Holiday rentals with a fireplace in Southeast Portland

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.

Restored Buckman Craftsman-your perfect home base`

Enjoy entire 1905 Old Portland house in Portland's historic, vibrant, walkable Buckman neighborhood, 20 blocks from downtown. Inside beautifully restored. Spacious, private decks. Walk to unique shops on Portland's eastside. Walk to award winning restaurants, PDX’s coffee, craft beer scene and dispensaries. Ocean, mountains, great wineries nearby. Super clean, warm and inviting inside and out. Perfectly cozy inside with professional espresso machine and a beautiful gas fired “wood stove.”

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'.

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!!

❤️ CLEAN ★ LUXURY OASIS ★ NEAR DOWNTOWN

☀ 10 Mins to downtown + Airport ☀ Free Private on-site parking ☀ Luxury queen bed • premium bedding ☀ Queen sleeper sofa in living room ☀ Fully stocked cook’s kitchen ☀ Large private patio ☀ Fire Pit + Gas BBQ ☀ Super Fast Wifi • USB charging outlets ☀ 65” 4K Smart TV ☀ Smart Home • Alexa equipped ☀ Nebia Spa shower ☀ Heated floors ☀ Steps from public transit ☀ Safe walkable neighborhood ☀ Bikes to explore Portland ★☆Learn More Below & Experience Portland With Us!★☆

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!

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

Private Cozy Cottage • Fireplace • Walk to Cafés

Quiet, private cottage in Portland’s Hollywood neighborhood—perfect for couples or small groups. Enjoy natural light, a cozy fireplace, and walkable cafés, all just 15 minutes from downtown and the airport. Beautifully constructed cottage in an deal location that is close to I-84, public transit. It is a comfortable, charming modern bungalow that will make you feel like you're at home!

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.

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!