Luxury Vacation Rentals in Oregon

Never book a bad vacation home again. Every Wander comes with hotel-grade amenities, inspiring views, pristine cleaning and 24/7 concierge service.

We found 175 vacation rentals – enter your dates for availability.

Top-rated vacation rentals in Oregon

Luxury

Elk Run 56356 Elk Run Meadows

5 bedrooms•5.5 baths

•

New

~$215 less than other sites

Luxury

Private Retreat Steps to Smith Rock, Quiet Luxury & Hot Tub

3 bedrooms•2 baths

•

~$95 less than other sites

Luxury

Trailmere Circle 56294

4 bedrooms•4 baths

•

New

~$165 less than other sites

Luxury

Mirror Rock Loop 56385

5 bedrooms•9 baths

•

New

~$235 less than other sites

Luxury

Osprey House, Hemlock Suite, Ocean & Lake Views

2 bedrooms•2 baths

•

~$75 less than other sites

Luxury

Sunstone Loop 56593

5 bedrooms•5.5 baths

•

New

~$155 less than other sites

Stefenee Lodge

5 bedrooms•2.5 baths

•

New

~$125 less than other sites

Quartz Mountain 8

3 bedrooms•2 baths

•

New

~$80 less than other sites

Welcome to Oregon

Meet Wander in Oregon, where the polish of a luxury hotel meets the privacy of a beautifully designed home. Our luxury vacation rentals in Oregon deliver the rare mix of reliability and character, so every plan feels effortless.

Choose coastal sanctuaries in Port Orford or contemporary mountain retreats in Bend, each selected for striking settings and elevated design. Every stay includes hotel-grade amenities, ultra fast WiFi, pristine cleaning, and 24/7 concierge. Expect work-friendly layouts, chef-worthy kitchens, and generous indoor-outdoor spaces that make it easy to switch from focus to downtime.

Destinations in Oregon

Port Orford

Bend

Available soon in Oregon

Luxury

Elk Run 56356 Elk Run Meadows

5 bedrooms•5.5 baths

•

New

~$215 less than other sites

Luxury

Trailmere Circle 56294

4 bedrooms•4 baths

•

New

~$165 less than other sites

Luxury

Mirror Rock Loop 56385

5 bedrooms•9 baths

•

New

~$235 less than other sites

Luxury

Osprey House, Hemlock Suite, Ocean & Lake Views

2 bedrooms•2 baths

•

~$75 less than other sites

Luxury

Sunstone Loop 56593

5 bedrooms•5.5 baths

•

New

~$155 less than other sites

Stefenee Lodge

5 bedrooms•2.5 baths

•

New

~$125 less than other sites

Quartz Mountain 8

3 bedrooms•2 baths

•

New

~$80 less than other sites

Luxury

Mt. Hood Sauna Lodge, Hot Tub, Fire Pit & Arcade

3 bedrooms•2 baths

•

New

~$90 less than other sites

Featured vacation rentals in Oregon

Luxury

Après-Ski Compound, Hot Tubs & Sauna

7 bedrooms•6 baths

•

New

~$205 less than other sites

Luxury

RAVN HAÜS

6 bedrooms•5 baths

•

~$245 less than other sites

Luxury

Hilltop Retreat, Indoor Pickleball, Event Arena

7 bedrooms•5 baths

•

New

~$340 less than other sites

New Listing Breathtaking Views of Endless Ocean

5 bedrooms•3 baths

•

New

~$285 less than other sites

Highlights in Oregon

Explore Oregon's dramatic coastline, volcanic peaks, lush forests, and vibrant cities for an unforgettable Pacific Northwest adventure.

Crater Lake National Park

Cannon Beach & Haystack Rock

Columbia River Gorge National Scenic Area

Portland's International Rose Test Garden

Mount Hood

Smith Rock State Park

Willamette Valley Wine Country

Oregon Dunes National Recreation Area

IT'S A VACATION HOME, BUT BETTER

The Wander difference

Wander is different because we combine the quality of a luxury hotel with the comfort of a private vacation home. Your best trip ever is just a few clicks away.

Only the best homes

We’ll never not look like the pictures. Every Wander is beautiful and expertly operated, so you can leave any stress at the door.

Hotel-grade amenities

We’ll never leave you with nothing to do. From ultra fast WiFi to gyms and pools, our homes make it easy to blend work and play.

