Holiday Homes in Portland

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Check prices for these dates

In two weeks
13 Mar - 15 Mar
In two months
24 Apr - 26 Apr
In three months
22 May - 24 May
In four months
19 Jun - 21 Jun

Our top choices for Portland holiday homes

Property grounds

Holiday Home in Wilsonville

Creekside Haven
10.0 out of 10, Exceptional, (64 reviews)
"Great stay, close to Portland. Clean and easy to get too. Would stay again. "
United States
Kathleen M.
The price is €170
includes taxes & fees
2 Mar - 3 Mar
Creekside Haven
Smart TV, books

Holiday Home in Southwest Portland

Granny Flat in leafy SW Portland
9.4 out of 10, Exceptional, (21 reviews)
"Nice place!"
United States
Mark
The price is €120
includes taxes & fees
2 Mar - 3 Mar
Granny Flat in leafy SW Portland
Fridge, microwave, oven, stovetop

Holiday Home in Milwaukie

Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard
9.6 out of 10, Exceptional, (110 reviews)
"It was a nice peaceful getaway spot very quiet. "
United States
Reuben F.
The price is €263
includes taxes & fees
2 Mar - 3 Mar
Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard
Terrace/patio

Holiday Home in First Addition

#StayInMyDistrict Lake Oswego Honey Bee Cottage
9.6 out of 10, Exceptional, (35 reviews)
"The place is great, it has everything you need and was very clean, good WiFi too. "
United States
Steven P.
The price is €200
includes taxes & fees
5 Mar - 6 Mar
#StayInMyDistrict Lake Oswego Honey Bee Cottage
Outdoor dining

Holiday Home in Ardenwald

Beautiful Art Filled Home 15 minutes to Downtown
10.0 out of 10, Exceptional, (75 reviews)
"Cute clean house. Very much enjoyed the stay."
United States
John C.
The price is €242
includes taxes & fees
7 Mar - 8 Mar
Beautiful Art Filled Home 15 minutes to Downtown
Exterior

Holiday Home in North Portland

St. Johns Nest, Near Cathedral Park
The price is €297
includes taxes & fees
2 Mar - 3 Mar
St. Johns Nest, Near Cathedral Park
Fridge, microwave, oven, stovetop

Holiday Home in Southeast Portland

2BR Upper unit - Sleeps 4 - Trendy Area - Walk Everywhere
The price is €224
includes taxes & fees
2 Mar - 3 Mar
2BR Upper unit - Sleeps 4 - Trendy Area - Walk Everywhere
1 bedroom, iron/ironing board, travel cot, WiFi

Holiday Home in Southeast Portland

The Sunstone • Modern Tiny House • Prime Location
7.6 out of 10, Good, (4 reviews)
"My second stay. It is a wonderful and quiet respite after spending full days with family. Air conditioning was a plus during the heat spell."
United States
Margaret W.
The price is €137
includes taxes & fees
2 Mar - 3 Mar
The Sunstone • Modern Tiny House • Prime Location
Interior

Holiday Home in Northeast Portland

Two Rivers Relaxing Retreat
9.8 out of 10, Exceptional, (58 reviews)
"Very cute accommodations in a neighborhood perfectly located for all our Portland activities. Thanks to the hosts for a wonderful stay! "
United States
Francesca N.
The price is €205
includes taxes & fees
2 Mar - 3 Mar
Two Rivers Relaxing Retreat
Exterior

Holiday Home in North Portland

Hip and cozy dog-friendly Mississippi Victorian
10.0 out of 10, Exceptional, (10 reviews)
"We loved our stay at this house! It's in a very cute walkable area near so many shops and restaurants! We met the owner and he was very friendly and even gave us great recommendations for things to do in the area. "
United States
Karlina O.
The price is €234
includes taxes & fees
2 Mar - 3 Mar
Hip and cozy dog-friendly Mississippi Victorian
Terrace/patio

Holiday Home in West Linn

Exquisite Forested Retreat, Pet Friendly, Huge Patio w/ Fire-Table and TV, Steps From Dockside
9.8 out of 10, Exceptional, (28 reviews)
"This place was amazing so adorable so Clean absolutely loved it"
United States
Robyn S.
The price is €324
includes taxes & fees
2 Mar - 3 Mar
Exquisite Forested Retreat, Pet Friendly, Huge Patio w/ Fire-Table and TV, Steps From Dockside
1 bedroom, desk, iron/ironing board, free WiFi

