Holiday houses in La Pine

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.

4.99 out of 5 average rating, 504 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, 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.

4.86 out of 5 average rating, 385 reviews

Guest suite in Bend

Private Getaway | 20min to Bend & Adventures!

Welcome to your private woodland nook! Our cozy guest suite has its own entrance, bathroom,bedroom,living room, and kitchenette—perfect for relaxing. Enjoy a fresh brew from the real coffee maker, whip up simple meals with the toaster oven and double hot plate, and unwind on the sectional with Netflix. Sleep soundly in the king-size bed. Attached only by a laundry room and one wall, it’s peaceful and private. We’d love to host you for a getaway, work trip, or a comfy stop along your journey!

4.92 out of 5 average rating, 552 reviews

Guest suite in Sunriver

Pepper’s Place

Studio apt. No shared walls. 7-min drive from the Village at Sunriver on S Century, 20 mins to Bend. Close to the Deschutes river. SUPs (2), kayaks (2), floats, rafts and bikes (2 adult and 2 kid), snowshoes (4 pairs). Pepper is a golden/boxer mix who loves kids and dogs. 25-mins to skiing at Mt. Bachelor. Private marina access in Oregon Water Wonderland. Pet friendly (no fee), fenced, hot tub, fire pit, horse shoes, putt putt, disc golf, movie theatre/golf sim (game room) upon req.

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, 127 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, 103 reviews

Green Forest Getaway - Modern & Cozy Cabin

Beautifully styled cabin perfect for your outdoor get away or a relaxing rejuventation. Thoughtful touches throughout were designed for comfort. Stocked for your convenience with non-toxic supplies. Looking to spend time at Mt. Bachelor, Crater Lake, Lake Paulina, or Bend?? This is the perfect central location. Want something closer? La Pine State park is 2.5 miles away and has endless outdoor adventures, from hiking, to floating, to fishing. Message if dates are blocked.

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.

4.99 out of 5 average rating, 123 reviews

Barn in La Pine

Romantic Getaway at the Tree Farm - w/ Starlink

Located between Crater Lake National Park & Bend, in the quaint outskirts of La Pine, OR, you'll find our modern, rustic-bohemian Barn sitting amongst a 1- 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 Barn 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!

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Other great holiday rentals in La Pine

4.95 out of 5 average rating, 87 reviews

Riverfront/Hot Tub/Dock/Pet Friendly/Game Room

OmarRating, 5 stars1 week ago

We had a great stay at Lucy’s. House had everything we needed and my dog absolutely loved the huge outdoor space. House was exactly as described and felt right at home. Host was super friendly and responsive. Also enjoyed the hot tub after exploring the many things to do around. Game room was also great. Overall great place, very peaceful and will definitely be back in the future.

4.97 out of 5 average rating, 72 reviews

Pinecone Cabin Couples Retreat, hot tub, pets okay

VincentRating, 5 stars5 days 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

4.89 out of 5 average rating, 45 reviews

Cabin in Bend

Family-Friendly Log Cabin |16 Acres + Big Views

GraceeRating, 5 stars1 month ago

Beautiful home with an amazing view! The house has a warm inviting feeling to it! Karl and Ashley responded to every question I had in a quickly manner. I would recommend this place to anyone and everyone!

5 out of 5 average rating, 11 reviews

Welcome to our “Home to the Outdoors”

KatrinaRating, 5 stars10 months ago

This is a perfect, charming house with a great back deck and yard area! We loved the beds, the comfy couch and the nice shower pressure! Also quick help when we needed assistance with something we couldn’t figure out! 10/10 recommendation

5 out of 5 average rating, 66 reviews

Home in Bend

Charming Home Near Sunriver With Hot Tub / Bikes

NehaRating, 5 stars3 weeks ago

My family and I had a great experience staying here. The proximity to amenities and the river and bike trail was wonderful and the place itself was clean, comfortable and cute!

4.75 out of 5 average rating, 12 reviews

Lazy River Glamp-House by AvantStay | New + Luxe

SheaRating, 5 stars3 months ago

Lovely home! Direct path to the river and a quiet setting among the trees. The home was clean and had everything we needed. Enjoyed our stay.

4.92 out of 5 average rating, 24 reviews

Home in Bend

High Desert Hideaway! Near Sunriver!

DustinRating, 5 stars2 weeks ago

It was a great place to stay if you’re into being in a forest. It appears as though it is a work in progress around the outside area of the home but still a great place to be. We didn’t get a chance to spend a lot of time there because we were on the go. Super clean inside and everything was as described!