Holiday houses in Gilchrist

4.99 out of 5 average rating, 502 reviews

Cabin in Bend

Skyliners Getaway

Our tiny log cabin is a cozy getaway, close to hiking, mountain biking, and cross country skiing but only 10 miles from the amenities of Bend Oregon. It is a rustic place, with modern touches, like a gas range, refrigerator, and a gas fireplace. The bathroom is detached from the cabin - steps from the door. It is fully equipped with plumbing and a shower. Our place is perfect for people who love the outdoors with the comforts of home. No children under the age of 12 -- And alas, No Pets.

4.96 out of 5 average rating, 178 reviews

Guest suite in La Pine

ForestView Guest Suite + HotTub and Infrared Sauna

Private guest suite within our newly 2023-built home. Separate backyard area with Cabin In Deschutes Spa where the modern amenities meet the beauty of nature. Rest as calm as the doe and the fawns outside while staying seamlessly connected with high-speed 300 Mbps Wi-Fi. Savor the luxury of a hot tub and infrared sauna while watching as the squirrels teach their young to leap trees. This is life — a campfire to relax by, a sunset to inspire — in a home, guarded by pines framing the Milky Way.

4.93 out of 5 average rating, 204 reviews

Home in Gilchrist

Studio between Bend and Crater Lake on the water

Make some memories at this unique and family-friendly place. In the summer this 12 acre compound has numerous activities to keep you busy. Heated swimming pool, hot tub, tennis and basketball courts, badminton, volleyball bicycles, and lots of water toys…paddle boards, pedal boat, kayaks, and pontoon boats. Winter heated pool and hot tub, large fire pit and seasonal snow. Willamette pass 20 min. Wildlife very abundant, and a working lumber mill across the water. Sunsets are usually gorgeous!

4.95 out of 5 average rating, 261 reviews

Cozy Forest Cabin w/ Sauna & Hot Tub!

Our cozy cabin is an excellent getaway for anyone who just wants to be surrounded by everything that Central Oregon has to offer. With the National Forest and the La Pine State park just a few minutes away, there are options for hiking, biking, swimming, fishing, kayaking, paddle boarding or ATV rides. During the winter season, activities such as snowboarding, skiing, sledding, and snow mobile rides are only within 40 minutes away at Mt. Bachelor. City life in Bend is only 30 min away.

4.92 out of 5 average rating, 126 reviews

Cottage in La Pine

“Peaceful Pines Cottage” 2+ acres near Mt. Bach

Peaceful Pines Cottage is a newly renovated PET FRIENDLY remote cottage located in Central Oregon. Perfect for ski trips at Mt. Bachelor & Willamette Ski Resort! This 3 bedroom / 2 full bathroom home is on 2.25 acres of fully fenced-in land that backs up to public BLM land for you to explore.. Driving distance to downtown La Pine, Bend, PCT trails, Crater Lake National Park, lakes + much more! This is the perfect home for a gathering with loved ones or a relaxing weekend for yourself.

4.93 out of 5 average rating, 185 reviews

Cabin in Crescent

Grampie's Cabin

The family created Grampie’s Cabin on 2 acres in Central Oregon, just a few miles from Crescent Lake and a short distance from Willamette Pass Ski Resort. Miles of trails to walk or atv. Our hope is your family/friends will make wonderful memories. We do allow dogs but you must declare them and pay a $25. cleaning fee for the pets. Maximum 2 dogs please and they are NOT allowed on any furniture. Please respect this so we can continue to allow your fur babies.

4.9 out of 5 average rating, 305 reviews

Deschutes A-Frame Cabin close to Bend, Crater Lake

This cozy and unique A-frame cabin is settled in a private community within the Deschutes National Forest. Relax here with over an acre of pines, new hot tub, modern amenities, and beautiful view out back. Close to the city of Bend and all the outdoor activities Central Oregon has to offer. Proximity to the best hiking trails, mountain bike trails, Deschutes River, Mt Bachelor ski resort, cascade lakes, hot springs, Smith Rock State Park, and Crater Lake National Park.

4.98 out of 5 average rating, 101 reviews

Barn in La Pine

Barn at the Tree Farm , with Starlink

Located between Crater Lake National Park and Bend, in the quaint outskirts of La Pine, OR, you'll find our modern, rustic-bohemian barn sitting amongst a one acre grove of Pine trees. The quiet days and dark nights in the foothills of the Oregon Cascades are perfect for individuals, couples or small groups exploring our volcanic wonderland. The unit includes a small backyard for spending time in the fresh air reading, stargazing or doing absolutely nothing.

