Holiday Rentals in Ashland, OR

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Ashland, OR holiday rentals
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Best Holiday rentals and Airbnb offers in Ashland, OR

Best family friendly Ashland, OR holiday rentals

Among the 203 accommodations in Ashland, OR, here are the 4 best family friendly rentals

Lithia Springs Resort - Ashland, OR
9.1 2281 reviews
Ashland, OR
07/10 – 12/10
SG$801/nighttotal: SG$4005 (5 )

Lithia Springs Resort

2 4
resort , Ashland
Lithia Springs Resort is located just 2.5 miles from downtown Ashland and the Oregon Shakespeare Festival, offering easy access to the area's cultural attractions. The resort consistently receives excellent ratings for its location, cleanliness, and overall experience.
The resort features a range of accommodation options, including suites and bungalows, all decorated in a modern spa-themed style. Guests can enjoy a variety of amenities, including mineral spring water soaking bathtubs, a seasonal outdoor saltwater pool, a hot tub, and a complimentary full breakfast.
The Ashland Social | Main House - Ashland, OR
10 31 reviews
Ashland, OR
15/10 – 19/10
SG$874/nighttotal: SG$3496 (4 )

The Ashland Social | Main House

3 1
apartment , Ashland
This luxurious three-bedroom apartment is located just 4 kilometres from the Oregon Shakespeare Festival and the lively Ashland Plaza, offering easy access to the city's cultural attractions and amenities. With an excellent user rating, this property is a popular choice for travellers seeking a comfortable and convenient stay in Ashland.
This spacious apartment spans 282 square metres and comfortably accommodates up to 10 guests. The property includes a fully equipped kitchen, a private outdoor area with a hot tub and seasonal pool, a well-equipped home gym, and a two-person sauna, providing everything you need for a relaxing and enjoyable stay.
The Ashland Social | Entire Estate - Ashland, OR
10 12 reviews
Ashland, OR
15/10 – 19/10
SG$1073/nighttotal: SG$4292 (4 )

The Ashland Social | Entire Estate

4 1
apartment , Ashland
This five-bedroom Ashland house, sleeping up to twelve guests, is conveniently located less than 1.2km from Southern Oregon University and the Schneider Museum of Art, and under 2km from North Mountain Park and the Oregon Cabaret Theatre.
The 282-square-metre property boasts five bathrooms, a private swimming pool, Jacuzzi, sauna, terrace, garden, and fully equipped kitchen; free Wi-Fi and parking are also included.
Barclay Klum House By Wanderlodges - Ashland, OR
10 8 reviews
Ashland, OR
15/10 – 19/10
SG$497/nighttotal: SG$1988 (4 )

Barclay Klum House By Wanderlodges

1 1
house , Ashland
This comfortable house is located just 1.5 kilometres from Ashland Library and the Oregon Shakespeare Festival, making it ideal for exploring the town's cultural attractions. The surrounding area is peaceful and quiet, perfect for a relaxing getaway.
The property features a fully equipped kitchen, a spacious garden and a terrace, allowing guests to enjoy both indoor and outdoor living. The house also offers a range of amenities, including free Wi-Fi, parking and a Jacuzzi for ultimate relaxation.

Best Ashland, OR holiday rentals with parking

Lodging And Art Gallery-charming Space Next To Everything, Walk Anywhere! - Ashland, OR
9.9 103 reviews
Ashland, OR
09/09 – 13/09
SG$422/nighttotal: SG$1688 (4 )

Lodging And Art Gallery-charming Space Next To Everything, Walk Anywhere!

