Woodlands holiday rentals

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September 2025

October 2025

Holiday rentals with weekly discounts - Woodlands

Showing deals for:2 Jan - 9 Jan

Exceptional

(44 reviews)

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

Bend, OR

5% off

for 7 nights, 1 home

AU$1,090 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$1,364 per night

includes taxes & fees

Large windows let in the light and look out on the surrounding birch trees

Exceptional

(5 reviews)

The Birch Abode: Spacious & Serene, Sleeps 8, SHARC included, Dog Friendly!

Bend, OR

8% off

for 7 nights, 1 home

AU$628 per night

includes taxes & fees

Spacious living room with comfy couches to hang out with your family and friends

Exceptional

(47 reviews)

Dog Friendly Home w/ Hot Tub, 10 SHARC Passes, and Second Level EV Charger

Bend, OR

8% off

for 7 nights, 1 home

AU$830 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$567 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$782 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$675 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$998 per night

includes taxes & fees

The green space in the back yard is perfect for family games or gatherings.

Exceptional

(20 reviews)

Newly Updated Townhouse, 2 Master Suites, Hot Tub, Bikes

Bend, OR

11% off

for 7 nights, 1 home

AU$373 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$1,033 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$487 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Woodlands

Premier Host

Rustic Luxury:Stunning 5BR Custom Lodge, 12x SHARC!!

Sleeps 16 · 5 bedrooms · 4 bathrooms

Premier Host

Large Spacious Pet Friendly Home with a Hot Tub and Great Amenities!

Sleeps 14 · 5 bedrooms · 4+ bathrooms

Premier Host

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

Sleeps 12 · 5 bedrooms · 3 bathrooms

Premier Host

VINE21 - Luxury Mountain Retreat, Ping Pong, Gourmet Kitchen, Hot Tub, A/C

Sleeps 14 · 5 bedrooms · 4+ 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

The Birch Abode: Spacious & Serene, Sleeps 8, SHARC included, Dog Friendly!

Dog Friendly Home w/ Hot Tub, 10 SHARC Passes, and Second Level EV Charger

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!

Newly Updated Townhouse, 2 Master Suites, Hot Tub, Bikes

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

Rustic Luxury:Stunning 5BR Custom Lodge, 12x SHARC!!

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

Large Spacious Pet Friendly Home with a Hot Tub and Great Amenities!

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

Large 6 bedroom, Sleeps 16, A/C, SHARC passes, Hot Tub

VINE21 - Luxury Mountain Retreat, Ping Pong, Gourmet Kitchen, Hot Tub, A/C

Peace of mind

More quality time

All the privacy of home

More for less

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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

Rustic Luxury:Stunning 5BR Custom Lodge, 12x SHARC!!

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