Book Holiday Homes in Gresham

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Gresham

Gem in Milwaukie 2 bedroom - 2 Bathroom -  Huge yard

Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard

Milwaukie
The price is AU$534 per night from 24 Nov to 25 Nov
AU$534
includes taxes & fees
24 Nov - 25 Nov
With a stay at this vacation home in Milwaukie, you'll be within a 15-minute drive of Oregon Convention Center and Oregon Health and Science University.
Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard
Springdale Farm & Views - the Gorge, Downtown, Mt. Hood

Springdale Farm & Views - the Gorge, Downtown, Mt. Hood

Troutdale
The price is AU$295 per night from 23 Nov to 24 Nov
AU$295
includes taxes & fees
23 Nov - 24 Nov
Located in Troutdale, this vacation home is a 1-minute drive from Columbia River Gorge National Scenic Area and 6 minutes from Sandy River.
Springdale Farm & Views - the Gorge, Downtown, Mt. Hood
Designer Owned House on Vibrant Williams Avenue near Mississippi

Designer Owned House on Vibrant Williams Avenue near Mississippi

Portland
The price is AU$537 per night from 2 Dec to 3 Dec
AU$537
includes taxes & fees
2 Dec - 3 Dec
With a stay at this vacation home, you'll be centrally located in Portland, a 5-minute drive from Oregon Convention Center and 5 minutes from Moda Center.
Designer Owned House on Vibrant Williams Avenue near Mississippi
Save an average of 15% on thousands of hotels when you're signed in
Camas Lakehouse With Private Hot Tub

Camas Lakehouse With Private Hot Tub

Camas
The price is AU$559 per night from 4 Dec to 5 Dec
AU$559
includes taxes & fees
4 Dec - 5 Dec
Located in Camas, this vacation home is on a lake, a 3-minute walk from Lacamas Lake Regional Park and within a 5-minute drive of Washougal River.
Camas Lakehouse With Private Hot Tub
Sunny 1400 SQFT Dutch Colonial in Portland Heights - 5 min to downtown, NW 23rd

Sunny 1400 SQFT Dutch Colonial in Portland Heights - 5 min to downtown, NW 23rd

Portland
With a stay at this vacation home, you'll be centrally located in Portland, a 4-minute drive from Portland State University and 9 minutes from Oregon Convention ...
Sunny 1400 SQFT Dutch Colonial in Portland Heights - 5 min to downtown, NW 23rd
Estate Surrounded By Trees, Hills, and Farmland, w/ Fire-Pits, Air Hockey, Foosball, BBQ, Pet-Friend

Estate Surrounded By Trees, Hills, and Farmland, w/ Fire-Pits, Air Hockey, Foosball, BBQ, Pet-Friend

Damascus
Located in Damascus, this vacation home is in the mountains, a 4-minute drive from Damascus Fancy Plants Garden Center and 7 minutes from Gresham Pioneer ...
Estate Surrounded By Trees, Hills, and Farmland, w/ Fire-Pits, Air Hockey, Foosball, BBQ, Pet-Friend
Exquisite Historic Suite Close to Downtown  14-21673

Exquisite Historic Suite Close to Downtown 14-21673

Portland
The price is AU$285 per night from 2 Dec to 3 Dec
AU$285
includes taxes & fees
2 Dec - 3 Dec
With a stay at this vacation home, you'll be centrally located in Portland, a 4-minute drive from Portland State University and 9 minutes from Oregon Convention ...
Exquisite Historic Suite Close to Downtown 14-21673
Large Cozy Home

Large Cozy Home

Happy Valley
The price is AU$690 per night from 2 Dec to 3 Dec
AU$690
includes taxes & fees
2 Dec - 3 Dec
With a stay at this vacation home in Happy Valley (Southgate), you'll be within a 5-minute drive of Clackamas Town Center and Kaiser Permanente Sunnyside Medical ...
Large Cozy Home
Excellent Location, Close to Parks, Groceries, Single Level Detached Retreat, 15 Minutes to Portland

Excellent Location, Close to Parks, Groceries, Single Level Detached Retreat, 15 Minutes to Portland

Portland
With a stay at this vacation home in Portland (Southeast Portland), you'll be within a 15-minute drive of Oregon Convention Center and Oregon Health and Science ...
Excellent Location, Close to Parks, Groceries, Single Level Detached Retreat, 15 Minutes to Portland
Don't see what you're looking for?
See all available properties in Gresham
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Gresham Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Gresham vacation homes are the perfect way for you to wing it.

Holiday houses in Gresham let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Gresham in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Gresham adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Gresham with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Gresham vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Gresham Holiday Homes essential information

Accommodation
793 Holiday Homes
Lowest Price
AU$144
Highest Price
AU$690
Popular accommodation
Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard, Springdale Farm & Views - the Gorge, Downtown, Mt. Hood, Designer Owned House on Vibrant Williams Avenue near Mississippi, Camas Lakehouse With Private Hot Tub, Sunny 1400 SQFT Dutch Colonial in Portland Heights - 5 min to downtown, NW 23rd, Estate Surrounded By Trees, Hills, and Farmland, w/ Fire-Pits, Air Hockey, Foosball, BBQ, Pet-Friend, Exquisite Historic Suite Close to Downtown 14-21673, Large Cozy Home, Excellent Location, Close to Parks, Groceries, Single Level Detached Retreat, 15 Minutes to Portland

Top trending hotels in Gresham

Courtyard by Marriott Portland City Center

Courtyard by Marriott Portland City Center

3.5 out of 5
550 SW Oak Street, Portland, OR
Fully refundable
The price is AU$170 per night from 18 Dec to 19 Dec
AU$170
includes taxes & fees
18 Dec - 19 Dec
Courtyard by Marriott Portland City Center is centrally located in Portland, a 4-minute walk from Pioneer Courthouse Square and 8 minutes by foot from Portland ...
Courtyard by Marriott Portland City Center
Red Lion Hotel Portland Airport

Red Lion Hotel Portland Airport

3 out of 5
7101 NE 82nd Ave, Portland, OR
Fully refundableReserve now, pay when you stay
The price is AU$144 per night from 17 Dec to 18 Dec
AU$144
includes taxes & fees
17 Dec - 18 Dec
With a stay at Red Lion Hotel Portland Airport in Portland (Northeast Portland), you'll be within a 15-minute drive of Oregon Convention Center and Moda ...
Red Lion Hotel Portland Airport
Moxy Portland Downtown

Moxy Portland Downtown

3 out of 5
585 SW 10TH AVENUE, Portland, OR
Fully refundableReserve now, pay when you stay
The price is AU$197 per night from 28 Nov to 29 Nov
AU$197
includes taxes & fees
28 Nov - 29 Nov
Located in Portland (Downtown Portland), Moxy Portland Downtown is within a 15-minute walk of Pioneer Courthouse and Portland State University.
Moxy Portland Downtown
Save an average of 15% on thousands of hotels when you're signed in
Embassy Suites by Hilton Portland Airport

Embassy Suites by Hilton Portland Airport

3.5 out of 5
7900 Ne 82nd Ave, Portland, OR
Fully refundableReserve now, pay when you stay
The price is AU$197 per night from 27 Nov to 28 Nov
AU$197
includes taxes & fees
27 Nov - 28 Nov
With a stay at Embassy Suites by Hilton Portland Airport in Portland (Northeast Portland), you'll be within a 15-minute drive of Oregon Convention Center and ...
Embassy Suites by Hilton Portland Airport
Don't see what you're looking for?
See all available properties in Gresham
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.