Holiday rentals in Diamond Peak

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Top-rated holiday rentals in Diamond Peak

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
The outdoor area provides a spacious deck with comfortable seating, surrounded by trees and featuring views of distant mountains. A patio umbrella shades the dining space, while the home’s green exterior complements the natural surroundings.
Home in Oakridge
4.97 out of 5 average rating, 152 reviews

Terraces to Heaven in Uptown - EV Charger

Welcome to Uptown Oakridge. Our place is perfect for mountain bikers or anyone looking to explore this outdoor wonderland. Our secured garage offers bike tools and plenty of space to store your gear. Muddy ride? Clean up at our bike wash or hang up your skis and snowboards after hitting the slopes of Willamette Pass. Finally, enjoy the view of the hills on the upper terrace after your day of adventure. We have recently installed an EV charger, please see the listing photos for more information.

Guest favourite
A handcrafted wood and canvas glamping tent is illuminated by string lights in the evening. A wooden picnic table is positioned nearby on a gravel surface, framed by lush trees. The entrance to the tent showcases warm interior light, creating a welcoming atmosphere.
Tent in Douglas County
4.96 out of 5 average rating, 250 reviews

Glamping! Luxury Tent - Pioneer

Welcome to Glamping! This luxury retreat is a camping dream. This heated handcrafted wood and canvas tent is themed in honor of the Oregon prospectors who came here 150 years ago. Our park is next to the North Umpqua River in the Umpqua National Forest. This area of the Oregon Cascades is referred to as "the Emerald-Jewel Gateway" to Crater Lake National Pk. We are centrally located to the North Umpqua Trail, with easy drives to many trailheads, waterfalls & Umpqua Hot Springs. NOT pet friendly

Guest favourite
A pathway leads to a modern, single-story structure framed by neatly trimmed shrubs. The home's exterior features a combination of white and darker tones with two outdoor lights illuminating the entrance. A well-maintained yard enhances the inviting atmosphere.
Home in Eugene
4.98 out of 5 average rating, 131 reviews

The Hideaway!

Enjoy the style and comfort of this brand new Hideaway nestled in a peaceful and central neighborhood just 3 minutes from shopping/dining at the Oakway Center and only 7 minutes from the University of Oregon. Enjoy your time out, then come home to relax with all the amenities amidst a clean and stylish interior. Or, blow off some steam by putting on your favorite vinyl record, dimming the lights and soaking in your giant two person soaker tub. 10% discount for booking the non-refundable option.

Guest favourite
Home in Sunriver
4.94 out of 5 average rating, 140 reviews

Hot Tub +Bikes +8SHARC Passes +PingPong +Fireplace

Stylish luxury family home w/8 SHARC passes (pool & lazy river), 6 Cruiser bikes, Hot Tub, 3 New Smart TV's for streaming, Ping Pong table, board games. Short walk to the river & Cardinal Landing Bridge. Fast 1GB WiFi, propane BBQ, Air Conditioning, cozy wood burning fireplace. Fully stocked kitchen for cooking, laundry inside. Quiet + Private w/large deck backing up to natural common space w/wildlife walking by. Bike everywhere w/easy access. Minutes to Mt Bachelor for skiing & sledding.

Guest favourite
A log cabin is surrounded by snow-covered pine trees, highlighting its rustic wooden structure. A balcony extends from the upper level, while lounge chairs are positioned in front of the cabin, creating a cozy outdoor space in a peaceful winter setting.
Cabin in La Pine
4.9 out of 5 average rating, 118 reviews

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,...).

Top guest favourite
An A-frame cabin is surrounded by tall pine trees, with a hot tub located on a stone patio. Soft lighting illuminates the cabin's exterior, and a balcony is visible above the entrance. A white chair is placed beside the hot tub, creating a relaxing retreat.
Cabin in La Pine
4.92 out of 5 average rating, 382 reviews

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.

