O'Brien Holiday Rentals

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Holiday Rentals in O'Brien

Magic Underground Hobbit Hole @ Sustainable Ecovillage
Property grounds
Magic Underground Hobbit Hole @ Sustainable Ecovillage
7.8 out of 10, Good, (25)
"1. This is camping in the back hills. Worth the trip. It is as advertised. bring your own blankets and food that can be warmed on a wood stove. 2. The area had a recent fire but is recovering nicely. 3. the camp itself is worth the trip 4. Communication from expedia to vrbo to Dan Sasquach was severely lacking. "
Magic Underground Hobbit Hole @ Sustainable Ecovillage
Come for the fun, stay for the adventure…
Property grounds
Come for the fun, stay for the adventure…
The price is NZ$226
per night
10 Jun - 11 Jun
Come for the fun, stay for the adventure…
The Lodge - 3 bedroom, 2 bath large resort cabin
Terrace/patio
The Lodge - 3 bedroom, 2 bath large resort cabin
10.0 out of 10, Exceptional, (3)
"My sister, mother and I were on our way to Medford for a girl's trip. This was so easy and perfect clean, safe and comfortable. There was plenty of room and we wished we would have stayed longer."
The price is NZ$373
per night
8 Jun - 9 Jun
The Lodge - 3 bedroom, 2 bath large resort cabin
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Wildlife Preserve, Country Cottage, Spacious
Dining
Wildlife Preserve, Country Cottage, Spacious
9.2 out of 10, Wonderful, (9)
"Great Cats World Park across the road! Oregon caves nearby. This was far more convenient than staying in Grants Pass which made the trip convenient and stress free. The home was older but comfortable. I am gluten free and need to cook for myself when traveling. Although there is not a traditional kitchen, we did well with the microwave, toaster oven with baking capability, a refrigerator and portable double burner. Patty, the hostess, was communicative, helpful, and kind."
The price is NZ$254
per night
8 Jun - 9 Jun
Wildlife Preserve, Country Cottage, Spacious
Remote Off-Grid-Rustic Tree House @ Sustainable Eco-Village
Remote Off-Grid-Rustic Tree House @ Sustainable Eco-Village
7.6 out of 10, Good, (27)
"As long as you set your expectations to truly camping in a tree house you won't be let down! The directions were so helpful, we had a bit of confusion about where to park, and it is a cold water only place. But it was such a treat to camp in a tree house, to take the dirt roads and truly be off the grid, and the cold water added to the experience. We were charmed by the mosaics all over the farm, and my children still talk about the sweet dogs that stuck by our sides the whole time. We will...
The price is NZ$189
per night
19 Jun - 20 Jun
Remote Off-Grid-Rustic Tree House @ Sustainable Eco-Village
Private Off Grid cabin on North Fork of Smith River - WiFi - Pet Friendly
Aerial view
Private Off Grid cabin on North Fork of Smith River - WiFi - Pet Friendly
10.0 out of 10, Exceptional, (156)
"We really enjoyed Sylvia and Larry's cabin located at the scenic North Fork of the Smith River. The cabin was very comfortable and relaxing. The shaded babbling brook with chairs and a hammock were great spots to rest or read next to the cabin. The owners have a house on the property (a private in-holding within the Smith River National Recreation Area) but we still felt like we had a lot of privacy. They were friendly and helpful hosts. We drove short distances for a couple of great hikes in...
Private Off Grid cabin on North Fork of Smith River - WiFi - Pet Friendly
Unique Southern Oregon retreat with kids' items & washer/dryer - dog-friendly
1 bedroom, Internet, bed sheets
Unique Southern Oregon retreat with kids' items & washer/dryer - dog-friendly
10.0 out of 10, Exceptional, (3)
"Very luxurious for what I paid. Full amenities including a washer and dryer, air fryer, coffee maker, cooking utensils, two smart TVs (local channels wouldn't come through but they had streaming services you could log into with your own account), and plenty of comfortable seating, along with a wonderful king sized bed. The only potential downside was that the neighbors downstairs were pretty loud and their kids screamed and whined and cried a lot...I think that's something that can't really be...
Unique Southern Oregon retreat with kids' items & washer/dryer - dog-friendly
Glamping #4, Nature Immersion, River access, Butterfly Pavilion
Property grounds
Glamping #4, Nature Immersion, River access, Butterfly Pavilion
9.0 out of 10, Wonderful, (4)
"We had an exceptional stay. It was before the season opening but the host made sure we were in clean and comfortable accommodations. Wish we had more time there. "
The price is NZ$205
per night
8 Jun - 9 Jun
Glamping #4, Nature Immersion, River access, Butterfly Pavilion
Wildlife, Nature, Glamp 1
Bed sheets
Wildlife, Nature, Glamp 1
Wildlife, Nature, Glamp 1
Earthship Solarium @Sustainable Ecovillage
Property grounds
Earthship Solarium @Sustainable Ecovillage
6.0 out of 10, (1)
"Things I wish I knew: (1) how far the hike was between the parking lot and greenhouse. I was exhausted by the drive only to find I had to haul my stuff up a steep incline. I would have prepared differently. (2) how you define a bathroom - I didn’t need much but again, I would have planned differently if I had know what you offered. 3) how bad the roads and bridge were - I don’t mind an adventure but had there been a place to turn around I would have done so and slept in my car. I considered it...
