Title: Oak Street Cottages - Latest Reviews, Deals & Photos 2026 - 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 - Parking included - Free WiFi - Outdoor Space - Barbecue grill ## Room options ### Check availability for these dates Tonight [Jan. 18 - Jan. 19](https://www.expedia.ca/Hotel-Search?startDate=2026-01-18&endDate=2026-01-19&selected=34798969&PinnedHotelID=34798969&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-18&endDate=2026-01-19&selected=34798969&PinnedHotelID=34798969&HadPinnedHotel=true®ionId=-1&adults=2) Tomorrow [Jan. 19 - Jan. 20](https://www.expedia.ca/Hotel-Search?startDate=2026-01-19&endDate=2026-01-20&selected=34798969&PinnedHotelID=34798969&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-19&endDate=2026-01-20&selected=34798969&PinnedHotelID=34798969&HadPinnedHotel=true®ionId=-1&adults=2) This weekend [Jan. 23 - Jan. 25](https://www.expedia.ca/Hotel-Search?startDate=2026-01-23&endDate=2026-01-25&selected=34798969&PinnedHotelID=34798969&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-23&endDate=2026-01-25&selected=34798969&PinnedHotelID=34798969&HadPinnedHotel=true®ionId=-1&adults=2) Next weekend [Jan. 30 - Feb. 1](https://www.expedia.ca/Hotel-Search?startDate=2026-01-30&endDate=2026-02-01&selected=34798969&PinnedHotelID=34798969&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-30&endDate=2026-02-01&selected=34798969&PinnedHotelID=34798969&HadPinnedHotel=true®ionId=-1&adults=2) All rooms 3+ beds 1 bed 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. More rewards for more adventures! [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 Historic Downtown District, a neighborhood in Ashland, is home to Oak Street Cottages. The area's natural beauty can be seen at North Mountain Park and Cascade-Siskiyou National Monument, while Allen Elizabethan Theatre and Angus Bowmer Theatre are cultural highlights. Looking to enjoy an event or a game while in town? See what's happening at The RRRink or Lithia & Driveway Fields. [Visit our Ashland travel guide](https://www.expedia.ca/Ashland.dx6290) [View more Cottages in Ashland](https://www.expedia.ca/Ashland-Cottages.d6290-aaCottages.Travel-Guide-Accommodation) ![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 - Allen Elizabethan Theatre \- 2 min walk \- 0.2 km - Lithia Park \- 2 min walk \- 0.2 km - Thomas Theatre \- 2 min walk \- 0.2 km - Oregon Shakespeare Festival \- 3 min walk \- 0.3 km - Oregon Cabaret Theatre \- 5 min walk \- 0.4 km ### Getting around - Rogue Valley Intl. Airport (MFR) - 21 min drive ### Restaurants - ‪Mix Sweet Shop - ‬3 min walk - ‪Martolli's Hand Tossed Pizza - ‬2 min walk - ‪Local 31 Pub - ‬3 min walk - ‪Case Coffee Roasters - ‬3 min walk - ‪Louie's Bar and Grill - ‬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 ![Property grounds](https://images.trvl-media.com/lodging/111000000/110910000/110906000/110905997/f03b7479.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Affordable Luxury- One block to Downtown Historic Railroad District - Washer - Dryer - Free WiFi - Air conditioning 10 Exceptional 2 reviews CA $182 CA $234 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-19&endDate=2026-01-20&selected=110905997&PinnedHotelID=110905997&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/105000000/104190000/104184200/104184175/0d9d7585.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Chateau Herbe \~ Rosalind Carriage House beautiful 1 bedroom Apartment Ashland - Hot tub - Kitchen - Washer - Dryer 10 Exceptional 3 reviews CA $199 CA $294 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-19&endDate=2026-01-20&selected=104184175&PinnedHotelID=104184175&HadPinnedHotel=true®ionId=-1&adults=2) ![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92730000/92724000/92723926/c2f4c65b.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### The Peerless Hotel by WanderLodges Historic Railroad District - Parking included - Free WiFi - Air conditioning 9.6 Exceptional 96 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-01&endDate=2026-02-02&selected=92723926&PinnedHotelID=92723926&HadPinnedHotel=true®ionId=-1&adults=2) ![Two Queen Room - Non Smoking (No Pets Allowed)](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679897/3f268e9f.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Ashland Motel - Oregon Ashland - Pool - Free WiFi - Air conditioning - Microwave 7.8 Good 218 reviews CA $88 CA $98 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-19&endDate=2026-01-20&selected=9679897&PinnedHotelID=9679897&HadPinnedHotel=true®ionId=-1&adults=2) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/24000000/23080000/23072100/23072048/fb75bbea.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Palm Cottages Ashland - Pool - Parking included - Free WiFi - Air conditioning 9.2 Wonderful 212 reviews CA $211 CA $236 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-19&endDate=2026-01-20&selected=23072048&PinnedHotelID=23072048&HadPinnedHotel=true®ionId=-1&adults=2) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/1000000/996400/996397/1a3476aa.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Motel 6 Medford, OR - North Medford - Pet friendly - Parking included - Free WiFi - Air conditioning 7.4 Good 1,085 reviews CA $53 CA $60 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-28&endDate=2026-01-29&selected=996397&PinnedHotelID=996397&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/3500/3448/9eb7c716.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Comfort Inn & Suites Ashland Ashland - Pool - Hot tub - Breakfast included - Pet friendly 8.8 Excellent 1,006 reviews CA $115 CA $116 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-15&endDate=2026-02-16&selected=3448&PinnedHotelID=3448&HadPinnedHotel=true®ionId=-1&adults=2) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/30000/28200/28139/a4a594bb.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Ashland Hills Hotel & Suites Ashland - Pool - Hot tub - Spa - Pet friendly 8.8 Excellent 1,474 reviews CA $115 CA $144 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-25&endDate=2026-01-26&selected=28139&PinnedHotelID=28139&HadPinnedHotel=true®ionId=-1&adults=2) ## Property amenities ### Internet - Available in the cottage: Free WiFi ### Parking and transportation - Free self parking on site ### Bedrooms - Bedsheets provided ### Bathroom - Towels provided ### Outdoor areas - Barbecue grill - Garden - Picnic area - Terrace ### Pets - Pet friendly - Fee: USD 50 per pet per stay - Service animals exempt from fees - Deposit: USD 50 per stay ### Suitability/Accessibility - Designated smoking areas ### Services and conveniences - Iron/ironing board on request ### Safety features - Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; 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 Information provided by the property may be translated using automated translation tools ### 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? ### How much is parking? ### What time is check-in at Oak Street Cottages? ### What time is check-out at Oak Street Cottages? ### Where is Oak Street Cottages located? ## Have a question? 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