Guest favourite
A charming craftsman log home is surrounded by mature pines, featuring a welcoming entrance with a covered patio. The lush green yard is complemented by well-maintained landscaping, providing a peaceful outdoor setting. A small umbrella is visible over the seating area, enhancing the inviting atmosphere.
Home in Bend
4.94 out of 5 average rating, 304 reviews

Cascade Basecamp | Fully Fenced | Hot Tub |Private

Welcome to Cascade Basecamp! Here you’ll find yourself immediately relaxed and in vacation mode. The beautiful, full acre lot is graced by mature pines and is wonderfully immersed in nature. The yard is massive and is a doggo paradise! All of the Central Oregon recreation is right off your doorstep. Enjoy countless adventures in the Cascade Mountains, Deschutes River, and nearby cascade lakes & finish your day off right by soaking in the private jacuzzi. Your next adventure awaits!

Guest favourite
A private outdoor area features a hot tub surrounded by string lights, creating a cozy ambiance. A wooden table displays a bottle of sparkling wine with two glasses and a small potted plant, inviting relaxation and enjoyment in nature.
Cabin in Bend
4.92 out of 5 average rating, 209 reviews

Eco cabin near Bend: sauna, spa, king bed, EV plug

Tucked away on a quiet acre in Three Rivers, our cabin is a cozy, eco-friendly basecamp for Central Oregon adventures. Soak in the hot tub after a day on the trails, warm up in the barrel sauna, or gather by the fire pit under the stars. Inside, you’ll find knotty pine, a full kitchen, WiFi, and thoughtful eco-friendly touches. 30 min to Bend and Mt. Bachelor, 15 min to Sunriver — and far from the noise.

Top guest favourite
The cabin, constructed of wood, features a spacious front porch with two wooden chairs and is surrounded by lush greenery. Tall trees provide shade, while sunlight casts gentle shadows across the manicured lawn and pathway leading to the entrance.
Cabin in Tiller
4.96 out of 5 average rating, 322 reviews

The Cabin at Farwood Retreat, Riverfront Cabin

This beautiful picturesque cabin overlooks Jackson Creek surrounded by forest, wildlife, and rivers. Read a book in a hammock overlooking the creek. Enjoy a peaceful soak in the hot tub while listening to the running river, or enjoy a cup of coffee while gazing out at nature and listening to the surrounding wildlife. Frequently visited by deer, geese, a great blue heron, bald eagles and much more.

Guest favourite
The entrance to a private in-law studio is shown, featuring a light green exterior with a white door. A small wooden deck leads to the door, bordered by low landscaping lights on either side. Lush greenery is visible in the background, creating a serene atmosphere.
Guest suite in Eugene
4.91 out of 5 average rating, 105 reviews

Quiet apt, close to UO, private outdoor space

Small private in-law studio apartment near University of Oregon campus. Surrounded by trees but close to the Matt Knight Arena, Hayward field, and restaurants and shops of Eugene. Private kitchenette with induction cooktop, full fridge and dishwasher. Full bath with washer/dryer. Sunny setting but fully equipped with black out curtains. Enjoy a peaceful setting in the Laurel Hill Valley.

Top guest favourite
An outdoor seating area is featured under a canopy, equipped with comfortable gray couches and a fire pit at the center. Soft lighting is provided by strand lights along the structure. A hot tub is visible in the corner, contributing to a relaxing atmosphere.
Cottage in Sunriver
4.98 out of 5 average rating, 193 reviews

Cozy Home w/River Access, Hot Tub, 7min to Village

Welcome to our Backcountry Basecamp Cottage! Nestled in the heart of the Deschutes National Forest. Our home is a short walk from the crystal-clear waters of the Deschutes River, which you can access through a private neighborhood marina. You can enjoy hiking, floating, kayaking, or skiing and snowshoeing nearby. It is the perfect base camp for exploring all that the area has to offer.

Top guest favourite
Home in Crescent
4.96 out of 5 average rating, 108 reviews

Cozy and Private cabin in the woods!

Take it easy at this unique and tranquil getaway. This cute little gem sits just outside Diamond Peaks subdivision in beautiful Crescent Lake. Farm house feel. Unlimited outdoor activities for all seasons! Located on Royce Mountain loop groomed trail. Close to Crescent and Odell Lake and 10 minutes from Willamette ski area. During winter months a 4 wheel drive vehicle is recommended.

Popular amenities for Diamond Peak holiday rentals

  1. Airbnb
  2. United States
  3. Oregon
  4. Lane County
  5. Diamond Peak