Family-friendly vacation rentals in Milwaukie

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Top-rated family-friendly rentals in Milwaukie

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Guest favorite

Guest suite in Milwaukie

4.96 out of 5 average rating, 376 reviews

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.

Nov 28 – Dec 5

ﺩ.ﺇ506 per night

Guest favorite

Guesthouse in Portland

4.97 out of 5 average rating, 540 reviews

The Westmoreland Lighthouse - Private studio in SE

We've dubbed this stunning, newly constructed detached studio the "Lighthouse" because of the way natural light pours through the 550-square-foot studio's many windows and dances off its walls and vaulted ceilings. An open loft offers soothing views. We are tucked into the Westmoreland neighborhood's quiet residential area, but are only a five minute walk from more than 20 restaurants and entertainment features. Westmoreland Park, Reed College and downtown Portland are just minutes away by car.

Feb 3 – 10

ﺩ.ﺇ392 per night

Guest favorite

Guest suite in Oregon City

4.95 out of 5 average rating, 433 reviews

Master Suite Overlooking Clackamas River!

Welcome to a beautiful view of the Clackamas River from our home in Oregon City! This is our Master Suite with it's own private entrance and deck. The Suite includes a bathroom/shower/tub, plants, a sitting area, king bed, mini fridge, microwave & Keurig. The suite shares a wall with our kitchen. Ask us about our expertise on the area! Chris is an outfitter and can set you up on a river float or a whitewater excursion. Carver is just minutes away, where scenes from Twilight were filmed.

Aug 21 – 28

ﺩ.ﺇ272 per night

Guest favorite

Guest suite in Portland

4.97 out of 5 average rating, 504 reviews

A sunny separate studio w/skylights

Your own modern large studio on 2nd floor with separate entrance, full kitchen, sunroom, skylights, 14-foot ceiling, balcony, desk, full bathroom, washer/dryer, dishwasher, gas stove, lots of windows. All this in a vibrant neighborhood, short walking distance to multiple coffee shops, restaurants, a single-screen movie theater, the light rail station, an open-late grocery store, a small park with a salmon run. One mile to Reed College, where Steve Jobs took a calligraphy class.

Dec 3 – 10

ﺩ.ﺇ270 per night

Guest favorite

Guest suite in Milwaukie

4.95 out of 5 average rating, 151 reviews

Riverside Cottage Apartment.

Charming cottage apartment on a 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.

Sep 9 – 16

ﺩ.ﺇ451 per night

Guest favorite

Farm stay in Oregon City

4.9 out of 5 average rating, 390 reviews

Romantic ‘Glamping’ Farm Tiny Cottage

Glamping at its finest! This adorable, warm and cozy, artistic, and truly unique storybook cabin is nestled in a quiet, close-in farm setting (but only 30 min to DT PDX). You’ll love the magical vibe, artwork, decor, lighting, coffee bar, comfy bed, cute outhouse w/cold water sink, and a private outdoor heated shower! We welcome ALL colors, LGBTQ, and outdoor tobacco friendly. Cannabis flower allowed indoors in separate, fun and funky TV/game shed. You'll LOVE it here!

Apr 25 – May 2

ﺩ.ﺇ279 per night

Guest favorite

Cabin in Milwaukie

4.88 out of 5 average rating, 623 reviews

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.

Oct 14 – 21

ﺩ.ﺇ631 per night

Guest favorite

Guest suite in Portland

4.97 out of 5 average rating, 293 reviews

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.

Oct 29 – Nov 5

ﺩ.ﺇ381 per night

Guest favorite

Guesthouse in Portland

4.98 out of 5 average rating, 216 reviews

Exceptional East Moreland Guesthouse/ Reed College

We take Covid 19 safety standards seriously! Artfully decorated street-level garden apartment in a quiet, residential neighborhood lined with 100 year old trees. 15 minute walk to Reed College and nearby hiking/cycling trails. Private garden patio, gas 'woodstove' in the living room- lots of ambiance and comfort. Fully equipped kitchen. Enjoy the complimentary HBO/ Netflix. We use nontoxic cleaning materials. #superhost

Aug 16 – 23

ﺩ.ﺇ494 per night

Guest favorite

Guesthouse in Portland

4.94 out of 5 average rating, 358 reviews

Cozy Cottage in Mt. Scott

The cottage has everything you'll need for your Portland adventures! It comes fully equipped with a well stocked kitchen, outdoor patio, and lots of natural light. You'll have quick access to shops, restaurants and bars in the Woodstock/Mt. Scott neighborhoods. Highlights include Mt. Scott Park, Double Mountain Brewing, Bella's Italian Bakery, The Portland Mercado, Cartlandia, Cloud City Ice Cream and New Seasons Market.

Jul 19 – 26

ﺩ.ﺇ323 per night

Guest favorite

Apartment in Portland

4.91 out of 5 average rating, 492 reviews

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.

Sep 27 – Oct 4

ﺩ.ﺇ300 per night

Guest favorite

Tiny home in Portland

4.94 out of 5 average rating, 277 reviews

Stumptown Cottage in Eastmoreland

Newly built modern studio space in our beautiful historic Eastmoreland neighborhood. Loft like space with modern amenities in a quiet setting. Close to Reed College, Woodstock, Division and Sellwood-Moreland neighborhoods. Easily accessible via public transit. Due to the coronavirus, we’re taking extra care to disinfect frequently touched surfaces between reservations.

Apr 17 – 24

ﺩ.ﺇ361 per night