Holiday Rentals in Portland, OR

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Portland, OR holiday rentals

Best Holiday rentals and Airbnb offers in Portland, OR

New Luxury 3br  Walk To Dining  Best Location - Portland, OR
9.7 28 reviews

New Luxury 3br Walk To Dining Best Location

house, Portland
Just blocks from NE 23rd Avenue's dining and shops, this stylish 3-story Spanish-style townhome in Portland offers a pet-friendly escape with a private entrance.
This dog-friendly accommodation features a full kitchen with modern appliances, central air conditioning, and free street parking, perfect for guests with pets exploring Portland.
King Comfort & City Access - Portland, OR
8.8 8 reviews

King Comfort & City Access

apartment, Portland
Located in Portland's Northwest district, this apartment offers convenient access to NW 23rd Avenue's shops, the Pearl District's galleries, and Forest Park's hiking trails, all within easy reach.
This pet-friendly apartment boasts 102 square meters of living space, accommodating up to 5 guests with two bedrooms featuring king-size beds, a fully equipped gourmet kitchen, and a private Tigerwood deck.
Stumptown Station / King Bed - Portland, OR
8.0 1 review

Stumptown Station / King Bed

apartment, Portland
This pet-friendly basement apartment in North Portland offers easy access to I-5, placing you just a short drive from downtown Portland and close to green spaces like Kenton Park.
With two bedrooms and a guest capacity of four, this newly remodelled accommodation features a fully fenced yard, making it ideal for travellers with pets.
Studio Near Ohsu | Ac - Fast Wifi - Smart Tv - Portland, OR
9.7 87 reviews

Studio Near Ohsu | Ac - Fast Wifi - Smart Tv

apartment, Portland
This Southwest Portland apartment is located just minutes from downtown, OHSU, and Marquam Nature Park trails.
Complete with a full kitchen, dedicated workspace, and queen bed for two, this pet-friendly studio offers year-round comfort with air conditioning and heating, and convenient free street parking.
Classic 1920s Alberta Home And 2 Tiny Homes - Portland, OR
No reviews

Classic 1920s Alberta Home And 2 Tiny Homes

house, Portland
This Alberta district house is situated 4 kilometres from Portland International Airport and within a few kilometres of the Oregon Convention Centre, Moda Centre, and Portland Art Museum.
This pet-friendly house offers spacious accommodation for up to 13 guests with six bedrooms, three bathrooms, and a fully equipped kitchen, including a unique setup with a main 1920s home and two additional tiny homes.
Pet Friendly Nw Nob Hill High End Private Apt. - Portland, OR
9.9 507 reviews

Pet Friendly Nw Nob Hill High End Private Apt.

apartment, Portland
Set in Portland's historic Nob Hill district, this apartment is just two blocks from NW 23rd Avenue's shops and restaurants, and a 10-minute walk to Forest Park trails.
This pet-friendly apartment comfortably accommodates four guests and boasts a custom-designed interior, two private yards perfect for pets, and offers views of Mt. Hood from the front porch.
Downtown Loft-modern And Close To Everything - Portland, OR
9.6 152 reviews

Downtown Loft-modern And Close To Everything

apartment, Portland
Book this Holiday rental for 3 people with an excellent rating of 96% based on 152 reviews. You will stay in Portland.
Services and facilities: a barbecue, a fridge and an iron. This apartment also has a garden!
Live Like A Local | Walkable Inner Se Portland - Portland, OR
9.8 162 reviews

Live Like A Local | Walkable Inner Se Portland

apartment, Portland
This modern, one-bedroom apartment in inner Southeast Portland is perfectly situated just off SE Division Street, offering excellent walkability to popular shops and restaurants, and is a short distance from downtown and the Willamette River.
This pet-friendly accommodation welcomes your furry companions and features a kitchenette with essential appliances, a spacious walk-in shower, and convenient street parking, with shared laundry facilities available for longer stays.

Best Portland, OR holiday rentals with parking

In Portland, OR, finding dog-friendly vacation rentals with parking makes your trip seamless. Whether you prefer the comfort of a unique hotel or seek affordable alternatives to budget friendly hotels, these options ensure convenience for both you and your pet.

