Vacation Rentals By Owner In Ashland, OR

$202.35

The Dogwood Suite at Tudor House Vacation Rentals

Ashland, Oregon, United States

The upstairs Bedroom has a queen and a twin bed. The downstairs has a full kitchen, dining table, sofa-bed, and TV. Free WIFI is available throughout the house, and it has central heat and Air Conditioning.brbrThe off-street parking lot behind the house is a great place to leave your car for your visit, the 1/2 mile walk to downtown is nice and level and mostly along Siskiyou Boulevard.

1

Bed

2

Bath

5

Sleeps

$255.06

/ Nightly

Apartment

The Maple Apartment at Tudor House Vacation Rentals

Ashland, Oregon, United States

Upstairs one bedroom has a queen sized bed, the other has two twin beds, with a full bathroom. Downstairs another full bathroom, a kitchenette, and a living room with a sofa bed.brbrbrPermit #: 99-126brbrThe off-street parking lot behind the house is a great place to leave your car for your visit, the 1/2 mile walk to downtown is nice and level and mostly along Siskiyou Boulevard.brbrbrPlanning Action Number: 99-126

2

Bed

2

Bath

6

Sleeps

$256.45

/ Nightly

Cottage

The Ashland Cottage, walk to town

Ashland, Oregon, United States

Our guests at The Ashland Cottage are always thrilled upon arrival, It's gorgeous! The cottage offers exactly what Ashland visitors are seeking: Comfort and charm, ample amenities and a walkable location. The cottage is newly constructed yet designed with the same Craftsman appeal as our 1920s residence. As a separate house with a private entrance, the cottage offers spacious living with high ceilings, natural light and inspiring views.. all within a 10 minute walk to theaters and downtownbrLicensed by the City of Ashland, PA14-01726

Bed

Bath

Sleeps

$197.41

/ Nightly

Private Vacation Home

Peaceful, spacious home on 8 acres. Pet-friendly, close to town, and a creek!

Ashland, Oregon, United States

You will be an easy 10 minute drive from Downtown Ashland and feel like you are out in the country. The home is 1200 square feet, was built in 2012 and remodeled in 2022. There is ample natural light and 15+ foot ceilings in the living space. Emigrant creek is a year round creek that borders the 8 acre property and is a lovely spot to relax.

2

Bed

1

Bath

6

Sleeps

$160.0

/ Nightly

Private Vacation Home

Monthly rental offering privacy and views near Ashland Plaza.

Ashland, Oregon, United States

A well appointed, executive home offering privacy and grand views in a fantastic Ashland Location. Natural lighting abounds in this spacious home located above the boulevard, just a few blocks from the hospital and up from the Ashland Plaza. The extensive Ashland watershed trail system is literally out the door. The living area is on the main floor with an open floor plan and hardwood floors. French doors open from the dining area to the back patio and from the master bedroom to a deck offering sweeping views giving the space an indoor/out door feel. Upstairs you’ll find vaulted wood ceilings, the 2nd bedroom, a full bath and a large office/ gym space. brThe kitchen boasts granite counter tops, KitchenAid double oven gas range, and stainless steel appliances. brAll three bathrooms are newly remolded, the master bath features a towel warmer, a bidet, and heated floors. brbrThis is our primary residence and is a monthly rental. We will be out of the area but our property manager lives next door to great you, answer questions, and handle any issues that may occur. The monthly rent of $4000 includes utilities, garbage, TV, WiFi, and monthly cleaning. Four people maximum. A fully refundable deposit of $2000 will also be collected. br

Bed

Bath

Sleeps

$613.25

/ Nightly

Condo

Alley-By Loft: Smack Dab in the Middle of Ashland! Steps from Theaters & Lithia

Ashland, Oregon, United States

This stylish space is centrally located in the heart of downtown Ashland. Enjoy this modern home with a stunning roof-top patio with 360 views of this beautiful town. The home has a fully stocked kitchen and is steps away from some of the most popular restaurants in town. A modern beauty!

