
Holiday rentals with outdoor seating in Milwaukie
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Quick stats about holiday rentals with outdoor seating in Milwaukie

Total holiday rentals
Explore 50 holiday rentals in Milwaukie

Nightly prices starting at
Milwaukie holiday rentals start at $42 AUD per night before taxes and fees

Verified guest reviews
Over 5,440 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
50 of Milwaukie holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Milwaukie rentals

4.9 Average rating
Milwaukie stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated Holiday Houses with Outdoor Seating in Milwaukie
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

Charming one bedroom apartment in the forest.
This unique apartment above a garage/shop , detached from the main house. Tucked away into a urban forest. I call it Our Robin's Nest because you look out on to branches of large fir trees. It is very private , yet Starbucks is right next door. Private entry and off street parking. This space has everything you need full kitchen, washer&dryer, queen size bed and fold out couch , plus a Play and Pack for the Littles. Walkable neighborhood , parks market and restaurants within walking distance.

All the Views: A Private airbnb Near Portland!
Guests tell us they love this view! They also mention this downstairs apartment is very clean, spacious, comfortable and relaxing, with great wifi too. • 750 square feet of privacy, including the large private deck • Full kitchen, queen size bed and fast wifi • Leather furniture, large screen TV with HDMI capability (streaming only) • Private staircase leads to your garage entrance. No shared spaces. Level 2 EV charger Clackamas County License #108 No children or infants, sorry.

River Garden Cottage.
Charming cottage apartment on a garden and forest hill. Next to the Willamette River, 30 mins from downtown Portland. Relax, and enjoy the quiet and peaceful surroundings. Fully stocked kitchen. Fast wifi at 50 Mbps. Cozy inside in the wintertime, also with a park-like setting with walking access down the lush backyard to the river where you can enjoy swimming, fishing, kayaking, and bird watching. You can use the shared recreation room with ping pong, pool table, shuffleboard, and weights.

Crossroads Country Cottage
Conveniently located at the crossroads of HWY 224 and SE Lake Road, our home, cottage and garden are the last remnants of a time gone by and what was once a large family farm. When you walk through the private gate leading to the cottage, you might feel you have stepped through a portal into another time. Everything about the cottage is secluded, peaceful and private. We are pleased to have many return visitors. The garden features a waterfall, chairs and table, BBQ and fresh herbs.

The River House - Waterfront Retreat w/Fireplace
Experience the serenity of riverside living in our private, enchanting retreat nestled on the tranquil banks of the Clackamas River. This guest suite offers 1500 square feet of living space, boasting a private entrance and a spacious deck that grants breathtaking views of both the serene pond and the majestic river. Step inside to discover a haven of comfort and elegance. The gourmet kitchen features SS appliances, sleek granite countertops, and is fully stocked for your culinary needs.

The Wee Humble Cottage
Cozy 1 bed, 1 bath, 100 yr old smoke/vape free cottage is conveniently located in Gladstone, OR; walking distance to local shops & antique mercantile. Within blocks of the confluence the Clackamas & Willamette Rivers. Just 1.5 mi from historic downtown Oregon City Main Street, Willamette Falls, Abernethy Center & End of the Oregon Trail Museum. Also conveniently located near the Trolley Trail Loop, a 19 mile long meandering walking/cycling trail through a series of quiet communities.

Room In Between
Private and secure entrance to this modern and 5-Star space! Comfortable Queen Murphy bed that converts to a sofa. Fast Wifi and Smart TV w/access to Netflix & Prime Video. Fenced yard with security gate entrance, off of private paved driveway, to lead you to your own private patio & room entrance. Self check-in is at 2pm or later. Check out is 11am. No pets. Smoking allowed on the outside patio only. Flat entrance pathway is well lit from your parking space to your room & patio.

IndigoBirch: Luxurious Zen Garden Retreat: Hot Tub
Look no further- as a member of The IndigoBirch Collection™️, our guest home stands as a top-tier experience on Airbnb. Located two blocks away from Reed College, IndigoBirch is nestled on a quiet tree-lined street in the highly desired & historic neighborhood of Eastmoreland. Our location is perfect for the adventurer looking to explore Portland. The guesthouse is two blocks away from public transportation, 12 minute drive to downtown Portland, and 20 minutes to PDX Airport.