Central 2br | Yard + Walkable | 30+ Day Friendly - Portland, OR
10 6 reviews

Central 2br | Yard + Walkable | 30+ Day Friendly

house, Portland
This modern townhome in Portland's Overlook district is a mere 200 meters from Mississippi Avenue's amenities and conveniently located for medical professionals working at Legacy Emanuel, OHSU, and Providence.
This pet-friendly house offers two bedrooms with ensuite bathrooms, a private fenced yard, and a fully equipped kitchen, perfect for guests travelling with their dogs.
Ladds Addition Hideaway - Portland, OR
9.9 16 reviews

Ladds Addition Hideaway

apartment, Portland
Just a short walk from Ladd's Addition, this Portland studio apartment offers a quiet, boutique hotel-like experience in a prime location.
This pet-friendly accommodation boasts air conditioning, parking, and modern design, perfect for stays of any length with your dog.
Classic Portland 1920s 2 Bedroom Bungalow - Portland, OR
9.7 12 reviews

Classic Portland 1920s 2 Bedroom Bungalow

house, Portland
This pet-friendly, two-bedroom apartment in Portland offers a fully renovated bungalow experience with modern and vintage flair, ideal for those travelling with their dogs.
Conveniently located for medical professionals, it is 3.1 kilometres from Legacy Good Samaritan, 4.5 kilometres from Legacy Mount Hood Medical Center, 4.7 kilometres from West Valley Medical Hospital, and 5.1 kilometres from Adventist Medical Center, with free street parking.
Welcome To Tandem House! Family-friendly, Southeast Portland Gem! - Portland, OR
10 42 reviews

Welcome To Tandem House! Family-friendly, Southeast Portland Gem!

apartment, Portland
This pet-friendly apartment in Southeast Portland offers 102 square meters of living space, featuring original wood floors and coved ceilings, and is just 1.6 kilometers from Mt. Tabor park.
Enjoy the fully enclosed garden and the unique opportunity to interact with local crows, Cheryl and Russell, in this dog-friendly accommodation, perfect for families with a guest capacity of five.
Dreamer #6just Steps From The Max - Portland, OR
9.7 63 reviews

Dreamer #6just Steps From The Max

apartment, Portland
This pet-friendly apartment in North Portland's Kenton Neighbourhood is just a 2-minute walk from the historic Kenton District's shops and restaurants, with the Max/Train conveniently located steps away.
Offering modern amenities for up to 6 guests, this apartment features a private balcony and in-unit laundry, making it an ideal base for exploring Portland with your dog.
Magic Barn, Walk Score 93! - Portland, OR
9.7 2112 reviews

Magic Barn, Walk Score 93!

B&B, Portland
Located in Portland's Hawthorne district, this B&B is just 320 metres from SE Hawthorne and 480 metres from SE Division, offering easy access to shops and restaurants.
This pet-friendly B&B, a converted 1936 sculpture studio, boasts a unique sculpture garden and sound-insulated construction for a peaceful stay, with amenities including a kitchen, Jacuzzi, and spa.
3br/3ba • Garfield Retreat • Modern Build • Walkable - Portland, OR
9.8 298 reviews

3br/3ba • Garfield Retreat • Modern Build • Walkable

house, Portland
Explore this pet-friendly house located in Portland's Historic Irvington Neighbourhood, just a 10-minute walk from the Alberta Arts District and an 8-minute walk from Mississippi Avenue, renowned for its murals, shops, and eateries.
This modern, 186-square-meter house boasts 3 bedrooms and 3 bathrooms, comfortably accommodating up to 8 guests with a spacious private backyard, in-unit laundry, and a fully equipped kitchen.
Irving Park Place | Close To Moda Center - Portland, OR
9.6 28 reviews

Irving Park Place | Close To Moda Center

house, Portland
Located in Portland's historic Irvington neighbourhood, this pet-friendly basement apartment is just a short distance from the Moda Centre and Timbers games, with convenient access to downtown Portland.
This spacious and bright two-bedroom apartment allows pets and offers a fully equipped kitchenette, ample natural light, and higher ceilings for a comfortable stay for up to four guests.

Best Portland, OR holiday rentals with a balcony

Enjoy the comfort of a private balcony during your stay in Portland, OR by choosing from top vacation rental options. Whether you’re looking for a condo vacation rental or a short term vacation rental, these selections provide a relaxing outdoor space.

