Holiday homes & rentals in Portland - HomeToGo base64Hash Holiday homes & rentals in Portland - HomeToGo

Holiday homes & rentals in Portland

Find 4,819 available offers from 18 partners
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Top 15 Recommended holiday lettings in Portland

Find your perfect holiday home, apartment or cottage in Portland from just £45 per night!

Condo Concordia
Condo ∙ 2 guests ∙ 1 bedroom

Flat with garden | Pets allowed

Concordia, Northeast Portland, Portland
This inviting condo in Concordia features a kitchen, garden, parking, and welcomes pets, perfect for a getaway for two.
from £49
per night
Outstanding(12 ratings)
from £49
per night
View deal
Apartment King
Apartment ∙ 5 guests ∙ 2 bedrooms

Flat with BBQ, garden & terrace | Good for workation

King, Portland, Oregon, United States
This apartment in King features a garden, fireplace, and kitchen, accommodating up to five guests and welcoming pets.
from £100
per night
Outstanding(156 ratings)
from £100
per night
View deal
Apartment Markham
Apartment ∙ 3 guests ∙ 1 bedroom

Apartment with garden

Markham, Portland, Oregon, United States
This Markham apartment features a fireplace, kitchen, garden, and parking, perfect for a family getaway with space for three.
from £71
per night
Outstanding(4 ratings)
from £71
per night
View deal
Apartment South Tabor
Apartment ∙ 4 guests ∙ 1 bedroom

Family-oriented apartment with hot tub | Pet-friendly

South Tabor, Portland, Oregon, United States
This South Tabor apartment rental features a kitchen, hot tub, and pet-friendly spaces for up to four guests to relax and unwind.
from £98
per night
Excellent(25 ratings)
from £98
per night
View deal
Apartment Laurelhurst
Apartment ∙ 2 guests ∙ 1 bedroom

Holiday apartment with barbecue, garden & terrace | City view | Perfect for remote work

Laurelhurst, Portland, Oregon, United States
This apartment in Laurelhurst features a kitchen, garden, and parking, perfect for a relaxing getaway for two.
from £96
per night
Outstanding(208 ratings)
from £96
per night
View deal
House Mount Tabor
House ∙ 3 guests ∙ 2 bedrooms

House with barbeque & terrace | Suitable for remote work

Mount Tabor, Southeast Portland, Portland
This Mount Tabor house rental offers a kitchen, parking, and space for three, perfect for your next family getaway.
from £82
per night
Outstanding(6 ratings)
from £82
per night
View deal
House Cedar Mill
House ∙ 14 guests ∙ 5 bedrooms

Holiday home with terrace, barbeque & jacuzzi | Nature view | Good for workation

Cedar Mill, Portland, Oregon, United States
This spacious house in Cedar Mill offers a garden, hot tub, and room for 14, making it perfect for family gatherings.
from £359
per night
Outstanding(84 ratings)
from £359
per night
View deal
House Richmond
House ∙ 5 guests ∙ 2 bedrooms

Children-friendly charming holiday home with garden | Pet-friendly

Richmond, Portland, Oregon, United States
This Richmond house rental features a garden, fireplace, and kitchen, perfect for families and pets, accommodating up to five guests.
from £127
per night
Outstanding(50 ratings)
from £127
per night
View deal
House Kenton
House ∙ 2 guests ∙ 1 bedroom

Holiday home with garden

Kenton, Portland, Oregon, United States
This house rental in Kenton features a kitchen and garden, perfect for a memorable getaway for two.
from £57
per night
Outstanding(2 ratings)
from £57
per night
View deal
House Overlook
House ∙ 10 guests ∙ 5 bedrooms

Holiday home with barbeque, garden & terrace | City view

Overlook, Portland, Oregon, United States
This house rental in Overlook features a garden, balcony, and kitchen, accommodating up to 10 guests for an unforgettable stay.
from £327
per night
Outstanding(61 ratings)
from £327
per night
View deal
House Pleasant Valley
House ∙ 26 guests ∙ 5 bedrooms

Children-friendly holiday home with terrace, garden & barbeque | City view | Suitable for remote work

Pleasant Valley, Portland, Oregon, United States
This house rental in Pleasant Valley features a kitchen, fireplace, garden, and mountain views, accommodating up to 26 guests.
from £367
per night
from £367
per night
View deal
House North Gresham
House ∙ 8 guests ∙ 3 bedrooms

