Holiday rentals in Gilchrist

4.94 out of 5 average rating, 320 reviews

A River Runs Thru It. Cabin on 8 Acres With Views!

No Booking Fee! Located between Crater Lake National Park & Bend, just 8 minutes outside La Pine, Oregon, you’ll find our Riverfront Cabins on 8 acres, with views of the river & meadows. Now A Certified National Wildlife Sanctuary, this cabin offers unmatched access and views to the river & nature. The quiet days & star filled nights here in the High Desert, at the foothills of the Oregon Cascades, are perfect for individuals, couples or small groups looking to explore this Volcanic Landscape.

Top guest favourite

Cabin in Bend

4.99 out of 5 average rating, 504 reviews

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, 179 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, 186 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, 306 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

Home in La Pine

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.

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Other great holiday rentals in Gilchrist

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

Home in La Pine

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!

Guest house in Klamath County

4.78 out of 5 average rating, 102 reviews

Cozy Cabin in Crescent Lake

AlexisRating, 5 stars5 days ago

Private cabin in surrounded by world class nature. Very responsive and helpful host. All amenities worked perfectly as listed.

4.98 out of 5 average rating, 56 reviews

Cabin in Vida

McKenzie Riverfront Cabin, Modern, near hotsprings

AnthonyRating, 5 stars6 days ago

Our stay was great we enjoyed the cabin and all of the amenities that were included. The decor was cozy and inviting. The river and the back porch were the highlight of the cabin. Also, Mathew was very accommodating and communicated very well.

4.96 out of 5 average rating, 45 reviews

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

GrantRating, 5 stars4 days ago

It was great staying at the cabin for the weekend. It has fun things to do for the whole family and the backyard/fire pit is an awesome hang out spot. Highly recommended!

4.74 out of 5 average rating, 62 reviews

Home in La Pine

Little House on the River near Bend and Sunriver

ChantelleRating, 5 stars6 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.

4.92 out of 5 average rating, 168 reviews

Guest house in La Pine

Ponderosa Pines Bunkhouse - Dog friendly ADU

T.Rating, 5 stars1 month ago

Highly recommend! Lovely studio, with a large fenced in area for dogs. (Which we really appreciated and often don't have!) Plus, you have a huge area around the house to walk your dog. Also a little dining nook for meals, and utensils, plates, cups, etc to use for cooking in the microwave or toaster oven. Christie is lovely, & gave us lots of suggestions for hiking, along with some snacks. Thank you! This is the perfect, very private, stop for Central Oregon excursions.