Take it easy at this unique and tranquil getaway in Ashland Oregon. Nestled in the heart of Southern Oregon, Ashland is a vibrant and culturally rich town known for its stunning natural beauty, thriving arts scene, and welcoming community. Home to the world-renowned Oregon Shakespeare Festival, Ashland offers a unique blend of small-town charm and cosmopolitan flair. Residents enjoy easy access to outdoor adventures in the surrounding mountains, forests, and nearby Emigrant Lake.
Property has one shared wall, heavily insulated, with no sound going between spaces.
The gas to the fireplace is turned off from early May to late October every year. The fireplace is unavailable during that time.
AMENITIES Air fryer Air purifiers (2) Baking pans and sheets Bathroom sink, faucet and cabinet Bar soap Bar-b-que utensils Bath towels - 6 bathtub bed linens for every bed 2 sets provided black out curtains available in most properties Blender (Large) Blender (Personal) Blow dryer Board Games Bread maker Carbon monoxide alarm Ceiling fans Central Air Central Heat Closets in each bedroom Coffee Coffee Bar Coffee Grinder Coffee mugs set of 6 COVID compliant cleaning products Crock Pot Curling iron Dawn spray wash Dedicated work space with desk Did you forget something? Dishes set of 6 Dishwasher Disposable razors Disposable shower cap Dresser or storage for personal clothing Drinking glasses set of 6 Dryer Drying rack for clothes Espresso maker Extra pillows and blankets Fenced in deck or patio and/or back yard Fire extinguisher First Aid kit Floss Free reserved parking in either garage, carport; driveway or assigned parking spot. Free visitor parking Freezer Glass bowls for cooking Garbage disposal Grill with propane tank or electric grill Hand mixer Hand Towels set of 6 Handi-chopper Hot water kettle Initial set of laundry detergent Initial set of laundry dryer sheets Insta Pot Iron Iron Board Keyless entry kitchen dish cleaning utencils Kitchen table with seating provided Kitchen sink and faucet Kitchen towels - 3 Kitchen wash cloth - 2 Kitchen with space for guests to prepare; cooking and for serving meals Liquid hand soap in each sink Luggage drop off allowed Luggage rack for each room Microwave Mouthwash Nail clipper kit Ninja blender Office chair for desk Oil Outdoor dining provided on-site Outdoor dishes Oven Portable fans Pots and pans for cooking Pour over coffee Private entrance Record player and records Refrigerator Regular drip coffee maker Robes - 2 sanitized and clean Rice cooker Safe Salt & pepper Shampoo, Conditioner, Shower gel and hand soap Shower and/or tub or shower/tub enclosure Shower / Tub rug shower curtain liner (new) with existing hooks and curtain Silverware set of 6 Slippers - 2 pair sanitized and clean Single serve pod coffee maker TV's smart with Roku 2 to 3 Smoke alarm Sponge Stove top Table top mixer Tea Tea Kettle Tilt head stand mixer Toaster Toaster Oven Toothpaste Toothbrush - disposable Trash cans in each room Waffle maker Wash cloths - 6 Washing Machine Wifi available throughout Wine glasses set of 6 Wireless Universal Chargers (2)
Cookware Can opener Cooking sheet Cutting board(s) Hot pads Knife/Scissor sharpener Measuring cups Meat thermometer Mixing bowls Mixing spoons Oven mitt Saucepan Spatula Stock pot Strainer Wine corkscrew
Bedroom Essentials Bedframe Mattress Mattress Topper Mattress Protector bed linens for each bed Blanket for each bed Quality pillows for each bed (4) Pillow protectors (medical grade, allergen and bed bug protector quality) Mattress protector (medical grade, allergen and bed bug protector quality) Extra linen (2/ bed)
Misc Home Items Broom + Dustpan Fire Extinguisher First Aid Kit Iron Iron Board Wifi router or extender
Linens Bath towels Black face towels Hand towels Shower curtain Shower curtain liner Wash cloth
Consumables Bar soap Body wash Conditioner Cotton pads Dish soap Hand soap Mouthwash Q-tips Paper napkins Paper towels Razors Shampoo Toilet paper Tooth brush disposable Tooth paste
Garage Essentials Owner locker Paw Safe
Misc Curling or Flat iron Garbage can Hair Dryer Misc décor Rug/bathmat Wall décor oven liner Baking soda Coffee decaf coffee coffee pod insert tea chip clips Kitchen spatula sets pepper salt cutting block ice trays Sandwhich bags Gallon bags quart bags to go cups hot cocoa plastic wrap Wine for guest Wine glass cups Plates Cups aluminum foil parchment paper bottle opener kitchen sink strainer Battery refills fire extinquisher light bulbs shower drain catchers Trash bags 13 gal. Trash bags 3-5 gal. waterproof cabinet liner Dog leash Pet hair lint brush Matching hand/dish set (2) three prong phone chargers shower head pens & paper furniture pads tape dispenser wreath on front door 2 mason jars Mini tape measure (2) Earplugs Battery tester Air filter