4.97 out of 5 average rating, 154 reviews

Peaceful adventure cabin in La Pine

Perfect location for quiet family/couple getaways or outdoor adventures. hiking, biking, skiing, and for great restaurants. Close to Mt. Bachelor!. Like new private two bedroom house. Backs up to acres and acres of U.S. Forest Service land. Close to Bend, Sunriver, and Crater Lake! We do not plow the road or driveway, you are responsible for having a vehicle that can handle snow and possible ice. We cannot control mother nature! DCCA # 796050

4.91 out of 5 average rating, 135 reviews

Cabin in Bend

Eco cabin near Bend: hot tub, sauna, EV plug

Location Highlights • Peaceful acre in Three Rivers • 30 min to Bend and Mt. Bachelor • 15 min to Sunriver Relax • Soak in the hot tub under the stars • Rejuvenate in the barrel sauna • Unwind by the fire pit • Drift off in a hammock with your favorite book Inside • Warm knotty pine walls and juniper accents • Full kitchen, WiFi, 2 baths • Eco-conscious with bio-based flooring Book now and kickstart your Central Oregon adventure!

4.82 out of 5 average rating, 213 reviews

Home in Gilchrist

Rustic cabin in Gilchrist

My place is close to Lapine and sunriver and mount bachelor and crater lake. The little des chutes river is in the front yard. You’ll love my place because of a large 3800 square foot rustic log cabin with lots of bed space and close to many central Oregon recreational areas. It is very quiet and peaceful. My place is good for couples, solo adventurers, families (with kids), and big groups.It is one hour to amount Bachelor.

4.95 out of 5 average rating, 617 reviews

Cozy Getaway in the Pines

Located between La Pine and Crescent in a very quiet and private neighborhood. The property sits on one acre and is easily accessible by a paved road. A fire pit is available for use (wood supplied). Come enjoy all Central Oregon has to offer: hiking, biking, fishing, hunting, skiing, you name it! Please contact me to discuss pets. Being a pet lover, I am likely in favor of them joining with a few agreed upon guidelines.

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4.86 out of 5 average rating, 14 reviews

Cabin in Crescent

NEW Cozy Mountain Retreat Perfect for Big Groups!

LeslieRating, 5 stars1 day ago

I had an amazing experience staying at this Airbnb! One of the highlights was the hot tub—perfect for relaxing under the stars after a day of exploring. The amenities were excellent: the place was spotless and everything was thoughtfully set up for comfort and convenience. I would definitely stay here again and highly recommend it!

4.97 out of 5 average rating, 72 reviews

Pinecone Cabin Couples Retreat, hot tub, pets okay

VincentRating, 5 stars1 day ago

was a great place to stay Great for the dog as the yard was completely fenced in and she loved the grounds Thanks for the stay

4.78 out of 5 average rating, 88 reviews

Tiny home in La Pine

The little hippy house

BeccaRating, 5 stars2 weeks ago

Perfect location for being able to visit Bend for the day! It was a great budget friendly option, would return! Chase was very responsive and helpful! Loved the fenced in area for my dog.

4.97 out of 5 average rating, 58 reviews

Ultimate Getaway ~ Hot Tub ~ Sauna ~ Fire pit

ElleRating, 5 stars3 weeks ago

We had a beautiful and refreshing stay at Tiffany's Airbnb! Most of our time was spent outdoors: grilling, relaxing in the hot tub, and unwinding in the sauna. I came with a few of my girlfriends, and we had such a great time. Tiffany truly went above and beyond with thoughtful little touches that made our stay even more special. Highly recommend!

4.95 out of 5 average rating, 44 reviews

Cozy A-Frame House/Hot Tub/Pets are Welcome

LisaRating, 5 stars3 weeks ago

We had a bachelorette weekend here and it was more than perfect! The house was extremely cozy - perfect for a cabin getaway!

4.74 out of 5 average rating, 62 reviews

Little House on the River near Bend and Sunriver

ChantelleRating, 5 stars3 days ago

Russell was communicative and went out of his way to accommodate my family’s needs. We chose the home for its great location and flexibility—and it didn’t disappoint. Even when I needed to bring a trailer, it wasn’t an issue. The place itself is charming and just off the water. Anytime we needed something, Russell was quick to respond. The pull-out couch made it comfortable for both my sister and me, plus my furry little girl felt right at home too.

4.86 out of 5 average rating, 43 reviews

Cabin in Crescent

Crescent Lake Cabin

AimeeRating, 5 stars3 weeks ago

Our family of 5, plus elderly dog had a lovely long weekend stay at Crescent lake cabin. Our three kids (4,6,8) particularly enjoyed the shallow swim-able creek and the fire pit, and enjoyed meals on the deck with the sounds of the creek in the background. It was a quick drive to Crescent lake beaches and Salt creek falls should not be missed! The record player was fun, and the kitchen was well-equipped for the basic meals we cooked during our stay. There were plenty of bath and kitchen towels (though no beach towels which would be useful for the creek and nearby lakes). Our kids also appreciated the games (the marble run was a hit!) and we had a movie night - plenty of age appropriate choices in the DVD collection. Overall very pleased with our stay and would love to visit again!