Ashland vacation rentals

When you are ready to escape the daily grind and start adventuring, Booked.net will help make your vacation one you will never forget by offering 43 great vacation rentals. To explore some of the city's cultural sights select a vacation home close to easily accessible Downtown Plaza. Book vacation rentals in Ashland with us and enjoy yourself during your journey.

Handpicked vacation rentals in Ashland

You'll find a selection of apartment options in Ashland that will suit most tastes and budgets. If you find yourself searching for more hotels in Ashland, consider 16 vacation homes near Downtown Plaza. Check these magnificent accommodations and reserve the one you liked!

Exclusive luxury places to stay in Ashland

There is no better place than Ashland to enjoy the opulent atmosphere at one of its fine vacation homes. If you are in Ashland for a long trip, consider booking one of the 16 luxury rental villas close to Downtown Plaza, which is about 5 minutes on foot from the city center. We strive to provide you with flawless vacation rentals so you really enjoy your stay in Ashland.

High graded cheap vacation homes in Ashland

A penny saved is a penny earned. 3 budget-friendly vacation apartments with prices starting at 185US$ are amongst the accommodation options in Ashland. To find a nice vacation home in Ashland that will be affordable for you our team has checked available options in United States and made a list to choose from. Find out more!

Vacation rentals in Ashland from 135 USD per night on Booked.net

#51 The Cabins At Hyatt Lake Sleeps 6 Hot Tub photos Exterior

#51 The Cabins At Hyatt Lake Sleeps 6 Hot TubVilla

6 adults

2 bedrooms

3 beds

View on map12.3 mi from City Center

Featuring a patio along with 2 bedrooms, this villa is set 8 km from Greensprings Outback.

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Not available

Anne Hathaway HouseVilla

13 adults

7 bedrooms

8 beds

View on map300 yd from City Center300 yd from Ashland Library

Offering a fully equipped kitchen complete with a dishwasher, a fridge and an oven, this villa is located close to Hald/ Strawberry Park.

From US$ 565 /nightSelect

Not available

Second Street CottagesVilla

4 adults

2 bedrooms

2 beds

400 yd from City Center400 yd from Oregon Cabaret Theatre

Placed just off Grizzly Peak Trail, this quiet villa features 2 bedrooms and a fully-fitted kitchen with a microwave oven, coffee/tea making equipment and glassware.

From US$ 135 /nightSelect

Not available

Courtside Cottage 10 Minute Walk From Osf Pet Friendly photos Exterior

Courtside Cottage 10 Minute Walk From Osf Pet FriendlyVilla

4 adults

1 bedroom

2 beds

400 yd from City Center300 yd from Ashland Library

Settled just 350 meters from Oregon Cabaret Theatre, this villa features a sunny patio.

From US$ 253 /nightSelect

Not available

Blue Moon House & Cottage Just 5 Blocks From Osf photos Exterior

Blue Moon House & Cottage Just 5 Blocks From OsfVilla

15 adults

6 bedrooms

8 beds

1200 yd from City Center500 yd from Historic Ashland Armory

Offering a kitchen equipped with a fridge, a stove and kitchenware, this villa is set near Parks Shop.

From US$ 960 /nightSelect

Not available

Pelton Vacation RentalVilla

8 adults

1 bedroom

4 beds

500 yd from City Center300 yd from Historic Ashland Armory

Set in Ashland, this historical property features a patio, a tennis court and a golf course.

From US$ 142 /nightSelect

Not available

'C' Street Station Short Walk To Osf photos Exterior

'C' Street Station Short Walk To OsfVilla

2 adults

1 bedroom

1 bed

500 yd from City Center500 yd from Ashland Library

Offering a kitchen equipped with a microwave, a dishwasher and kitchenware, this villa is set near Ashland Library.

From US$ 172 /nightSelect

Not available

Oak Street StudioVilla

4 adults

1 bedroom

2 beds

800 yd from City Center200 yd from Historic Ashland Armory

This is a 1-bedroom villa, set in proximity to ScienceWorks Hands-On Museum.

From US$ 150 /nightSelect

Not available

Butler'S Quarters~Downtown Ashland photos Exterior

Butler'S Quarters~Downtown AshlandVilla

2 adults

1 bedroom

2 beds

1700 yd from City Center1000 yd from Historic Ashland Armory

This is a 1-bedroom villa, set in proximity to Gathering Glass Studio.

From US$ 166 /nightSelect

Not available

Blue Moon Cottage Pet Friendly 5 Blocks To Osf photos Exterior

Blue Moon Cottage Pet Friendly 5 Blocks To OsfVilla

4 adults

1 bedroom

2 beds

1200 yd from City Center600 yd from Historic Ashland Armory

Staying in this 1-bedroom apartment, nestled near Hald/ Strawberry Park, guests can enjoy a patio to relax after a busy day.

From US$ 278 /nightSelect

Not available

Art & Garden Cottage Near Downtown photos Exterior

Art & Garden Cottage Near DowntownVilla

4 adults

1 bedroom

2 beds

2.5 mi from City Center

Offering a kitchen equipped with a microwave, a fridge and kitchenware, this villa is set near Lithia Park.

From US$ 156 /nightSelect

Not available

#47 The Cabins At Hyatt Lake Sleeps 5 Hot Tub photos Exterior

#47 The Cabins At Hyatt Lake Sleeps 5 Hot TubVilla

5 adults

2 bedrooms

3 beds

12.4 mi from City Center

Featuring a sunny patio along with 2 bedrooms, this villa is set 22 km from Mount Ashland.

From US$ 327 /nightSelect

Not available

'1900' Guest House Near Osf photos Exterior

'1900' Guest House Near OsfApartment

2 adults

300 yd from City Center200 yd from Ashland Library

Featuring a patio, this property is situated a short distance from Oregon Shakespeare Festival and about a 10-minute walk from the center of Ashland.

From US$ 185 /nightSelect

Not available

Ashland Cabin - 170 Acres With Mountain Views And Sauna photos Exterior

Ashland Cabin - 170 Acres With Mountain Views And SaunaVilla

4 adults

2 bedrooms

2 beds

12.5 mi from City Center2.7 mi from Greensprings Outback

Greensprings Outback is 2.7 miles from this villa that offers 2 bedrooms along with a kitchen.

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Not available

Cottage With Fireplace, Walk To Downtown Ashland photos Exterior

Cottage With Fireplace, Walk To Downtown AshlandVilla

2 adults

1 bedroom

1 bed

600 yd from City Center600 yd from Ashland Library

This is a 1-bedroom villa, set in proximity to Scienceworks.

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Not available

Ashland Lodge With Lake Views, Patio And 5 Mtn Bikes! photos Exterior

Ashland Lodge With Lake Views, Patio And 5 Mtn Bikes!Villa

6 adults

4 bedrooms

5 beds

15.3 mi from City Center9.1 mi from Greensprings Outback

Howard Prairie Lake is 0.6 miles from this villa that offers 4 bedrooms along with a fully-fitted kitchen.

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Not available

Hillside HavenVilla

2 adults

1 bedroom

1 bed

1.2 mi from City Center700 yd from Southern Oregon University

Featuring a kitchen, the venue is only 2.2 km from Parks Shop.

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Not available

Spur Rail Loft HouseVilla

6 adults

2 bedrooms

3 beds

800 yd from City Center400 yd from Historic Ashland Armory

The well-equipped villa is a 10-minute walk to North Mountain Park and consists of 1 bedrooms and a kitchen with a dishwasher, kitchenware and an oven.

From US$ 374 /nightSelect

Not available