
House holiday rentals in Milwaukie
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Top-rated house rentals in Milwaukie
Guests agree: these houses are highly rated for location, cleanliness and more.

Forested Hygge House Getaway
Relax in a Gladstone oasis overlooking an untouched trail and forested area. A cozy, bright, and private spot. I hope you connect with my affinity for vintage art and clean lines! You’ll have the entire house and 1/3 acre to yourself. Less than 30 mins from most anywhere in Portland Metro, 10 mins to Oregon City, and 1 hr to Mt. Hood. This is a dog friendly (no cats), non-smoking house. The large yard is on a dead-end street, though not fenced. *Some uneven paths and slip hazards are present

Milwaukie Easy-Centrally located, Close to PDX
Our home is a spacious cozy contemporary home, complete with an outdoor deck, and a beautifully decorated interior with contemporary pieces that complete the design of our home. Windows in living & dining space are across from each other bringing in ample light. Our space is furnished with various mid-century, modern and contemporary pieces that complete the home. Shared Spaces •Parking area •On site laundry shared with other tenant, tenant has a separate living area with no other shared spaces

Knotty Pine - Log Home
Located in the heart of historic Willamette district in West Linn is a beautiful log home situated on 1.3 acres. Short walk to Willamette park (next to the river), walk to shops & restaurants. Private entrance, easy parking. Apartment is on one level, no stairs (800 square feet). Living room, full size kitchen and two bedrooms. Master- king size bed and Guest room - double bed, no closet. Includes a laundry room . Great for extended stay. Close to I-205, 25 min. to PDX and downtown Portland.

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.

Hawthorne House - A+ Location! Pet Friendly!
Killer location!! An ez 2 min walk down the street from Hawthorne/Division in SE Portland! Enjoy the best restaurants, shops, bars PDX offers! Centrally located in great neighborhood! Main floor unit w/private access! Self check in! Bright and airy living spaces! Fully equipped kitchen for preparing delicious meals. Full sized wash/dryer. High speed Wi-Fi. Cozy bedroom w/plush queen-sized bed. Clean and modern bathroom stocked w/essentials. I'm excited to host you during your visit to PDX!!

RoofTop FirePit, HotTub & Outdoor Theater
Our large (1,500sq ft) space (private access), has a bedroom, bathroom, living room w/ a fireplace, hot tub, full gym as well as a kitchenette w/ full sized fridge, keurig, microwave, air fryer, toaster oven, single burner, and laundry facility. Smart tvs, hammocks and a rooftop firepit are in the outdoor entertainment area. LGBT & BIPOC friendly. Gym, hot tub and laundry are shared with owners but guests have priority access. Close to Mt Hood Wilderness (45mins) & Downtown Portland (15mins).

Modern Home — Prime Alberta Arts
This new home is steps from lively Alberta Street, the heart of NE Portland. It's perfect for couples, business travelers, and anyone looking to explore Northeast, Portland's best neighborhood. Plush king-size bed, open kitchen and living room, 1.5 bathrooms, and private yard. Explore awesome restaurants, bars, and shops around the corner, while staying on a quiet residential street. This home is just 15 minutes from the airport, and close to downtown (transit friendly!). Hablamos español.

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.

#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!

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!

Multnomah Village Hideout
Explore our new, artist-built bungalow in Multnomah Village, Portland. This cozy space sleeps four with a queen bed upstairs and a pullout couch downstairs. Steps away are charming cafes, shops, and a park with hiking trails and dog parks. Enjoy local activities like bingo and dining on pet-friendly patios. Complete with essentials including laundry and a breakfast nook, this bungalow is perfect for both short and extended stays, offering a unique Portland experience.

Oak Grove Getaway Retreat
Welcome to our remodeled 2,350 sqft home in a peaceful, friendly neighborhood! This cozy, modern retreat is perfect for families or groups. A short walk or drive to grocery stores, restaurants, and an 8-screen cinema. Downtown Portland is near for a fun day trip. Enjoy local trails and events. With an updated, inviting interior, it’s your ideal base for Portland’s charm. Book now for a relaxing stay with exciting discoveries!
Popular amenities for house rentals in Milwaukie
House rentals with a pool

Frankie's Place; Walkable Craftsman luxury!

One level Entertainers Dream *Heated Pool*

The Starburst Inn: Enclosed Heated Pool, Theater

An Entertainment Oasis!

5bdrm,Heated Pool, Hot Tub, Sauna.

Private Pool & Hot Tub Oasis | Cowboy Retreat

Rose City Hideaway

1BR - Private House, Pool, Hot Tub & Forest Trails
Weekly house rentals

Epic record collection & hot tub in bright home

Spacious house with fenced yard and hot tub

Darling house,Great location!!

Garden Oasis in the City

Central Cozy Modern 3Bd Oasis

Three water falls, a river and a lodge.

Spacious Forest Retreat w/ Hot Tub & Views

Beautiful Dog Friendly Cottage on a 10 Acre Estate
Private house rentals

The Redwood House 2.0 Safe Cozy 2BR Pet Friendly

Sunny Sellwood Studio

Central Stay w/Treehouse! Near Downtown & Nature

Modern Urban Barn Guesthouse

Comfortable spacious home!

Blanton House

3/2 in Milwaukie - Quiet location, Free Parking!

Beautifully Renovated 1920 Home | EV, Pets
When is the best time to visit Milwaukie?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £90 | £92 | £93 | £83 | £81 | £98 | £96 | £94 | £84 | £87 | £96 | £98 |
| 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 house rentals in Milwaukie

Total holiday rentals
Explore 60 holiday rentals in Milwaukie

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

Verified guest reviews
Over 3,020 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

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!
Destinations to explore
- Pet-friendly rentals Milwaukie
- Rentals with a washing machine and dryer Milwaukie
- Rentals with a firepit Milwaukie
- Rentals with outdoor seating Milwaukie
- Rentals with a patio Milwaukie
- Family-friendly rentals Milwaukie
- Private suite rentals Milwaukie
- Rentals with a fireplace Milwaukie
- House rentals Clackamas County
- House rentals Oregon
- House 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
- Providence Park
- Oregon Convention Center
- The Grotto
- Portland Japanese Garden
- Enchanted Forest
- Beacon Rock State Park
- Airplane Home
- Tom McCall Waterfront Park
- Wonder Ballroom
- Oaks Amusement Park
- Tryon Creek State Natural Area
- Powell's City of Books
- Pittock Mansion
- Reed College
- Arlene Schnitzer Concert Hall
- Evergreen Aviation & Space Museum