1 1
apartment , Ashland
This charming house is located in Ashland's Historic Railroad District, just a kilometre from the Oregon Shakespeare Festival and the Ashland Library. The property has received excellent ratings for its location, cleanliness, and overall experience.
The house spans 88 square metres and comfortably accommodates up to four guests in one bedroom and one bathroom. Guests can enjoy a fully equipped kitchen, a private garden, a swimming pool, and a terrace, making it an ideal choice for a relaxing and enjoyable stay.
The Matriarch| Suite 3 | Pet Friendly - Ashland, OR
9.0 4 reviews
Ashland, OR
04/08 – 06/08
SG$357/nighttotal: SG$714 (2 )

The Matriarch| Suite 3 | Pet Friendly

1 2
apartment , Ashland
This Ashland apartment, a private suite within a historic 1894 Heritage House in the Railroad District, is a 0.4km walk from the Oregon Shakespeare Festival and 0.3km from numerous restaurants.
The 30-square-metre self-contained flat features a king-sized bed, a separate living area with streaming services, a kitchenette, and accommodates two guests, offering convenient access to Ashland's shops and attractions.
The Matriarch Heritage House- Downtown Ashland - Ashland, OR
9.0 4 reviews
Ashland, OR
04/08 – 06/08
SG$745/nighttotal: SG$1490 (2 )

The Matriarch Heritage House- Downtown Ashland

2 2
house , Ashland
This Ashland dwelling is ideally located in the downtown area, less than 0.25km from the Oregon Shakespeare Festival and 0.5km from the Oregon Cabaret Theatre.
The 149 square metre property boasts two bedrooms, three bathrooms, sleeps six, and includes a fully equipped kitchen, free Wi-Fi, air conditioning, and a private patio.
Hot Tub | Sauna |Firepit |Sleeps 6! - Ashland, OR
10 5 reviews
Ashland, OR
18/09 – 20/09
SG$1176/nighttotal: SG$2352 (2 )

Hot Tub | Sauna |Firepit |Sleeps 6!

2 2
apartment , Ashland
This luxurious Ashland apartment, close to Lithia Park and the Oregon Shakespeare Festival, offers easy access to wineries such as Grizzly Peak and Weisinger Family, and is within a few kilometres of hiking and mountain biking trails.
The two-bedroom property, sleeping up to six guests with a pull-out sofa bed and boasting three bathrooms, features a gourmet kitchen with wine fridge, hot tub, sauna, outdoor fire pit, and a terrace with sweeping valley views; a 20% discount on Oregon Shakespeare Festival B and C section tickets is also included.

Frequently asked questions about holiday rentals in Ashland, OR

Destinations nearby

Best Ashland, OR holiday rentals with a balcony

Lithia Springs Resort - Ashland, OR
Ashland, OR
03/07 – 06/07
SG$461/nighttotal: SG$1383 (3 )

Lithia Springs Resort

1 2
resort , Ashland
Lithia Springs Resort is located in Ashland, Oregon, 4 kilometres from the city centre, offering convenient access to Ashland's attractions.
This hotel boasts a spa, indoor and outdoor swimming pools, a fitness centre, and various business facilities including a conference hall, alongside a bar, library, and picnic area, ensuring a comfortable stay.
Barclay Klum House By Wanderlodges - Ashland, OR
9.4 11 reviews
Ashland, OR
04/08 – 06/08
SG$443/nighttotal: SG$886 (2 )

Barclay Klum House By Wanderlodges

2 2
apartment , Ashland
This two-bedroom apartment is located in Ashland, Oregon, just a short walk from the Oregon Shakespeare Festival and close to other attractions such as the Schneider Museum of Art and Lithia Park. The 139 square metre property features a fully equipped kitchen, a private balcony with garden views, and parking for guests, making it ideal for families or groups of up to seven people.
Moody Ashland Escape: Luxe Suite, Copper Tub - Ashland, OR
10 2 reviews
Ashland, OR
04/08 – 06/08
SG$415/nighttotal: SG$830 (2 )

