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Oak Street Cottages

Cottages in Ashland with kitchens and patios

Choose dates to view prices

Where to?

Dates

August 2025

7

September 2025

Cottage, Private Bathroom (Oak Hideaway) | Terrace/patio

Room, Private Bathroom (Sherwin Cottage) | Living room | TV, fireplace, DVD player

Room, Private Bathroom (Oak Tower) | Private kitchen | Microwave, dishwasher

Room, Private Bathroom (Oak Tower) | In-room dining

Overview
Rooms
Location
Policies

Exceptional

Popular amenities

Kitchen
Pet friendly
Air conditioning
Free WiFi
Parking included

Explore the area

171 Oak Street, Ashland, OR, 97520

Lithia Park
‪2 min walk‬
Oregon Shakespeare Festival
‪3 min walk‬
Southern Oregon University
‪20 min walk‬
Medford, OR (MFR-Rogue Valley Intl.)
‪25 min drive‬

Room options

About the neighborhood

Ashland

Located in Historic Downtown District, Oak Street Cottages is within a 5-minute walk of sights such as Ashland Creek and Allen Elizabethan Theatre. The 4 rooms at this 3-star cottage include kitchens, fireplaces, and patios.

View more Cottages in Ashland

What's nearby

Lithia Park - 2 min walk - 0.1 miles
Allen Elizabethan Theatre - 2 min walk - 0.1 miles
Oregon Shakespeare Festival - 3 min walk - 0.2 miles
Oregon Cabaret Theatre - 5 min walk - 0.3 miles
Southern Oregon University - 20 min walk - 1.1 miles

Getting around

Rogue Valley Intl. Airport (MFR) - 21 min drive

Restaurants

‪Brickroom - ‬3 min walk
‪Skout Taphouse & Provisions - ‬4 min walk
‪Mix Sweet Shop - ‬3 min walk
‪Martolli's Hand Tossed Pizza - ‬3 min walk
‪Greenleaf Restaurant - ‬3 min walk

About this property

Oak Street Cottages

Cottages in Ashland with kitchens and patios

Oak Street Cottages features free WiFi in public areas and a picnic area. If you drive, put free parking to good use. This cottage also has barbecue grills.

The 4 accommodations feature kitchens and patios, and there's space to spread out with dining areas. Guests can expect free WiFi and TVs with cable channels and DVD players. Other standard amenities include fireplaces and phones.

Languages

English

Similar properties

Relax on the patio surrounded by lush greenery and enjoy the shade of the pergola.

Pet friendly
Parking included
Free WiFi
Air conditioning

$266 nightly

Aug 11 - Aug 12

Total includes taxes and fees

Policies

Check-in

Check-in start time: 4 PM; Check-in end time: 7 PM

Check-out

Check-out before 10 AM

Pets

This property welcomes pets for USD 50 per pet, per stay
Restrictions apply
For more information, guests can reach out to the property at the number on the booking confirmation
Service animals exempt from fees

Children and extra beds

Free cribs/infant beds are available

Property payment types

Important information

Fees

You'll be asked to pay these charges at the property:

Deposit: USD 250.00 per stay

These are all of the charges provided to us by the property.

Optional extras

These fees and deposits will be charged at check-in, check-out, or the time of service.

Pet fee: USD 50 per pet, per stay
Service animals are exempt from fees
Housekeeping fee: USD 125 per stay

This list may not be comprehensive. Fees and deposits might 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

Check-in: 4 PM—-7 PM
Check-out: 10 AM

Driving? This property offers free parking.

We should mention

Details about charges, deposits, or other important information:

This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
Charges for extra guests may apply and vary depending on the property's policy.
A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
This property accepts credit cards.

Additional information about polices, regulations, and more:

No rollaway or extra beds are available.

Property is also known as

Oak Street Cottages B&B Ashland

Oak Street Cottages B&B

Oak Street Cottages Ashland

Oak Street Cottages House 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

Oak Street Cottages Cottage

Oak Street Cottages Ashland

Oak Street Cottages Cottage Ashland

Frequently asked questions

What's there to do around Oak Street Cottages?

This cottage is situated in Historic Downtown District, just steps from Allen Elizabethan Theatre and Angus Bowmer Theatre, and within a short walk of Lithia Park. You'll also find Oregon Shakespeare Festival and Oregon Cabaret Theatre less than a mile away.

Is there parking available at this cottage?

Yes, self parking is offered for free at the cottage.

Does Oak Street Cottages feature a casino on the premises?

No, Oak Street Cottages doesn't have a casino.

Is there an indoor pool at Oak Street Cottages?

No, there is no indoor pool at this cottage.

What do couples enjoy most about Oak Street Cottages?

Couples will appreciate amenities at this cottage, including a fireplace and a kitchen in each accommodation and resort views in some.

Are there hot tubs at Oak Street Cottages?

No, this cottage doesn't have a spa tub.

Does Oak Street Cottages have a restaurant with a breakfast menu?

No, Oak Street Cottages doesn't have a restaurant that serves breakfast.

Does Oak Street Cottages allow pets to stay for free?

Although they can't stay for free, pets are welcome at Oak Street Cottages for a fee of USD 50 per pet, per stay.

Are there connecting rooms at this cottage?

No, this cottage doesn't feature connecting guestrooms.

How far is the airport from Oak Street Cottages?

The closest major airport to Oak Street Cottages is Rogue Valley Intl. Airport (MFR), which is 15.4 mi away (21 minutes by car).

Are there rooms with balconies at Oak Street Cottages?

Yes, every accommodation at Oak Street Cottages comes with a patio with some featuring resort views.

Oak Street Cottages Reviews

9.4

Exceptional

9.4/10

Cleanliness

9.4/10

Staff & service

9.4/10

Property conditions & facilities

10/10 Excellent

Wendy, CA

Jul 4, 2018

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Clean, Comfortable, Gracious

Right in the heart of Ashland and only a block from the Oregon Shakespeare Festival this place is a gem. We stayed in the Oak Tower suite, a two story, could sleep 8 accommodation. Not only was it immaculate but it was sweetly appointed with fresh flowers, contemporary magazines, fresh fruit, Martinelli's Cider and popcorn. Master bedroom and second bedroom, large second bedroom and huge bathroom with Jacuzzi tub on the entrance level. Large living room, dining room, second bathroom and full kitchen on the second. Outdoor deck included a gas grill, table and chairs.

Stayed 4 nights in Jun 2018

8/10 Good

Verified traveler

May 15, 2018

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Wonderful location, comfortable beds, love the sinks in the bedrooms

Stayed 3 nights in May 2018

10/10 Excellent

Verified traveler

Apr 20, 2018

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Charming Accomodaitons in Great Location

We loved our stay here. The house was so comfortable, spotless, fully equipped and outfitted with everything we could have needed, and walking distance to all the places we wanted to go in town. Would definitely stay here again and recommend it highly.

Stayed 3 nights in Apr 2018