Fully equipped beautiful house with BBQ & terrace | Suitable for remote work | Pet-friendly

North Gresham, Portland, Oregon, United States
This North Gresham house rental offers a fireplace, kitchen, parking, and space for 8, welcoming pets for your perfect getaway.
from £120
per night
Very good(20 ratings)
from £120
per night
View deal
House Richmond
House ∙ 6 guests ∙ 2 bedrooms

Family-friendly holiday home with terrace & garden | Perfect for remote work | Pet-friendly

Richmond, Portland, Oregon, United States
This family-friendly house rental in Richmond features a garden, kitchen, parking, and welcomes pets, perfect for six guests.
from £63
per night
Excellent(33 ratings)
from £63
per night
View deal
House Buckman
House ∙ 6 guests ∙ 3 bedrooms

Holiday home with terrace, barbeque & garden | City view | Suitable for remote work

Buckman, Portland, Oregon, United States
This house rental in Buckman features a kitchen, garden, and parking, perfect for a family getaway with free breakfast included.
from £111
per night
Outstanding(104 ratings)
from £111
per night
View deal
House Humboldt
House ∙ 12 guests ∙ 5 bedrooms

House with garden, terrace & BBQ | City view

Humboldt, Portland, Oregon, United States
This house rental in Humboldt offers a garden, balcony, and kitchen, perfect for families and pets, accommodating up to 12 guests.
from £404
per night
Outstanding(169 ratings)
from £404
per night
View deal

Holiday homes and cottages with a garden

Apartment  Humboldt
from £87 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Flat with terrace & garden | Good for workation

5.0
Outstanding(145 ratings)
Humboldt, Portland, Oregon, United States
Garden
View deal
House  Boise
from £147 per night
House ∙ 6 guests ∙ 3 bedrooms

House with terrace & garden | Perfect for remote work

5.0
Outstanding(56 ratings)
Boise, Portland, Oregon, United States
Garden
View deal
House  Cully
from £138 per night
House ∙ 5 guests ∙ 2 bedrooms

Child-friendly charming house with garden, BBQ & terrace | Perfect for remote work | Pet-friendly

5.0
Outstanding(10 ratings)
Cully, Portland, Oregon, United States
Garden
View deal
See all offers

Best holiday homes with a patio or terrace

Apartment  Hayhurst
from £107 per night
Apartment ∙ 4 guests ∙ 1 bedroom

Family-friendly flat with terrace & garden | Pets are welcome

4.6
Excellent(38 ratings)
Hayhurst, Southwest Portland, Portland
Balcony/Patio
View deal
Apartment  Alameda
from £67 per night
Apartment ∙ 3 guests ∙ 1 bedroom

Flat with BBQ, terrace & garden | Good for workation

4.9
Outstanding(49 ratings)
Alameda, Portland, Oregon, United States
Balcony/Patio
View deal
House  Kenton
from £94 per night
House ∙ 4 guests ∙ 2 bedrooms

Family-oriented house with garden & terrace | Nature view

5.0
Outstanding(102 ratings)
Kenton, Portland, Oregon, United States
Balcony/Patio
View deal
See all offers

Holiday lettings and apartments with air conditioning

Apartment  Concordia
from £59 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Apartment with garden

4.9
Outstanding(73 ratings)
Concordia, Northeast Portland, Portland
Air conditioning
View deal
Cottage  Woodstock
from £57 per night
Cottage ∙ 5 guests ∙ 2 bedrooms

Fully equipped nice cottage | Nature view

4.8
Outstanding(80 ratings)
Woodstock, Portland, Oregon, United States
Air conditioning
View deal
House  Humboldt
from £104 per night
House ∙ 4 guests ∙ 2 bedrooms

Holiday home with garden

4.9
Outstanding(48 ratings)
Humboldt, Portland, Oregon, United States
Air conditioning
View deal
See all offers

Budget-friendly Holiday Homes in Portland

Find Fantastic yet Cheap Lettings

House Powellhurst - Gilbert
from £54 per night
House ∙ 3 guests ∙ 2 bedrooms

Family-friendly nice holiday home

4.8
Outstanding(119 ratings)
Powellhurst - Gilbert, Portland, Oregon, United States
View deal
House Humboldt
from £177 per night
House ∙ 6 guests ∙ 3 bedrooms

