Woodlands holiday rentals

We found 241 holiday rentals — enter your dates for availability

Where to?

Dates

Calendar
Flexible dates

your current months are October, 2026 and November, 2026.

October 2026

MonMonday

TueTuesday

WedWednesday

ThuThursday

FriFriday

SatSaturday

SunSunday

November 2026

MonMonday

TueTuesday

WedWednesday

ThuThursday

FriFriday

SatSaturday

SunSunday

Exact dates

± 1 day

± 2 days

± 3 days

± 7 days

Guests

Adults

AdultsAges 18 and older

ChildrenAges 2 to 17

InfantsAges 0 to 1

I am travelling with pets

If checked, only properties that allow pets will be shown

Woodlands
Sunriver
Deschutes County
Oregon
United States of America
Holiday Rentals
Home

Find spaces that suit your style

House

Search for Houses

Condo/Apartment

Search for Condos/Apartments

Cabin

Cottage

Villa

Chalet

Find the best place to stay - Woodlands

Premier Host

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

Sleeps 14 · 5 bedrooms · 5+ bathrooms

9.69.6 out of 10

Exceptionalexceptional

38 reviews(38 reviews)

More information about Luxury 5 EnSuites, Hot Tub, A/C, 12 SHARC, Golf Course View, opens in a new tab

Premier Host

Sunriver retreat; 5bed, 4primarysuite,Theatre rm!!

Sleeps 15 · 5 bedrooms · 5+ bathrooms

1010 out of 10

Exceptionalexceptional

68 reviews(68 reviews)

More information about Sunriver retreat; 5bed, 4primarysuite,Theatre rm!!, opens in a new tab

YELP37 - Private Indoor Pool + Hot Tub, A/C, Foosball

Sleeps 12 · 4 bedrooms · 2+ bathrooms

9.29.2 out of 10

Wonderfulwonderful

27 reviews(27 reviews)

More information about YELP37 - Private Indoor Pool + Hot Tub, A/C, Foosball, opens in a new tab

Premier Host

Incredible Sunriver Retreat, Pet Friendly, Next to Pool and Golf Course, Hot Tub, BBQ

Sleeps 8 · 3 bedrooms · 3 bathrooms

9.69.6 out of 10

Exceptionalexceptional

42 reviews(42 reviews)

More information about Incredible Sunriver Retreat, Pet Friendly, Next to Pool and Golf Course, Hot Tub, BBQ, opens in a new tab

Premier Host

Family-friendly Home With Three Master Suites and 8 SHARC passes!

Sleeps 8 · 3 bedrooms · 3 bathrooms

9.89.8 out of 10

Exceptionalexceptional

41 reviews(41 reviews)

More information about Family-friendly Home With Three Master Suites and 8 SHARC passes!, opens in a new tab

Premier Host

Fantastic Sunriver retreat for all seasons!

Sleeps 16 · 5 bedrooms · 5+ bathrooms

1010 out of 10

Exceptionalexceptional

103 reviews(103 reviews)

More information about Fantastic Sunriver retreat for all seasons!, opens in a new tab

