Holiday rentals in La Pine

Sweet Escape In The Pines

Sweet Escape In The Pines is a cozy mountain cottage vibe, PET FRIENDLY, newly renovated, and centrally-located place. Perfect for ski trips to Mt Bachelor, day of golf at Quail Run, or exploring in Sunriver. This house sits on 1.5 acres, with a fully fenced area for dogs, that backs up to 350 acres of public BLM land for you to explore. Nearby Wickiup reservoir, Paulina lake, Twin lakes and more! This is the perfect home for a getaway with loved ones to explore what Central Oregon has to offer!

| The Chalet | 1+ acre| Remodeled | Quiet |

Discover tranquility in our A-frame cabin nestled among the pines. A rustic haven where the scent of pine fills the air, inviting you to unwind on the porch. Inside, a cozy living space & quaint kitchen offer comfort. Retreat to the loft bedroom, where the soft glow of morning light through pine branches awaits. Whether a romantic escape or family adventure, this cabin is a sanctuary, a respite from the daily rush. Embrace simplicity, enjoy the peace & quiet, and enjoy all the nearby beauty.

Ponderosa-Clean, Cozy Cabin-OHV Trails/Treager BBQ

Relax in a beautiful, open-beam Cabin, on a serene, wooded acre lot...away from the hustle. OHV Trail access Woodstove & FREE Firewood Treager BBQ Smart TV/Roku Propane Firepit Family Games & Puzzles Kid Toys & Books/Pac-n-Play/Bumbo Explore Cascade Lakes, La Pine State Park, Lava Lands and Paulina. ~75 min. from Crater Lake. See Travel Guide. Please book for correct number of Guests & Pets for accurate pricing/pet fee. Please consider Traveler's Insurance, especially during winter stays.

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!

Modern-Cozy LOG CABIN near La Pine state park

Welcome to your basecamp for all central Oregon adventures. Our newly remodeled 1983 log cabin, nestled in between picturesque pine trees. The cabin is conveniently located just 30 minutes from Bend and 8 minutes from La Pine State Park. The 4 bed (2 separate bedrooms and one sleep/lounge area) and 1 bathroom cabin + secluded and fully fenced outside area offers a cozy gathering place close to some of Oregons most beautiful destinations (i.e. Smith Rock State Park, Mount Bachelor,...).

A-Frame cabin • hot tub • near Bend • Mt Bachelor

This cozy and unique A-frame cabin sits on 1+ private acres in the Deschutes Forest. Relax here with wooded pines, hot tub, soaking bathtub, 80" home theater projector, modern amenities, and beautiful forest views. 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, hot springs, Deschutes River, Mt Bachelor ski resort, Cascade Lakes highway, Smith Rock State Park, and Crater Lake National Park.

Romantic Getaway at the Tree Farm - w/ Starlink

Nestled between Crater Lake National Park & Bend, our modern, rustic-bohemian barn sits on the outskirts of La Pine, Oregon, tucked within a serene one-acre grove of pine trees. Here in the foothills of the Oregon Cascades, you'll find peaceful days & star-filled nights—an ideal escape for individuals, couples, or small groups looking to explore our volcanic wonderland. The space includes a cozy private backyard, perfect for reading, stargazing under the night sky, or simply unwinding.

“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.

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.

Sunriver Studio with Pool and Hot Tub

This stylish studio in the heart of Sunriver is newly remodeled with a King bed. Seasonal pool and year round Hot Tub! Just a short walk to a brand new food truck lot with 7 trucks, indoor and outdoor seating and a bar. Fast WiFi, a new Samsung 50” tv signed into Netflix, Hulu, HBO Max and more. 25 minutes to Mt. Bachelor. 25 minutes to downtown Bend. Parking is just a few feet from your door. This super clean condo is perfect for all of your central Oregon adventures.

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.

Central Oregon Hot Spot!

Come relax and stay a while! Located near beautiful La Pine State Park, it’s a short drive to all the beautiful lakes/rivers, fishing, boating, and hiking. Not to mention restaurants, breweries, and tap houses. There is a large propane grill available and outdoor lounge area with a propane fire pit to be enjoyed year-round. There’s even a dry sauna! We’ve updated our Wi-Fi so you can easily connect and enjoy.