Vacation rentals in Diamond Peak

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Top-rated vacation rentals in Diamond Peak

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Top guest favorite

A charming tiny log cabin is nestled amidst tall evergreen trees, gently blanketed in snow. The cabin's sloped roof is thick with snow, creating a cozy appearance. A path through the white snow leads toward the cabin's entrance, inviting exploration in a serene winter landscape.

Cabin in Bend

4.99 out of 5 average rating, 522 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.

Top guest favorite

The sleeping area features two queen beds with rustic log frames, adorned with nature-themed quilts. Nightstands with lamps are located on each side. Vibrant images of lakes and mountains hang above the beds, complemented by warm lighting and a wood-toned floor.

Cabin in Douglas County

4.97 out of 5 average rating, 470 reviews

Mountain Mama Lodge on the North Umpqua River

Nestled in the trees near the North Umpqua River, Mountain Mama Lodge is the perfect place to stay while exploring the Umpqua! We're about a 40min drive to the North entrance of Crater Lake Nat. Park, Lemolo & Diamond Lakes, and roughly 12 miles from Umpqua Hot Springs, Toketee Falls & Watson Falls. Local guides offer rafting trips down the North Umpqua River, and a favorite local swimming hole provides opportunities to cool off in the summer. The North Umpqua River is a fly fisher's paradise!

Guest favorite

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

4.91 out of 5 average rating, 329 reviews

A-Frame cabin • hot tub | near 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 wooded pines, new hot tub, soaking bathtub, modern amenities, and beautiful 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 favorite

A cozy living area is featured with wooden beams and warm finishes. A light-colored sofa is positioned near a small kitchenette with a kettle and dishes. A ladder leads to an upper sleeping area, while a decorative rug adds softness to the floor.

Guest suite in La Pine

4.96 out of 5 average rating, 201 reviews

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.

Top guest favorite

Two wooden Adirondack chairs are positioned near the water’s edge, overlooking the flowing McKenzie River. Lush greenery surrounds the area, with trees providing a natural canopy and enhancing the sense of seclusion in this tranquil setting.

Cabin in McKenzie Bridge

5 out of 5 average rating, 163 reviews

McKenzie Bridge River House near Sahalie Falls

Drive down a long private road, set off of the HWY, to find a riverfront cabin amidst the lush Willamette National Forest. As you wind through the driveway you will find a sanctuary for relaxation, recreation, and comfort. A trail from the back deck will lead you down to the bank of the emerald waters of the McKenzie River. The McKenzie River Trail parallels the property, and is accessed from the private road to the cabin. The property has a campground setting, with river and forest views.

Guest favorite

A back porch area is visible, featuring a private hot tub surrounded by a fenced backyard. The soft glow of evening light highlights the surrounding trees and mountains in the distance, creating a serene outdoor space for relaxation.

Home in Oakridge

4.99 out of 5 average rating, 106 reviews

Mountain Peak Views from Hot Tub in Uptown 2 Bdr

Kick back and relax at this peaceful 2 bedroom on a hill in uptown Oakridge. Your side of this duplex features on site parking, 2 bedrooms, a fenced backyard, full washer and dryer, and a private hot tub on your back porch. The property is within walking distance of 3 Legged Crane Brewery (the pub), Mane Street Coffee, the Corner Bar and Grill, the post office, and the library. Great for a bike trip, hiking, frisbee golf, a visit to Willamette Pass, or Crater Lake! Free Parking on site!

Top guest favorite

The exterior of the barn is shown, featuring warm reddish-brown wooden siding and large windows. A spacious covered area extends from the barn, furnished with comfortable seating and warm outdoor lighting. The surroundings include lush greenery and gravel pathways.

Barn in Eugene

4.97 out of 5 average rating, 109 reviews

Private nature lovers sanctuary on 4 acres in town

This unique modern barn crafted by hand in the quiet and beautiful South Hills of Eugene. It has easy access to hiking and running trails, highly rated restaurants, cafes and natural food stores. This convenient yet secluded Owl Road Barn is set back on our spring fed unique 4 acre property that is boardering on the 385 acre Spencer butte park, offering solitude. It is only 4 miles to Hayward Field and Autsum stadium. Bring your binoculars you will find abundant bird and wild life to watch.

Top guest favorite

A four-poster queen bed is positioned against a rustic wooden wall. Soft white fabrics drape elegantly, creating a serene focal point. A cozy seating area is visible nearby, along with access to a private entrance through the door.

Barn in La Pine

4.99 out of 5 average rating, 137 reviews

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.

Guest favorite

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

4.91 out of 5 average rating, 164 reviews

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!

Guest favorite

A single-story home is framed by tall trees in a natural setting. The entrance is approached by a set of steps leading to a small porch. Large windows allow for natural light, while the surrounding area features a grassy landscape.

Home in La Pine

4.95 out of 5 average rating, 650 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.

Superhost

Tiny home in Lane County

4.83 out of 5 average rating, 133 reviews

LUXE McKenzie River Tiny Haus | Whitewater Views!

Escape to a one-of-a-kind luxe tiny home overlooking the McKenzie River. Thoughtfully designed w/modern comforts, easy parking just off the Hwy. Immersed in nature, yet minutes from food, gas, shops. Relax by the firepit, BBQ, play cornhole or wander the private trail down to the rushing river's edge. Full Kitchen, Coffee, Cold AC, Hot Showers & HDTV for Streaming. Room to park Trailer, Boat, More.

Guest favorite

A bright atrium bedroom surrounded by large windows offers views of lush greenery. A spacious bed is adorned with a neutral-colored blanket. A small deck is accessible, with two bedside lamps providing soft lighting.

Home in Eugene

4.94 out of 5 average rating, 489 reviews

Country Getaway Close to Town! (Views and Hot Tub)

This house is truly a luxurious retreat with a bright artistic flair! It offers total privacy, an amazing view of the valley from its large deck, and a hot tub to relax in at the end of the day. You will feel like you are far out of the hustle and bustle of the city, yet you are less than 20 minutes away from Downtown Eugene. This is the perfect getaway for you, your family, and your friends!