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

More holiday ideas

Lodging
Holiday Rentals

Bed and breakfasts in Umatilla Fish Hatchery
Standard Link for Bed and breakfasts in Umatilla Fish Hatchery
Hotels in Koosah Falls
Standard Link for Hotels in Koosah Falls
Farm rentals in Keizer Rapids Dog Park
Standard Link for Farm rentals in Keizer Rapids Dog Park
Houses in Sherars Falls
Standard Link for Houses in Sherars Falls
Longstay Hotels in Oregon
Standard Link for Longstay Hotels in Oregon
Guest houses in Silver Falls State Park
Standard Link for Guest houses in Silver Falls State Park
Hotels in Dexter Lake
Standard Link for Hotels in Dexter Lake
Longstay Hotels in Corvallis
Standard Link for Longstay Hotels in Corvallis
Mountain rentals near Crane Prairie Reservoir
Standard Link for Mountain rentals near Crane Prairie Reservoir
Rentals with pool near Humbug Mountain State Park
Standard Link for Rentals with pool near Humbug Mountain State Park
Lodges in Oregon Caves National Monument
Standard Link for Lodges in Oregon Caves National Monument
Hotels in Oregon Caves National Monument
Standard Link for Hotels in Oregon Caves National Monument
Rv and caravan rentals in Manhattan Beach
Standard Link for Rv and caravan rentals in Manhattan Beach
Lodges in Willamette Stone State Park
Standard Link for Lodges in Willamette Stone State Park
Hotels in Lincoln Beach
Standard Link for Hotels in Lincoln Beach
Guest houses in Sweet Creek Falls
Standard Link for Guest houses in Sweet Creek Falls
Lodges in Chemult Ranger Station
Standard Link for Lodges in Chemult Ranger Station
Cabins in Packard Creek Campground
Standard Link for Cabins in Packard Creek Campground
Bed and breakfasts in Packard Creek Campground
Standard Link for Bed and breakfasts in Packard Creek Campground
Lodges in Bastendorff Beach
Standard Link for Lodges in Bastendorff Beach
Family rentals near Winkelman Dog Park
Standard Link for Family rentals near Winkelman Dog Park
Apartments in Tumalo State Park
Standard Link for Apartments in Tumalo State Park
Bed and breakfasts in Sellwood Dog Park
Standard Link for Bed and breakfasts in Sellwood Dog Park
Guest houses in Sellwood Dog Park
Standard Link for Guest houses in Sellwood Dog Park
Hotels in Granite Creek
Standard Link for Hotels in Granite Creek
Villas in East Holladay Dog Park
Standard Link for Villas in East Holladay Dog Park
Lodges in Smith Rock State Park
Standard Link for Lodges in Smith Rock State Park
Lodges in Park Lanes Family Entertainment Center
Standard Link for Lodges in Park Lanes Family Entertainment Center
Rv and caravan rentals in Slackwater Beach
Standard Link for Rv and caravan rentals in Slackwater Beach
Lodges in White River
Standard Link for Lodges in White River
Cabins in Alfred A. Loeb State Park
Standard Link for Cabins in Alfred A. Loeb State Park
Hotels in Salmon River
Standard Link for Hotels in Salmon River
Apartments in Smith River
Standard Link for Apartments in Smith River
Hotels in Port Orford Heads State Park
Standard Link for Hotels in Port Orford Heads State Park
Rv and caravan rentals in Potso Dog Park
Standard Link for Rv and caravan rentals in Potso Dog Park
Lodges in Hood River
Standard Link for Lodges in Hood River
Hotels in Crooked River Dog Park
Standard Link for Hotels in Crooked River Dog Park
Rentals with pool near Arbor Lodge Park Off Leash Area
Standard Link for Rentals with pool near Arbor Lodge Park Off Leash Area
Rv and caravan rentals in Arbor Lodge Park Off Leash Area
Standard Link for Rv and caravan rentals in Arbor Lodge Park Off Leash Area
Longstay near Eagle Crest
Standard Link for Longstay near Eagle Crest
Lodges in William L. Finley National Wildlife Refuge
Standard Link for Lodges in William L. Finley National Wildlife Refuge
Bed and breakfasts in Hug Point State Park
Standard Link for Bed and breakfasts in Hug Point State Park
Houses in Beachside State Recreation Site
Standard Link for Houses in Beachside State Recreation Site
Hotels in Rogue River
Standard Link for Hotels in Rogue River
Lodges in Detroit Lake State Park
Standard Link for Lodges in Detroit Lake State Park
Pet-Friendly rentals near Crooked River
Standard Link for Pet-Friendly rentals near Crooked River
Hotels in Nehalem Bay State Park
Standard Link for Hotels in Nehalem Bay State Park
Rv and caravan rentals in Pilot Butte State Park
Standard Link for Rv and caravan rentals in Pilot Butte State Park
Hotels in Umpqua Myrtle State Park
Standard Link for Hotels in Umpqua Myrtle State Park
Hotels in Oswald West State Park
Standard Link for Hotels in Oswald West State Park
Lodges in Oswald West State Park
Standard Link for Lodges in Oswald West State Park
Rv and caravan rentals in Beaver Creek State Natural Area
Standard Link for Rv and caravan rentals in Beaver Creek State Natural Area
Hotels in Independence Dog Park
Standard Link for Hotels in Independence Dog Park
Cabins in Rooster Rock State Park
Standard Link for Cabins in Rooster Rock State Park
Rv and caravan rentals in Secret Beach
Standard Link for Rv and caravan rentals in Secret Beach
Resorts in Neptune Beach
Standard Link for Resorts in Neptune Beach
Resorts in Umpqua Hot Springs
Standard Link for Resorts in Umpqua Hot Springs
Pet-Friendly rentals near Luuwit View Dog Park
Standard Link for Pet-Friendly rentals near Luuwit View Dog Park
Houses in North Umpqua River
Standard Link for Houses in North Umpqua River
Longstay Hotels in Cannon Beach
Standard Link for Longstay Hotels in Cannon Beach
Lodges in Harris Beach
Standard Link for Lodges in Harris Beach
Lodges in Hazeldale Dog Park
Standard Link for Lodges in Hazeldale Dog Park
Country houses in Austin Hot Springs
Standard Link for Country houses in Austin Hot Springs
Apartments in Austin Hot Springs
Standard Link for Apartments in Austin Hot Springs
Townhouses in Austin Hot Springs
Standard Link for Townhouses in Austin Hot Springs
Lodges in Austin Hot Springs
Standard Link for Lodges in Austin Hot Springs
Hotels in Portland International Raceway Off Leash Area
Standard Link for Hotels in Portland International Raceway Off Leash Area
Cabins in Tenmile Lake
Standard Link for Cabins in Tenmile Lake
Pet-Friendly rentals near Cascadia State Park
Standard Link for Pet-Friendly rentals near Cascadia State Park
Hotels in Umpqua River
Standard Link for Hotels in Umpqua River