The price is NZ$140
per night
8 Jun - 9 Jun
Earthship Solarium @Sustainable Ecovillage
Enjoy the beauty of Southern Oregon with a stay in our cozy and spacious vacation rental!
2 bedrooms, iron/ironing board, travel cot, free WiFi
Enjoy the beauty of Southern Oregon with a stay in our cozy and spacious vacation rental!
9.0 out of 10, Wonderful, (7)
"Place is well organized and had all the essentials, but definitely was not as well kept as I expect it would be during peak season. The hammocks in back were covered in mold, the yard was filled with leaves from the Fall, one of our towels had a bloody booger wiped on it either from previous stays or was missed during the clean, and our sheets had some stains on them. Both beds were quite firm and pillows are soft. The internet is slow and proved to be difficult if two people wanted to...
The price is NZ$407
per night
8 Jul - 9 Jul
Enjoy the beauty of Southern Oregon with a stay in our cozy and spacious vacation rental!
Applegate Cabin 2 - Restrooms and Showers are only a short walk away.
Exterior
Applegate Cabin 2 - Restrooms and Showers are only a short walk away.
10.0 out of 10, Exceptional, (1)
"Very cute little cabin! Small and single room but that's what I wanted. Only downside is the detached bathrooms but that's standard for these cabins so it's not a big deal. I accidentally took the towels with me and went to return them the next day, the resort manager was understanding when I texted him and helpful when I got there. Quiet, scenic, pretty, and close to cave junction. "
The price is NZ$179
per night
9 Jun - 10 Jun
Applegate Cabin 2 - Restrooms and Showers are only a short walk away.
Garner House: Secluded woodland home; spacious & comfortable, in natural setting
Exterior
Garner House: Secluded woodland home; spacious & comfortable, in natural setting
10.0 out of 10, Exceptional, (6)
"This house is located in a very private location surrounded by a beautiful forest. Sounds of birds and wind are all I heard while sleeping with the window open The kitchen is huge and full of everything you could possibly need. Great spot!"
Garner House: Secluded woodland home; spacious & comfortable, in natural setting
The Amethyst Suite at Whisper Canyon Ranch
Terrace/patio
The Amethyst Suite at Whisper Canyon Ranch
10.0 out of 10, Exceptional, (1)
"Beautiful property and great hosts. Lots of great adventures all round the location (Oregon Cave National Park, rafting, Zip lining, horseback riding, relaxing at the river, ect.). The actual property was so peaceful, secluded, quiet and inviting. Would definitely recommend 👍🌲."
The price is NZ$280
per night
10 Jun - 11 Jun
The Amethyst Suite at Whisper Canyon Ranch
Diggins Cabin 2 - Restrooms and Showers are only a short walk away.
Exterior
Diggins Cabin 2 - Restrooms and Showers are only a short walk away.
The price is NZ$179
per night
13 Jun - 14 Jun
Diggins Cabin 2 - Restrooms and Showers are only a short walk away.
Wild Horses Luxury Tipi - Restrooms and Showers are only a short walk away.
Exterior
Wild Horses Luxury Tipi - Restrooms and Showers are only a short walk away.
The price is NZ$236
per night
9 Jun - 10 Jun
Wild Horses Luxury Tipi - Restrooms and Showers are only a short walk away.
The Mystic’s Cottage at Whisper Canyon Ranch
Exterior
The Mystic’s Cottage at Whisper Canyon Ranch
10.0 out of 10, Exceptional, (2)
"The grounds are gorgeous. The themed cottage was amazing. We had fun checking out the decorations inside and playing with the oracle deck. Snack basket was stocked full of goodies. Tried a tea from it that was delicious. Property owner was very responsive when we needed to reach out. Can’t wait to stay again. I’m hoping I can talk family into doing a reunion there in the future. "
The price is NZ$280
per night
10 Jun - 11 Jun
The Mystic’s Cottage at Whisper Canyon Ranch
The Cowgirl Cabin at Whisper Canyon Ranch
Interior
The Cowgirl Cabin at Whisper Canyon Ranch
10.0 out of 10, Exceptional, (2)
"Very beautiful wooded and serene setting. The Cowgirl Cabin was very cozy, comfortable and provided many comforts of home."
The price is NZ$339
per night
10 Jun - 11 Jun
The Cowgirl Cabin at Whisper Canyon Ranch
Ceremonial Tipi - 20' - Sleeps up to 6 provided padded cots - bring your own sleeping bags
Property grounds
Ceremonial Tipi - 20' - Sleeps up to 6 provided padded cots - bring your own sleeping bags
10.0 out of 10, Exceptional, (1)
The price is NZ$198
per night
8 Jun - 9 Jun
Ceremonial Tipi - 20' - Sleeps up to 6 provided padded cots - bring your own sleeping bags
Off-Grid Half Moon @ Sustainable Ecovillage
Property grounds
Off-Grid Half Moon @ Sustainable Ecovillage
7.4 out of 10, Good, (3)
"Overall great experience with our rental, communicate well in advance as understandably Dan will not always be able to reply as promptly. Enjoyed the creek/swimming hole. No surprises and our cabin was very private and enjoyable."
Off-Grid Half Moon @ Sustainable Ecovillage
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See all available properties in O'Brien
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in O'Brien you may be interested in

