
Luxury rentals in Oregon
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Top-rated luxury holiday rentals in Oregon
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New Modern 3BR Home Hot Tub, Pet Friendly & Deck
Nestled among the trees in the Mid Town area of Cannon Beach is Exhale Hideaway — a modern, newly built property with a mystical, woodsy atmosphere. The open-plan kitchen comes complete with a fully-stocked coffee bar to put a bounce in your step, and the private deck is where you’ll cook, dine, and hang out in the hot tub. The living room encourages communal living and lively conversation, and you’ll love sinking into the sumptuous beds of the three attractive bedrooms at the end of each day.

Luxury Bungalow w Hot Tub at Brasada Ranch (21+)
THIS IS A RESORT-MANAGED LISTING, GIVING YOU ACCESS TO ALL BRASADA RANCH'S LUXURY AMENITIES Your Cascade Bungalow provides a heightened experience in an adult-only setting (for guests 21+). Inside you’ll find an inviting sunken living room with a cozy fireplace, high ceilings, a modern bedroom area, a workstation, coffee and tea bar, a spacious bathroom, and expansive windows that offer stunning views and open to a personal patio. Outside, soak in your private enclosed hot tub made for two.

Luxe Caldera Lodge | Access to Exclusive Golf
Located in the beautiful and exclusive Caldera Springs, 56196 Sable Rock is the perfect retreat for exploring Sunriver and beyond. Designed with families and large groups in mind, this stunning 3,634 sq. ft. home accommodates up to 10 guests with ease. Featuring a spacious open floor plan, 4 luxurious bedrooms, 5 bathrooms, and additional sleeping spaces in the den and bonus room, this home offers both comfort and style for an unforgettable stay.

Pilot’s Dream | Access to Exclusive Golf
Welcome to 2 River Road. This custom built home is 4,490 sq. ft. and features 4 bedrooms and 4.5 bathrooms, comfortably accommodating up to 8 guests. This home is sure to exceed expectations and is one of the few that offer a private hangar for those flying directly into the Sunriver Airport. Whether you're arriving by plane or simply seeking a luxurious getaway, this stunning retreat provides unparalleled comfort and breathtaking surroundings.

Family Escape | Access to Forest House
Situated in the scenic Forestbrook enclave of Caldera Springs, 18184-1 Forestbrook Loop is a newly constructed vacation home that offers endless adventure at your doorstep. A seamless blend of nature with effortless luxury, this two-level, 2,125 sq. ft. residence can sleep up to 8 guests with its 3 spacious bedrooms, each with its own full ensuite bath. This home was professionally furnished by 110 Bungalow.

Luxury Mt. Hood Retreat w/ Swim Spa & Game Loft
Welcome to the Spotted Dog Lodge, a luxurious new custom-build retreat nestled in the heart of Rhododendron, Oregon—where timeless mountain charm meets elevated Pacific Northwest design. Surrounded by towering pines and just steps from the serene Zig Zag River, this five-bedroom escape is only nine miles from the slopes of Government Camp, making it the perfect year-round base for adventure and relaxation.

Caldera Family Retreat | Access to Forest House
Situated in the scenic Forestbrook enclave of Caldera Springs, 18172-1 Forestbrook Loop is a newly constructed vacation home that was furnished professionally by 110 Bungalow and offers endless adventure at your doorstep. A seamless blend of nature with effortless luxury, this two-level, 2,125 sq. ft. residence can sleep up to 8 guests with its 3 spacious bedrooms, each with its own full ensuite bath.

Sunstone Hideaway | Access to Forest House
Located in Sunriver Resort’s premier community of Caldera Springs, 56599 Sunstone Loop is the perfect basecamp for exploring Central Oregon. This 3,555 sq. ft. custom-built retreat features European-inspired craftsmanship blended with Northwest design. With 4 bedrooms, 3.5 bathrooms, and a spacious bonus room, the home comfortably accommodates up to 10 guests.

High Desert Luxury Abounds, Oversized Hot Tub,
Welcome to Elk Run Retreat, a breathtaking luxury retreat nestled among the towering pines of Central Oregon. This stunning five-bedroom, five-and-a-half-bathroom masterpiece is the epitome of mountain elegance—where expert craftsmanship meets refined comfort in one of the most desirable communities near Sunriver and Bend.

Modern Sunriver Escape | Access to Exclusive Golf
This stunning two-story home blends Southwest warmth with bohemian flair, all wrapped in modern comfort. Step inside to soaring ceilings, sun-drenched spaces, and luxurious design touches at every turn—think textured wallpaper, rich wood floors, and thoughtful décor throughout.

Oceanfront, Direct Beach Access, Dog-friendly
Wake up to panoramic Pacific views and step directly onto the sand at this oceanfront Arch Cape retreat. With room for families, a game room for rainy days, and dog-friendly accommodations, Sona Tra is the perfect setting for beach adventures just minutes from Cannon Beach.

Luxury Family Escape | Access to Exclusive Golf
In the exclusive community of Caldera Springs, 56948 Dancing Rock Loop is the perfect basecamp for exploring Sunriver and beyond. This expansive 4,400 sq. ft. home is ideal for large groups with its 6 bedrooms and 5 bathrooms, comfortably accommodating up to 14 guests.
Popular amenities for Oregon luxury holiday rentals
Other great luxury holiday rentals in Oregon

Breathtaking Panoramic Ocean and Beach Views

Caldera Family Retreat | Access to Forest House

Pilot’s Dream | Access to Exclusive Golf

Beachfront Luxury, Hot Tub, Fire Pit, Spa & Arcade

Oceanfront, Direct Beach Access, Dog-friendly

Luxe Caldera Lodge | Access to Exclusive Golf

Sunstone Hideaway | Access to Forest House

Luxury Mt. Hood Retreat w/ Swim Spa & Game Loft
Destinations to explore
- Pet-friendly rentals Oregon
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