Luxury Vacation Rentals for Large Groups in Bend

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 1 large group vacation rentals – enter your dates for availability.

Top-rated large group vacation rentals in Bend

Base Camp by AvantStay | Magical Cabin w/ Sauna, Hot Tub & Close to Snow & Golf

Home in Sunriver

4 bedrooms•3 baths

4.8

Deck + Hot Tub | Community Golf Course | Forest Ridge Loop

Home in Redmond

4 bedrooms•3.5 baths

$403 for 2 nights•

New

Grand Fir by AvantStay | Hot Tub and Firepit

Home in Bend

4.9

Pioneer by AvantStay | Magnificent Home Located In The Brasada Ranch Community!

Luxury

Home in Powell Butte

$670 for 2 nights•

4.7

Luxury

Wander Bend Retreat

4 bedrooms•3 baths

$1,695 for 3 nights•

5.0

Starview at Brasada Ranch Resort by AvantStay | Stunning Home w/ HotTub & Close To World Class Golf!

Home in Powell Butte

$726 for 2 nights•

New

Sunriver by AvantStay | Cozy Mountain Home w/ Indoor Pool and Hot Tub

Luxury

Home in Sunriver

5 bedrooms•3 baths

$670 for 2 nights•

New

Luxury

Home in Bend

4 bedrooms•3 baths

4.9

Welcome to your large group retreat in Bend

Gather your crew in style with Wander's luxury large-group vacation rentals in Bend, Oregon. Our collection features expansive modern homes designed for connection and comfort, with multiple king suites, flexible bunk rooms, and generous living spaces that make every get-together effortless.

Cook, collaborate, and celebrate with commercial-grade kitchens, long dining tables, and indoor-outdoor lounges perfect for lingering conversations. Every stay includes hotel-grade linens, pristine housekeeping, ultra fast WiFi, and 24/7 concierge service.

From private gyms and pools to cinematic views and cozy fire features, these homes are built for memorable milestones, team offsites, and multi-family escapes.

Available soon in Bend

Home in Redmond

4 bedrooms•3.5 baths

$1,793 for 3 nights•

New

Luxury

Home in Bend

4 bedrooms•3 baths

$3,905 for 3 nights•

4.9

Big Sky by AvantStay | Mountain Home w/ Great Views, Hot Tub, Al Fresco Dining

Luxury

Home in Bend

5 bedrooms•3 baths

$1,789 for 2 nights•

4.9

Featured large group vacation rentals in Bend

Luxury

Home in Bend

4 bedrooms•3 baths

4.9

Luxury

Home in Bend

5 bedrooms•3 baths

$1,789 for 2 nights•

4.9

Highlights in Bend

Gather your group for unforgettable outdoor adventures and craft beer experiences in this scenic Central Oregon mountain town.

Float the Deschutes River

Mt. Bachelor Ski Resort

Smith Rock State Park

Deschutes Brewery Bend Public House

High Desert Museum

Tumalo Falls

Pilot Butte State Scenic Viewpoint

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 Bend

Home in Sunriver

4 bedrooms•3 baths

4.8

Home in Redmond

4 bedrooms•3.5 baths

$403 for 2 nights•

New

Home in Bend

4.9

Luxury

Home in Powell Butte

$670 for 2 nights•

4.7

Luxury

Wander Bend Retreat

4 bedrooms•3 baths

$1,695 for 3 nights•

5.0

Home in Powell Butte

$726 for 2 nights•

New

Luxury

Home in Sunriver

5 bedrooms•3 baths

$670 for 2 nights•

New

Luxury

Home in Bend

4 bedrooms•3 baths

4.9

View all homes

Most popular amenities for large group vacation rentals in Bend

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Discover more large groups activities in Bend

Bend blends alpine adventure with high desert calm. The Deschutes River curves through town, while the Cascade Lakes Scenic Byway, lava caves, and snow-capped peaks sit within easy reach. With over 300 days of sunshine, the seasons feel generous.

Days move from powder turns at Mt. Bachelor to singletrack, rafting, golfing, or casting a line. Evenings bring a lively craft scene, thoughtful dining, and clear skies perfect for stargazing. Art fairs and live music keep the calendar full year-round.

For effortless access to it all, Wander's luxury vacation rentals in Bend are the perfect choice, whether you're traveling for work or leisure.

FAQs: Vacation Rentals in Bend

Why should I book a Wander in Bend over other large group vacation rentals?

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

Every home in Bend 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 large group vacation rentals in Bend?

Some of our most popular large group vacation rentals in Bend include Base Camp by AvantStay | Magical Cabin w/ Sauna, Hot Tub & Close to Snow & Golf, Deck + Hot Tub | Community Golf Course | Forest Ridge Loop, and Grand Fir by AvantStay | Hot Tub and Firepit. 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 large group vacation rentals does Wander have available in Bend?

Wander offers 1 large group vacation rentals in Bend, 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 large group vacation rentals in Bend?

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

Do Wander’s large group vacation rentals in Bend have WiFi access?

Yes. Every Wander home in Bend 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.