Bed

Bath

Sleeps

$437.08

/ Nightly

Private Vacation Home

232-Duplex-Private Bathroom-Mountain View

Ashland, Oregon, United States

232 4th St is a 3 bedroom 2 bathroom home. There are 2 full size beds and a queen bed. The home features a fully stocked and equipped kitchen, a living room and an outside deck. 232 has access to the outdoor firepit in the backyard. brThe home sleeps up to 6.brGreat three bedroom - two bath accommodation in historic, downtown locationbrWelcome to “The View” at the 4Th Street InnbrbrThe View is located just three blocks from the center of Ashland, including the Oregon Shakespeare Festival Theaters, shops, restaurants and art galleries. Minutes from Emigrant Lake, Golfing, and of course wine tasting.brIt is one of two separate flats at the 4th Street Inn. It is on a residential street in the historic Railroad District. Guest will be welcome to a spacious 3-bedroom 2 bath with a great view of the Mountains.brThe View:br-3 bedrooms, 2 full bathrooms, sleeps up to 6 peoplebr-living room, dining areabr-fully-equipped kitchenbr-patio w/BBQbr-in-unit washer and dryerbrThe View has all the amenities: spacious rooms, hardwood floors, finely appointed furnishings, TV/DVD player, free Wi-Fi, and central air conditioning.brThe View has its own private entrance, deck table and chairs for outdoor dining - as well as casual seating on the patio.brPlease note there are security cameras installed on the exterior of the property.brLife throws you curve balls - we strongly recommend purchasing Travel Insurance for your trip. In the event of a last-minute emergency or need to cancel, travel insurance offers peace of mind for all. Please consider this as we cannot offer refunds outside of our stated policies. brThe staff at Ashland Vacation Stay looks forward to your staybrStay & Relax

Bed

Bath

Sleeps

$437.08

/ Nightly

Private Vacation Home

230-Downstairs-Duplex-Private Bathroom-Mountain View

Ashland, Oregon, United States

Great three bedroom - two bath accommodation in historic, downtown locationbrWelcome to “The Garden at the 4Th Street InnbrbrThe Garden is located just three blocks from the center of Ashland, including the Oregon Shakespeare Festival Theaters, shops, restaurants and art galleries. Minutes from Emigrant Lake, Golfing, and of course wine tasting.brbrIt is one of two separate flats at the 4th Street Inn. It is on a residential street in the historic Railroad District. Guest will be welcome to a spacious 3-bedroom 2 bath with a great view of the Mountains.brThe Garden:br-3 bedrooms, 2 full bathrooms, sleeps up to 6 peoplebr-living room, dining areabr-fully-equipped kitchenbr-patio w/BBQbr-in-unit washer and dryerbrThe Garden has all the amenities: spacious rooms, hardwood floors, finely appointed furnishings, TV/DVD player, free Wi-Fi, and central air conditioning.brThe Garden has its own private entrance, deck table and chairs for outdoor dining - as well as casual seating on the patio.brPlease note there are security cameras installed on the exterior of the property.brLife throws you curve balls - we strongly recommend purchasing Travel Insurance for your trip. In the event of a last-minute emergency or need to cancel, travel insurance offers peace of mind for all. Please consider this as we cannot offer refunds outside of our stated policies.brbrGreat three bedroom - two bath accommodation in historic, downtown locationbrWelcome to “The Garden at the 4Th Street Innbr(Permit#: 004223)brThe Garden is located just three blocks from the center of Ashland, including the Oregon Shakespeare Festival Theaters, shops, restaurants and art galleries. Minutes from Emigrant Lake, Golfing, and of course wine tasting.brIt is one of two separate flats at the 4th Street Inn. It is on a residential street in the historic Railroad District. Guest will be welcome to a spacious 3-bedroom 2 bath with a great view of the Mountains.brThe Garden:br-3 bedrooms, 2 full bathrooms, sleeps up to 6 peoplebr-living room, dining areabr-fully-equipped kitchenbr-patio w/BBQbr-in-unit washer and dryerbrThe Garden has all the amenities: spacious rooms, hardwood floors, finely appointed furnishings, TV/DVD player, free Wi-Fi, and central air conditioning.brThe Garden has its own private entrance, deck table and chairs for outdoor dining - as well as casual seating on the patio.brPlease note there are security cameras installed on the exterior of the property.brLife throws you curve balls - we strongly recommend purchasing Travel Insurance for your trip. In the event of a last-minute emergency or need to cancel, travel insurance offers peace of mind for all. Please consider this as we cannot offer refunds outside of our stated policies.