#Stayinmydistrict Buckman Spacious Modern Rowhouse - Portland, OR
9.6 18 reviews

#Stayinmydistrict Buckman Spacious Modern Rowhouse

apartment, Portland
This dog-friendly apartment is in Portland's Buckman district, offering easy walking access to shops, dining, and microbreweries, with other popular neighbourhoods like Belmont and Kerns nearby.
With 51 square meters of space, this pet-friendly apartment accommodates up to 4 guests and includes a full kitchen, air conditioning, and a private patio, plus complimentary street parking.
4br Portland Stay | Walkable  Unique  Fun - Portland, OR
No reviews

4br Portland Stay | Walkable Unique Fun

apartment, Portland
This North Portland apartment is located in the Overlook neighbourhood, just 160 metres from the popular Mississippi Avenue, and a 5-minute drive from downtown Portland.
This pet-friendly apartment offers 186 square metres of space for up to 10 guests, featuring 4 bedrooms, a full kitchen with modern appliances, and a private patio, making it ideal for families and groups travelling with their dogs.
Modern Home In Walkable Neighborhood, Bbq And Patio! - Portland, OR
10 1 review

Modern Home In Walkable Neighborhood, Bbq And Patio!

apartment, Portland
Located in the walkable Alberta Arts District of Northeast Portland, this apartment is just a 5-minute walk from local shops and restaurants, and a 10-minute drive to downtown Portland.
This pet-friendly 4-bedroom apartment offers 255 square meters of space, accommodating up to 8 guests with a fully equipped chef's kitchen, private patio with a BBQ grill, and dedicated office space.
Stay Portland - Alberta Arts - 3br - Local Eats & Modern Design - Portland, OR
No reviews

Stay Portland - Alberta Arts - 3br - Local Eats & Modern Design

house, Portland
Located in Portland's Alberta Arts district, this house is approximately 5 kilometres from the Oregon Convention Centre and the Moda Centre.
This pet-friendly house offers 146 square metres of space with 3 bedrooms, accommodating up to 11 guests and featuring a full kitchen, air conditioning, and outdoor patio.
Modern Downtown Studio - Fullyrenovated 1bed/1bath - Portland, OR
9.6 5 reviews

Modern Downtown Studio - Fullyrenovated 1bed/1bath

studio, Vancouver
Centrally located in Vancouver, this studio offers easy access to John Ball Park, just 10 minutes' drive from the Vancouver Waterfront and Esther Short Park, with Portland, Oregon, a mere 10-minute drive away.
This pet-friendly studio, measuring 46 square meters and accommodating two guests, boasts a fully equipped kitchen with full-size appliances, a dedicated workspace with high-speed Wi-Fi, and an in-unit washer and dryer for your convenience.
Coda Walkable Woodstock Guesthouse Portland - Portland, OR
10 1 review

Coda Walkable Woodstock Guesthouse Portland

apartment, Portland
Located in Portland's Woodstock neighbourhood, this apartment is approximately 7.9 kilometres from the Oregon Museum of Science and Industry and South Waterfront City Park.
This pet-friendly apartment offers 84 square metres of space with a balcony overlooking the garden, two living rooms, and amenities for disabled guests, ensuring a comfortable stay for up to seven people with pets allowed.
Comfy Family Home, Walkable Neighborhood + Patio! - Portland, OR
9.6 5 reviews

Comfy Family Home, Walkable Neighborhood + Patio!

house, Portland
This pet-friendly house is located 4.5 kilometres from the Oregon Convention Centre and Moda Centre, and 5.6 kilometres from Lan Su Chinese Garden and Portland Union Station.
Featuring 255 square metres of living space, this four-bedroom house accommodates up to 15 guests and boasts a well-equipped kitchen, air conditioning, and a garden, ensuring a comfortable stay for you and your dog-friendly companions.

Destinations nearby

Best family friendly Portland, OR holiday rentals

Finding family-friendly vacation rentals in Portland, OR ensures everyone enjoys a comfortable and convenient trip. From spacious vacation home rentals to a short term vacation rental, these options are perfect for families seeking memorable stays together.

