Family-friendly vacation rentals in Southeast Portland

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.

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.

Peaceful Apartment in the Heart of Portland

A stellar studio apartment in happening SE Portland. Apartment is attached to a house on a quiet dead end street. BUT... 1 block off trendy SE Division Street, and 8 blocks off SE Hawthorne Blvd. Just a couple blocks to Pinolo Gelato, Salt and Straw, Baghdad Theater and many other popular restaurants, bars and shops. On main bus line. St Parking. Apartment has a kitchenette, full bath, queen size bed, private entrance, private outdoor area, and everything needed for a relaxing stay in Portland.

Eclectic cottage & sauna bath house/SE Portland

This cottage is a rustic bohemian experience. There is a queen bed and a sleeping loft which is good for kids accessed via a built in ladder (one bed and one ikea double mat (great for kids) in total). Cottage has a kitchenette in the main room where the bed is. There is an OUTDOOR shower/bath and sauna which is incredible in the fall and winter! Inside the cottage there is small bathroom which is in fact down right tiny (not for big folks) wood stove/ oil heater/ac. no smoking allowed.

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.

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 Guesthouse SE Portland

Memory Foam Mattress, 43" TV on an adjustable wall mount AirBnB COVID-19 Cleaning in place w/cleaning supplies for your use. You will love our Southeast Studio with Private Entrance, patio, seating & garden. Near Mount Tabor Park, restaurants and bus stop. The Studio is great for couples, solo adventurers, business travel, and small families. Quiet neighborhood vibes. Yummy snacks, Coffee and Tea Portable A/C installed June - mid September Fan in unit after A/C removed

SE Portland Guest Cottage

The guest cottage offers self check-in. It is located in a quiet neighborhood in SE Portland. High ceilings make this studio airy and bright. We think of it as a perfect hotel room without the hotel. The small galley kitchen has everything you need to cook a gourmet meal including filtered water. There is a full bathroom with tub and shower. The cottage stands on its own making it perfect for coming and going as you please. City of Portland Permit #24 013532

The Loft: Modern Open space in Southeast Portland

An open, airy, private, and stylish space located over a detached garage behind the main house. This is a great neighborhood that is close to public transportation and major roads. Easily walk to bike rentals, food carts, restaurants, local bars, and main shopping areas. We are looking to provide a safe and comfortable space. We love to give suggestions and recommendations on places and things to do while in Portland and Oregon.

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 Clinton Cottage (close-in SE off Division)

Our lovingly renovated guest cottage is detached from the main house, with a private entrance and outdoor seating area. Our central location is great for exploring all of the best that Portland has to offer, with easy access to public transit and bike routes. The space is very cozy and has everything you need for a fantastic Portland vacation or work trip.

Tiny House, Big Charm

This cute and comfortable studio apartment used to be our detached double car garage! We worked tirelessly to curate the perfect Portland experience to compliment your vacation. With art and photography from NW artists, to locally sourced materials and treats, we are honored to host you during your trip.