Family-friendly vacation rentals in Portland Downtown

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Top-rated family-friendly rentals in Portland Downtown

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Guest favorite

Rental unit in Southwest Portland

4.97 out of 5 average rating, 276 reviews

Quiet, Private Apartment Retreat

Nestled in the Southwest Hills of Portland this lovely apartment provides a sanctuary away from the bustle of the city, yet is minutes from all that downtown Portland has to offer! 900 sq. ft., 2 bedroom, 1 bath apartment furnished with mix of mid-century modern and classic modern appointments. Art, all original, includes paintings, photographs, sculptures, and folk art collected from around the world. Flat screen Smart TV with surround sound, cable TV, and access to Netflix and Pandora. Wi-Fi available throughout apartment. Living room includes wood burning fireplace and desk. Bedrooms connected by large sliding doors making each a private room, or if left open, a sitting room and bedroom. Queen sized bed in master, and a full sized futon couch with an innerspring mattress in the second bedroom. Bathroom newly remodeled, double sinks and a wonderful large shower with two shower heads. All linens and bedding new. Large deck off the living room with SW exposure over looks private wooded area perfect for relaxing or dining. (Bird watchers will have a field day…binoculars and guide book for your enjoyment!) BBQ available on owner’s deck above. Fully equipped kitchen includes 4 burner cook top, Breville smart oven, coffee maker, mini refrigerator and all incidentals to “dine in.” Residential neighborhood half mile from Hillsdale Village…a charming collection of merchants including a bakery, 7 restaurants, Starbucks, grocery, banking and more! 4 miles to the Portland City Center, 2 miles to OHSU hospital/medical campus, 3.5 miles to Portland State, half mile to nearest bus stop. Apt has off street parking for 2 vehicles.

Guest favorite

Guest suite in Portland

4.96 out of 5 average rating, 388 reviews

Hawthorne Hobbit Hole: special Portland experience

The Hobbit Hole is a cozy, comfortable sculpted suite to stay. It's an enchanting oasis, crafted with love and with guests in mind. This is a walking, biking, and transit paradise with easy curbside parking. We are around the corner from an organic grocery store, iconic restaurants, shopping, bike share programs and entertainment on perfectly Portland Hawthorne and Division streets. We are an open and affirming household who welcomes all. We do allow smoking/vaping outside, including cannabis

Guest favorite

Guesthouse in Woodstock

4.98 out of 5 average rating, 747 reviews

Woodstock Tiny House

Detached, very small (300 sq ft) guest house in the Southeast Portland neighborhood of Woodstock. Lots of walkable eateries as well as New Seasons and Safeway within a 5 minute walk. Close to Reed College, Woodstock Village, Springwater Trail, Southeast Portland Neighborhoods, Public Transportation. You’ll love the location, the outdoors space, and the ambiance. Good for couples, solo adventurers, and business travelers. TV (Netflix enabled!), A/C (summer months), heat, coffee, fridge/freezer.

Guest favorite

Rental unit in Ladd's Addition

4.95 out of 5 average rating, 810 reviews

Casita Sarita, Your Urban Escape! NO Cleaning Fee!

Welcome to Casita Sarita, Your Urban Escape! A large, beautiful, light-filled studio in the heart of SE Portland, walking distance to everything. I have eliminated my cleaning fee for 1-2 night stays because I understand the frustration of so many fees, and short stays tend to need less cleaning time. This is the only fee I can control, so I hope it's helpful. On site professional MASSAGE(by me!) available. Please make yourself at home, relax, and rejuvenate. I look forward to hosting you!

Guest favorite

Guesthouse in Portland

4.97 out of 5 average rating, 596 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.

Superhost

Rental unit in Southwest Portland

4.82 out of 5 average rating, 400 reviews

Modern spacious private studio overlooking bamboo

Safe and completely private, large studio with separate entrance, located in a peaceful rainforest location, with convenient access to all the city has to offer. We just installed all sorts of brand new features, including a modern A/C & Heater mini split with remote, a smart anti-fogging mirror, modern electric stove/oven, larger fridge, and new driveway and sidewalk entrance! Queen, full-sized, and twin beds with comfortable new mattresses. Full Bathroom with Shower, Wifi, Fireplace.

Guest favorite

Home in Southwest Portland

4.96 out of 5 average rating, 380 reviews

Portland Southwest Suite Stay

Cozy suite in quiet, safe neighborhood with private, digital key-coded entrance for convenience. Private kitchenette & bathroom/shower, comfy queen sized bed, fold-out sofa, air-bed, pack & play, high chair & change table. Lots of closet space, included continental breakfast, and private covered outdoor sitting area. Very close to bus stops, so you won't need car. Walking-distance to parks, grocery, and restaurants. Close to downtown, Zoo, Japanese, Chinese & Rose Gardens, OHSU, OMSI.

Guest favorite

Guest suite in Portland

4.97 out of 5 average rating, 529 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.

Guest favorite

Rental unit in Southwest Portland

4.9 out of 5 average rating, 350 reviews

Relaxing retreat steps to OHSU & min from downtown

This bright, newly renovated home in the Southwest Hills is just minutes away from OHSU, Marquam Nature Trail, downtown Portland and Council Crest. The 2-bedroom flat provides plenty of space for guests, and also equipped with a full kitchen and bathroom with everything you'll need during your visit. Located in the quiet and historic Homestead neighborhood with free parking, this home is the perfect location for families and groups on their Portland vacation or business stay.

Guest favorite

Guesthouse in Northeast Portland

4.99 out of 5 average rating, 412 reviews

NE Irving Park Cottage

Welcome to the Irving Park Neighborhood Cottage located within walking distance of NE Williams, Alberta Arts District and Mississippi Avenue in Portland, Oregon. Our quiet cottage sits in the back of our garden and offers privacy with your own stone patio with bistro table and chairs. There are many restaurants nearby and a large city park (Irving Park) 2 blocks away. Please reach out to us if you would like recommendations prior to your stay or have questions.

Guest favorite

Guesthouse in Northeast Portland

4.9 out of 5 average rating, 511 reviews

Luxury Garden Cottage in Central PDX

✦ Beautiful new guest cottage located in the Historic Irvington neighborhood. ✦ Located a mere 6-10 minutes from downtown. ✦ Tall ceilings and gorgeous A-Frame house ✦Walk, bike or drive to the many cafes, shops and restaurants at nearby destination neighborhoods, including Alberta Arts District (1.5 miles), Broadway, (.5 miles) Williams District (.9 miles), Mississippi Ave. (1.5 miles)

Guest favorite

Guesthouse in Portland

4.96 out of 5 average rating, 171 reviews

Private Cottage, Valley View, Downtown Close

This listing is our private guest cottage, located on our property. We're close to the Oregon Zoo, OHSU, art and culture, the city center. We're a 10 minute walk to bus 58, which goes straight to downtown Portland. You’ll love our place because of the private, tree-house feel and quiet neighborhood. Our place is good for couples, solo adventurers, and business travelers.