Family-friendly vacation rentals in Portland Downtown

Dream Cottage! Springwater Bike/Walking Path!

Explore, recharge, dream in your own quiet & inspiring country-in-the-city cottage. Sellwood is a great riverside neighborhood, featured in Sunset’s Best Places to Live in the West. Set off on a bike path adventure or start your novel at the writer’s desk. Walk to coffee shops, restaurants & New Seasons Market grocery. Ideal for College visits: drive times, 10 min to Reed, 10 min to Lewis & Clark, 15 min to PSU. Note: PLEASE ASK about weekly or monthly discounts if you're planning extended stay!

Spacious, bright garden studio on Peninsula Park

Explore the world-class restaurants, coffee shops and bars in the nearby Williams and Mississippi districts. Take a stroll around the award winning (and oldest) rose garden in the City of Roses across the street in Peninsula Park. At home, this second story studio has extra space in the meditation loft, a full kitchen, fast internet, and projector for streaming. Enjoy your private deck over the shared garden with hammock and H/C outdoor shower. Bus and train nearby with ample on-street parking.

Spacious 1BR+ by NW 23d. Free parking & cleaning!

If you're looking for a great value and a convenient location (no car needed!), you have found the place! Steps away from NW 23rd St, this is a spacious 700 sq. ft., 1 BD/1BA private apartment. PLENTY of room to play with fido, cook, hang out, work, etc. Free street parking, your own outdoor balcony, fast wifi, plus easy access to all things shopping and food. Whether it's your first or fiftieth visit to Portland, this apartment has all you and your family/friends need for a comfortable stay.

Bar 3728

An open 850 sq ft. studio w/ a queen bed, living space with a modern smart TV & gas fireplace, bar/kitchenette, private entrance & bathroom. The space is intended for solo travelers only. I live in the Richmond neighborhood & am located 1 block from 37th & Division Street, which is surrounded by great restaurants & shops. My home is a 1910 Bungalow & I’ve owned it for 30 years. If you may be looking for a longer term August stay, please see "other details to note" in my description.

Close-in, private Overlook retreat.

The Overlook neighborhood is one of Portland's hidden gems. Quiet, tree lined, yet only a few minutes from all the action Portland serves up. Walk or ride to meals, brewpubs or shopping in the Mississippi and Williams districts. Hop a train (three blocks away) to all quarters. Or, to unwind, walk to Overlook or Mocks Crest parks for sweeping views of downtown Portland, Forest Park and the Willamette River. Please read on to see if the studio's lower ceiling is the right fit for you.

Monta-Villa Garden Cottage & Furry Farmstead

Private cottage with views of the garden. High ceilings, lots of natural light and warm accents. Stocked kitchenette. Four, friendly cats waiting to visit in the garden and three, suspicious, but friendly, hens in the chicken coop. Tranquil garden with fruit tees, flowers, bubbling fountain, chimes, and sheltered, cozy seating. Nearby food, drink, shopping and recreation options. Local recommendations. Your home away from home! Ask about renting our 2023 Toyota Sienna, hybrid minivan.

Studio in Walkable Foodie Heaven

We're on a quiet side street – right around the corner from a dynamic restaurant scene in Kerns, the 5th coolest neighborhood in the world. Stroll to parks, live music, vintage shops, and a vintage movie theater. Walk, Lyft/Uber, bicycle, or use Portland’s amazing public transportation everywhere. Tall windows overlook greenery and a cozy porch. Our family's 1900 house has been divided into separate apartments. Its like an artsy hotel room, but much more homey!

Queen Anne Guest Apt. In Historic District

Discover a charming guesthouse apartment in the heart of Portland! This private retreat, nestled in a historic home, offers easy access to the city's vibrant scene. Explore the nearby NW 21st/23rd commercial districts, the Pearl District, and downtown Portland. Enjoy delicious dining, unique shops, and exciting entertainment, including the Timbers and Thorns soccer stadium. Perfect for leisure or business travelers seeking a comfortable and convenient stay.

Cozy, Stylish Bungalow w/ Fireplace & Full Kitchen

Enjoy a comfy retreat in this cozy and bright studio with a private bathroom, air conditioning, fireplace, full kitchen and work desk. Conveniently located within walking distance to local restaurants, coffee shops, retail stores, and parks. Centrally located in Portland and just 3 miles from downtown. Take a stroll through Historic Irvington and enjoy some of the most beautiful homes and old growth trees that Portland has to offer.

Stylish Hawthorne 1BR w 90 WalkScore

✨ Sleek SE Portland Retreat in the Hawthorne District ✨ 🛏️ Cozy 1-bedroom with queen bed 🍳 Full kitchen with dishwasher & coffee maker 🛋️ Cable TV & fast WiFi 💻 Laptop-friendly workspace for remote work 🐾 Pet-friendly — bring your furry friend ❄️ AC & heating for year-round comfort 🔒 Private entrance — entirely yours 🍽️ Steps from Hawthorne's best cafes, brewpubs & shops. Free street parking.

Cozy Portland Studio Apartment

The space is a well appointed, comfortable studio apartment. It is an ADU at the back of the main house. All the amenities that one would desire are provided (wifi, internet, TV, washer & dryer, fridge, dishwasher, stove, microwave, AC, cooking utensils, etc., etc). It is also very modern and clean, with a private entrance and keyless entry. Close to many restaurants, bars and coffee shops.

Hawthorne Haven-Full kitchen, bathroom, & laundry

Our 400 sqare foot fully furnished studio is tucked away in the popular Hawthorne area of SE Portland. Less than 10 min drive to downtown, with a walk score of 91 and a bike score of 99, the neighborhood is quiet but allows access to everything including groceries, dining, shopping, and entertainment. We are within walking distance to many of the most popular establishments in Portland.