Bed

Bath

Sleeps

$666.76

/ Nightly

Apartment

Mountain Ave House by WanderLodges

Ashland, Oregon, United States

Welcome to this beautifully renovated turn of the century 3 bed/ 2 bath house in Ashland, OR. Featuring one king bed on the main floor and two king rooms upstairs, this functional layout is great for the whole group to spread out. Share the space with ease with a full bathroom on each level, open kitchen, and bright living room. At just a half mile from the downtown plaza, you’ll have the quiet solitude of suburban living while being a quick walk to restaurants, Oregon Shakespeare Festival, Lithia Park, & so much more!brbr*DISCOUNTED OSF TICKETS*brbrWanderLodges is proud to be an OSF Lodging Partner for the Oregon Shakespeare Festival’s 2026 season! As part of this special partnership, all guests with a confirmed reservation at any of our properties will receive an exclusive 20% discount code for OSF tickets in B and C sections—valid for the entire season!brPOLICY REMINDERS:br- Cancelations are dependent on the channel and rate you booked. For direct and standard rates: Cancellations made 5+ days before arrival, a full refund minus a $39 cancellation fee will be issued (non-refundable rates excluded). After that, only the cleaning fee will be refunded.br- Occupancy Limits: Guests agree to not exceed maximum occupancy stated in the listing. Failure to notify WanderLodges of accurate occupancy may result in additional per person fees if applicable or up to/including reservation termination.br- Parties/Large Gatherings: All parties or occupancy issue creating gatherings are strictly prohibited at all WanderLodges properties, and guests agree to comply with all city, company, and fire code noise and use requirements.br- Pets/Service Animals: Pet friendly properties are subject to an additional $25 per pet/per stay cleaning fee. Pets must never be left unsecured or unattended at the property, and WanderLodges must be notified at time of booking of pet requests. As always, we are happy to accommodate registered service animals of our guests.br- Smoke Free: As a reminder, all WanderLodges properties are smoke and vape free. Smoking indoors, within 10 feet of an entry, or anywhere on the property will incur an additional $250 fee.br- Quite Hours: Considered between 10PM and 8AM. Please keep noise to a minimum in consideration of neighbors. Noncompliance of this will incur a $100 fee per incident, and/or a request to vacate.br- Damages: All damages must be reported to WanderLodges as soon as possible. By booking, guests agree to financial responsibility for all damages due to gross negligence and up to an additional $500 in cleaning fees for negligent use.br***** By booking, guests are agreeing that they are of 18 years of age or older, legally able to agree to these terms, and any minors part of the itinerary will always be accompanied by a parent or guardian. *****

Bed

Bath

Sleeps

$354.57

/ Nightly

Cottage

Delightful 2~bedroom, pet~friendly cottage~Walking distance to everything!

Ashland, Oregon, United States

We are delighted to share our family's second home with other Ashland-lovers and hope you find it to be a happy place for your family as well. If you enjoy walking you can literally park when you arrive and walk everywhere you need or want to go. brbrLocated in the historic Siskiyou-Hargadine District, our comfortable, centrally-located cottage, Stroll Inn, is a two bedroom, two bathroom, cozy, inviting cottage with a beautiful front porch featuring a porch swing, table and chairs, and fenced-in backyard your children and pets will surely love. brbrInside, you will find that we provide a personal touch to ensure our guests get that 'home away from home' feeling. The kitchen is well stocked with everything you need, from dishes, pots & pans, spices & seasoning, to stainless steel appliances, including a dishwasher! The dining table has seating for four. brbrThe living room is very comfortable and includes a smart TV so you can use the Sling app to watch regular TV channels, or you can use our Netflix account, but not our Prime TV, although, you can sign in to your own apps and use them to stream your favorite shows! The front door opens to a beautiful front porch with a table and chairs and a porch swing to enjoy the nice, evenings with a glass of wine, or the mornings with a nice cup of coffee and a book. brbrThe primary bedroom has a queen bed with an en suite bathroom with bathtub/shower combo, a well stocked kitchenette which includes a two burner stove and a refrigerator, and a private deck. brbrThe second bedroom also has a queen bed, the second bathroom is in the hall adjacent to this bedroom and boasts a large, zero clearance walk-in shower making it wheelchair accessible.brbrThere is also a washer and dryer in the laundry room. brbrEverything people come to Ashland to do is just a short stroll away, the famous Oregon Shakespeare Festival theaters, exceptional restaurants, the old Varsity movie theater, specialty shops, cabaret, spas & yoga studios, library, and the beautiful Lithia Park.brbrWe have four designated parking spots behind the cottage, clearly marked with the address so you will never have to worry about finding parking.brbrRelax in the soothing atmosphere of this cozy hideaway. A great place to call homebase while you're away, we hope you enjoy your stay.

2

Bed

2

Bath

4

Sleeps

$194.58

/ Nightly

Apartment

Walk to Dtwn Ashland! Couple's Retreat w/ Yard

Ashland, Oregon, United States

Pet Friendly w/ Fee | 1 Mi to Southern Oregon UniversitybrbrDiscover the best of Ashland when you stay at 'The Indigo' vacation rental! Enjoy a romantic stroll through the beautiful Lithia Park, visit charming downtown boutiques, or tour SOU. The possibilities are endless! As the sun sets, dine al fresco while a furry friend roams the fenced yard. This cottage also features a cozy fireplace, perfect for movie nights. Comfort, convenience, and exciting adventures await!brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Studio: 1 queen bed brbrOUTDOOR LIVING br- 2-person dining areabr- Charcoal Weber grillbr- Fenced yardbrbrINDOOR LIVING br- Smart TVbr- Gas fireplacebrbrKITCHEN br- Stove/oven, refrigeratorbr- Microwave, toaster, panini maker br- Drip coffee maker, electric kettlebr- Cooking basics, dishware/flatwarebrbrGENERAL br- Free WiFi br- Mini-split air conditioning/heatbr- Linens/towelsbrbrFAQbr- Exterior security camera (facing driveway)br- Pet fee (paid pre-trip)brbrACCESSIBILITYbr- Single-story home, 3 steps to enterbrbrPARKINGbr- Driveway (1 vehicle)brbr-- THE LOCATION --brbr- Less than 1 mile to The Plaza & Oregon Shakespeare Festivalbr- 2 miles to Lithia Parkbr- 6 miles to Emigrant Lake County Parkbr- 7 miles to Paschal Winery & Vineyardbr- 21 miles to Mt. Ashland Ski Areabr- 16 miles to Rogue Valley International-Medford Airportbrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome--because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- Pet friendly w/ $50 fee (+ fees & taxes)br- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This single-story home requires 3 steps to enterbr- Your safety matters. This property features 1 exterior security camera on the side of the home, facing outward toward the driveway. It does not look into any interior spaces. The camera continuously records video and sound