Magic Underground Hobbit Hole @ Sustainable Ecovillage
Property grounds
Magic Underground Hobbit Hole @ Sustainable Ecovillage
7.8 out of 10, Good, (25)
"1. This is camping in the back hills. Worth the trip. It is as advertised. bring your own blankets and food that can be warmed on a wood stove. 2. The area had a recent fire but is recovering nicely. 3. the camp itself is worth the trip 4. Communication from expedia to vrbo to Dan Sasquach was severely lacking. "
Magic Underground Hobbit Hole @ Sustainable Ecovillage
Come for the fun, stay for the adventure…
Property grounds
Come for the fun, stay for the adventure…
The price is NZ$226
per night
10 Jun - 11 Jun
Come for the fun, stay for the adventure…
The Lodge - 3 bedroom, 2 bath large resort cabin
Terrace/patio
The Lodge - 3 bedroom, 2 bath large resort cabin
10.0 out of 10, Exceptional, (3)
"My sister, mother and I were on our way to Medford for a girl's trip. This was so easy and perfect clean, safe and comfortable. There was plenty of room and we wished we would have stayed longer."
The price is NZ$373
per night
8 Jun - 9 Jun
The Lodge - 3 bedroom, 2 bath large resort cabin
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our O'Brien holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up O'Brien. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in O'Brien. Seeing all the best attractions is bound to make you fall in love with O'Brien. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in O'Brien short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in O'Brien?

Yes, there are holiday rentals close to the most popular sights in O'Brien, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that O'Brien has to offer?

Unique Southern Oregon retreat with kids' items & washer/dryer - dog-friendly: This holiday home rental outside of O'Brien has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

What can I see and do in O'Brien?

Explore the area and family-friendly sights such as Great Cats World Park, or get out into nature at a spot like Rogue River-Siskiyou National Forest. In the wider area, you’ll find Illinois River and Oregon Caves National Monument.

What are holiday rentals like in O'Brien?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in O'Brien. Holiday rentals provide amenities like laundry facilities and kitchens so you'll have everything you need. If you're concerned about a clean environment, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for a family trip.

Recent reviews of O'Brien properties
Expedia verified reviews

Wildlife Preserve, Country Cottage, Spacious

Wildlife Preserve, Country Cottage, Spacious

5/5 Excellent
"Great Cats World Park across the road! Oregon caves nearby. This was far more convenient than staying in Grants Pass which made the trip convenient and stress free. The home was older but comfortable. I am gluten free and need to cook for myself when traveling. Although there is not a traditional kitchen, we did well with the microwave, toaster oven with baking capability, a refrigerator and portable double burner. Patty, the hostess, was communicative, helpful, and kind."
A verified traveller stayed at Wildlife Preserve, Country Cottage, Spacious
Posted 7 days ago
Wildlife Preserve, Country Cottage, Spacious