Holiday rentals with a fireplace in Southeast Portland

Dragonfly Retreat - launch pad to adventure

Welcome, Bienvenido, Aloha. Whether you are looking for a quiet place to escape, a remote workspace insulated from daily distractions or a launch pad from which you hope to explore/experience the numerous and varied activities the Pacific Northwest has to offer. I invite you to consider this newly remodeled, extremely clean, 1325 sq. ft. duplex located in outer SE Portland, two blocks from the Powell Butte Nature Park and 7.7 miles (30 minutes) from the Portland International Airport (PDX).

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.

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.

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'.

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.

Best kept secret GEM studio apartment

Newly renovated private studio with street entrance basement suite. A block from Belmont street that boasts it’s own mix of vintage and indie shops, coffee houses, bars and food carts. Many recreational unique dining option footsteps away like Slappy Cakes, walking distance to Laurelhurst Park and Mt. Tabor Park, an extinct Volcano with trails and panoramic City View, few blocks from lively Hawthorne district. 15 minutes to Downtown area and 15-20 minutes to Portland Airport.

Modern Central Portland House

Stay at the coolest house in Portland! Built in 2020, this modern three-story attached house features 2 bedrooms with king beds; 2 full bathrooms; 2 half-bathrooms; an office with a spacious desk and pull-out couch; new stainless steel appliances; a laundry room with washer and dryer; and an enclosed patio with firepit. Walk or bike down Division/Clinton, through gorgeous Ladd's Addition, or across the Tilikum Bridge to get everywhere in Portland! Pets are welcome, no fee!

Newly Built Guesthouse with Private Courtyard

Newly built one-bedroom guesthouse with charming private backyard in the popular Maplewood neighborhood. Light-filled, open floor plan with vaulted ceilings. Walk to Maplewood Coffee & Tea. Located 1 ½ miles from Multnomah Village, 3-4 miles from downtown Portland, Lewis & Clark College and OHSU, 7 miles from Nike. Easy day trips to the Oregon Coast, Columbia River Gorge, Mt Hood, and Yamhill County’s Wine Country. ASTR Permit #18-220704-HO

Exceptional East Moreland Guesthouse/ Reed College

We take Covid 19 safety standards seriously! Artfully decorated street-level garden apartment in a quiet, residential neighborhood lined with 100 year old trees. 15 minute walk to Reed College and nearby hiking/cycling trails. Private garden patio, gas 'woodstove' in the living room- lots of ambiance and comfort. Fully equipped kitchen. Enjoy the complimentary HBO/ Netflix. We use nontoxic cleaning materials. #superhost

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.

Private Woodstock Retreat with Gorgeous Backyard!

This renovated apartment is in the heart of the popular Woodstock District and just blocks from shopping and restaurants. Outfitted with everything you need, it's a great place to relax when you're not out exploring Portland. Enjoy complimentary coffee and a welcome basket with wine and snacks. Your hosts are onsite, friendly, and ready to help with any needs!