Woodlands holiday rentals

We found 235 holiday rentals — enter your dates for availability

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September 2025

October 2025

Holiday rentals with weekly discounts - Woodlands

Showing deals for:19 Dec - 26 Dec

Exceptional

(44 reviews)

Golf Course, SHARC Passes, BBQ, WiFi, Mt Batch, Desch River, Tennis, Bike Paths

Bend, OR

8% off

for 7 nights, 1 home

AU$998 per night

includes taxes & fees

Welcome home. Lots of parking and plenty of toys in the garage for your stay.

Exceptional

(17 reviews)

Spacious Indoor/Outdoor Living, Golf Course Frontage, Hot Tub, Bikes, Ping Pong

Bend, OR

8% off

for 7 nights, 1 home

AU$1,356 per night

includes taxes & fees

#32 Tan Oak Lane in light blanket of snow.

Exceptional

(67 reviews)

Great Location, 10 SHARC passes, Bikes, Hot Tub and More!

Bend, OR

8% off

for 7 nights, 1 home

AU$888 per night

includes taxes & fees

Bend Vacation Rental | 4BR | 3BA | 2-Story Home | 2,437 Sq Ft

Exceptional

(37 reviews)

Hot Tub + Deck: Large Sunriver Home Near Skiing

Bend, OR

15% off

for 7 nights, 1 home

AU$895 per night

includes taxes & fees

Exceptional

(44 reviews)

Experience Sunriver’s Fall Festival - Spacious Home with Gourmet Kitchen & BBQs

Bend, OR

8% off

for 7 nights, 1 home

AU$1,057 per night

includes taxes & fees

Exceptional

(101 reviews)

Beautiful 4 Bedroom Renovated Home with A/C; 10 SHARC Passes

Bend, OR

8% off

for 7 nights, 1 home

AU$1,056 per night

includes taxes & fees

"I've rented several VRBO homes and this was by far the most wonderful." Pamela

Exceptional

(46 reviews)

Rustic Luxury at Chalet Sarlat: Lodge-Style Home in Sunriver with A/C & SHARC

Bend, OR

6% off

for 7 nights, 1 home

AU$983 per night

includes taxes & fees

Sleepy Bear Lodge, enjoy Sunriver at its best!

Exceptional

(83 reviews)

Luxury family home, 2 King Masters, Hot tub, SHARC, AC, Ping Pong & Foosball!

Bend, OR

8% off

for 7 nights, 1 home

AU$988 per night

includes taxes & fees

We also have a Facebook page https://www.facebook.com/22FilbertLodge

Exceptional

(114 reviews)

4 Bdrm Suites, Tesla/EV Charger, HotTub, 10 REC aka SHARC Passes. -10% off 7 nts

Bend, OR

8% off

for 7 nights, 1 home

AU$1,631 per night

includes taxes & fees

Exceptional

(54 reviews)

BEAUTIFUL, SPACIOUS NORTH-END HOME, HOT TUB, A C, WI-FI, BIKES DCCA#603

Bend, OR

8% off

for 7 nights, 1 home

AU$496 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Woodlands

Premier Host

Single-Level Sunriver Retreat with Hot Tub, A/C & SHARC Access

Sleeps 10 · 4 bedrooms · 2 bathrooms

Premier Host

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

Sleeps 12 · 5 bedrooms · 3 bathrooms

Premier Host

Gorgeous! Hot Tub, Theater Room, Golf Course, A/C, SHARC Passes, Bikes

Sleeps 16 · 6 bedrooms · 5+ bathrooms

Peace of mind
Our Book with Confidence Guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

It's easy to contact hosts and keep track of all your messages when you have a Stayz account

Holiday rentals with weekly discounts - Woodlands

Golf Course, SHARC Passes, BBQ, WiFi, Mt Batch, Desch River, Tennis, Bike Paths

Spacious Indoor/Outdoor Living, Golf Course Frontage, Hot Tub, Bikes, Ping Pong

Great Location, 10 SHARC passes, Bikes, Hot Tub and More!

Hot Tub + Deck: Large Sunriver Home Near Skiing

Experience Sunriver’s Fall Festival - Spacious Home with Gourmet Kitchen & BBQs

Beautiful 4 Bedroom Renovated Home with A/C; 10 SHARC Passes

Cozy Place: 8 SHARC Passes, Hot Tub, AC, EVL2 Charge

5-bedroom vacation home steps to the Deschutes River

Rustic Luxury at Chalet Sarlat: Lodge-Style Home in Sunriver with A/C & SHARC

Luxury family home, 2 King Masters, Hot tub, SHARC, AC, Ping Pong & Foosball!

4 Bdrm Suites, Tesla/EV Charger, HotTub, 10 REC aka SHARC Passes. -10% off 7 nts

BEAUTIFUL, SPACIOUS NORTH-END HOME, HOT TUB, A C, WI-FI, BIKES DCCA#603

Find spaces that suit your style

Find the best place to stay - Woodlands

Single-Level Sunriver Retreat with Hot Tub, A/C & SHARC Access

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

Sunriver Getaway w/ SHARC Waterpark Passes!

Gorgeous! Hot Tub, Theater Room, Golf Course, A/C, SHARC Passes, Bikes

Spacious getaway with Ping-Pong table, SHARC, grill, W/D, Hot Tub

Luxury 5 EnSuites, Hot Tub, A/C, 12 SHARC, Golf Course View

Peace of mind

More quality time

All the privacy of home

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Woodlands holiday rentals

Holiday rentals with weekly discounts - Woodlands

Image gallery for Golf Course, SHARC Passes, BBQ, WiFi, Mt Batch, Desch River, Tennis, Bike Paths

Golf Course, SHARC Passes, BBQ, WiFi, Mt Batch, Desch River, Tennis, Bike Paths

Find spaces that suit your style

Find the best place to stay - Woodlands

Single-Level Sunriver Retreat with Hot Tub, A/C & SHARC Access

Peace of mind

More quality time

All the privacy of home

More for less

Holiday Rental options near Woodlands

More Holiday Rentals ideas

People also search for