Holiday Homes in Eastern Oregon

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Featured Holiday Homes in Eastern Oregon

The Winston, Gorgeous! Hot Tub, Anthony Lakes 10% off

10.0 out of 10, Exceptional, (8)
"I had an outstanding stay at this property, and I can’t thank Jason, Heather, and Blake enough. From the moment I walked in, the ambiance was welcoming—music was playing, and the air smelled of freshly baked bread, making it feel like a true escape. The bed was incredibly comfortable, and the warming blanket added a cozy touch that made my nights so relaxing. The property looked just as it did in the photos, and in some ways, it was even better. This place exceeded my expectations in every way....
The price is AU$509
includes taxes & fees
8 Jan - 9 Jan 2025
The Winston, Gorgeous! Hot Tub, Anthony Lakes 10% off

Your Home Away from Home

10.0 out of 10, Exceptional, (3)
"Felt safe, quiet neighborhood. Excellent host. Checkout responsibilities were minimal, less than any rental I've ever done. Secure garage parking was a great perk."
The price is AU$304
includes taxes & fees
14 Dec - 15 Dec
Your Home Away from Home

Family- and dog-friendly loft with fast WiFi & full kitchen - walkable location

9.4 out of 10, Exceptional, (29)
"My first time in Joseph, visiting a dear friend I’ve known for 55 years. Location is perfect connecting you to feel like a local. I walked to church, did some shopping. Easy access to everything. It was perfectly clean exactly what was portrayed on the rental site. All the amenities I needed for my stay. I can’t wait to book it for my next stay. Thank you!"
Family- and dog-friendly loft with fast WiFi & full kitchen - walkable location

Inviting riverfront home with fireplace, mountain view & W/D - dog-friendly

9.4 out of 10, Exceptional, (18)
"The house is overall comfortable with basic necessities and located next to a beautiful river which minimizes noise from nearby neighbors. The location makes walks to nearby activities and the lake ideal."
Inviting riverfront home with fireplace, mountain view & W/D - dog-friendly

Walking Distance to Town__Discount Ski Passes __TRAVELERS WELCOME

9.2 out of 10, Wonderful, (18)
"We stay in La Grande often for work. "
The price is AU$425
includes taxes & fees
14 Dec - 15 Dec
Walking Distance to Town__Discount Ski Passes __TRAVELERS WELCOME

Pine Tree Cabin - Pet Friendly! Home away from home!

10.0 out of 10, Exceptional, (11)
"I came to the area to visit my son. The cabin was a perfect fit! Very comfortable. Great bed. Had everything I needed and nothing I didn’t. Great gathering place for us to eat and visit in the evening. Will definitely stay here again! "
The price is AU$316
includes taxes & fees
13 Dec - 14 Dec
Pine Tree Cabin - Pet Friendly! Home away from home!

Mama Bear’s Den- Pet Friendly

10.0 out of 10, Exceptional, (17)
"We were driving from Northern Utah to Eugene Oregon with two pet dogs. Moma Bear's Den provided a convenient stopping point along the way. Across the road is a Safeway, which we took advantage of. The photos online suggested that three is an enclosed yard at the property but that was not the case. Our only issue. The unit is well-appointed, spacious and comfortable."
The price is AU$228
includes taxes & fees
16 Dec - 17 Dec
Mama Bear’s Den- Pet Friendly

Blue Mountain Retreat

10.0 out of 10, Exceptional, (8)
"Our men's group enjoyed the stay."
The price is AU$402
includes taxes & fees
15 Dec - 16 Dec
Blue Mountain Retreat

Baker Valley Home

9.8 out of 10, Exceptional, (15)
"Worked perfectly for us."
Baker Valley Home

Classic Cabin w/ Gas Fireplace & Large Yard - Walk to the Lake, Dogs Welcome

9.4 out of 10, Exceptional, (34)
"Good location, very quiet, nice interior and well stocked. Outdoor area could be improved. A deck would be nice. "
Classic Cabin w/ Gas Fireplace & Large Yard - Walk to the Lake, Dogs Welcome

Waterfront Home on Wallowa Lake with private sauna, dock & amazing view

10.0 out of 10, Exceptional, (25)
"We rented this for a weekend get away for our 8 year olds birthday, and it was perfect. Instant communication with the host, the place was clean. We definitely will rent again! "
Waterfront Home on Wallowa Lake with private sauna, dock & amazing view

The Homestead Cottage- Just Steps To Downtown!

9.8 out of 10, Exceptional, (23)
"What a beautiful town. Thoroughly enjoyed the walk from the house to look at the architecture in downtown Baker city. Nice and cozy and all the amenities were there. Thank you!"
The price is AU$320
includes taxes & fees
15 Dec - 16 Dec
The Homestead Cottage- Just Steps To Downtown!

SECLUDED PRIVATE BEACH ON CREEK !

