Holiday rentals with a fireplace in Southeast Portland

Live Like a Local in Artful Craftsman by Division

This spacious 1916 Portland bungalow offers a comfortable, inviting retreat packed with authentic character. Inside, the home features beautiful original woodwork, classic hardwood floors, and vibrant, curated artwork that gives the space a distinct creative energy. It is a wonderful place to unwind and recharge after a day of exploring. Enjoy your morning coffee out on the deep, covered front porch, or head out back to the private, leafy backyard garden to relax in a quiet, peaceful setting.

Sunny Mt Tabor 1 BR Suite. Walk to HIP Montavilla

This ENTIRE private street level apartment is steps from one of Portland's best parks. And it's just a few blocks from public transportation, has easy freeway access, is pretty near the airport, and is close enough to downtown to make that an easy trip also. It is walkable to Montavilla, one of the funnest pockets of local pub scene, boasting Breweries, Pubs, Restaurants, one of Portland's best Cocktail Bars, Dive Bars, and shopping, all condensed within a VERY strollable 3 or 4 block area.

Boho Chic Secret Garden Suite w/Hot Tub in SE PDX

Kick back and relax in this calm, stylish space. Enjoy bright mornings on your private patio overlooking our beautiful backyard garden and sleep tight in the extra cozy queen bed. The bathroom boasts a clawfoot tub to soak away your travel stress, and free street parking means you can easily get around town to see the gorgeous nature of the PNW and find plenty of delicious food along the way. Our newest addition is our hot tub, housed in the backyard solarium, perfect for a post-hike soak.

Cozy Bungalow in Ladd’s Addition • Walk/Dine/Shop

Welcome to “Happy Place”, your cozy retreat that feels like a home-away-from-home in the vibrant heart of Portland! Our sanctuary in the bustling SE Clinton/Division area offers fast internet, perfect for work-from-home needs, and is a short stroll from top restaurants, bars, and boutiques. Boasting a walkability score of 92, city exploration is a breeze. Ideal for foodies, culture lovers, and outdoor adventurers, we provide FREE on-site parking and embrace the spirit of Portland living.

2 BR Family Friendly Luxury Suite in SE Woodstock

Constructed in 2017, enjoy our spacious 800-square-foot, private lower level apartment in our 1910 arts and crafts home in cozy Woodstock neighborhood in inner SE Portland. A short walk to Woodstock restaurants and grocery stores. Close to Reed College, Sellwood, SE Division and SE Hawthorne shops and restaurants. A short 20 min drive into downtown Portland and one block away from public transit. Comfortably sleeps up to 5 max. Height in some areas might inconvenience guests over 6'.

Cozy Vintage Cottage in the Woods

The studio cottage is located in an east Portland neighborhood bordering the city of Gresham. It is close to public transport (near a MAX light rail station), the airport and outdoor activities (the Columbia Gorge; Mt Hood) and is a 20-30 min drive to downtown. It's cozy (eclectic vintage style), a wooded 1-acre setting within the city limits, and has secure premises (electric gate). Our place is good for couples, solo adventurers, and business travelers. Please no young children.

The Plex PDX

Live Like a Local! The Plex will immerse you in mid century style and vintage charm with privacy and modern comforts-all in the heart of Portland. Sip coffee on the patio while you plan your adventures. Eat, drink, and play in this walkable central neighborhood. Just a few blocks from destination casual and upscale dining, coffee shops, boutiques, and historic Laurelhurst Park and Theater. Perfect for up to 4 people with driveway parking and a garage to store bikes and other gear.

Hawthorne Stay with 2 perfectly cozy king beds

This lovely, spacious, duplex, home is just about as centrally located as one could get. Sitting right on the bustling Hawthorne Blvd our guests have everything they could possibly need and want from a Portland visit without walking more than 5 blocks. From the historic Baghdad theater, countless bars and restaurants, shopping boutiques, amazing coffee shops, several food cart pods, grocery stores, bodegas, and very entertaining people watching! We invite all to come stay!!

Cozy, Stylish Bungalow w/ Fireplace & Full Kitchen

Enjoy a comfy retreat in this cozy and bright studio with a private bathroom, air conditioning, fireplace, full kitchen and work desk. Conveniently located within walking distance to local restaurants, coffee shops, retail stores, and parks. Centrally located in Portland and just 3 miles from downtown. Take a stroll through Historic Irvington and enjoy some of the most beautiful homes and old growth trees that Portland has to offer.

Luxury Richmond Rose Cottage Division & Hawthorne

Located in Richmond, one of SE Portland's most popular neighborhoods, our 700 sq. ft., custom-designed luxury cottage offers modern comfort with vintage flair. Walk to Stumptown Coffee, Good Coffee, Woodsman Tavern, Petite Provence, Hinterland Bar & Food Carts and other great restaurants, food carts and coffee shops. 90/88 Walk/Bike Score. Close to bus lines 2, 14, 71 and 0. Enjoy the private patio surrounded by nature.

Tabor Retreat

Charming, woodsy, spacious one bedroom basement apartment. Large full kitchen, bathroom, washer and dryer, living room with gas fireplace insert. Private, easy access, lighted entrance. Convenient access by bus to downtown Portland and Airport. Includes beautifully landscaped grounds, patio, and access to Mt. Tabor park with running, biking, hiking trails and tennis courts.

1 Bed Home on Hawthorne - 95 walk score - New AC

Enjoy Portland while staying in our spacious 1-bedroom home located in the heart of the city in the Hawthorne District. We are excited to host you in our newly remodeled guest space with new Mini Splits for AC and heat while you are exploring the city. Whether you are traveling for vacation or business, our charming, historic home has all you need to rest and recharge.