Children-friendly holiday home with pool & terrace | Nature view | Good for workation

5.0
Outstanding(230 ratings)
Humboldt, Portland, Oregon, United States
View deal
Apartment Old Town Chinatown
from £66 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Flat with hot tub & pool

Old Town Chinatown, Portland, Oregon, United States
View deal

Top-Rated Lettings and Properties in Portland

Book Holiday Letting Offers with the Highest User Rating

Apartment Woodlawn
from £45 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Apartment with garden

4.9
Outstanding(33 ratings)
Woodlawn, Portland, Oregon, United States
View deal
Apartment Sellwood - Moreland
from £66 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Holiday apartment with terrace & garden | Nature view

4.9
Outstanding(118 ratings)
Sellwood - Moreland, Portland, Oregon, United States
View deal
House Ladd's Addition
from £70 per night
House ∙ 6 guests ∙ 3 bedrooms

House with barbecue, garden & terrace | City view | Good for workation

5.0
Outstanding(58 ratings)
Ladd's Addition, Portland, Oregon, United States
View deal

Discover real guest reviews to help you choose the perfect stay in Portland

How are reviews collected?
Jim L.
Guest verified by HomeToGo

Excellent property in a great city. Awesome food town! Comfortable beds. All the amenities you could ever need. We did not cook any but kitchen was well stocked. Host was great. Secluded but easy to get to. Might suggest a ceiling fan to move the air more. Plenty of towels. Great fridge. Very private.

Reviewed on 10/06/2025 | Family
Apartment Corbett - Terwilliger - Lair Hill
from £140 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
4.8
Outstanding(66 ratings)
Corbett - Terwilliger - Lair Hill, Portland, Oregon, United States
View deal

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Explore 15 million+ rentals, the world’s biggest selection of holiday homes.

Popular holiday rental amenities in Portland

  • Pet-friendly (2,188)
  • WiFi (4,579)
  • Parking (553)
  • Kitchen (2,366)
  • Air conditioning (4,457)
  • Pool (954)
  • Washing machine (2,185)
  • No smoking (4,242)
  • Balcony/patio (1,069)
  • TV (4,281)
  • Dishwasher (1,267)
  • Garden (956)

More than a fifth of the holiday rentals include a pool, which makes Portland an excellent destination for holidaymakers looking to spend their holidays poolside. Holiday rentals with pools in Portland have an average price of £167 per night. Most of the listed holiday rentals with pools are hotel room. Many of Portland's holiday rentals including a pool are within 2 kilometres of water, so you can choose between some pool time or waterfront moments.

Portland holiday accommodation is ideal for dining out and getting cultured

Portland is the cultural centre of Oregon, and home to many of the nation's top restaurants, making it a gastronomic delight. With attractions that will interest everyone from the nature-lovers to history buffs close by, Portland accommodation will give you an excellent base for exploring the city's offerings.

What are the must-see attractions in Portland?

Portland's points of interest

Oregon Museum of Science and Industry

The Oregon Museum of Science and Industry is home to over 200 interactive displays as well as eight science labs, each dedicated to different areas of the sciences. Kids and adults alike can get their hands dirty in the paleontology lab or test a 3-D printer before catching an educational movie in the museum's theatre.

Washington Park

With over 15 miles of walking trails, Washington Park is a massive public park in urban Portland. The sprawling recreation area has something for the whole family, including several museums, memorials, and an amphitheater.

Oregon Zoo

The Oregon Zoo is located in Washington park and is home to over 250 species of animals. In the wintertime there is a spectacular light show. And alongside other conservation efforts, it also hosts an Asian elephant breeding programme.

Portland Japanese Garden

Also within Washington Park is the Portland Japanese Garden. It is considered one of the best in the nation, featuring 5 separate traditional Japanese gardens housed on 5.5 acres of land.

Pittock Mansion

Henry Pittock, the wealthy owner of The Weekly Oregonian newspaper, and his wife Georgiana built the Pittock Mansion in 1914. Owned by the city, the Pittock Mansion offers visitors a glimpse into Portland's past.

