Holiday rentals with a fireplace in Southeast Portland

Beautiful townhome on bike trail with river views

Welcome to Miles Street, a unique 2200 sq ft bright and airy 2 bedroom 4 story townhome on Portland's 26 mi riverfront trail with Willamette river views. An entertainer's dream with open concept 4th floor kitchen, dining and living room with fireplace, balcony, and river views. Two 3rd floor bedrooms including master with fireplace and balcony, & bathroom with heated floors, open shower & soaking tub. 5th floor rooftop deck has gas grill & firepit table with view of the Willamette and Mt. Hood.

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'.

The Flying Whale-MountTabor.

You will have full reign of the top (street)level of the home. Host lives downstairs in the sun basement. You are the only ones who will enter through the front door, and you’ll have a reserved parking space in the double driveway. Your space includes a double queen bedroom, an office with an extra king bed, full bathroom, a fully equipped kitchen, dining/living room with wood burning fireplace and stunning views, a full laundry room, a wrap around deck with outdoor table and chairs.

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.

Live Like a Local in Artful Craftsman by Division

Beautiful 1916 Portland bungalow - bursting with character, original woodwork & striking local artwork. Located on a quiet residential street, it is steps away from the bustling Division/Clinton corridor filled with restaurants, shops, and bars!. Easy street parking surrounds the whole house in this charming, tree-lined neighborhood. From the covered front porch to the charming backyard, and everything in between- spread out and enjoy all Portland has to offer!

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.

Family Friendly SE Portland Getaway w/2 Bedrooms

Located in one of Portland’s most desirable areas bordering Woodstock & Eastmoreland this Guesthouse offers a quiet, spacious space while you explore the city. Just blocks away from Reed College and a 5 min drive to Sellwood/Woodstock restaurants. Highlights: 1,200 sq. ft King bed - 2x Gas fireplace & Range Self check in Washer dryer Fully equipped kitchen 20ft lofted ceiling 75' TV Off street parking

Hawthorne Haven-Full kitchen, bathroom, & laundry

Our 400 sqare foot fully furnished studio is tucked away in the popular Hawthorne area of SE Portland. Less than 10 min drive to downtown, with a walk score of 91 and a bike score of 99, the neighborhood is quiet but allows access to everything including groceries, dining, shopping, and entertainment. We are within walking distance to many of the most popular establishments in Portland.

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!