Family-friendly holiday rentals in Southeast Portland

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Top-rated family-friendly rentals in Southeast Portland

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite

Guest suite in Portland

4.96 out of 5 average rating, 345 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 favourite

Apartment in Portland

4.93 out of 5 average rating, 620 reviews

SE PDX Apt, great location, full kitchen, private!

Awesome updated apartment in Old Portland home. Great amenities! 24 hr keyless, private entry. Completely separate apartment. 10 years as a LEGAL Airbnb, legit not fake Permit (many aren't); and Super Hosts. Quiet, shaded courtyard sitting area. Quiet apt. No kids, pets, or smokers live here. Fast WIFI, full kitchen, HDTV, CATV, W/D. 2024 laminate; tile. Unusual perks: Well-lit, level, easy street parking. Quiet street. 15-20' to PDX 24/7. Walkable to SE Portland's best food, pubs, shops, etc.

Guest favourite

Guesthouse in Portland

4.97 out of 5 average rating, 542 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.

Guest favourite

Guesthouse in Portland

4.95 out of 5 average rating, 394 reviews

Tabor Cottage: Detached Guest House SE Portland

Mt. Tabor Cottage is a quiet, cozy, detached one bedroom house.with a private, fenced patio. In the South Tabor neighborhood, we are close to Mt. Tabor park and walking distance to several restaurants. It's a 15 minute car ride to the airport or about 17-20 minutes to downtown Portland and only a 5 -7 minute drive to Montavilla, Division St and Hawthorne Blvd restaurants, bars and shopping. Street parking is always available on the block, often next to property or within 150ft, 30 second walk!

Guest favourite

Bungalow in Portland

4.94 out of 5 average rating, 367 reviews

The Backyard Bungalow! Big Living; Small House

The Backyard Bungalow - featured on Portland's ADU tour - is the perfect hideaway amidst uncertain times. With its own secluded pathway, and detached from the main house, it offers as much privacy as desired. Once inside however, its 16ft vaulted ceiling and sunlit open-plan living area surprises with a sense of spaciousness and comfort. Its inner SE location is walking distance to Division St. restaurants and cafes, food carts, parks and playgrounds, as well as being a "biker's paradise".

Guest favourite

Guest suite in Portland

4.98 out of 5 average rating, 266 reviews

Hawthorne Hideout*Heated floors* walk everywhere!

This custom one-bedroom basement apartment has full size ceilings and windows and all the comforts of home. Stellar location two blocks from Hawthorne Street. With a kitchenette, washer/dryer, 4K smart TV, and beautiful custom wood and tile throughout. There is radiant floor heating that keeps this space extra cozy in the winter, and cool in the summer. Perfect home base for exploring or working in Portland with or without a car. This space is friendly to all. We have removed our cleaning fee!

Guest favourite

Home in Portland

4.91 out of 5 average rating, 181 reviews

Charming South Tabor Apartment!

Charming, remodeled, clean one-bedroom basement apartment with some natural light. Private entrance and patio. In a quiet, safe SE neighborhood central for exploring Portland. Walk to Mt. Tabor Park. Furnished in mid-century style, with high-end cotton linens, bedding and towels; full kitchen and bathroom. Large flat-screen TV, full Cable, HBO, etc. Very reliable WiFi. We welcome all nationalities, ethnicities and creeds. We are LGBT-friendly! We’re 420 friendly outside in the private patio.

Guest favourite

Apartment in Portland

4.96 out of 5 average rating, 236 reviews

Cozy, yet Spacious Division 1BR Apt

Immaculate, homey, 1-BR apartment w/separate entry. Great for parents visiting kids, business folk & tourists. Spacious & light w/full kitchen. Separate router, so fast Wi-Fi. Many guests note: "Great shower water pressure!" in snug but full bathroom. If you like to nap, bedroom feels far away from kitchen. Neighbors are out & about, but quiet at night. A 5-minute walk to popular Division restaurants & buses downtown or a 15-minute walk to Hawthorne through sweet Portland neighborhoods.

Guest favourite

Guesthouse in Portland

4.96 out of 5 average rating, 188 reviews

Sunny, Modern Guesthouse South Tabor Neighborhood

A modern guesthouse with one bedroom, one bathroom, a living/kitchen space and a deck. The guesthouse is above our garage and was built in 2011. There's a deck off the kitchen which is a nice place for relaxing. We are about 1.5 miles from restaurants and shops at SE Division. There are several bus stops within 1-2 blocks of our house. Downtown Portland is 30 minutes by bus We've done a lot of traveling and enjoy meeting new people. We welcome folks from all backgrounds and places.

Guest favourite

Guest suite in Portland

4.97 out of 5 average rating, 505 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 favourite

Apartment in Portland

4.96 out of 5 average rating, 213 reviews

Spacious Studio Apartment Next to Reed College

Newly remodeled in December 2017, this clean and spacious studio apartment has wireless internet, a queen size bed, kitchenette, beautiful bathroom and a lovely private backyard setting. It is in a quiet residential neighborhood with Reed College in the backyard. Street parking is plentiful and light rail/bus access is nearby. The neighborhood offers excellent restaurants, grocery stores, and coffee shops. A popular brew pub and marijuana store are two blocks away.

Guest favourite

Guest suite in Portland

4.95 out of 5 average rating, 274 reviews

Cool Mod Private Entrance Space in SE Portland!

Hello! Cool mod private entrance space in SE Portland 😀 Beautiful neighborhood High ceilings Large windows Beautifully decorated Plush King Bed in 1-bedroom-with a door. 2nd queen bed living room pull out Lovely Older Established Neighborhood 20 minutes of City Center. Discounts are a hassle so: no. Portland has levied a nightly tax that you will see itemized when you pay. Space might be a bit small for more than 2 adults, 2 small children. Licensed. 😀💜🏡