Condo vacation rentals in Ashland

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Popular amenities for Ashland condo rentals

Weekly condo rentals

Superhost
Condo in Rogue River
4.89 out of 5 average rating, 82 reviews

Black Pearl

VictoriaRating, 5 stars4 weeks ago
What a wonderful place! It was spotless and had everything needed for a great stay. Ryan was extremely helpful and responsive. There is a lovely coffee shop just outside and plenty of nice restaurants in the area. I would definitely stay here again and have already recommended it to my family.
Guest favorite
Condo in Rogue River
4.92 out of 5 average rating, 155 reviews

The Executive Suite

EmaRating, 5 stars2 weeks ago
Such a great spot. Beautiful space. We enjoyed our time and felt well rested after a long travel day.
Top guest favorite
Condo in Ashland
4.96 out of 5 average rating, 27 reviews

Plaza North Suite 203 Windsor

KelleyRating, 5 stars1 month ago
We visit Ashland regularly to visit family. I’ve traveled a lot, and this was one of those rare good finds. The host is wonderful, and so is the place. I loved the modern, minimalist, yet natural and warm interior and it’s very convenient (the Co-Op, etc). It was very quiet, too. We’d stay here again in a heartbeat.
Guest favorite
Condo in Ashland
5 out of 5 average rating, 7 reviews

Plaza North Penthouse

JimRating, 5 stars8 months ago
The condo penthouse was amazing in every way. Beautiful, spacious, clean, and in a great location.
Condo in Ashland
4.89 out of 5 average rating, 46 reviews

Spacious Modern Condo Walk To Downtown & OSF

SarahRating, 5 stars3 days ago
We come into town every few years to visit a relative in Medford. This is the first time we stayed in Ashland. We just love both Ashland and this condo as our springboard to the town of Ashland itself, and the Ashland area. The hiking nearby is amazing- so many options within 20-30 min. drives. The unit is spacious and very well appointed in terms of furnishings and kitchen equipment. We loved the view of the mountains and the shifting lighting from the private balcony, and the living room windows. We made use of open windows for airflow. The unit is close enough to town to walk if need be, but also enough removed from town to be serene, with breezes flowing through the unit. When the temp hit 100 ° we made use of the excellent air conditioning systems. Ashland is such a fun town- shopping and restaurants galore, plus hiking right from downtown Lithia Park. Communication with Claudia was smooth, and her instructions were all clear and easy to follow. Highly recommend!!
Top guest favorite
Condo in Ashland
5 out of 5 average rating, 38 reviews

Plaza North Suite 201 Alexander

DeniseRating, 5 stars3 weeks ago
Really enjoyed our stay. The condo is very spacious, comfortable, with great natural light. Perfect location for the theater and restaurants. We loved it and plan to return.
Guest favorite
Condo in Jacksonville
4.95 out of 5 average rating, 19 reviews

Selah House!

MichelleRating, 5 stars1 week ago
Incredible spot! Location is perfect for visiting downtown Jacksonville and the local wineries. The apartment itself was perfect for our family! The vintage-style arcade machine was delightful for the kids and everything was well thought out. Amazing master bed/bath! Highly recommend this place!
Guest favorite
Condo in Ashland
4.9 out of 5 average rating, 20 reviews

Plaza North Suite 202 Sonoma

CynthiaRating, 5 stars1 month ago
This is my second stay at the condo. I love the location as everything is walkable from this spot. Didn't need my car at all during my 4 day stay. The space gets great light and there are nice views of the surrounding hills. Everything worked great and the entire condo was spotless. If one were planning on doing a lot of cooking, you would need to bring provisions as only salt/pepper and oil are provided. Not a concern for me as there are so many restaurants nearby, and the Ashland Co-op is just down the street. Nice to be so close to everything and yet also in a nice, quiet location. I will be back.

Private condo rentals

Superhost
Condo in Rogue River
4.89 out of 5 average rating, 82 reviews

Black Pearl

VictoriaRating, 5 stars4 weeks ago
What a wonderful place! It was spotless and had everything needed for a great stay. Ryan was extremely helpful and responsive. There is a lovely coffee shop just outside and plenty of nice restaurants in the area. I would definitely stay here again and have already recommended it to my family.
Guest favorite
Condo in Rogue River
4.92 out of 5 average rating, 155 reviews

The Executive Suite

EmaRating, 5 stars2 weeks ago
Such a great spot. Beautiful space. We enjoyed our time and felt well rested after a long travel day.
Top guest favorite
Condo in Ashland
4.96 out of 5 average rating, 27 reviews

Plaza North Suite 203 Windsor

KelleyRating, 5 stars1 month ago
We visit Ashland regularly to visit family. I’ve traveled a lot, and this was one of those rare good finds. The host is wonderful, and so is the place. I loved the modern, minimalist, yet natural and warm interior and it’s very convenient (the Co-Op, etc). It was very quiet, too. We’d stay here again in a heartbeat.
Guest favorite
Condo in Ashland
5 out of 5 average rating, 7 reviews

Plaza North Penthouse

JimRating, 5 stars8 months ago
The condo penthouse was amazing in every way. Beautiful, spacious, clean, and in a great location.
Condo in Ashland
4.89 out of 5 average rating, 46 reviews

Spacious Modern Condo Walk To Downtown & OSF

SarahRating, 5 stars3 days ago
We come into town every few years to visit a relative in Medford. This is the first time we stayed in Ashland. We just love both Ashland and this condo as our springboard to the town of Ashland itself, and the Ashland area. The hiking nearby is amazing- so many options within 20-30 min. drives. The unit is spacious and very well appointed in terms of furnishings and kitchen equipment. We loved the view of the mountains and the shifting lighting from the private balcony, and the living room windows. We made use of open windows for airflow. The unit is close enough to town to walk if need be, but also enough removed from town to be serene, with breezes flowing through the unit. When the temp hit 100 ° we made use of the excellent air conditioning systems. Ashland is such a fun town- shopping and restaurants galore, plus hiking right from downtown Lithia Park. Communication with Claudia was smooth, and her instructions were all clear and easy to follow. Highly recommend!!
Top guest favorite
Condo in Ashland
5 out of 5 average rating, 38 reviews

Plaza North Suite 201 Alexander

DeniseRating, 5 stars3 weeks ago
Really enjoyed our stay. The condo is very spacious, comfortable, with great natural light. Perfect location for the theater and restaurants. We loved it and plan to return.
Guest favorite
Condo in Jacksonville
4.95 out of 5 average rating, 19 reviews

Selah House!

MichelleRating, 5 stars1 week ago
Incredible spot! Location is perfect for visiting downtown Jacksonville and the local wineries. The apartment itself was perfect for our family! The vintage-style arcade machine was delightful for the kids and everything was well thought out. Amazing master bed/bath! Highly recommend this place!
Guest favorite
Condo in Phoenix
4.99 out of 5 average rating, 75 reviews

Phoenix OR Duplex-Full House Rental (1,100 Sq Ft)

MarleneRating, 5 stars2 months ago
We really love staying at Leone’s place due to the immaculate condition, bath and half, large kitchen with everything you need, great location, helpful and nice neighbors and host being available 24/7. We look forward to staying there again! Thank you Leone!

Destinations to explore

  1. Airbnb
  2. United States
  3. Oregon
  4. Jackson County
  5. Ashland
  6. Condo rentals