Title: Oak Street Cottages - Latest Reviews, Deals & Photos 2025 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Oak Street Cottages Cottage in Ashland with free parking - Overview - Location - Prices - Amenities - Policies Oak Street Cottages provides amenities like a terrace and a garden. Guests can connect to free in-room WiFi. ## Popular amenities - Kitchen - Pet-friendly - Barbecue grill - Outdoor space - Free WiFi - Parking included ## Room options ### Check availability for these dates Tonight [Nov. 23 - Nov. 24](https://www.expedia.ca/Hotel-Search?startDate=2025-11-23&endDate=2025-11-24&selected=34798969&PinnedHotelID=34798969&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-23&endDate=2025-11-24&selected=34798969&PinnedHotelID=34798969&HadPinnedHotel=true®ionId=-1&adults=2) Tomorrow [Nov. 24 - Nov. 25](https://www.expedia.ca/Hotel-Search?startDate=2025-11-24&endDate=2025-11-25&selected=34798969&PinnedHotelID=34798969&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-24&endDate=2025-11-25&selected=34798969&PinnedHotelID=34798969&HadPinnedHotel=true®ionId=-1&adults=2) This weekend [Nov. 28 - Nov. 30](https://www.expedia.ca/Hotel-Search?startDate=2025-11-28&endDate=2025-11-30&selected=34798969&PinnedHotelID=34798969&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-28&endDate=2025-11-30&selected=34798969&PinnedHotelID=34798969&HadPinnedHotel=true®ionId=-1&adults=2) Next weekend [Dec. 5 - Dec. 7](https://www.expedia.ca/Hotel-Search?startDate=2025-12-05&endDate=2025-12-07&selected=34798969&PinnedHotelID=34798969&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-05&endDate=2025-12-07&selected=34798969&PinnedHotelID=34798969&HadPinnedHotel=true®ionId=-1&adults=2) All rooms 1 bed 3+ beds Showing 5 of 5 rooms ### Sherwin Cottage ### Highlights Kitchen 2 bedrooms Private bathroom 2 bathrooms - 2 bedrooms - Sleeps 11 - 2 Queen Beds, 2 Twin Beds, 2 Twin Bunk Beds and 1 Twin Trundle Bed ### Oak Lawn ### Highlights Kitchen - Sleeps 6 - 2 Queen Beds and 1 Queen Sofa Bed ### Oak Hideaway ### Highlights Kitchen - Sleeps 6 - 2 Queen Beds and 1 Queen Sofa Bed ### Oak Tower ### Highlights Kitchen - Sleeps 8 - 1 Queen Bed, 2 Twin Beds, 2 Twin Sofa Beds and 1 Twin Trundle Bed ### Oak Studio ### Highlights Kitchen - Sleeps 2 - 1 Queen Bed ![Mod logo](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Sign in to view eligible discounts and perks. 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[Sign in](https://www.expedia.ca/login?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FMedford-Hotels-Oak-Street-Cottages.h34798969.Hotel-Information)[Sign up, it's free](https://www.expedia.ca/signup?enable_registration=true&uurl=e3id%3Dredr%26rurl%3D%2FMedford-Hotels-Oak-Street-Cottages.h34798969.Hotel-Information) ## About the area ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C42.19842%2C-122.71442&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=OT5cAicvjdH09ukgC9tsW_rjtts=) 171 Oak St, Ashland, OR, 97520 #### What's nearby - Lithia Park - 2 min walk - 0.2 km - Allen Elizabethan Theatre - 2 min walk - 0.2 km - Thomas Theatre - 2 min walk - 0.2 km - Oregon Shakespeare Festival - 3 min walk - 0.3 km - Southern Oregon University - 20 min walk - 1.7 km #### Getting around - Rogue Valley Intl. Airport (MFR) - 21 min drive #### Restaurants - ‪Mix Sweet Shop - ‬3 min walk - ‪Creekside Pizza Bistro - ‬3 min walk - ‪Martolli's Hand Tossed Pizza - ‬2 min walk - ‪Brickroom - ‬3 min walk - ‪Case Coffee Roasters - ‬3 min walk ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### Oak Street Cottages Cottage in Ashland with free parking A garden, barbecue grills, and a picnic area are available at this cottage. Self parking is free. All 5 accommodations offer free WiFi and kitchens. Oak Street Cottages offers 5 accommodations. This Ashland cottage provides complimentary wireless Internet access. Accommodations all include kitchens. ## Similar properties ![Outdoor spa tub](https://images.trvl-media.com/lodging/91000000/90090000/90085300/90085208/bc596007.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly Ashland - Hot tub - Kitchen - Washer - Dryer 10 Exceptional 61 reviews CA $275 CA $711 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-24&endDate=2025-11-25&selected=90085208&PinnedHotelID=90085208&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70980000/70975600/70975536/513d8d4d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### New Downtown 3 Bedroom Upstairs Flat with views Historic Railroad District - Kitchen - Washer - Dryer - Pet-friendly 9.8 Exceptional 33 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-07&endDate=2025-12-08&selected=70975536&PinnedHotelID=70975536&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor dining](https://images.trvl-media.com/lodging/104000000/103130000/103123200/103123125/w508h683x259y0-cca28ec4.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Luxuriously comfortable & peaceful getaway downtown Ashland, with views. 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consider bringing a portable detector) - Smoke detector not reported (host has not indicated whether there is a smoke detector on the property) ### General - 5 units - Garden ## Policies ### Check-in Check-in start time: 3:00 PM; Check-in end time: midnight Late check-in subject to availability Minimum check-in age: 18 ### Check-out Check-out before 11:00 AM ### Special check-in instructions There is no front desk at this property ### Pets Pets allowed for an extra charge of USD 50 per pet, per stay, plus a deposit of USD 50.0 per stay Service animals are welcome, and are exempt from fees ### Children and extra beds Children are welcome ### Property payment types ## Important information ### Optional extras - Pet deposit: USD 50.0 per stay - Pet fee: USD 50 per pet, per stay - Service animals are exempt from fees - Housekeeping fee: USD 125 per stay The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change. ### 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 This property accepts credit cards Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip Host has not indicated whether there is a smoke detector on the property ### Property is also known as Oak Street Cottages House Ashland Oak Street Cottages Cottage Oak Street Cottages Ashland Oak Street Cottages Cottage Ashland Oak Street Cottages House Oak Street Cottages Ashland Cottage Oak Street Cottages Ashland Ashland Oak Street Cottages Cottage Cottage Oak Street Cottages Oak Cottages House Ashland ## Frequently asked questions ### Is Oak Street Cottages pet-friendly? > Yes, pets are allowed at this property. There's a deposit of USD 50.0 per stay and a fee of USD 50 per pet, per stay. Service animals are exempt from fees. ### How much is parking? > Self parking is free at this property. ### What time is check-in at Oak Street Cottages? > Check-in start time: 3:00 PM; Check-in end time: midnight. Late check-in is available during limited hours. ### What time is check-out at Oak Street Cottages? > Check-out is at 11:00 AM. ### Where is Oak Street Cottages located? > Located in Historic Downtown District, this cottage is within a 5-minute walk of Ashland Creek, Allen Elizabethan Theatre, and Angus Bowmer Theatre. Lithia Park and Thomas Theatre are also within 5 minutes. ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. 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