Moody Ashland Escape: Luxe Suite, Copper Tub

1 2
apartment , Ashland
This first-floor suite, situated in Ashland's Historic Railroad District, is a half-kilometre (0.3 miles) from a grocery store and within a kilometre (0.6-1.2 miles) of restaurants, shops, and cafes.
The 28-square-metre apartment, part of The Matriarch's heritage carriage house, offers a Cal King bed, a private patio, a copper soaking tub, and sleeps two guests, providing access to the property grounds.
Second Spring Property - 3 Bedroom 2 Bath Luxury Home In The Heart Of Ashland - Ashland, OR
9.9 334 reviews
Ashland, OR
18/09 – 20/09
SG$524/nighttotal: SG$1048 (2 )

Second Spring Property - 3 Bedroom 2 Bath Luxury Home In The Heart Of Ashland

1 2
apartment , Ashland
This smoke-free flat is located in the heart of Ashland's historic downtown district, just a kilometre from the Oregon Shakespeare Festival and the Ashland Library. The property has received excellent ratings for location, cleanliness and user experience.
The flat is well-equipped with a kitchen including a fridge, freezer, microwave, dishwasher and a washing machine. Relax in the garden, enjoy a game of tennis or take advantage of the spa and the balcony.

Best pet friendly Ashland, OR holiday rentals

Among the 203 accommodations in Ashland, OR, here are the 4 best pet friendly rentals

Meadowsweet Farm- Sleeps 18, Outdoor Kitchen - Ashland, OR
Ashland, OR
07/10 – 12/10
SG$1021/nighttotal: SG$5105 (5 )

Meadowsweet Farm- Sleeps 18, Outdoor Kitchen

7 4
house , Talent
Meadowsweet Farm, a substantial dwelling in Talent, is situated 9.9 kilometres from the Oregon Shakespeare Festival and 10.1 kilometres from Lithia Park, with the ScienceWorks Museum and Schneider Museum of Art also 12.4 kilometres away.
This air-conditioned property spans 297 square metres, accommodates up to 18 guests across its three bathrooms, and features an outdoor kitchen, WiFi, and private parking, making it suitable for larger groups seeking a holiday let.
Studio With King-size Bed - Ashland, OR
9.5 84 reviews
Ashland, OR
10/07 – 12/07
SG$382/nighttotal: SG$764 (2 )

Studio With King-size Bed

1 2
studio , Ashland
This studio apartment is located in Ashland, just under 1.6km from the Oregon Shakespeare Festival and a little over 1.6km from ScienceWorks Museum, making it an ideal base for exploring the town's cultural attractions. The property has received excellent ratings for its location, cleanliness and overall user experience.
The apartment offers one bedroom and one bathroom, comfortably accommodating up to two guests. Amenities include free Wi-Fi, private parking, a king-size bed, a flat-screen TV, and a kitchen equipped with a fridge, freezer, and microwave.
The Ashland Social | Guest Studio - Ashland, OR
10 26 reviews
Ashland, OR
09/09 – 13/09
SG$281/nighttotal: SG$1124 (4 )

The Ashland Social | Guest Studio

1 1
studio , Ashland
This studio apartment is located just 0.4 kilometres from Ashland Plaza, placing you within easy reach of the city's main attractions, restaurants, and shops. It has received excellent user ratings, making it a popular choice for travellers.
The apartment has a private entrance and can comfortably accommodate two guests. It features a kitchenette with a fridge, microwave, and other appliances, as well as Wi-Fi, heating, and parking.
Stroll Inn~central Locale! - Ashland, OR
10 19 reviews
Ashland, OR
25/08 – 26/08
SG$495/nightfor 1 night

Stroll Inn~central Locale!

1 3
apartment , Ashland
This two-bedroom cottage is located in Ashland's historic Siskiyou-Hargadine District, a short walk from Lithia Park and the town's theatres and restaurants.
The self-catering property sleeps four, boasting a fully equipped kitchen (fridge, freezer, microwave, dishwasher), air conditioning, a garden, parking, and a charming front porch; nearby attractions include spas and yoga studios.
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