1

Bed

1

Bath

2

Sleeps

$302.64

/ Nightly

Private Vacation Home

Charming Lovely 1940s Bungalow

Ashland, Oregon, United States

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.brbrProperty has one shared wall, heavily insulated, with no sound going between spaces.brbrThe gas to the fireplace is turned off from early May to late October every year. The fireplace is unavailable during that time.brbrAMENITIESbrAir fryerbrAir purifiers (2)brBaking pans and sheetsbrBathroom sink, faucet and cabinetbrBar soapbrBar-b-que utensilsbrBath towels - 6brbathtubbrbed linens for every bed 2 sets providedbrblack out curtains available in most propertiesbrBlender (Large)brBlender (Personal)brBlow dryerbrBoard GamesbrBread makerbrCarbon monoxide alarmbrCeiling fansbrCentral AirbrCentral HeatbrClosets in each bedroombrCoffeebrCoffee BarbrCoffee GrinderbrCoffee mugs set of 6brCOVID compliant cleaning productsbrCrock PotbrCurling ironbrDawn spray washbrDedicated work space with deskbrDid you forget something brDishes set of 6brDishwasherbrDisposable razorsbrDisposable shower capbrDresser or storage for personal clothingbrDrinking glasses set of 6brDryerbrDrying rack for clothesbrEspresso makerbrExtra pillows and blanketsbrFenced in deck or patio and/or back yardbrFire extinguisherbrFirst Aid kitbrFlossbrFree reserved parking in either garage, carport; driveway or assigned parking spot.brFree visitor parkingbrFreezerbrGlass bowls for cookingbrGarbage disposalbrGrill with propane tank or electric grillbrHand mixerbrHand Towels set of 6brHandi-chopperbrHot water kettlebrInitial set of laundry detergentbrInitial set of laundry dryer sheetsbrInsta PotbrIronbrIron BoardbrKeyless entrybrkitchen dish cleaning utencilsbrKitchen table with seating providedbrKitchen sink and faucetbrKitchen towels - 3brKitchen wash cloth - 2brKitchen with space for guests to prepare; cooking and for serving mealsbrLiquid hand soap in each sinkbrLuggage drop off allowedbrLuggage rack for each roombrMicrowavebrMouthwashbrNail clipper kitbrNinja blenderbrOffice chair for deskbrOilbrOutdoor dining provided on-sitebrOutdoor dishesbrOvenbrPortable fansbrPots and pans for cookingbrPour over coffeebrPrivate entrancebrRecord player and recordsbrRefrigeratorbrRegular drip coffee makerbrRobes - 2 sanitized and cleanbrRice cookerbrSafebrSalt & pepperbrShampoo, Conditioner, Shower gel and hand soapbrShower and/or tub or shower/tub enclosurebrShower / Tub rugbrshower curtain liner (new) with existing hooks and curtainbrSilverware set of 6brSlippers - 2 pair sanitized and cleanbrSingle serve pod coffee makerbrTV's smart with Roku 2 to 3brSmoke alarmbrSpongebrStove topbrTable top mixerbrTeabrTea KettlebrTilt head stand mixerbrToasterbrToaster OvenbrToothpastebrToothbrush - disposablebrTrash cans in each roombrWaffle makerbrWash cloths - 6brWashing MachinebrWifi available throughoutbrWine glasses set of 6brWireless Universal Chargers (2)brbrCookwarebrCan openerbrCooking sheetbrCutting board(s)brHot padsbrKnife/Scissor sharpenerbrMeasuring cupsbrMeat thermometerbrMixing bowlsbrMixing spoonsbrOven mittbrSaucepanbrSpatulabrStock potbrStrainerbrWine corkscrewbrbrDinnerwarebrBowlsbrButter KnivesbrForksbrGlassesbrMugsbrPlatesbrSpoonsbrWine glassesbrbrBedroom EssentialsbrBedframebrMattressbrMattress TopperbrMattress Protectorbrbed linens for