Condo holiday rentals in Southern Oregon

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Popular amenities for Southern Oregon condo rentals

Weekly condo rentals

Superhost
Condo in Sunriver
4.88 out of 5 average rating, 17 reviews

Meadow House 21

KatieRating, 5 stars9 months ago
Have stayed here three summers in a row and will continue to stay here for all summers in the future!
Superhost
Condo in Bend
4.79 out of 5 average rating, 14 reviews

Beautiful condo with view to match! 2 brm 2.5 bath

DrewRating, 5 stars8 months ago
Wonderful stay in the Bend area, located 10 minutes from the center of town. The resort feels very safe and has thoughtful amenities available like a bike pump track, disc golf and mini golf. The swimming pool was a little busy, but that was due to renovations happening to half of the pool area (the new pool looks very nice although I didn't get to use it). There is a kids pool with a sloped entry as well as another main pool that had a depth upto 7'-6". The temp of the main pool was warm, while the kids pool was warm some days and cold on others, so maybe some issue with the heating of the kids pool. As for the condo, the unit is comfortable and as per the images, and I would just say that it has a few issues that a handman could fix if given a couple of hours to address, simple things like a lose cabinet door below the sink and toilet roll holders that come apart. Hans was a great host, always quick to respond and friendly.
Guest favourite
Condo in Sisters
4.95 out of 5 average rating, 93 reviews

Big Mountain View Condo in Sisters Oregon, View

MarkRating, 5 stars6 months ago
Place is just as described... great location, comfortable place, easy walk to everything in town. Host was really great, as they were very flexible when we had to move our stay because of local weather conditions and problems on our end. We did have a bit of a problem with the wrong keycode for the front door, but it was quickly resolved. The place was comfortable to hang out in, with a nice deck to hang out on. We didn't use the pool but could see it from the deck, it a little too cool for us on this trip for swimming. We didn't cook (only made tea) but the place seemed to have everything needed to cook a meal. They supplied some coffee too, but the local coffee place is a short walk away which we enjoyed so we didn't use it. The town is a lot of fun, great coffee, good food, and lots of outdoor activities nearby.
Superhost
Condo in Sunriver
5 out of 5 average rating, 3 reviews

Ground Floor, 1 Bedroom Condo with A/C unit PWDA5

NickRating, 5 stars3 weeks ago
I actually wasn’t able to go on this trip as I became ill the day I was to arrive.
Guest favourite
Condo in Sisters
4.92 out of 5 average rating, 147 reviews

Downtown Sisters- *New* 1 Bedroom Condo

KristinRating, 5 stars3 weeks ago
This Airbnb had everything. Very well thought out. The location to downtown sisters was perfect. Would stay here again.
Top Guest favourite
Condo in Sunriver
4.94 out of 5 average rating, 88 reviews

Sunriver Condo, 6 SHARC passes, pool, REC room

DavidRating, 5 stars1 month ago
Such a great place to take the kids for spring break! Hours at the pool, walking the trails, riding bikes, and BBQing in the evenings. We'll definitely be back!!
Superhost
Condo in Sunriver
4.95 out of 5 average rating, 55 reviews

Charming Sunriver Condo with Pool and Hot Tub

JoelRating, 5 stars8 months ago
Great condo! Would definitely stay here again.
Superhost
Condo in Sunriver
4.74 out of 5 average rating, 213 reviews

Fantastic condo with a pool and hot tub.

BelleRating, 5 stars2 weeks ago
We loved the hosts and all the small touches they added to the place. It was a cute place to stay and very close to everything. The small details really showed how much they cared for our experience and I wish all hosts would take notes. I would recommend this place for anyone visiting the area!!

Pet-friendly condo rentals

Superhost
Condo in Bend
4.79 out of 5 average rating, 324 reviews

The Curly Maple Den

BraxtonRating, 5 stars3 weeks ago
Enjoyed my stay. Very clean property, host was very responsive and helpful.
Guest favourite
Condo in Bend
4.87 out of 5 average rating, 61 reviews

Remodeled modern condo at Seventh Mountain Resort

GregRating, 5 stars4 months ago
Great place, location, as described. Would stay again.
Superhost
Condo in Bend
4.86 out of 5 average rating, 59 reviews

7th Mtn Resort! Pets Welcome! Heated Pools

JanetRating, 5 stars2 weeks ago
We had a great stay and enjoyed the property and accommodations! Chuck and Cindy are very good at communication and very kind and responsive. The place is very comfortable and it was just as the pictures and information described! Best of all, having the dogs with us was a bonus! Thank you for being a dog friendly place to stay in Bend! Will definitely keep this place on my stay list if I get to go back to Bend!! Thank you!
Superhost
Condo in Sisters
4.7 out of 5 average rating, 33 reviews

Cottonwood Ste. In Town, 1 Level, Walk/Bike, Quiet

Patty MurphyRating, 5 stars9 months ago
Great location - downtown, beautiful view of mountains. The unit is right in town, but feels very private with a cute patio. It is nicely decorated with comfortable furnishings. We had a couple of questions and responses were immediate. Read the directions sent to you as the unit is tricky to locate without them.
Top Guest favourite
Condo in Bend
4.97 out of 5 average rating, 33 reviews

