amenities Access

  • Hot tub available; please shower with soap before use.
  • Towels and bed linens provided.
  • Complimentary toiletries provided.
  • Hair dryer, dishwasher, toaster, tea maker, coffee maker, stove, oven, refrigerator, microwave/convection oven, and basic dishes & silverware available.
  • High-speed internet provided.
  • TV (Smart TV), cable TV (not specified if available), and climate control available.
  • Laundry basics (including hangers).
  • Cleaning basics (including toilet paper).
  • Garden and outdoor space available.

Accessibility, Safety, and Security

  • Accessible height bed available.
  • First aid kit, smoke alarm, carbon monoxide detector, fire extinguisher, deadbolts installed.

Special Offers

  • Anthony Lakes housing partner: Coupons for 10% off each lift ticket or Nordic pass available.
  • 50% off green fees at Quail Ridge Golf Course with proof of stay.

Other Critical Details

  • Maximum guests: 8
  • Bedrooms: 4
  • Bathrooms: 2.0
  • Bed configuration: 1 king bed, 2 queen beds, 4 total beds

Thank you for helping us maintain a clean and welcoming space for all our guests. We hope you enjoy your stay!