Family-friendly holiday rentals in Southeast Portland

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Top-rated family-friendly rentals in Southeast Portland

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Top Guest favourite

Guest suite in Portland

4.97 out of 5 average rating, 397 reviews

Walk to Se Division from a Sleek, Architect Designed Space

My wife, Raechel, and I originally designed and built this ADU ( accessory dwelling unit ) with the intention of living there full time, but due to a change of plans, it's available to you. The space was designed by Buckenmeyer Architecture, and was constructed by me. Our space features many unique elements such as: paper-composite counter tops and bathroom tiles, real copper backsplash and bathroom walls, polished concrete floors, cedar tongue and groove ceiling, burnt cedar siding, 16' multi-slide window wall (please open and close slowly), moveable cedar slat screens, custom frosted glass pocket doors, and custom apple-ply kitchen cabinets by George Ramos We love to cook and put great effort into getting the kitchen space dialed in. The kitchen features: bosch speed oven (microwave and convection oven), bosch dishwasher, 2 burner gas range, and Pull-out exhaust and lighting We hope you enjoy the space and neighborhood as much as we do! The guesthouse has it's own separate entrance with a smart lock for convenient self check in. You'll receive the unique code prior to check in. We live in the main house and are available to help make your stay as great as possible. We value your privacy and will not stop by unless contacted. Please text for the quickest response. Nearby Division Steet is known as restaurant row and features some of the best food in Portland, including Pok Pok, Salt and Straw, and Ava Genes. On a warm summer night, there will be hundreds of people just going for a stroll up and down Division. Our guesthouse is a 2 minute walk from a major bus stop, and a Biketown stall where you can rent a bike by the trip. There is no dedicated parking space but there is an abundant amount of non-metered unlimited on-street parking directly in front of our guest house on 28th pl. The Roku Tv enables you to login to your entertainment provider of choice, please remember to logout. The Bose Soundbar is wired to output the TV's audio, but can also be connected to via bluetooth by hitting the bluetooth icon on the Bose remote and pairing with your device. We provide locally roasted coffee beans, a manual conical burr grinder, insulated french press, stovetop kettle, and creamer + sugar. Please enjoy the in-shell Hazelnuts!

Top Guest favourite

Guesthouse in Portland

4.99 out of 5 average rating, 137 reviews

Luxury Loft ~ Bidet, Skylight & Bed for Royalty

*We offer a 15% weekly stay discount and 20% monthly stay discount. *Photos of all businesses in this listing are < 1.0 mile away. *All Races, Gender Identities, Sexual Orientations, Religions Welcome. Our family welcomes you to a slice of our Portland life. We live in a quiet residential neighborhood where the sounds you are most likely to encounter are the distant squawks of our backyard chickens, the pitter-patter of raindrops on the skylight, or the occasional children's squeal or dog bark.

Top Guest favourite

Guest suite in Portland

4.95 out of 5 average rating, 353 reviews

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.

Guest favourite

Guest suite in Portland

4.96 out of 5 average rating, 142 reviews

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.

Top Guest favourite

Tiny home in Portland

4.93 out of 5 average rating, 168 reviews

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.

Top Guest favourite

Guest suite in Portland

4.93 out of 5 average rating, 113 reviews

Mi casa Es Tu Casa (near SE 52nd and Holgate)

Family friendly spacious basement apartment (700 square feet) with living, bath, kitchenette and bedroom, close to Creston park. Our house is a 5-7 minute drive from Reed College. It is within walking distance to several restaurants including Gladstone Street Pub and Food Carts on Foster. It is a 15 minute walk to Trader Joes; a 20 minute walk to many restaurants and shops on Woodstock Blvd. We have two security cameras on our property - one in the driveway and one on the front porch.

Top Guest favourite

Tiny home in Mt. Tabor

4.98 out of 5 average rating, 394 reviews

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.

Top Guest favourite

Guesthouse in Woodstock

4.95 out of 5 average rating, 417 reviews

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

Top Guest favourite

Guest suite in Portland

4.99 out of 5 average rating, 338 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.

Superhost

Treehouse in Mt. Tabor

4.83 out of 5 average rating, 144 reviews

Mt Tabor Tree House, Hidden Urban Retreat

Our Mt Tabor Treehouse is an incredible and unique escape that invites you to relax and connect with nature without sacrificing any modern amenities, all in the heart of the City of Roses. Nestled underneath towering Douglas Fir trees, this fully equipped tiny house in a tree is surrounded with nature, along with immediate access to miles of mixed use trails and walking distance to one of Portland’s best restaurant, coffee shop and local market “Coquine”

Guest favourite

Tiny home in Portland

4.88 out of 5 average rating, 477 reviews

Margaux - Nostalgic Charmer in the Heart of PDX

Welcome to Margaux the Vintage Airstream! Originally built in 1969 and loving designed and restored in 2019, this light-filled space is packed with vintage character. Whether you're seeking to experience Portland's vibrant local culture, get lost in the famous PNW wilderness, or simply relax in our lush garden and take a dip in the hot tub, Margaux provides the perfect base for your Portland adventures. We can't wait to host you!

Top Guest favourite

Guesthouse in Portland

4.99 out of 5 average rating, 347 reviews

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.