Cozy mid-century comfort near Mt Bachelor

LeannRating, 5 stars1 week ago
Thank you for a wonderful time! The condo was perfect for us and we will definitely come back next year.
Top Guest favourite
Condo in Florence
4.95 out of 5 average rating, 98 reviews

<Riverfront, First Floor Old Town Florence Condo

MarileeRating, 5 stars3 weeks ago
This is a beautiful condo with a gorgeous view of the river and bridge and very walkable to shops and restaurants. Everything was very clean. I did not do a lot of cooking, but the kitchen seem well outfitted. There were lots of games and puzzles. It rained most of the time so I did not get to enjoy the patio. There is some noise from the bridge traffic but I did not find it to be disruptive. I would definitely choose to stay here again.
Guest favourite
Condo in Sisters
4.89 out of 5 average rating, 214 reviews

Sisters Getaway

GinaRating, 5 stars2 weeks ago
Wick was absolutely wonderful when I reached out to him about the trip my friend and I were planning with our sport dogs (coming for an event) and the service dog in training we are each working with. He was very friendly and easy to communicate with. The airbnb itself was beautiful and welcoming! I did not expect such a large space! The location was an easy walk to the main street and shops in Sisters. Had everything my friend and I needed and more to be comfortable for the trip down. I would LOVE to stay here again and highly recommend Wick as a host!
Guest favourite
Condo in Rogue River
4.91 out of 5 average rating, 149 reviews

The Executive Suite

CarlosRating, 5 stars2 weeks ago
beautiful place just a little too much pic's on the rooms

Condo rentals with a pool

Guest favourite
Condo in Bend
4.9 out of 5 average rating, 51 reviews

Sunrise view! Pool HotTub Sauna Rafting Disc-Golf

LisaRating, 5 stars2 weeks ago
We loved our stay at Sylvia’s! It was cozy, comfortable and clean. The view from the balcony was stunning- as an early riser I thoroughly enjoyed watching the sun rise. We came to the area to go snowboarding at Mt. Bachelor and the location was a perfect distance from the mountain and Bend. Sylvia was very responsive, kind and gave detailed instructions on everything we needed to know about the place. The amenities at the resort were also really nice to have- sauna, pool, hot tub, gym and other fun outdoor activities. Would definitely stay there again!
Guest favourite
Condo in Sunriver
4.91 out of 5 average rating, 96 reviews

Spacious 2 bedroom Sunriver condo + 6 SHARC passes

ColinRating, 5 stars1 month ago
Very relaxing and peaceful stay. Clean, comfortable, well-appointed. Beds were super cozy. Loved the layout; two spacious "primary" bedrooms with their own full bathrooms and closets. Great communication from hosts - thank you! Living room area very comfortable and relaxing. Good location - not too far from The Village yet enough for peace and quiet. Bike paths, Nature Center, and Observatory at your doorstep. Highly recommended!
Top Guest favourite
Condo in Bend
4.99 out of 5 average rating, 83 reviews

Hot Tub, AC, close to Amphitheater & Old Mill

ChristopherRating, 5 stars6 days ago
I'd highly recommend this unit for a couple or small family who's staying in the area. The place was extremely clean and thoughtfully laid out. It matched the pictures to a "T". My wife really enjoyed the artwork/murals. It was clear to see the pride in ownership. The resort grounds were clean and quiet with plenty of amenities to keep you busy. All in all, I would definitely book this unit for another stay.
Superhost
Condo in Bend
4.77 out of 5 average rating, 13 reviews

The Ridge #31 at Sunriver

AaronRating, 5 stars35 months ago
This place is all that description offers! We had a great time and super host is an understatement. Had a miner hiccup getting in touch with the office to check but everyone responded super quick! Wish we could keep this gem a secret, but others need a chance to experience what we did!
Superhost
Condo in Sisters
4.85 out of 5 average rating, 81 reviews

Private, Quiet 2 Bedroom Condo w/ Pool & Hot Tub

SarahRating, 5 stars7 months ago
Great location and walkable to downtown and trails
Guest favourite
Condo in Sunriver
5 out of 5 average rating, 26 reviews

Sunriver-Condo w/ Loft, hot tub, and seasonal pool

KristaRating, 5 stars1 month ago
Perfect condo for a family. My kids loved the loft! Great amenities - all the little things you need. Good central location
Top Guest favourite
Condo in Bend
4.97 out of 5 average rating, 32 reviews

Newly Remodeled 2 Bedroom 2 Bath Condo

MarionRating, 5 stars1 week ago
Five Stars!! We enjoyed an amazing stay-every detail thought though in this beautiful home. It was the perfect place to come home to after skiing Bachelor and great place to base out of while we enjoyed Bend. We cooked most of our meals and this kitchen had everything! Bedrooms were beautiful and beds were so comfortable! The view was such a treat and we just loved swimming in the pools, soaking in the hot tubs, relaxing in the sauna, as well as playing a fun game of mini golf. It was all such a great balance to skiing all day and had everything to feel like a relaxing and easy vacation while traveling with our 8 year old.
Superhost
Condo in Bend
4.73 out of 5 average rating, 67 reviews

MBV 326 Panoramic River Views Mt Bachelor Resort

EvaRating, 5 stars2 months ago
We booked this resort in the last minutes and it has weekly discount and beatiful senic views in the living room. Rooms are clean and feel like home , kitchen has all the things for cooking at home . Will be back next time when we visit Mt Bachlor .

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