Information about holiday rentals in Portland

🏡 Holiday homes available 4,819 rentals
🌙 Nightly prices from £45
⭐ Popular amenities Pets allowed, Internet and Parking
🐾 Pet friendly rentals 2,201 properties
🏊 Holiday rentals with pools 972 properties
3 reviews
Portland holiday rentals have an average rating of 5/5 across 3 reviews left by travellers.

Frequently Asked Questions

What is a common nightly rate for a holiday home in Portland?

The average starting price for a holiday cottage or rental in Portland is £45 per night. Rates will depend on location, property size, and extras like a pool or pet-friendly access. Use HomeToGo to compare deals and find the best value for your trip.

How many holiday homes are available to book in Portland? And what are the most popular types of holiday lets?

Currently there are 4,819 holiday apartments from 18 providers on offer in Portland. Holiday homes in Portland often include spacious house rentals and apartment rentals. These are perfect for groups of around 6 people, offering comfort and flexibility. Discover the most booked options quickly with HomeToGo’s smart filters.

What is the most searched holiday apartment amenity in Portland?

When choosing a holiday rental in Portland, consider looking for a place with Pets allowed, Internet, or Parking, which are the three most popular amenities for this destination.

Do you offer holiday homes with a swimming pool in Portland?

There are plenty of holiday rentals with a pool in Portland – in fact, 20% of properties have one. They’re ideal for cooling off on sunny days or relaxing poolside, with 972 properties to choose from. Use the 'pool' filter on HomeToGo to see your options.

What's the perfect time to travel to Portland?

August and July are usually the warmest months in Portland, while August and July have the least rain.

Where can I see discounts on holiday lettings in Portland?

You can find fabulous discounts on holiday lettings in Portland with prices for a rental beginning at £45 - and HomeToGo has created plenty of filters that make it quick and simple to locate some awesome offers. When thinking about the timing for a trip, search with HomeToGo's flexible dates technology to easily look for great value timings and see savings of up to 9%. Moreover, HomeToGo's 'distance from' filter enables you to discover hidden gem holiday homes in lower-price, under-the-radar locales which are still near to your desired destination, whether that's the coastline, a swimming lake, winter sports area or town centre. Book early to take advantage of good availability and top discounts - and do so free from stress by utilising HomeToGo's 'free cancellation' filter when searching for holiday accommodation.

What are the benefits of choosing a holiday home in Portland with HomeToGo?

From serenity away from the crowds to plenty of room to enjoy with your family, friends or partner, holiday lets in Portland have many benefits. HomeToGo provides real reviews written by previous guests, and searching is secure, easy, and hassle-free - so with 4,819 deals from 18 providers in the vicinity, you're guaranteed to uncover the ideal holiday home with the amenities and features to suit you in Portland.

Do you offer holiday accommodation for couples in Portland?

Yes, there are many romantic holiday rentals in Portland perfect for two. Enjoy a romantic retreat with just the right amount of space and charm. Use HomeToGo to find the ideal spot for your next couples’ getaway.

Can I book a waterfront holiday rental in Portland?

Absolutely! You’ll find 1424 holiday rentals close to lakes, rivers or the sea in Portland. These spots are perfect for a morning coffee with a view or lazy days by the water. Use HomeToGo’s "Near the water" filter to find your perfect waterfront holiday let.

Why should I book my holiday rental with HomeToGo?

From seaside cottages to city apartments, HomeToGo has the best holiday rentals out there. You’ll enjoy a simple booking process, local expertise, and top prices from trusted providers. Try HomeToGo and discover how easy it is to plan your perfect holiday letting.

Can I find family-friendly holiday lettings in Portland?

Yes, many holiday homes in Portland are ideal for families, with plenty of space and useful amenities. Top options can host groups of up to 6, perfect for holidays with kids or extended family. HomeToGo makes it simple to book a family-friendly stay.

Can I cancel my holiday rental booking for free?

Yes, many holiday lettings on HomeToGo offer free cancellation. Look for rentals with free cancellation to keep things stress-free.

Is it possible to rent a holiday home for a weekend getaway in Portland?

Short stays are absolutely possible in Portland, including weekends. It’s perfect for a quick break without using too many holiday days. HomeToGo helps you spot the best weekend-friendly options fast.

Are there any last-minute holiday rental deals in Portland?

There are plenty of last-minute holiday homes in Portland available at reduced prices. These can be a great way to save up to 9% on spontaneous getaways. Check often and book quickly to grab the best offers.

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