Bend-Tumalo-Sisters Getaway: Hot Tub! AC! WIFI image 1
Bend-Tumalo-Sisters Getaway: Hot Tub! AC! WIFI image 2
Bend-Tumalo-Sisters Getaway: Hot Tub! AC! WIFI image 3
Bend-Tumalo-Sisters Getaway: Hot Tub! AC! WIFI image 4
Bend-Tumalo-Sisters Getaway: Hot Tub! AC! WIFI image 5

Tumalo Getaway

1 bedroom·1 bath
Bend • Oregon
4.55(11 reviews)

$656.67 USD total for 3 nights

Sep 28 – Oct 1, 2026

Hot Tub, Outdoor Dining, Fire Pit and Seating
All yard areas fenced in for dog play space
One block to park, 4 min walk to stairs to beach
Open kitchen, theater seating perfect for gathering and relaxing.
Family Oasis: Hot Tub, Pool Table, Dog Friendly image 5

Olim Oasis

4 bedrooms·2½ baths
Lincoln City • Oregon
5(1 review)

$1,292.00 USD total for 3 nights

Sep 24 – 27, 2026

Mountain views
Great sunrises and sunsets
Front of house
Pond with catch and release fish
Outside fireplace

20 acre ranch Bend Or

7 bedrooms·4 baths
Bend • Oregon
5(83 reviews)

$5,550.00 USD $5,055.00 USD total for 3 nights

Sep 21 – 24, 2026

Living Room
Front bedroom with one queen and Ethernet access
Multuonmah Fall
Outdoor sitting in fenced backyard
Family room

Portland 2 bedrooms Suburban with crib near PDX

2 bedrooms·1 bath
Portland • Oregon
5(2 reviews)

$920.00 USD total for 3 nights

Sep 21 – 24, 2026

Spacious living room with plenty of room for movie nights, storytelling, and making memories together. A cozy spot to relax, laugh, and enjoy time
Not your average spa. This is a HOT SPRNGS LUXURY spa features powerful high-jet hydro massage for deep relaxation after a day of adventure, turning every day into a dreamy escape.
This 3D massage chair offers deep tissue, Thai massage, full relaxation, and even stretch modes. It’s located in the primary bedroom.
A kitchen designed to feel bright, calm, and quietly luxurious. Soft LED lighting highlights every detail, creating a warm glow that feels both inviting and refined. A space where mornings feel peaceful and evenings feel special.
This is our main floor patio, featuring a Weber Genesis grill and a gas firepit.

Stefenee Lodge

5 bedrooms·2½ baths
Sandy • Oregon
5(73 reviews)

$1,584.05 USD total for 3 nights

Sep 21 – 24, 2026

Mid-Century Forest Retreat • 5BR • Monthly Only image 1
Mid-Century Forest Retreat • 5BR • Monthly Only image 2
living room with lots of bright light
Mid-Century Forest Retreat • 5BR • Monthly Only image 4
Mid-Century Forest Retreat • 5BR • Monthly Only image 5

Mid-Century Forest Retreat • Deck & Wooded Yard

4 bedrooms·3 baths
Tigard • Oregon
5(2 reviews)
$350/ night(excl. fees & taxes)
2 story, 2 bath Downtown View Condo
2 story, 2 bath Downtown View Condo
2 story, 2 bath Downtown View Condo
2 story, 2 bath Downtown View Condo
2 story, 2 bath Downtown View Condo

2 story, 2 bath Downtown View Condo

1 bedroom·2 baths
Portland • Oregon
4.94(171 reviews)

$3,060.00 USD total for 30 nights

Sep 21 – Oct 21, 2026

Sleeps 30, Riverfront, HotTub, PoolTable, DiscGolf - Holiday Home
Sleeps 30, Riverfront, HotTub, PoolTable, DiscGolf - Holiday Home
Sleeps 30, Riverfront, HotTub, PoolTable, DiscGolf - Holiday Home
Airy vaulted great room: chef’s kitchen, island seating, leather lounge
Sleeps 30, Riverfront, HotTub, PoolTable, DiscGolf - Holiday Home

Sleeps 30, Riverfront, HotTub, PoolTable, DiscGolf - Holiday Home

11 bedrooms·6 baths
Sunriver • Oregon
5(55 reviews)

$3,180.00 USD total for 3 nights

Sep 21 – 24, 2026

Escape to the Roseway Retreat image 1
Escape to the Roseway Retreat image 2
Escape to the Roseway Retreat image 3
Escape to the Roseway Retreat image 4
Feel free to sit in our shared courtyard

