Holiday Rentals in Portland, OR

4158 available vacation rental offers

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Portland, OR holiday rentals
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Best Holiday rentals and Airbnb offers in Portland, OR

Best family friendly Portland, OR holiday rentals

Among the 4158 accommodations in Portland, OR, here are the 4 best family friendly rentals

The Pumpkin House  3 Miles To Downtown Portland  New Hot Tub - Portland, OR
9.8 77 reviews
Portland, OR
08/09 – 13/10
SG$292/nighttotal: SG$10220 (35 )

The Pumpkin House 3 Miles To Downtown Portland New Hot Tub

2 1
apartment , Portland
This family-friendly house is located in the heart of Portland, within a three-mile radius of Washington Park, the Oregon Zoo, and Oregon Health and Science University. It boasts excellent user, location, and cleanliness ratings.
The two-bedroom house, with a floor area of 186 square metres, can comfortably accommodate up to five guests. It offers a range of amenities, including a Jacuzzi, a private garden, a barbecue grill, and a fully equipped kitchen.
Mbs Guest House - Cozy 2 Bedroom In Se Portland, Minutes From Downtown Portland - Portland, OR
10 79 reviews
Portland, OR
19/09 – 22/09
SG$345/nighttotal: SG$1035 (3 )

Mbs Guest House - Cozy 2 Bedroom In Se Portland, Minutes From Downtown Portland

2 4
apartment , Portland
This detached house is situated in the peaceful Woodstock Neighbourhood of Southeast Portland, offering a 15-minute bus journey to downtown Portland and within a 145-kilometre drive of Mount Hood, the Pacific coastline, and wine country.
This allergy-free accommodation spans 70 square metres, featuring two bedrooms and one bathroom to host up to four guests, with a fully equipped kitchen, air conditioning, Wi-Fi, and a floral garden with a gas grill.
The Grove | Refined Nw Portland Living [5br/2.5ba] - Portland, OR
Portland, OR
09/07 – 09/10
SG$378/nighttotal: SG$34776 (92 )

The Grove | Refined Nw Portland Living [5br/2.5ba]

1 4
apartment , Cedar Mill
This expansive 5-bedroom dwelling, offering 279 square metres of living space, is situated in the Arbor Estates neighbourhood of NW Portland, providing convenient access to Bethany Village's shops and restaurants, and is just a short drive from major routes such as Highway 26 and 217, ideal for commuting to Nike, Intel, PDX, and downtown Portland.
This family-friendly residence welcomes pets and features a gourmet kitchen, a serene landscaped garden with a water feature and outdoor dining, a main-floor primary suite with patio access, and offers a playground and optional babyproofing for younger guests, all within a spacious 279 square metre layout designed for comfort and convenience.
Urban Charmer Close To Restaurants And Shops - Portland, OR
10 12 reviews
Portland, OR
08/09 – 13/10
SG$305/nighttotal: SG$10675 (35 )

Urban Charmer Close To Restaurants And Shops

4 1
apartment , Portland
This Portland house, situated on a tree-lined street between NW 21st and NW 23rd avenues in the desirable Northwest District, offers easy access to the area's restaurants, boutiques, and bars.
The four-bedroom, two-bathroom property sleeps nine guests and features a fully equipped kitchen (fridge, freezer, microwave, dishwasher), garden, parking, and excellent internet access; pets are welcome.

Best Portland, OR holiday rentals with parking

Great For Digital Nomads! Convenient Portland Apt - Portland, OR
Portland, OR
19/07 – 20/08
SG$145/nighttotal: SG$4640 (32 )

Great For Digital Nomads! Convenient Portland Apt

1 2
apartment , Portland
This Portland flat is a few kilometres from South Waterfront City Park, Governor Tom McCall Waterfront Park, and the Portland Art Museum, offering convenient access to key city attractions and Portland International Airport, which is approximately 17.7 kilometres away.
This 60-square-metre flat accommodates up to five guests, featuring a well-equipped kitchen with a microwave and coffee machine, complimentary Wi-Fi throughout, and a patio with an outdoor dining area, making it ideal for digital nomads and visitors exploring the Oregon Museum of Science and Industry and Portland State University.
Bright And Airy 3 Bed 1.5 Bath Pet Friendly Mid Term Rental In Kerns Laurelhurst - Portland, OR
Portland, OR
09/07 – 09/10
SG$416/nighttotal: SG$38272 (92 )

Bright And Airy 3 Bed 1.5 Bath Pet Friendly Mid Term Rental In Kerns Laurelhurst

3 2
apartment , Portland
This three-bedroom house is located in Northeast Portland, 4.5 kilometres from the Moda Centre and 3.2 kilometres from the Oregon Zoo, with convenient access to Hoyt Arboretum and Blue Lake Regional Park.
This 156 square metre property offers accommodation for up to six guests across three bedrooms, featuring two bathrooms, a sofa bed, air conditioning, a fireplace, and off-street parking.
Welcome To Tandem House! Family-friendly, Southeast Portland Gem! - Portland, OR
10 39 reviews
Portland, OR
09/01 – 30/04
SG$162/nighttotal: SG$17982 (111 )

