
Family-friendly holiday rentals in Milwaukie
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Top-rated family-friendly rentals in Milwaukie
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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.

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!

Close in SE PDX! Historic Sellwood Basement Apt
Welcome to a 1912 landmark home in beautiful Sellwood/Moreland. Formerly the beloved Candyland restaurant, the light and bright basement apartment sits in front of the Springwater trail with views of Mt Hood. This is a 1 bedroom with kitchenette (stove burner and mini toaster oven) living room and dining room fit for 3! We are close to great shopping, dining and breweries get there by bus, the Max or bike in minutes. We welcome you to a safe and inclusive home and we are vaccinated!

The 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.

Light Filled Garden Studio
Our wonderfully bright garden studio is perfect for a short stay or for visitors looking to explore Portland for an extended visit. It has a full, well-stocked kitchen, ideal for those looking to stay in and cook, but it’s also just a 20 minute drive from downtown, for those looking to explore the wonderful restaurant scene Portland offers. Keyless entry and private entrance through the side yard gate provide renters with complete autonomy during their visit.

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.

Cozy Sellwood District Studio
Welcome to our cozy studio located in the charming Sellwood-Moreland district - Perfect for the Portland aficionado who loves hand-crafted cocktails, eclectic shops, and live local music, making it the ideal location for those looking to experience the unique culture of Portland. The studio features a comfortable queen bed, full bath and kitchenette. The space is designed to be comfortable and inviting with quirky décor and plenty of natural light.

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.

Tiny Sequoia House
Feel refreshed when you stay in this rustic gem. With a full heated outdoor yet private shower, lofted queen bed and fold-out couch, walking distance to tons of restaurants and shops, 15 - 25 minutes into Portland proper depending on where you're going and very close to the wilderness and hiking.

Why Not Stay?
This charming Basement Apartment is in a beautiful Ranch Style home in a quiet tree lined neighborhood of Milwaukie, Oregon. It offers it's own ground level entrance from an ample parking area. You will have a private bedroom, bath and kitchenette.
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 Forest Retreat w/ Hot Tub & Views
Underground Art Suite

Margaux | Airstream Glamping in the Heart of PDX

The Playground

Portland at your doorstep

Charming Sellwood Getaway with Hot Tub

Portland Modern
Family- and pet-friendly home rentals

Forested Hygge House Getaway

The Cedar Cottage

Beaverton Vintage Tiny Home

Spacious Loft in the Heart of Southeast PDX

Stumptown Cottage in Eastmoreland

Cozy, Modern Farmhouse, King Bed, Great Yard, Pets

Oak Grove Easy-Centrally located w/King Bed

Willow Creek Cottage
Family-friendly home rentals with a pool

Cascadia Cabana | Poolside Suite with Spa

Oasis Between City, River & Mountain. Damascus OR

Rose City Retreat

Garden Apartment in the Heart of Portland

The Starburst Inn

Quaint Tiny House In The Trees. Damascus, Oregon.

Wine Country Spa House - Hot Tub/Sauna/Pool

Rose City Hideaway
Quick stats about holiday rentals that are family-friendly in Milwaukie
Total rentals
50 properties
Nightly prices starting at
£22 before taxes and fees
Total number of reviews
3.8K reviews
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wifi availability
50 properties include access to wifi
Destinations to explore
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- Rentals with a firepit Milwaukie
- Rentals with outdoor seating Milwaukie
- Rentals with a fireplace Milwaukie
- Pet-friendly rentals Milwaukie
- Private suite rentals Milwaukie
- Rentals with a patio Milwaukie
- House rentals Milwaukie
- Rentals with a washing machine and dryer Milwaukie
- Family-friendly rentals Clackamas County
- Family-friendly rentals Oregon
- Family-friendly rentals United States
- Moda Center
- Laurelhurst Park
- Oregon Zoo
- Enchanted Forest
- Silver Falls State Park
- Timberline Lodge
- Providence Park
- The Grotto
- Portland Japanese Garden
- Wooden Shoe Tulip Festival
- Beacon Rock State Park
- Mt. Hood Skibowl
- Wonder Ballroom
- Mt. Hood Meadows
- Hoyt Arboretum
- Powell's City of Books
- Tom McCall Waterfront Park
- Oaks Amusement Park
- Pumpkin Ridge Golf Club
- Wings & Waves Waterpark
- Domaine Serene
- Skamania Lodge Golf Course
- Portland Art Museum
- Battle Ground Lake State Park