Escape to the Roseway Retreat

1 bedroom·1 bath
Portland • Oregon
5(113 reviews)

$360.60 USD total for 3 nights

Sep 20 – 23, 2026

Front exterior of cottage
Full retro kitchen with 1949 GE range complete with deep well.
Disney Princess armoire for inside play only. So many Disney Park gowns, slippers, jewelry and tiaras. Sizes from 12 months to 8 years.
Ariel photo of Rockaway Cottage
Living room with chest full of family games

Quiet, Oceanfront Neighborhood, Child Friendly

2 bedrooms·2 baths
Rockaway Beach • Oregon
4.98(166 reviews)
$200/ night(excl. fees & taxes)
Second Floor: Primary Bedroom
Our Sweet Digs
Front Door: Keyless Access
Entry Way
Our Sweet Digs

Our Sweet Digs

3 bedrooms·2 baths
Hermiston • Oregon
4.96(67 reviews)

$3,125.00 USD total for 3 nights

Oct 2 – 5, 2026

Big Tree Retreat cabin built in 2019 ✌
Views of the Salmon River from the new hot tub!
Cozy wood stove. A small stack of wood is provided.
Large living/dining with light & bright vaulted ceiling.
Big Tree Retreat: Hot tub, Woodstove, Salmon River

Big Tree Retreat: Hot tub, Woodstove, Salmon River

3 bedrooms·2½ baths
Mount Hood Village • Oregon
5(46 reviews)

$1,007.00 USD total for 3 nights

Sep 21 – 24, 2026

Mid-Century Mod Beauty - Projector, Free Parking!
Mid-Century Mod Beauty - Projector, Free Parking!
Mid-Century Mod Beauty - Projector, Free Parking!
Mid-Century Mod Beauty - Projector, Free Parking!
Mid-Century Mod Beauty - Projector, Free Parking!

Mid-Century Mod Beauty - Projector, Free Parking!

3 bedrooms·2 baths
Beaverton • Oregon
4.83(6 reviews)

$923.34 USD total for 3 nights

Oct 26 – 29, 2026

Cozy Mt Hood Cabin - Pool, Wifi, Fire pit
Cozy Mt Hood Cabin - Pool, Wifi, Fire pit
Cozy Mt Hood Cabin - Pool, Wifi, Fire pit
Cozy Mt Hood Cabin - Pool, Wifi, Fire pit
Cozy Mt Hood Cabin - Pool, Wifi, Fire pit

Cozy Mt Hood Cabin - Pool, Wifi, Fire pit

2 bedrooms·1 bath
Rhododendron • Oregon

$623.08 USD total for 3 nights

Sep 21 – 24, 2026

Living room where you can keep an eye on the kids in the backyard
Front of house
Dining area looking into living area
Backyard with play structure
Front porch

Spacious Walkable 4BR/3BA Free Parking, A/C!

4 bedrooms·2 baths
Portland • Oregon

$1,091.25 USD total for 3 nights

Sep 22 – 25, 2026

Stylish Mt.Hood - Dogs OK, Hot Tub, Wifi, Fire!
Stylish Mt.Hood - Dogs OK, Hot Tub, Wifi, Fire!
Dine-at counter adjacent to the dining room table
Stylish Mt.Hood - Dogs OK, Hot Tub, Wifi, Fire!
Stylish Mt.Hood - Dogs OK, Hot Tub, Wifi, Fire!

Stylish Mt.Hood - Dogs OK, Hot Tub, Wifi, Fire!

3 bedrooms·2 baths
Rhododendron • Oregon

$718.01 USD total for 3 nights

Sep 21 – 24, 2026

Lodge fireplace- pet friendly, adventure base camp to the great outdoors for skiing, golfing, hiking, biking, fishing, rafting, swimming, ice skating, climbing in the great high desert of Oregon near Sun River and Bend.
Main lodge- pet friendly, adventure base camp to the great outdoors for skiing, golfing, hiking, biking, fishing, rafting, swimming, ice skating, climbing in the great high desert of Oregon near Sun River and Bend.
Main bedroom- pet friendly, adventure base camp to the great outdoors for skiing, golfing, hiking, biking, fishing, rafting, swimming, ice skating, climbing in the great high desert of Oregon near Sun River and Bend.
Murphy bed- pet friendly, adventure base camp to the great outdoors for skiing, golfing, hiking, biking, fishing, rafting, swimming, ice skating, climbing in the great high desert of Oregon near Sun River and Bend.
Resort Condo with Pools & Hot Tub