each bedbrBlanket for each bedbrQuality pillows for each bed (4)brPillow protectors (medical grade, allergen and bed bug protector quality)brMattress protector (medical grade, allergen and bed bug protector quality)brExtra linen (2/ bed)brbrMiscellaneousbrDish brushsbrDish clothbrGarbage cansbrKitchen towelbrKitchen rugsbrBathroom rugsbrbrConsumablesbrDish soapbrGarbage bagsbrPaper napkinsbrPaper towelsbrbrLiving RoombrAccent blanketbrAccent pillowsbrCoffee tablebrCouchbrLampbrRugbrTable DécorbrTVbrTV remotebrCouncill StandbrWall DécorbrbrDining RoombrDining Table & ChairsbrDining Table DécorbrKitchen stoolsbrRugbrWall DécorbrbrMisc Home ItemsbrBroom + DustpanbrFire ExtinguisherbrFirst Aid KitbrIronbrIron BoardbrWifi router or extenderbrbrLinensbrBath towelsbrBlack face towelsbrHand towelsbrShower curtainbrShower curtain linerbrWash clothbrbrConsumablesbrBar soapbrBody washbrConditionerbrCotton padsbrDish soapbrHand soapbrMouthwashbrQ-tipsbrPaper napkinsbrPaper towelsbrRazorsbrShampoobrToilet paperbrTooth brush disposablebrTooth pastebrbrGarage EssentialsbrOwner lockerbrPaw SafebrbrbrMiscbrCurling or Flat ironbrGarbage canbrHair DryerbrMisc décorbrRug/bathmatbrWall décorbroven linerbrBaking sodabrCoffeebrdecaf coffeebrcoffee pod insertbrteabrchip clipsbrKitchen spatula sets brpepperbrsaltbrcutting blockbrice traysbrSandwhich bagsbrGallon bagsbrquart bagsbrto go cupsbrhot cocoabrplastic wrapbrWine for guestbrWine glass cupsbrPlatesbrCupsbraluminum foilbrparchment paperbrbottle openerbrkitchen sink strainerbrBattery refillsbrfire extinquisherbrlight bulbsbrshower drain catchersbrTrash bags 13 gal.brTrash bags 3-5 gal.brwaterproof cabinet linerbrDog leash brPet hair lint brush brMatching hand/dish set br(2) three prong phone chargers brshower headbrpens & paperbrfurniture padsbrtape dispenserbrwreath on front doorbr2 mason jarsbrMini tape measure br(2) Earplugs brBattery tester brAir filter for untbrwasher/dryer stopperbrbucket & shower snakebroutlet coversbrbleach cleanerbrDisinfectantbroven cleanerbrstain removerbrwindow cleanerbrVinegarbrCometbrdishwasher detergentbrDawn genericbrpet cleaning spraybrPods/ Laundry detergentbr2 spray bottlesbrset of new spongesbrmagic eraser padsbrSteel padsbrBrillo SOS padsbrSwiffer sweeper & mop headsbrwool dryer ballsbrpumice stonebrte abagsbr4-5 coco packetsbrto-go cupsbrstevia/equal packetsbrmini creamers in the fridgebrbathroom spraybrcotton ballsbrQ-tipsbrcombsbrflossbrbar soapbrSpool hair catchersbrToothbrush & pastebrMini mirror brFeminine padsbr(2) shower curtainbrmini cupsbrshower slip matbrshower capbrHair spraybrspray deodorantbrRazor & shaving creambrYoga matbrYoga bricksbrJump ropebrMedicine ballbrBlack cloth for eye makeupbrBathroom towels (4 of all)brMicrofiber cloths for cleaningbrPillow cases & allergen protectorsbrallergen protectors for all bedsbrsheet sets for all bedsbrquilted mattress padsbrduvets for all bedsbrthrow blankets for all bedsbrBathroom rugsbr2 throw blankets for living roombrShower curtains & linersbrplacesetting for tablebrnapkin ringsbrnapkins clothbrlocal business binderbrolive oil for refillsbrhand soap refillbrkitchen soap refillbrlotion refillbrmouthwash refillbrPaper towelsbrToilet paperbrTissuesbrCandy refillsbrConditionerbrShampoobrshower gelbrOxy refill for laundrybrbrAll consumables are initial stock only