Holiday Home in Ellsworth

Bungalow Guest House
9.0 out of 10, Wonderful, (34 reviews)
"Reserved this for my daughter, her husband, and granddaughter, they also have 2 dogs. They were very happy with the accommodations "
United States
Michael P.
The price is €168
includes taxes & fees
9 Mar - 10 Mar
Bungalow Guest House
Outdoor dining

Holiday Home in Rosemont Summit

West Linn modern 2 rooms, EV charger, patio, fire pit, forest view, deer glazing
8.8 out of 10, Excellent, (22 reviews)
"Nice, clean place in a good neighborhood."
United States
Andrew M.
The price is €209
includes taxes & fees
5 Mar - 6 Mar
West Linn modern 2 rooms, EV charger, patio, fire pit, forest view, deer glazing
Exterior

Holiday Home in Happy Valley

Family-Friendly Townhouse with High-Speed WiFi, and Washer/Dryer
7.8 out of 10, Good, (27 reviews)
"Good location with easy access to my sisters home. Would stay here again "
United States
Jeffrey
The price is €375
includes taxes & fees
2 Mar - 3 Mar
Family-Friendly Townhouse with High-Speed WiFi, and Washer/Dryer
Dining

Holiday Home in Portland

Charming 3-bedroom house in Portland
9.8 out of 10, Exceptional, (14 reviews)
"Great location, roomy, clean, close to everything!"
United States
John M.
The price is €276
includes taxes & fees
2 Mar - 3 Mar
Charming 3-bedroom house in Portland
1 bedroom, desk, iron/ironing board, travel cot

Holiday Home in Southeast Portland

#StayinMyDistrict Pendelton Place Walk to Mt Tabor
8.8 out of 10, Excellent, (16 reviews)
"Very nice location. Rental was clean and comfortable. Host communication was phenomenal. Cute little gem and we would certainly book again!"
United States
Diane W.
The price is €149
includes taxes & fees
2 Mar - 3 Mar
#StayinMyDistrict Pendelton Place Walk to Mt Tabor
Dining

Holiday Home in Gresham

#StayinMyDistrict Gorge-Mt Hood
9.6 out of 10, Exceptional, (21 reviews)
"The location is great. Very clean and quiet right on the beautiful beach. rooms are on the small side but comfortable. Would definitely recommend. "
United States
Shawn P.
The price is €259
includes taxes & fees
8 Mar - 9 Mar
#StayinMyDistrict Gorge-Mt Hood
TV, stereo

Holiday Home in Southeast Portland

Coda - Woodstock Getaway - Dog Friendly
9.8 out of 10, Exceptional, (7 reviews)
"The dwelling was in great condition, and the decorations were very charming. I loved the record theme! It was very close to the friend I was visiting; I could walk to her house. "
United States
Anonymous traveller
The price is €270
includes taxes & fees
2 Mar - 3 Mar
Coda - Woodstock Getaway - Dog Friendly
Smart TV

Holiday Home in Bull Mountain

Spectacular Choice: Sleeps 6, Your Dog Welcome Too
9.8 out of 10, Exceptional, (44 reviews)
"Great feel and well furnished. "
United States
Donna S.
The price is €231
includes taxes & fees
9 Mar - 10 Mar
Spectacular Choice: Sleeps 6, Your Dog Welcome Too
Outdoor dining

Holiday Home in Southwest Portland

Exquisite Historic Suite Close to Downtown 14-21673
10.0 out of 10, Exceptional, (513 reviews)
"Beautiful place!"
United States
Talia B.
The price is €120
includes taxes & fees
2 Mar - 3 Mar
Exquisite Historic Suite Close to Downtown 14-21673
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.
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Top Portland Hotel Reviews

Radisson Hotel Portland Airport

Radisson Hotel Portland Airport

10/10 Excellent
"This is a perfect place to stay. It is spotlessly clean, quiet, lovely surroundings and a good restaurant. The staff are friendly, helpful and amazing."
Karen 1-night trip
Posted 22 hours ago
Radisson Hotel Portland Airport

Find out more about Portland

Portland Holiday Homes information

Number of reviews
1,038
Accommodation
787 Holiday Homes
Lowest Price
€120
Highest Price
€375