
Tiny house vacation rentals in Southern Oregon
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Top-rated tiny house rentals in Southern Oregon
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Popular amenities for Southern Oregon tiny house rentals
Family-friendly tiny house rentals

Lovely Private Cabin close to city and wineries
Incredibly idyllic spot. I hope to return. Perfect for a little solo retreat. So quiet (aside from birds and frogs!) which is so hard to find these days.

High Street Cottage, Artist's Garden Cottage
Beautiful cottage, a nice walk into town and the Shakespeare festival. Cozy but very doable for 4 adults. Sometimes when I go to a place that seems fancy, I feel like I’m tip toeing around - this space was beautiful and very comfortable - I was able to truly relax during my stay. Wish we had booked an extra day just to enjoy the garden and enchanting space! Hope we will be able to return!

Rustic Farm / Bicycle Cabin
We had a lovely visit. The surrounding area is beautiful and the nearby hills were green with sporadic flowering trees. So quiet. The house was a wonderful size with all the amenities and more. Games and puzzle and records to play and even a guitar. We enjoyed a fire in the evening and making meals. Bathroom is spacious and warm. Every wall had windows and something new to look at. It was a charming getaway.

Lake Dr. Cottage with Lovely Garden and Parking
This was my second stay at Nate &Amrita’s cottage. It was as wonderful as I remembered. Nice setting in a residential neighborhood but easy to get where I needed to go. Nate and Amrita are quick to respond and. Gave clear instructions.

The Guest House at Bellpine Vineyards
We loved our relaxing weekend at the Bellpine cabin and can’t wait to go back. We appreciated the special touches, the amazing property, and hospitality with banana bread on arrival. We enjoyed morning and evening walks to the top of the orchard for the great views and walks on the forest trails with our dog. It was very peaceful and relaxing to spend time on the private deck and lawn and it was nice and cozy on a chilly night with the woodstove. We walked to a nearby winery and it was so pleasant. Thank you to April and Alan for being so helpful, welcoming and responsive.

Close to everything! Oasis on edge of west Bend
Alyce's BnB is so peaceful. It is up in the mountains and very much so private! Met Alyce one of the mornings, had a chat in the courtyard and she was a joy to talk to. Will definitely book here again in the future, thanks Alyce! -Ryan

Delightful Cottage w/ gardens@ UofO
Carole was extremely responsive and very kind. Appreciate her flexibility -:) and her accommodations were exactly what we needed.

The Greenwood Villa w/wood fire hot tub
We absolutely loved our stay the first time, so wanted to come back for our honeymoon! Jonathan and his family were so welcoming into their beautiful home, we will absolutely be returning!
Tiny house rentals with a patio

CRAFTSMAN CABIN #1 on the MC KENZIE RIVER
It was a beautiful place and Bonnie and Steve were gracious hosts! Always responsive and super friendly. the cabin itself was wonderful! We will definitely be staying here again when we are in the area.

A-Frame Cabin on 4.5 Acres - HOT TUB, Dog Friendly
Super dog friendly, great star-gazing spot and still close to downtown sisters!

Kelly’s Carriage House 4 miles from Ashland
We are so impressed by this place, it’s everything that we wanted and much more! The farm is so beautiful, the animals adorable and Carriage House is so comfortable! The hosts are amazing people, super friendly and kind. I can’t wait to go back and I will recommend to all my families and friends. Thank you Chace and Kelly!

Pet Friendly Tiny Glass House No Cleaning Fee
An Extremely clean, beautiful place to stay. Makes me want to build a small MIL place for my adult son on our own property. I loved the lay out, and the private courtyard with chairs, bar-be-cue, was really relaxing. We only stayed for one night as we were there to pick up a puppy the following day from a breeder who we have adopted from before. I wish we would have had more time, to relax and enjoy our time a bit better. The main thing is I highly recommend staying at this adorable little house. Patricia thought of everything. Thank-you Patricia.

The Raven's Nest
We really enjoyed our stay at the Raven’s nest. Very cool place with everything we needed for a comfortable & enjoyable stay. Conveniently located across the street from the park which was perfect for our pups. Would love to return again! We loved it!

Charming Studio Cottage on 52 - acre farm!
A beautiful space surrounded by incredible scenery. Easy to make yourself at home.

Eco Tiny Home A-Frame Lakeside
The house was well stocked in the kitchen and had lots of spices and cooking basics to use. Plenty of utensils, pots/pans, glasses, plates, etc. Great use of space, cozy, good ambiance - everything you need for a quick stay. Hot water ran out about 2-3 mins into a shower. We found some dust and a couple bugs but when you’re out on a farm, that’s to be expected.

Studio Cottage near downtown Ashland - Queen Bed!
This is the third time we’ve stayed here and I can’t imagine staying anywhere else. The hospitality is superior, from welcoming treats to extra amenities for our dogs. The surroundings are quiet and beautiful. And it doesn’t take long to drive to the theaters. A great place to relax.
Tiny house rentals with outdoor seating

Vintage Pink Hot Tub✓ Walkable✓
We had the great stay and instantly fell in love with this charming pink vintage getaway. Every detail felt so thoughtful — from the cozy decor to the super comfy bed. The place was sparkling clean, perfectly central, and had everything we needed, and the hot tub? Our dog felt right at home too. We’re already talking about our next visit — we’ll definitely be back! Thank you!

Hot Tub Ocean access river Dock- Read reviews!
We had such a great time! Thank you so much for your hospitality!

Redfish Rocks Villas - Blue
The bungalow was beautifully designed with wonderful art. The bed was super comfy with great linens. Loved the soaking tub as it was cold and stormy outside.

Ranch Cottage: Desert, Forest, Horses, Hot Tub
Just perfect for our stop on the way further north. Comfortable beds, incredible spa-like bathroom with robes, and hot tub was added bonus. We walked the dogs along the road and then to a great public lands area. Thanks, Nicole!

Sweet Vintage Cottage steps from Rogue River
Thank you Teresa. Enjoyed your quaint cabin space and the grounds/river. Hope to see you again when we slide through this area.

Olive Street Guesthouse
Cozy and comfortable lodging for my husband and I during our stay in Eugene. Great location!

Cottage on River Farm -Applegate Wine Trail
Highly recommend! We booked both the Cottage and Big Red Barn for a three-day getaway with another couple. Both were very well appointed with quality towels, bedding, kitchenware, etc. There are also many special touches that make you feel welcomed. Beyond the lodging itself, the location is beautiful and such a joy with all the friendly animals, river, views, etc. The weather wasn’t great for us, so we couldn’t take advantage of the riverfront, fire pit, bbq, or other outdoor amenities. However, we enjoyed many local wineries and will come back for a future stay when it’s warm and sunny.

Cozy Cottage Close to Crater Lake
We had a very enjoyable (altho too short with some rain) two night stay at Terri's cottage! Terri's cottage is an easy, very pretty drive to the southern entrance to Crater Lake Nat'l Park. Terri has put a lot of thoughtful touches in the cabin which makes it so nice for guests!! The king bed is super comfy, the refrig/freezer is very spacious, loved the new brick paver sidewalk from the parking- keeps the mud out of the cottage, the heater really works fast (didn't need a/c), brand new gas grille & outdoor table & chairs, nice firepit, shower is small but functional. Fort Klamath is located in a beautiful valley with lots & lots of beautiful cattle! We would stay again at Terri's cottage if we return to Crater Lake!!
Destinations to explore
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