Bed

Bath

Sleeps

$562.27

/ Nightly

Private Vacation Home

1907 Charmer, Perfect Downtown Location, So Clean!

Ashland, Oregon, United States

Do you love history and cool old homes right in the heart of it all Do you get a kick out of original brass and iron beds Do you prefer books, games and puzzles over watching TV Do you want to wake up in the morning to a lovely bright home and views of the hills all around Do you love to walk out the front door and have your choice of dozens of coffee shops, wine and cocktails bars, and great restaurants within a minute's walk of your home Then you will love staying at the Hargadine House!brThis 1907 home has been lovingly remodeled with a gorgeous cherry-wood kitchen, custom granite counters, all new kitchen appliances and amenities. br The original fir floors have been restored to add charm and character to this darling home. Some of the wood floors in the home are actually from the original OSF rehearsal space!br The rooms are bright and well decorated with special touches all around. The beds are beautiful and feature quality sheets and soft comforters. The pillows and mattresses are wonderful and will assure a perfect night's sleep. br Every detail has been thought-out throughout the house. In the morning brew your cup of coffee or tea and relax at the dining room table or on the expansive deck with the lovely mountain views. brOr walk down half a block to one of the lovely local coffee shops. Stroll to lunch in town - you're a 1 to 5 minute walk away from anywhere in downtown Ashland. In the evening, two of Ashland's finest restaurants are literally steps away as are plenty of casual dining options. br The green show and OSF box office are two short, level blocks away.br br Park the cars in your private parking spaces (2) and walk anywhere from this perfectly situated and wonderfully furnished charming home.brAmazing wineries all over Southern Oregon and many great opportunities for world-class wine tasting are a very short drive away from the home.brI'll always be available by AirB&B/VRBO messengers or by phone during your stay.brAshland is an amazing small town with world-class theater, great dining, beautiful outdoor space, and endless opportunities for entertainment and recreation. Our home is in the heart of Ashland - you can't get any closer to town because the home is literally just steps away from great restaurants, cafes, bars, and the theaters! Just one very short block to the Cabaret and two short blocks to the Oregon Shakespeare Festival.brWhether you fly into Medford or just drive right into Ashland, once you arrive at out home you really won't have to drive anywhere. If you prefer to explore the area, go wine tasting, or hiking, you are just 10-15 minutes away from days and days of fun.brOur home is very well kept and cared for, but it is a 1907 home with all of the original architectural details and charm. You'll find slanted ceilings, dormer windows, and the original clawfoot tub tucked under a slanted roof. The home is 1275 SF and is cozy and comfortable and perfect if you enjoy awesome historic homes, fun details, and a clean and lovely place to call home. Alternatively, if you are expecting a modern home with big bathrooms and tall ceilings and a tv, you may be a little disappointed, so please make sure to take a close look at our photos and home description. We look forward to welcoming you and encourage you to come with an open heart and an open mind and enjoy our very unique and darling home in the heart of Ashland.

Bed

Bath

Sleeps

$227.18

/ Nightly

Private Vacation Home

Quiet and peaceful cottage close to downtown

Ashland, Oregon, United States

Come retreat in our oasis during your stay in Ashland! Charming 1 bedroom, 2 bathroom home, tucked away from the busy boulevard, with a lovely outdoor space to relax in. Our cottage is over 1000 square feet and has a full kitchen and comfortable living space. There is a pullout couch that converts to a full size, flexsteel (no metal bar running down the middle like most sofa beds) bed. Upstairs is a beautiful queen size bed, with high quality linen's, a feather bed topper, full bath, sitting area, and an office space. Downstairs has a cozy living space, well stocked kitchen, sofa bed, and additional full bath. Lots of privacy for two couples or family members. Each story is over 500sf and filled with light from the abundance of windows. There's off street parking and it's an easy walk to downtown!

Bed

Bath

Sleeps

$418.13

/ Nightly

Cottage

Stacy's 2nd St Cottage. Steps to downtown.

Ashland, Oregon, United States

1200 sq ft downstairs cottage located in the historic railroad district 1/2 block to downtown and a five minute walk to the festival with easy access to shopping and groceries. Park your car and leave it. Easy walking everywhere. The cottage has 2 bedrooms and 1 bath with double sink. 1st bedroom has king bed, 2nd bedroom has two twin beds. Kitchen is fully equipped. Washer/Dryer, wireless internet, and 2 tv’s With local channels and Roku streaming.brOutside area is a beautiful large private courtyard with comfortable seating, a propane fire-pit, a propane barbecue and a private hot tub spa just for your use. Private off street parking with easy access to back entrance of cottage. Electric outlet in guest parking area. Free EV charging station in City of Ashland public parking lot one block away. This is one of three residences on the property. Owner lives in the upstairs apartment, which has a separate entrance and outdoor area. The second residence is separated from the cottage by a fence and provides privacy. There are no shared spaces.

2

Bed

1

Bath

4

Sleeps

$266.49

/ Nightly

Private Vacation Home

Beautiful little place. Walk to town and theaters!

Ashland, Oregon, United States

Nice things come in small packages! While this home is small it is delightfully eloquent. Sparkling clean with a modern interior that you will enjoy. brbrBeautiful granite counter tops, stainless steel appliances, a coffee and tea bar and a kitchen with all the amenities to prepare a meal. A front porch and back deck allow you to get out doors and enjoy nature; deer frequent the yard often!brbrThere are two bedrooms with cozy queen size pillow-top mattresses and spacious closets.brbrRelax and refresh in the large accommodating shower that provides 2 body jets, a rain head, and a height adjustable hand held shower head with four spray options. Choose to activate one or two at a time to drench your body in the massaging water!brbrWhile you don't need a car to enjoy town, you will need one if you plan to enjoy other activities near Ashland (wineries, Britt Festival, Jet boat in Grants Pass, or paddle boarding at Immigrant lake, etc.brbrTwo off street parking spaces behind the home.