for unt washer/dryer stopper bucket & shower snake outlet covers bleach cleaner Disinfectant oven cleaner stain remover window cleaner Vinegar Comet dishwasher detergent Dawn generic pet cleaning spray Pods/ Laundry detergent 2 spray bottles set of new sponges magic eraser pads Steel pads Brillo SOS pads Swiffer sweeper & mop heads wool dryer balls pumice stone te abags 4-5 coco packets to-go cups stevia/equal packets mini creamers in the fridge bathroom spray cotton balls Q-tips combs floss bar soap Spool hair catchers Toothbrush & paste Mini mirror Feminine pads (2) shower curtain mini cups shower slip mat shower cap Hair spray spray deodorant Razor & shaving cream Yoga mat Yoga bricks Jump rope Medicine ball Black cloth for eye makeup Bathroom towels (4 of all) Microfiber cloths for cleaning Pillow cases & allergen protectors allergen protectors for all beds sheet sets for all beds quilted mattress pads duvets for all beds throw blankets for all beds Bathroom rugs 2 throw blankets for living room Shower curtains & liners placesetting for table napkin rings napkins cloth local business binder olive oil for refills hand soap refill kitchen soap refill lotion refill mouthwash refill Paper towels Toilet paper Tissues Candy refills Conditioner Shampoo shower gel Oxy refill for laundry
All consumables are initial stock only
Add dates for prices
Amenities
Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
Air conditioning
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Pets allowed: dogs less than 9 kg per pet (limit 2 pets total)
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Smoking
Smoking is not permitted
Cleanliness: Guests should not leave the listing in a state that requires deep cleaning. MUST SEE ATTATCHED RENTAL AGREEMENT
Cleaning fees set by Hosts are only meant to cover the cost of standard cleaning between reservations (laundry, vacuuming, etc.).
Locals: We do not host locals, unless you have contacted us and we have approved your stay in writing.
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Long-term renters welcome
This property uses eco-friendly cleaning products
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Ashland
Located in Ashland, this holiday home is near theme parks and near a water park. Weisinger Family Winery and Grizzly Peak Winery are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore North Mountain Park and Cascade-Siskiyou National Monument. Discover the area's water adventures with waterskiing and water tubing nearby, or enjoy the great outdoors with rock climbing and mountain climbing.
ScienceWorks Hands-On Museum - 18 min walk - 1.6 km
Oregon Shakespeare Festival - 7 min drive - 4.1 km
Asante Rogue Regional Medical Center - 18 min drive - 29.7 km
Getting around
Medford, OR (MFR-Rogue Valley Intl.) - 25 min drive
Restaurants
Dutch Bros Coffee - 8 min walk
Taco Bell - 18 min walk
Wild Goose Cafe & Bar - 2 min drive
Bonsai Teriyaki - 19 min walk
Oak Tree Northwest Bar & Grill - 3 min drive
Frequently asked questions
Is Charming Lovely 1940s Bungalow pet-friendly?
Yes, this property allows dogs (limit 2 total) with a maximum weight of up to 9 kg per pet.
How much does it cost to stay at Charming Lovely 1940s Bungalow?
As of 26 April 2026, prices found for a 1-night stay for 2 adults at Charming Lovely 1940s Bungalow on 16 July 2026 start from NZ$425, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at Charming Lovely 1940s Bungalow?
On-site parking is available at the property.
What time is check-in at Charming Lovely 1940s Bungalow?
Check-in begins at 4:00 PM.
What time is check-out at Charming Lovely 1940s Bungalow?
Checkout is at 11:00 AM.
Where is Charming Lovely 1940s Bungalow located?
Situated in Ashland, this holiday home is within 1 mile (2 km) of Southern Oregon University, Schneider Museum of Art and ScienceWorks Hands-On Museum. Weisinger Family Winery and Ashland Library are also within 2 miles (3 km).
About the host
Hosted by Win-It Properties, LLC
I have lived in Southern Oregon for about 2 decades. I love hosting in furnished properties to create a home away from home for busy couples, families, traveling professionals and more. If you need something, we are there to accommodate
Why they chose this property
It is safe, clean, close to airport and shopping. It is a smaller community with nearly everything at your fingertips.
What makes this property unique
Ease of access to airport, interstate, coast, mountains, skiing, shopping, sight-seeing. If you are traveling by car, it has a single car garage for storage.
It is our mission, to delight our guests with exceptional service in cleanliness, safety, security and enjoyable home environment where one can relax with ease upon check in to check out. You may not be at home, but you can still feel at home.