Family-friendly vacation rentals in Southeast Portland

Cozy Garden Cottage in the Heart of Richmond

A serene Guest Cottage nestled in a garden and located within walking distance to the local foodie restaurants. You’ll love the location and how quiet it is! The perfect set up for couples, solo travelers or business travel. It's open and bright. French doors, plenty of windows, and skylights to bring in natural light for an open feel. You'll be set up with a comfy mattress, quality linens and plush towels. Nothing more cozy than that! Don't forget about the Smart TV, work desk, and essentials!

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.

Garden Studio w/ Deck & Sauna

Large 20'x12' private studio with big private bathroom, supplied kitchenette, walk-in closet, and relaxing deck with access to a sauna, fire pit, and yard. Quiet, authentic FoPo neighborhood near many delicious and affordable restaurants, bars, dispensaries, and food carts. Borrow bikes to access the Hawthorne, Division, Woodstock and Belmont areas within 15 minutes. All are welcome. LGBTQ+ friendly. 420 friendly. Owner is comfortable communicating with internationals of all English abilities.

/// Brand new studio / on MAX line to airport

You'll feel right at home in our gorgeous, newly renovated, bright and cozy studio with private bathroom and kitchenette. Our home is close to the 60th Avenue MAX light rail station, several bus lines, bike paths, and grocery stores. You’ll love our place because of the comfy queen sized bed and easy access to any part of town by rail, bus, bike, or car. We are two blocks away from a nice brewery and food cart pod. Our place is great for couples, solo adventurers, and business travelers alike!

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!

The Filbert - Garden Apartment in Inner SE PDX.

The Filbert is in the Division/Clinton Neighborhood close to Broder Cafe, Salt & Straw and dozens of other amazing restaurants and bars. Also close by is the New Season's Market, People's Food Co-op, bike shops, and boutiques. It is quick to get to downtown Portland by car, bus or light rail. This renovated apartment is tucked into an urban eco-community. You’ll love the location and the ambiance. The Filbert is good for couples, solo adventurers, business travelers, and families one child.

Architect-designed house in SE Portland’s MtTabor

Our modern guesthouse is a clean, private space filled with natural light. The front gate opens into a private, landscaped courtyard landscaped with jasmine, a Japanese maple tree, rhododendrons, and ferns. We are conveniently located near Mt Tabor Park that has walking trails and a spectacular view of the city. We are also close to several popular neighborhoods with shops, cafés, and restaurants. We welcome people of all backgrounds to stay here and enjoy beautiful Portland.

Cozy, eclectic SE Portland upside down penthouse

Enjoy the Reed College/Woodstock neighborhood in SE Portland. Windows looking onto the yard with private entrance. Furnished with knickknacks from my collection of modernist & antique furniture, art, curios, and books. Also: bathroom w/shower, fridge, & hot pot (not a kitchen). Walk to nearby nature trails at Reed College , Trader Joe's & New Seasons (groceries), vintage mall, Double Mountain & Gigantic breweries, , local restaurants, cafes & bars; bus line half block away.

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.