Three Rivers Holiday Rentals
Standard Link for Three Rivers Holiday Rentals
River Village Holiday Rentals
Standard Link for River Village Holiday Rentals
Lost Tracks Golf Club Holiday Rentals
Standard Link for Lost Tracks Golf Club Holiday Rentals
West Hills Holiday Rentals
Standard Link for West Hills Holiday Rentals
Old Bend Holiday Rentals
Standard Link for Old Bend Holiday Rentals
Orchard District Holiday Rentals
Standard Link for Orchard District Holiday Rentals
Deschutes River Holiday Rentals
Standard Link for Deschutes River Holiday Rentals
Bend Holiday Rentals
Standard Link for Bend Holiday Rentals
Overlook Park Holiday Rentals
Standard Link for Overlook Park Holiday Rentals
Sunriver Resort Golf Course Holiday Rentals
Standard Link for Sunriver Resort Golf Course Holiday Rentals
Aquila Lodge Holiday Rentals
Standard Link for Aquila Lodge Holiday Rentals
Meadow Village Holiday Rentals
Standard Link for Meadow Village Holiday Rentals
Meadow House Holiday Rentals
Standard Link for Meadow House Holiday Rentals
Century West Holiday Rentals
Standard Link for Century West Holiday Rentals
Deer Park Holiday Rentals
Standard Link for Deer Park Holiday Rentals
Deschutes County Holiday Rentals
Standard Link for Deschutes County Holiday Rentals
Ranch Cabins Holiday Rentals
Standard Link for Ranch Cabins Holiday Rentals
Deschutes River Woods Holiday Rentals
Standard Link for Deschutes River Woods Holiday Rentals
River West Holiday Rentals
Standard Link for River West Holiday Rentals
Southern Crossing Holiday Rentals
Standard Link for Southern Crossing Holiday Rentals
Larkspur Holiday Rentals
Standard Link for Larkspur Holiday Rentals
River Forest Acres Holiday Rentals
Standard Link for River Forest Acres Holiday Rentals
Black Butte Ranch Holiday Rentals
Standard Link for Black Butte Ranch Holiday Rentals
Circle 4 Ranch Cabins Holiday Rentals
Standard Link for Circle 4 Ranch Cabins Holiday Rentals
Fremont Crossing Holiday Rentals
Standard Link for Fremont Crossing Holiday Rentals
Sunriver Holiday Rentals
Standard Link for Sunriver Holiday Rentals
Southeast Bend Holiday Rentals
Standard Link for Southeast Bend Holiday Rentals
Fairway Crest Village Holiday Rentals
Standard Link for Fairway Crest Village Holiday Rentals
Terrebonne Holiday Rentals
Standard Link for Terrebonne Holiday Rentals
Oregon Water Wonderland Holiday Rentals
Standard Link for Oregon Water Wonderland Holiday Rentals

Woodlands holiday rentals

Find spaces that suit your style

Find the best place to stay - Woodlands

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

Peace of mind

More quality time

All the privacy of home

More for less

More holiday ideas