2

Bed

1

Bath

4

Sleeps

$182.71

/ Nightly

Private Vacation Home

Casa Soleil: Luxurious Cottage Steps Away from Downtown Ashland

Ashland, Oregon, United States

Rejuvenate in this warm National Historic Registry cottage, blocks from downtown drinks, eats, theater, live music and nature.brbrThis 1,450 sq ft house is completely renovated, designed for sophisticated individuals who desire an upscale property that includes everything they need to comfortably live, work remotely or play for 1+ months.brbrIt’s sheltered by gorgeous Cedar, Walnut and Fir Trees, vibrant blooms all spring and summer, and features views of the mountains in both directions, including an expanse of green from the master bathroom shower.brbrThe lower floor living room’s French doors open into a cozy courtyard where you can sip wine in privacy or enjoy dinner at the large picnic table. Or you can sit on the front porch and enjoy a view of Grizzly Peak.brbrEnjoy a selection of high end coffee and teas, bath products to enjoy as you soak in the oversized tub. Enjoy your favorite libation at the fully stocked bar (provided on the honor system), or cook with a chef’s selection of supplies and spices. Enjoy your favorite shows via included Netflix, Max, AppleTV, Hulu or Peacock account access. Or go screen free and grab a book from the shelf.brbrThe decor is for individuals who appreciate and *can take care* of fine furnishings: Restoration Hardware, Crate and Barrel, West Elm, Herman Miller, Cozy Earth, BrookLinen, Jo Malone, and Voluspa.brbrEvery detail, including an industrial grade air purifier and EV charging outlet (50 amp NEMA 1450), has been considered and handled to make your stay a genuine pleasure.brbrGuest accessbrLarge off street parking spot is available and ample street parking too.brbrImportant Items to Note Before you BookbrbrDeposit: because this is a longer term rental (30+ days), a $1,000 deposit will be required and must be received at least 48 hours prior to check up. The deposit is refundable if the home is returned in the condition it was received (not including normal wear and tear). Reservations with an unpaid deposit will be subject to cancellation. brbrAn image of a government ID, full legal name, and address, that matches the guest’s Venmo profile, is REQUIRED PRIOR to receiving the door code for check-in. Copies of legal IDs for any additional guests over the age of 18 are required, as are the full legal names of all guests / occupants under the age of 18. The reservations of guests that do not provide full legal identification prior to check in will subject to cancellation.brbrWith pet cleaning fee ($500) and pet deposit ($1000), *non-shedding*, fully house trained dogs are allowed in the property, and must be disclosed prior to arrival. NO SCRATCHERS, SHEDDERS OR PUPPIES. Shedding dogs or cats unfortunately CANNOT be accommodated under any circumstance; owner is highly allergic and daughter has cystic fibrosis-like health condition that is environmentally triggered, so no exceptions.

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$426.49

/ Nightly

Cottage

Stroll into Ashland from Abigail's Two Bedroom Private Vacation Cottage.