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

2 1
apartment , Portland
This Southeast Portland house, a 15-minute walk from the Hawthorne District and 3.2km from the Belmont and Hawthorne Theatres, offers easy access to Mount Tabor Park.
The 102 square metre property sleeps five, featuring two bedrooms, one bathroom, a fully equipped kitchen with appliances including a fridge and microwave, a private garden, and Smart TV; enjoy nearby hiking trails and city views.
‘The Owl’s Nest’ W/ Hot Tub & Forest Views! - Portland, OR
9.9 95 reviews
Portland, OR
19/09 – 22/09
SG$426/nighttotal: SG$1278 (3 )

‘The Owl’s Nest’ W/ Hot Tub & Forest Views!

2 4
house , Portland
This Portland holiday home, situated approximately 16 kilometres from South Waterfront Park, Mount Hood Community College, and Portland State University, offers convenient access to key city attractions.
The 130-square-metre property boasts two bedrooms, one bathroom, a fully equipped kitchen with dishwasher, a private jacuzzi, and parking, sleeping up to four guests comfortably.

Frequently asked questions about holiday rentals in Portland, OR

  • What should a first-time visitor not miss in Portland, OR?

    Portland is a vibrant city with lots to offer! You'd be remiss not to visit the International Rose Test Garden, a beautiful place to wander amongst thousands of roses. For a taste of Portland's quirky side, head to the quirky and colourful Saturday Market, held every weekend in the city centre.
  • What are the best Airbnb and vacation rentals in Portland, OR?

  • Which neighborhood in Portland, OR should you consider for a vacation rental?

    For a vibrant, trendy atmosphere, consider staying in the Pearl District, known for its art galleries, boutiques, and restaurants. If you prefer a more relaxed vibe, the charming neighbourhood of Mississippi, with its independent shops and cafes, might be a good choice.
  • What are the most popular Airbnbs in Portland, OR?

  • What are the top family-friendly attractions in Portland, OR?

    The Oregon Zoo is a must-visit for families, with a diverse range of animals and interactive exhibits. For a more hands-on experience, the Children's Museum of Portland offers a fun and educational environment for kids of all ages. The Washington Park, with its Japanese Garden and the Portland Art Museum, is also a great spot for a family day out.
  • What are the best vacation rentals with a pool in Portland, OR?

  • When is the best time to book a vacation rental in Portland, OR?

    The best time to book a vacation rental in Portland is during the shoulder seasons, from April to May or September to October, when the weather is mild and the crowds are smaller. Prices tend to be lower during these months, too.
  • What are the best rentals for families and kids in Portland, OR?

  • What events or festivals should visitors check out in and around Portland, OR?

    The Portland Rose Festival in June is a vibrant celebration of the city's namesake flower, with parades, concerts, and a grand floral show. For a taste of local culture, the Oregon Brewers Festival in July is a great way to sample craft beers from across the state.
  • What are the best rentals or Airbnbs with a jacuzzi in Portland, OR?

  • What are the best budget-friendly activities in Portland, OR?

    Portland has plenty to offer for those on a budget. A stroll along the Eastbank Esplanade, a scenic waterfront path, is a great way to soak up the city's atmosphere. The free walking tours in the city centre are also a great way to learn about Portland's history and culture.
  • What are the best restaurants with local dishes in Portland, OR?

    For a taste of Portland's culinary scene, head to Pok Pok, a popular spot for Thai cuisine. For a more casual setting, try the iconic Voodoo Doughnut, known for its quirky and delicious doughnuts. And if you're looking for a classic Portland experience, you can't go wrong with a plate of tater tots at the legendary Potato Champion.
  • What are the best walking or cycling routes in Portland, OR?

    The Springwater Corridor Trail is a popular 30km paved path that runs along the banks of the Willamette River. For a scenic route through the city's parks, try the 10km loop around Washington Park. And for a more adventurous ride, the Westside Trail, a 32km paved path, winds its way through the city's west side.
  • Are there pet-friendly attractions in Portland, OR?

    Yes, Portland is a very dog-friendly city. Many of the city's parks, including Washington Park and the waterfront, are dog-friendly. The Oregon Zoo also welcomes well-behaved dogs on leash.
  • What are the benefits of choosing a vacation rental in Portland, OR?

    Vacation rentals offer a more spacious and comfortable alternative to hotels, often with amenities like kitchens and laundry facilities. They also provide greater privacy and flexibility, allowing you to come and go as you please.