10.0 out of 10, Exceptional, (63)
"House was stocked with everything so well you'll think your at home. Beautiful well taken care of house with great outdoor space. Will stay again!"
SECLUDED PRIVATE BEACH ON CREEK !

Granny's Farmhouse is a historic 1895 Victorian located on a working farm.

10.0 out of 10, Exceptional, (66)
"Very nice, comfortable, and great environment. Stayed here to visit my sister’s family that lives in Imbler. Very quiet and quaint. Loved the old decors but has a modern kitchen."
The price is AU$461
includes taxes & fees
15 Dec - 16 Dec
Granny's Farmhouse is a historic 1895 Victorian located on a working farm.

Custom-built log home w/ gas grill, free WiFi, deck, and private location

9.6 out of 10, Exceptional, (32)
"Great, comfortable place for our whole family. We had a great time and hope to stay again."
Custom-built log home w/ gas grill, free WiFi, deck, and private location

The Cozy Nest Vacation

9.6 out of 10, Exceptional, (24)
"I was so impressed by the comfort and amenities provided. Older house, so it has that cozy cottage feeling. Everything you could need is provided and the host is very responsive. I will definitely stay again when Im traveling next time."
The price is AU$256
includes taxes & fees
31 Dec - 1 Jan 2025
The Cozy Nest Vacation

Wallowa Lake Wahluna Terrace Retreat

10.0 out of 10, Exceptional, (36)
"Perfect spot for two couples or families. The views during the day and stars at night - magical. We enjoyed the deer that frequent the yard. So many fun experiences- Joseph Branch Railriders (we did the trip out of Minam), gondola/hiking, kayaking, ATV in Hells Canyon, hiking Chief Joseph Trail. Enjoyed Terminal Gravity and Embers Restaurants.Such a joy to come back to our cozy home and relax enjoying the views."
Wallowa Lake Wahluna Terrace Retreat

Tranquil 3 Bedroom, 2 Bath Home Near Scenic River Walk!

10.0 out of 10, Exceptional, (39)
"From check in to check out, this was the perfect stay! The owner kindly called to go over check in and a few details of the home before our arrival. She was so friendly and welcoming. The home is in a great location. Close to the main streets of Baker...Groceries, gas and downtown are close. Beautiful and tastefully decorated, clean and well equipped. The backyard was SO nice! Safe and secure for our dog and private from the neighbors. The home has a nice layout and is so much larger than you...
The price is AU$488
includes taxes & fees
8 Jan - 9 Jan 2025
Tranquil 3 Bedroom, 2 Bath Home Near Scenic River Walk!

Vintage Cottage Sleeps 8 - Minutes from Baker City Downtown!

9.8 out of 10, Exceptional, (16)
"Had a great time in Baker City. We were there for a fundraiser. The house was so perfect for us as it was very close to town and within walking distance of all we wanted to see. The house was very clean which was the most important thing. Also the beds were very comfortable. We managed the stairs but they were steep. All in all a great rental and we would stay there again."
The price is AU$490
includes taxes & fees
16 Dec - 17 Dec
Vintage Cottage Sleeps 8 - Minutes from Baker City Downtown!

Spacious waterfront home on Wallowa Lake with dock, pool table & fireplace

9.6 out of 10, Exceptional, (22)
"My sister, niece and I stayed here for my sisters birthday and we loved it! View was gorgeous, house was super homey, pool table and deck were great. I got the upstairs library bedroom and I loved the window seat and skylights."
Spacious waterfront home on Wallowa Lake with dock, pool table & fireplace
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.
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Other property types in Eastern Oregon

Lakefront home with amazing lake view, private dock & deck

9.4 out of 10, Exceptional, (40)
"House was good for 2 people, sauna and large kitchen we're bonuses as well as the amazing view of the lake, moraine and mount Howard. Parking for 2 large trucks was very tight but works. Internet was very slow and not great but I think that's all providers in the area. We had a Starlink which we used in order to join work meetings reliably."
Lakefront home with amazing lake view, private dock & deck

Family- and dog-friendly loft with fast WiFi & full kitchen - walkable location

9.4 out of 10, Exceptional, (29)
"My first time in Joseph, visiting a dear friend I’ve known for 55 years. Location is perfect connecting you to feel like a local. I walked to church, did some shopping. Easy access to everything. It was perfectly clean exactly what was portrayed on the rental site. All the amenities I needed for my stay. I can’t wait to book it for my next stay. Thank you!"
Family- and dog-friendly loft with fast WiFi & full kitchen - walkable location

Life in the Woods - Minutes to town! Mt. Emily Retreat at the MERA Trailhead!

10.0 out of 10, Exceptional, (28)
"Property was perfect. Lots of trails. Very quiet. Home was amazing. Lots of room for all of us. Very clean. Had everything they said it had."
The price is AU$802
includes taxes & fees
16 Dec - 17 Dec
Life in the Woods - Minutes to town! Mt. Emily Retreat at the MERA Trailhead!
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.