Ashland, Oregon, United States

Step out and explore Ashland from Abigail's Private Two Bedroom Self- Catering Vacation Cottage. The cottage is situated within walking distance to the town plaza, Theatre and Lithia Park here in Ashland, Oregon as well as local medical facilities. At Abigail's you have the best of Town and our Hiking Trails from this comfortable retreat. brThis pedestrian-friendly home based Cottage has been upgraded with your comfort in mind by owners Susan and Adam. brThe Cottage is licensed by the city of Ashland (Business License #007411 & Planning Action #06-275) and Jackson County, (#1581566C) and meets required health, safety and fire codes. brbrAbigail's is a Two bedroom 1 1/2 bath cottage, approximately 700 sq. ft., and sleeps 4 comfortably. The Queen bedroom has 1/2 bath, and the 2nd bedroom has twin beds (cannot be converted to a king). The main bathroom consists of a shower/tub, washbasin and toilet. The cottage comes with start up amenities, bath towels (more available upon request) and bed linens. There are individual A/C and heating units in living room and in each bedroom, ceiling fans in the bedrooms, a full kitchen with electric stove/oven, dishwasher, washer/dryer, fridge/freezer and dining area with seating 4 plus. The kitchen is fully equipped with microwave, cutlery, crockery etc. There is a filter coffee machine with a welcome starter of coffee, sugar, milk as well as a selection of teas. Cleaning materials are supplied for your convenience. A complimentary basket of snacks is available upon arrival. Decorated tastefully in neutral colors with comfort in mind, the cottage comprises of hairdryers, iron, bathroom amenities (toilet paper, shampoos, soap, towels, bedroom linen) as well as cable TV and WiFi with hardwood flooring and scattered carpets. One Private parking space as well as Street access parking in front of cottage is available. The parking area has security cameras and lights to ensure your peace of mind. There is a cozy spot for two under the Aspen trees outside of the cottage to enjoy a glass of wine or two. The cottage is well maintained with a high standard of cleanliness! We are a non-smoking/vaping/drug property. We do not allow parties on site and we do NOT accommodate pets. Registered guests ONLY overnight. brbrIt is an easy 10-minute walk to the downtown plaza, Lithia Park, the Japanese Gardens and the theaters of the Oregon Shakespeare Festival as well as the Oregon Cabaret Theatre. We supply blankets and cushions for the outdoor Theatre as well as umbrellas if required. brbrYou are within walking distance to the Bread Board a local breakfast restaurant and directly across the road from Big Al's a local lunch and dinner diner. A local minute mart is a mere two blocks from the Cottage for some last minute grocery requirements and/or essentials. A larger Safeway is located on the south side of town. There is a local liquor store located on Lithia Way.brbrAshland Oregon although a Theatre town gives you easy access to local wineries, wonderful hiking and mountain biking/biking trails as well as Rogue River Rafting trips. We are home to the Oregon Shakespeare Festival, Rogue Valley Theatre Company, Oregon Cabaret Theatre as well as boutique shopping, art galleries and wonderful outdoor dining restaurants.brbr Crater Lake is a must for a day trip or how about some paddle boarding at Lake of the Woods. More adventurous, why not try out the Crater Lake Zipline. Stop at Beckie's for a slice of delicious pie, breakfast or a late afternoon lunch on the way back to Ashland, Oregon. It takes approximately an easy one and half hours to drive through this beautiful part of Southern OregonbrbrWalk up to the top of the road, Scenic Drive, take a left and meander down on into our famous Lithia Park 95 acres of beautiful gardens and wilderness trails. Home to the Japanese Gardens, a Bandshell and Pickleball courts. brbrThe Rogue Valley Wine Region is home to some wonderful upcoming wineries serving wonderful Pinot Noir, Tempranillo, Grenache, Riesling, Sauvignon Blanc and many more varietals. If not wanting to drive and taste wine why not book a spot with the Wine Hopper tour. The Rogue Valley is home to Belle Fiori, Weisingers, Dana Campbell, Eliana Wines and more. Belle Fiori have a wonderful restaurant that overlooks the vineyard and along with their award wining wines they are well worth a visit.brbrRafting the Rogue River is an experience not to be missed. Try out Indigo, Hellgate or Noah's for a boat trip. brFishing the river with Ashland Fly Shop is also an option.brbrGolf at Centennial Country Club is available to all. Its an 18 hole course and within a ten minute drive of the BnB and they too have a great club restaurant.brbrAshland is also home to incredible hiking and biking trails. Bike the Bear Creek Greenway - its well worth it. Extreme Mountain Biking on Mt Ashland is growing in this region throughout the summer and the lodge is open throughout the summer for picnics, great hiking. In the winter the mountain is home six ski runs with ski lifts for those who enjoy winter powder conditions. This is a community run mountain and therefore provides a wonderfully personal experience to all. brbrFor further Information direct your inquiry to the INNKEEPER when booking.brbrVisit our Touchstay Guest Guide Information Book which has been personally written by Susan who has prominent knowledge of the area from Restaurants, Theatre and more.

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Sleeps

$389.08

/ Nightly

Country House

Come relax, work & enjoy country air.

Ashland, Oregon, United States

Welcome to the country! This is a great place to have space to relax, you can work remotely. This home is on a working cattle ranch with a lot of wildlife and beautiful scenery.brCome & relax, Bonnie Abel

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$312.96

/ Nightly

Private Vacation Home

Hyatt Prairie Mountain Cabin

Ashland, Oregon, United States

Nestled in the quaking aspens, this log cabin is one of a kind. The cabin is next to Hyatt Lake, and is surrounded by alpine meadows. Please inquire as to the lake level, as it has been at record low levels due to dam maintenance. However it is currently (12/2023) at a good level and continues to rise! During the winter months, Hyatt Lake is a winter wonderland with a developed sledding hill with bathrooms, warming hut and fire pit. During the summer months, there is fishing, biking, hiking, and many outdoor activities. The PCT is 3 miles away. The home is located 35 minutes out of town. Ashland is home to the Shakespeare Festivals and other wonderful events. The adjacent cottage is also available in the summer months for an additional $75 per night plus cleaning. This has a queen bed, and a bathroom with shower. Simply advise us if you request this cottage, and we will adjust the amount total. Thanks! The home is a beautiful, family oriented, vacation home. Not a weekend party place. Please respect this, as that activity is not permitted. Thank you.brbr

3

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2

Bath

8

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