Destinations nearby

Best Portland, OR holiday rentals with a balcony

Cozy Spa Sanctuary - Steps To Restaurants And Shopping - Portland, OR
9.7 7 reviews
Portland, OR
29/08 – 31/08
SG$357/nighttotal: SG$714 (2 )

Cozy Spa Sanctuary - Steps To Restaurants And Shopping

1 2
apartment , Portland
This Portland apartment is situated conveniently near the Oregon Museum of Science and Industry (3.9 km), Governor Tom McCall Waterfront Park (5 km), and the Portland Art Museum (5.5 km).
This 74 square metre flat offers a spacious layout with a separate bedroom and living room, accommodating up to 7 guests and boasting amenities including a fully equipped kitchen, private terrace, and free Wi-Fi.
Tiny Digs - Hotel Of Tiny Houses - Portland, OR
9.5 550 reviews
Portland, OR
11/07 – 18/07
SG$279/nighttotal: SG$1953 (7 )

Tiny Digs - Hotel Of Tiny Houses

1 2
hotel , Portland
Tiny Digs Cabin House is located in Portland, just a short distance from the Oregon Convention Center and within a 3-mile radius of popular attractions like Lan Su Chinese Garden and the Oregon Museum of Science and Industry. It's a 2-star property that offers a peaceful retreat away from the hustle and bustle of the city centre, with excellent user ratings for its cleanliness, location and overall experience.
The cabin house features a private bathroom and a seating area, perfect for relaxing after a day of exploring. It also offers a range of amenities including free Wi-Fi, air conditioning, a swimming pool, a terrace, a garden and parking.
Spacious 5br Sunlit Craftsman - 5bd/2ba - Arcade - Portland, OR
9.8 9 reviews
Portland, OR
20/07 – 24/07
SG$830/nighttotal: SG$3320 (4 )

Spacious 5br Sunlit Craftsman - 5bd/2ba - Arcade

5 3
apartment , Portland
This five-bedroom house in Southwest Portland's South Waterfront district offers Willamette River views and excellent walkability, placing you 1.4 kilometres from OMSI and 1.8 kilometres from the Portland Art Museum.
This spacious property accommodates up to ten guests with a fully equipped kitchen, central air conditioning, 900 Mbps Wi-Fi, and in-unit laundry, plus garage access and free street parking.
Alberta Arts Luxury Sleeps 4 Walk Score 99 - Portland, OR
Portland, OR
15/09 – 18/09
SG$361/nighttotal: SG$1083 (3 )

Alberta Arts Luxury Sleeps 4 Walk Score 99

2 4
house , Portland
This Portland dwelling is situated in the Alberta Arts district, offering excellent access to attractions such as the Oregon Convention Centre (4.7 km), the Moda Centre (4.8 km), and Lan Su Chinese Garden (5.6 km).
This two-bedroom property accommodates up to seven guests and includes a fully equipped kitchen with a dishwasher, oven, and microwave, as well as free WiFi and a garden for your convenience.

Best Portland, OR holiday rentals with air conditioning

Casita Sarita, Your Urban Escape! No Cleaning Fee! - Portland, OR
9.9 1017 reviews
Portland, OR
18/09 – 19/09
SG$175/nightfor 1 night

Casita Sarita, Your Urban Escape! No Cleaning Fee!

1 2
apartment , Portland
This studio flat is situated in the charming Ladd's Addition neighbourhood of Southeast Portland, just a short walk from the Hawthorne District, the Rose Test Garden, and the Oaks Amusement Park. This property has consistently received excellent ratings for location, cleanliness, and overall guest experience.
This self-catering accommodation is ideal for two people, offering a comfortable king-size bed, a sitting area, and a kitchenette. The flat also benefits from a deep bathtub, a private balcony, and access to a shared laundry room, as well as on-site massage therapy available by appointment.
New! - Bright Modern Entire Unit King Bed! - Portland, OR
9.0 14 reviews
Portland, OR
30/07 – 04/08
SG$342/nighttotal: SG$1710 (5 )

New! - Bright Modern Entire Unit King Bed!

2 6
house , Portland
This modern Portland holiday home is situated approximately 6 kilometres from Portland International Airport and 13 kilometres from downtown attractions including the Oregon Convention Centre and Waterfront Park.
The 74 square metre property offers two bedrooms, one bathroom, and sleeps up to eleven guests, boasting a fully equipped kitchen with dishwasher, private parking, and air conditioning.
Urban Fern Bungalow ~ Steps To Shops/max/food! - Portland, OR
10 14 reviews
Portland, OR
10/07 – 11/07
SG$527/nightfor 1 night

Urban Fern Bungalow ~ Steps To Shops/max/food!

1 2
apartment , Portland
This Portland bungalow, situated on a major cycle route blocks from the MAX light rail, offers easy access to shops, restaurants and food carts.
The 2-bedroom, 2-bathroom property sleeps five guests, featuring two self-contained units each with a queen bed, sofa bed, kitchen and private bathroom; a private back deck and secure bike storage are also provided.
Sunny Buckman Studio • Walk To Food & Coffee - Portland, OR
9.6 781 reviews
Portland, OR
24/07 – 29/07
SG$240/nighttotal: SG$1200 (5 )

Sunny Buckman Studio • Walk To Food & Coffee

1 2
apartment , Portland
This Buckman District studio apartment in Portland offers convenient access to numerous restaurants and bars, with vintage shops within easy walking distance.
The self-catering unit sleeps two, features a queen-size bed, a fully equipped kitchenette (fridge, freezer, microwave), air conditioning, parking, Netflix, and excellent guest reviews.
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