Walkable Apt Next To Restaurants, Bars, And Shops! - Portland, OR
9.6 8 reviews

Walkable Apt Next To Restaurants, Bars, And Shops!

apartment, Portland
Located in Northeast Portland's Alberta Arts District, this apartment is a 5-minute walk from local shops and dining, and a 10-minute drive to downtown Portland.
This pet-friendly, 74 square meter apartment offers two bedrooms, one bathroom, and a fully equipped kitchen, making it ideal for families and remote workers alike.
Near Brickhaus Coffee+dos Hermanos Bakery W/board Games-coffee Maker+microwave - Portland, OR
9.0 14 reviews

Near Brickhaus Coffee+dos Hermanos Bakery W/board Games-coffee Maker+microwave

apartment, Beaverton
Located in Beaverton's Five Oaks neighbourhood, this modern three-storey townhome offers convenient access to Nike HQ and Intel, with the Oregon Zoo and Washington County Wineries just a short distance away.
This spacious 142 square meter, pet-friendly townhome accommodates up to six guests, boasting two living areas, a dedicated workspace with high-speed WiFi, and a private balcony with a grill, making it ideal for families and remote workers alike.
Renovated Studio - Walk To Shops - Private Retreat - Portland, OR
9.8 204 reviews

Renovated Studio - Walk To Shops - Private Retreat

apartment, Portland
Located in Portland's historic Irvington neighbourhood, this apartment is a short walk from restaurants, shops, cafes, and Irving Park, offering a convenient and amenity-rich stay.
This pet-friendly studio apartment, suitable for two guests, features a well-equipped galley kitchen with a dishwasher and microwave, plus on-site coin-operated laundry facilities.
Woodstock Storybook Cottage - Portland, OR
9.9 41 reviews

Woodstock Storybook Cottage

apartment, Portland
This pet-friendly apartment in Southeast Portland offers a unique Spanish Revival design with lofted ceilings and exposed beams, located just 700 meters from Woodstock Park and Reed College.
The apartment comfortably accommodates up to four guests and features a grand fireplace, a garden, and seamless indoor/outdoor flow, making it an ideal dog-friendly base for exploring Portland.
1906 3br Retreat • Nw 23rd Boutiques & Eats - Portland, OR
9.8 303 reviews

1906 3br Retreat • Nw 23rd Boutiques & Eats

house, Portland
Ideally situated in Portland's Alphabet District, this pet-friendly house is just 90 metres from NW 23rd Avenue's shops and restaurants, offering excellent walkability for you and your dog.
This spacious 3-bedroom, 2-bathroom unit comfortably accommodates up to 6 guests and includes a fully equipped kitchen, air conditioning, and a laptop-friendly workspace, making it a great choice for families and remote workers alike, with pets allowed.
Peaceful Oasis In The Heart Of Nob Hill - Portland, OR
9.8 18 reviews

Peaceful Oasis In The Heart Of Nob Hill

apartment, Portland
Northwest Portland's historic 1886 home offers a luxurious, pet-friendly escape just 600 meters from Tom McCall Waterfront Park and Hoyt Arboretum, with the Oregon Zoo and Arlene Schnitzer Concert Hall also close by.
This dog-friendly apartment boasts a chef-designed kitchen, a light-filled office, and outdoor living spaces, including a private, fenced garden with a Traeger grill, ensuring a comfortable stay for families and their pets.
4-bed Home W Gameroom, Firepit & Saltwater Hot Tub - Portland, OR
9.8 10 reviews

4-bed Home W Gameroom, Firepit & Saltwater Hot Tub

apartment, Vancouver
Located in Vancouver's Father Blanchet Park, this apartment is just 13 kilometres from Portland International Airport (PDX) and a short drive to the Columbia River and Marine Park boat launch.
This pet-friendly apartment boasts a massive game room with foosball, shuffleboard, and a gas fireplace, alongside two distinct living spaces and wheelchair-accessible main floor facilities, comfortably accommodating up to 12 guests.
Dual Townhomes | 6br/5ba | 2 Kitchens | Decks - Portland, OR
9.8 7 reviews

Dual Townhomes | 6br/5ba | 2 Kitchens | Decks

house, Portland
Perfectly situated in Portland's Rose City Park neighbourhood, this pet-friendly house is a mere 11-minute drive from PDX airport and within walking distance of the iconic Mt. Tabor Park.
Boasting two luxury townhomes with a total of 6 bedrooms and 8 beds, this accommodation comfortably sleeps 16 guests and features two gourmet kitchens, multiple living spaces with Smart TVs, and outdoor decks, ensuring a delightful stay for families and their pets.
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