Resort Condo with Pools & Hot Tub

1 bedroom·1 bath
Bend • Oregon

$514.11 USD total for 3 nights

Sep 20 – 23, 2026

Ashland 2 Double Suite w/Gym & pool image 1
Ashland 2 Double Suite w/Gym & pool image 2
Ashland 2 Double Suite w/Gym & pool image 3
Ashland 2 Double Suite w/Gym & pool image 4
Ashland 2 Double Suite w/Gym & pool image 5

Ashland 2 Double Suite w/Gym & pool

1 bedroom·1 bath
Ashland • Oregon

$776.65 USD total for 3 nights

Sep 20 – 23, 2026

Master Bedroom
Master Bedroom - Comfy King Bed with private bathroom & large closet
Cute 3 bedroom home with front porch and large back deck
Front porch
living room

Eugene / Springfield Vacation Home 3 bedroom - 2 bath. Easy Access.

3 bedrooms·2 baths
Springfield • Oregon

$745.20 USD total for 3 nights

Sep 27 – 30, 2026

Cozy private smokeless fire pit for roasting marshmallows or having a casual conversation. The lights come on automatically at dusk, lighting the way for your late arrival if needed. Private whole house cozy cottage on relaxing burbling creek. Gateway to
Our private, yet open to the view 3 person hot tub is just right thing after a long day of driving or hiking. Covered roof means that you can enjoy this during the raining months, and a dimmable light means enjoy it at night.. The outdoor shower is only a
Spaciousness and relaxing vibes are what await you. Private whole house cozy cottage on relaxing burbling creek. Gateway to the McKenzie River recreation area where you can enjoy mountain bike riding, rafting, hiking, kayaking, canoeing, camping, tubing,
Our covered outdoor shower with unlimited hot water is just what you need to feel invigorated and ready for the outdoors. The outdoor shower is only available during warmer months to prevent freezing water pipes and damages.Private whole house cozy cottag
Cozy studio tiny house. Includes full size master bed with 12" foam mattress, futon couch that makes into a full size bed as well, dining table for 4 people, standing mirror, kitchen, microwave, 2 burner hot plate, fridge, and more.

Creekside Cottage with Hot Tub

1 bedroom·1 bath
Springfield • Oregon

$708.32 USD total for 3 nights

Oct 2 – 5, 2026

Ashland 2 Queen studio w/Gym, pool image 1
Ashland 2 Queen studio w/Gym, pool image 2
Ashland 2 Queen studio w/Gym, pool image 3
Ashland 2 Queen studio w/Gym, pool image 4
Ashland 2 Queen studio w/Gym, pool image 5

Ashland 2 Queen studio w/Gym, pool

1 bedroom·1 bath
Ashland • Oregon

$637.68 USD total for 3 nights

Sep 20 – 23, 2026

Ashland King studio w/Gym & pool image 1
Ashland King studio w/Gym & pool image 2
Ashland King studio w/Gym & pool image 3
Ashland King studio w/Gym & pool image 4
Ashland King studio w/Gym & pool image 5

Ashland King studio w/Gym & pool

1 bedroom·1 bath
Ashland • Oregon

$599.57 USD total for 3 nights

Sep 20 – 23, 2026

Ashland 1 BR King Suite w/Gym & pool image 1
Ashland 1 BR King Suite w/Gym & pool image 2
Ashland 1 BR King Suite w/Gym & pool image 3
Ashland 1 BR King Suite w/Gym & pool image 4
Ashland 1 BR King Suite w/Gym & pool image 5

Ashland 1 BR King Suite w/Gym & pool

1 bedroom·1 bath
Ashland • Oregon

$820.35 USD total for 3 nights

Sep 20 – 23, 2026

Eugene Vacation 4Bed- 2Master Suites 3Bath 1GBWiFi
Eugene Vacation 4Bed- 2Master Suites 3Bath 1GBWiFi
Eugene Vacation 4Bed- 2Master Suites 3Bath 1GBWiFi
Eugene Vacation 4Bed- 2Master Suites 3Bath 1GBWiFi
Eugene Vacation 4Bed- 2Master Suites 3Bath 1GBWiFi

Eugene Vacation 4Bed- 2Master Suites 3Bath 1GBWiFi

4 bedrooms·3 baths
Eugene • Oregon

$1,300.13 USD total for 3 nights

Sep 20 – 23, 2026