24/7 concierge service

We’ll never leave you hanging. Our chat-based Concierge is always available to help – from trip questions to special requests.

Inspiring and stunning views

We’ll never leave you uninspired. Every Wander has stunning views to refresh and inspire your soul. Adventure awaits.

Meticulous cleaning

We’ll never have you check in to a dirty house. Our cleaning teams are meticulous, and there are no chores at checkout.

Safety and security

We’ll never pass you off to a stranger. Every Wander location meets our industry-leading safety standards to give you peace of mind.

All homes in Oregon

Luxury

Elk Run 56356 Elk Run Meadows

5 bedrooms•5.5 baths

•

New

~$215 less than other sites

Luxury

Private Retreat Steps to Smith Rock, Quiet Luxury & Hot Tub

3 bedrooms•2 baths

•

~$95 less than other sites

Luxury

Trailmere Circle 56294

4 bedrooms•4 baths

•

New

~$165 less than other sites

Luxury

Mirror Rock Loop 56385

5 bedrooms•9 baths

•

New

~$235 less than other sites

Luxury

Osprey House, Hemlock Suite, Ocean & Lake Views

2 bedrooms•2 baths

•

~$75 less than other sites

Luxury

Sunstone Loop 56593

5 bedrooms•5.5 baths

•

New

~$155 less than other sites

Stefenee Lodge

5 bedrooms•2.5 baths

•

New

~$125 less than other sites

Quartz Mountain 8

3 bedrooms•2 baths

•

New

~$80 less than other sites

View all homes

Most popular amenities for vacation rentals in Oregon

Exercise equipment (5)

Tennis court (2)

More popular destinations in Oregon

Other popular amenities & vacation types in Oregon

Family vacation rentals in Oregon

Large group vacation rentals in Oregon

Pet-friendly vacation rentals in Oregon

Beachfront vacation rentals in Oregon

Hot tub vacation rentals in Oregon

Lakefront vacation rentals in Oregon

Discover more of Oregon

Oregon thrills with variety. On the South Coast, Port Orford looks out to sculpted sea stacks and wind-swept headlands, while further east the high desert around Bend trades surf for sun, alpine peaks, and starry skies.

Roads thread through old-growth forests, past crater lakes, vineyards, and volcanic ridgelines. The result is a choose-your-own-adventure landscape where every season brings a fresh way to experience the Pacific Northwest. For an effortless home base in the middle of it all, Wander's luxury vacation rentals in Oregon are the perfect choice, whether you're traveling for work or leisure.

FAQs: Vacation Rentals in Oregon

Why should I book a Wander in Oregon over other vacation rentals?

Wander offers a level of consistency and quality you won’t find with most vacation rentals.

Every home in Oregon delivers the quality of a luxury hotel, paired with the comfort and space of a private vacation home. You get hotel-grade amenities, meticulous cleaning, stunning views, and 24/7 concierge support in every stay. Why would you want to stay anywhere else?

Which are Wander’s most popular vacation rentals in Oregon?

Some of our most popular vacation rentals in Oregon include Elk Run 56356 Elk Run Meadows, Private Retreat Steps to Smith Rock | Quiet Luxury & Hot Tub, and Trailmere Circle 56294. Guests love the quality of a luxury hotel, the comfort of a private vacation home, and the consistently exceptional experience Wander is known for. Explore the full collection to find the perfect home for your next stay.

How many different vacation rentals does Wander have available in Oregon?

Wander offers 175 vacation rentals in Oregon, each carefully designed and expertly operated. Browse the full collection to see what’s available for your trip.

What time is check-in and check-out at Wander’s vacation rentals in Oregon?

You can check-in to Wander vacation rentals in Oregon after 4.00pm and check-out before 10.00am.

Do Wander’s vacation rentals in Oregon have WiFi access?

Yes. Every Wander home in Oregon has ultra fast, reliable WiFi so you can stay connected throughout your stay.

What is Wander’s cancellation policy?

You can cancel your reservation within 24 hours of booking for a full refund.

For stays of less than 15 nights, you can cancel or reschedule up to 14 days before check-in for a full refund. For stays of 15 nights or longer, the cancellation window is 60 days.

For some homes, a 30-day deadline applies; this will be clearly shown before you book.