Peaceful Oasis in Portland Neighboring Milwaukie
Our names are Danusia and Ron. Welcome to our world. We have done the best with our resources to create a welcoming oasis . Portland is a great place to live and we're glad to invite you. We are offering a light, sunny second story apartment. Portland is known for its eclectic food carts, brew pubs, music venues, theatres,restaurants and its special brand of quirkiness. Upon your arrival,you will not have to travel far, we are 20 minutes from the airport,15 from downtown.

Oak Grove Easy-Centrally located w/King Bed
Welcome to this updated and comfortable, light filled home in the Oak Grove neighborhood of Portland. A short distance to the river, downtown, parks, restaurants and all things Portland-make this a perfect vacation space for your family and guests. We put a lot of love in to designing the interior to be stylish, yet comfortable and seamless to ensure you feel right at home. Ample space in our park-like backyard to relax , entertain or play a summer game of corn hole!

SE Portland Guest Cottage
The guest cottage offers self check-in. It is located in a quiet neighborhood in SE Portland. High ceilings make this studio airy and bright. We think of it as a perfect hotel room without the hotel. The small galley kitchen has everything you need to cook a gourmet meal including filtered water. There is a full bathroom with tub and shower. The cottage stands on its own making it perfect for coming and going as you please. City of Portland Permit #24 013532

Rustic Creekside Cabin
This tranquil hideaway feels like you're in the middle of the forest, but is just minutes from Portland. Relax next to the burbling creek surrounded by towering cedar trees. The MAX Orange line and downtown Milwaukie are only five minutes away. Built in 1928, the cabin has one bedroom and bathroom, living room, full kitchen and central heat. The bedroom has one queen bed and an en suite bathroom. There is a pull-out queen futon in the living room.
Popular amenities for Milwaukie outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Private Modern Bungalow

#StayInMyDistrict Lake Oswego Honey Bee Cottage

Signal House – Light Up The Portal

1000+ sq private 2b1.5b unit in gated area

RoofTop FirePit, HotTub & Outdoor Theater

SE Park Ave 4B Retreat, walk to MAX Station, bbq

❤️ CLEAN ★ LUXURY OASIS ★ NEAR DOWNTOWN

Miranda's Lodge- cozy place with hot tub
Apartment rentals with outdoor seating

Indulge in Rare Riverside Retreat

Walkable Sellwood 2BR Apartment

The Tuscan VlLLA ~ Queen Suite ~ Kitchen

Lewis and Clark Hide-A-Way Apartment

New 1bd/1 BA Across from Park

Private one-bedroom unit with living space.

Sweet Garden Perch! Ideal Spot.

Stroll to Restaurants New Laurelhurst Loft
Condo rentals with outdoor seating

Artist #2–Just Steps from the Max

Northwest Nob Hill Alphabet District! Free Parking

Bright Cedar Mill Home Near Nike, Intel, Forest Pk

Stunning Portland Condo | Parking, River & Dining

Quiet Bright and Sunny 2b/1.5b

Historic Portland 3 Bedroom Home-Base

Allergen Free Comfort Home in West Linn, Oregon

Condo in the Heart of Orenco Station (Nike, Intel)
When is the best time to visit Milwaukie?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $125 AUD | $132 AUD | $128 AUD | $132 AUD | $136 AUD | $146 AUD | $146 AUD | $144 AUD | $146 AUD | $146 AUD | $154 AUD | $165 AUD |
| Avg. temp | 5°C | 7°C | 9°C | 12°C | 15°C | 18°C | 21°C | 21°C | 19°C | 13°C | 8°C | 5°C |
Destinations to explore
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- Family-friendly rentals Milwaukie
- Pet-friendly rentals Milwaukie
- Rentals with a patio Milwaukie
- Rentals with outdoor seating Clackamas County
- Rentals with outdoor seating Oregon
- Rentals with outdoor seating United States
- Moda Center
- Columbia River Gorge National Scenic Area
- Silver Falls State Park
- Timberline Lodge
- Laurelhurst Park
- Oregon Zoo
- Mt. Hood Skibowl
- Mt. Hood Meadows
- Providence Park
- Enchanted Forest
- Portland Japanese Garden
- The Grotto
- Beacon Rock State Park
- Tom McCall Waterfront Park
- Wonder Ballroom
- Hoyt Arboretum
- Arlene Schnitzer Concert Hall
- Powell's City of Books
- Wings & Waves Waterpark
- Airplane Home
- Oaks Amusement Park
- Portland Art Museum
- Reed College
- Pittock Mansion





