
Family-friendly holiday rentals in Milwaukie
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Milwaukie
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

My Cozy Place- For the Budget Traveler-29 day max!
This cozy unit is a converted rec room located on the bottom floor of a two story house that includes a living room, a separate bedroom, a bathroom with shower, and a small kitchenette /laundry room (cold water). The kitchenette includes a microwave, toaster oven, hot plate, coffee pot, utensils, and refrigerator. The unit can be locked with key. STEPS are required for entry. Not recommended for guests with mobility issues. Extra guests are each charged $5 per day. NO smoking/vape inside.

Secluded Studio
This a fully private and detached guest house is quiet and relaxing. Walk down your very own pathway to a completely private, safe and secure patio with a quaint garden, a small yard and outdoor seating. With tall ceilings and a large nice bright kitchen, this place is very comfortable. Blackout curtains. Close to many desirables: Max Orange Line Commuter Train, Reed College, Woodstock, Sellwood, & East Moreland & Milwaukie Providence Hospital. Ride, walk or run along the Springwater Corridor.

Clean & Cozy "Private" Studio Suite
Private studio suite (500 sq ft). The unit is on the lower half of this 2 level duplex (host lives upstairs), private entry is on the ground level, self check-in, off street parking. There is a kitchenette, private bathroom with a stand-up shower, washer & dryer, queen bed, high speed internet, expanded cable, Netflix/Amazon Prime. Also, there is a lovely private patio for your enjoyment with a fire table. The space is warm and inviting, very safe location, great neighborhood and dog friendly.

Spacious Studio near Historic Milwaukie/Sellwood
No cleaning fees! Unique retro inspired LARGE studio Private entrance, driveway parking. One Full sized bed and a comfy twin sized cot (set up upon request). Bright sunny space with skylights and beautiful details. Uncluttered, quiet and clean. Full sized fridge and plenty of kitchen amenities. Large dining room table and sitting space. Located in peaceful neighborhood, close to Historic Downtown Milwaukie, 15 min to downtown Portland, minutes away from SE Portland attractions!

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.

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.

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.

Lovely 1-bed vacation home w/ off street parking.
Welcome to the artists nook - where characters and wayfinders come to relax. A stylish, freshly remodeled 1bed, 1bath, in a quiet, serene neighborhood. 1 Private off street park space. Private Back porch with bbq. Every room has heat keeping it nice and toasty on those cold, winter nights and AC for July's sultry, sticky evenings. Kitchen comes fully equipped. Large bathroom, and don't forget to use the huge washer and dryer to get your laundry in check.

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.

River Forest Guest House, River and Dock access
Tasteful and brand new guest house, beautiful neighborhood on the river. Guests have private deck facing yard and separate outdoor sitting area on the Willamette river (behind main house). Watch the birds, boats and riverboat cruise from the patio with fire pit. 2 miles from lightrail station, restaurants and shopping nearby and 15 mins. to downtown Portland. All are welcome! We are on the east side of the river, Milwaukie area.

Cozy, Private Studio
This beautifully remodeled studio with private bathroom, entrance and off-street parking is nestled in a quiet, relaxed neighborhood in Milwaukie- a neighborhood south of Portland. Extremely comfortable queen bed will provide you with an excellent nights sleep. Great atmosphere for those traveling for business or vacation. Located 5 minutes from I-205 and a 10-minute drive to downtown Portland.

Sellwood Detached Studio Loft
Self contained cozy yet bright studio apt located above our garage in the heart of charming Sellwood! Though no interaction is required, hosts are close-by and available as needed! Steps away from shops, restaurants, coffee, bars, parks, trails, and the river. Within a few miles of both Reed and Lewis and Clark Colleges. You will have all the privacy you need in this detached unit! Sleeps 2-4.
Popular amenities for Milwaukie family-friendly rentals
Family-friendly home rentals with a hot tub

Muse Cabin in old growth forest w/cedar hot tub

Spacious house with fenced yard and hot tub

Romantic Casita. HotTub and Firepit. Pets Welcome!

Spacious Forest Retreat w/ Hot Tub & Views

Indulge in Rare Riverside Retreat

RoofTop FirePit, HotTub & Outdoor Theater

Charming Sellwood Getaway with Hot Tub

Luxurious Riverfront GuestHouse, Sauna & HotTub.
Family- and pet-friendly home rentals

Secret Garden Guesthouse!!

Forested Hygge House Getaway

Family Friendly SE Portland Getaway w/2 Bedrooms

Beaverton Vintage Tiny Home

The Wee Humble Cottage

Multnomah Village Hideout

Cheerful 2 bedroom cabin on the Clackamas River

Willow Creek Cottage
Family-friendly home rentals with a pool

Oasis Between City, River & Mountain. Damascus OR

Garden Apartment in the Heart of Portland

The Starburst Inn: Enclosed Heated Pool, Theater

The blueberry villa spa & heated pool

Quaint Tiny House In The Trees. Damascus, Oregon.

Wine Country Spa House - Hot Tub/Sauna/Pool

Rose City Hideaway

Serene Oasis: Swim Spa, Sauna, huge deck and grill
When is the best time to visit Milwaukie?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £98 | £97 | £101 | £98 | £101 | £104 | £104 | £107 | £101 | £97 | £100 | £102 |
| 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 |
Quick stats about holiday rentals that are family-friendly in Milwaukie

Total holiday rentals
Explore 50 holiday rentals in Milwaukie

Nightly prices starting at
Milwaukie holiday rentals start at £30 per night before taxes and fees

Verified guest reviews
Over 3,710 verified reviews to help you choose

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
50 of Milwaukie holiday rentals include wifi 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!
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- 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
- The Grotto
- Portland Japanese Garden
- Beacon Rock State Park
- Tom McCall Waterfront Park
- Airplane Home
- Wonder Ballroom
- Powell's City of Books
- Arlene Schnitzer Concert Hall
- Oaks Amusement Park
- Hoyt Arboretum
- Wings & Waves Waterpark
- Portland Art Museum
- Reed College
- Pittock Mansion





