
Family-friendly holiday rentals in Milwaukie
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Milwaukie

Total holiday rentals
Explore 60 holiday rentals in Milwaukie

Nightly prices starting at
Milwaukie holiday rentals start at $103 SGD per night before taxes and fees

Verified guest reviews
Over 3,730 verified reviews to help you choose

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
60 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!
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.

Top of the World - Apartment near PDX w/ AC
This relaxing, private suite is perfect for your stay! Our organized space includes high-speed wifi, a gas fireplace, and even a washer and dryer. The kitchen is fully equipped with a dishwasher, fridge, Nespresso coffee maker, hot plate, cookware, and a three-in-one microwave/air fryer/mini baking oven. You have your own entrance and the space to yourself. Guests find the location very convenient and we often hear that the space feels comfortable, homey, and that we've "thought of everything!"

River Forest Lake Apt w/hot tub. HOT find!
*No smoking, no parties, no drugs or pets on premises* total/Max 4 guests; included in this total are infants/children, no more than 2 or3 children under 12, as long as only 4 total guests. FYI: Incline driveway Welcome to our newly remodeled daylight basement apartment. Tucked into the quiet peaceful River Forest neighborhood of Milwaukie on River Forest Lake. Conveniently located to shopping, restaurants, hwy 99, freeways to Portland, Oregon City, historic Sellwood, the Gorge, Mt Hood, etc.

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!

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.

#StayinMyDistrict Sellwood Coco Rose Retreat
#StayinMyDistrict Sellwood Retreat! This private garden Retreat is located in the heart of Sellwood! Live like a local and experience a vibrant SE Portland neighborhood! Known for its “walkability” and “friendly neighborhood feel”! Walk (1 block) to local hotspots, nightlife, dining, coffee, & boutique shops, from this comfortably appointed Queen Studio Suite. Relax and enjoy a glass of wine on the private patio. Kitchenette & kitchen amenities, W/D in unit, FREE street parking!

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.

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.

Miller Street Sellwood Garden Apartment
Cozy one-bedroom basement apartment in a quiet neighborhood. Queen-bed. Decorated with art from my travels in Turkey, Colombia, China and Egypt with descriptions in the AirBNB binder. No stove but small refrigerator, microwave and toaster and sink. Cabinet with plates, cups, silverware. Board and card games in cabinet below the TV. Have Hulu, Netflix, and Prime Video for your entertainment. Your own washer-dryer in the unit.

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.

Lovely Art Filled Home 15 min to Downtown
This comfortable and newly remodeled home sits on a quiet residential street in the Ardenwald neighborhood a few blocks from the Portland border in Milwaukie. It's thoughtfully decorated throughout with local original artwork that's been curated by us, also artists! The trendy Sellwood and Woodstock neighborhoods are a little over a mile away filled with locally owned shops, bars, and restaurants.
Popular amenities for Milwaukie family-friendly rentals
Family-friendly home rentals with a hot tub

The Playground

RoofTop FirePit, HotTub & Outdoor Theater

IndigoBirch: Luxurious Zen Garden Retreat: Hot Tub

Miranda's Lodge- cozy place with hot tub

Spacious house with fenced yard and hot tub

Spacious Forest Retreat w/ Hot Tub & Views

Yeti's Tree House: Where Dreams Come True

Charming Sellwood Getaway with Hot Tub
Family- and pet-friendly home rentals

Stumptown Cottage in Eastmoreland

Lovely 1-bed vacation home w/ off street parking.

River Forest Guest House, River and Dock access

Woodstock•Net Zero•Chef Kitchen•Firepit•Pet-OK

Cozy Sellwood District Studio

Spacious and Private Place with a BIG Yard

The Wee Humble Cottage

Forested Hygge House Getaway
Family-friendly home rentals with a pool

Sellwood Sanctuary Guest House

Corner of Heaven

Recreational Family Fun & Adventures Await

The blueberry villa spa & heated pool

Poolhouse of Portland Architectural Gem

Garden Apartment in the Heart of Portland

Oasis Between City, River & Mountain. Damascus OR

Rose City Hideaway
When is the best time to visit Milwaukie?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $169 SGD | $168 SGD | $174 SGD | $169 SGD | $174 SGD | $180 SGD | $180 SGD | $185 SGD | $174 SGD | $168 SGD | $173 SGD | $177 SGD |
| 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
- Pet-friendly rentals Milwaukie
- Rentals with a washing machine and dryer Milwaukie
- House rentals Milwaukie
- Rentals with a firepit Milwaukie
- Private suite rentals Milwaukie
- Rentals with outdoor seating Milwaukie
- Rentals with a patio Milwaukie
- Rentals with a fireplace Milwaukie
- Family-friendly rentals Clackamas County
- Family-friendly rentals Oregon
- Family-friendly rentals United States
- Silver Falls State Park
- Columbia River Gorge National Scenic Area
- Moda Center
- Timberline Lodge
- Laurelhurst Park
- Mt. Hood Meadows
- Mt. Hood Skibowl
- Oregon Zoo
- Oregon Convention Center
- Providence Park
- The Grotto
- Portland Japanese Garden
- Beacon Rock State Park
- Enchanted Forest
- Airplane Home
- Tom McCall Waterfront Park
- Sellwood Riverfront City Park
- Wonder Ballroom
- Oaks Amusement Park
- Washington Square
- Reed College
- Arlene Schnitzer Concert Hall
- Tryon Creek State Natural Area
- Evergreen Aviation & Space Museum





