Holiday rentals in Southeast Portland

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Top-rated holiday rentals in Southeast Portland

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A shaded patio area is featured, showcasing a set of three wicker chairs with cushions positioned around a small table. A pergola covered in vines provides natural cover, while a landscaped yard and colorful garden shed are visible in the background.
Guest house in Woodstock
4.98 out of 5 average rating, 843 reviews

Woodstock Tiny House

Detached, very small (300 sq ft) guest house in the Southeast Portland neighborhood of Woodstock. Lots of walkable eateries as well as New Seasons and Safeway within a 5 minute walk. Close to Reed College, Woodstock Village, Springwater Trail, Southeast Portland Neighborhoods, Public Transportation. You’ll love the location, the outdoors space, and the ambiance. Good for couples, solo adventurers, and business travelers. TV (Netflix enabled!), A/C (summer months), heat, coffee, fridge/freezer.

Top guest favourite
French doors open to a private patio area, revealing outdoor seating under a vibrant green umbrella. A variety of plants and flowers decorate the space, enhancing the inviting atmosphere. A stainless steel refrigerator is positioned nearby, adding functionality to the kitchen setting.
Guest house in Rose City Park
4.99 out of 5 average rating, 139 reviews

Rose City Park Retreat

Located in beautiful Rose City Park, our studio is built with our guests in mind. It is clean and bright with 16 ft vaulted ceilings and skylights. Every detail has been thought of to make this a comfortable and inviting experience while you explore all that Portland has to offer. Beautifully tiled shower. Bamboo sheets and plush down pillows. You are within walking distance of restaurants, parks, bars, and food carts along with public transportation. We are close to downtown and PDX airport.

Guest favourite
The sleeping area features a spacious bed adorned with a colorful quilt and white pillows. Flanking the bed are two side tables with light blue lamps. Textiles in warm tones are placed on the wooden floor, adding a touch of comfort.
Flat in Laurelhurst
4.87 out of 5 average rating, 124 reviews

Artist haven/historic Laurelhurst

During these unusual times I am very conscious about keeping keeping things scrupulously clean and am taking extra precautions to ensure my visitors safety. Beautifully remodeled spacious basement apartment in historic Laurelhurst with separate entrance and off street parking. Near Hawthorne & Division neighborhoods and public transportation. There is also a brand new “sister” cottage which makes this the perfect location for multiple guests. View: https://www.airbnb.com/rooms/37038333?

Guest favourite
A spacious king bed is centered in the room, featuring a decorative headboard and layered with striped linens. Natural light filters through a window adorned with patterned curtains, illuminating the room's rustic wood accents and minimal decor.
Guest house in Sunnyside
4.91 out of 5 average rating, 678 reviews

Hawthorne Guest House - heated king bed

Romantic light-filled apartment in the heart of the Hawthorne/Belmont neighborhoods. Enjoy vinyl records from your heated King size bed and shower in a sky-lit bathroom with a heated floor and a spacious stone tiled shower. Located behind the host’s house, the guest house is a private space, separated by a fence and with its own entrance and private patio. A walkable neighborhood, there are so many nearby restaurants, bars, and stores in the Hawthorne, Belmont and Division neighborhoods.

Top guest favourite
The guest home is set behind a picturesque entrance adorned with an elegant gate and carefully arranged greenery. Paved stone pathways guide visitors through the lush surroundings, leading to the welcoming facade of the home, seamlessly integrated with the tranquil, tree-lined environment.
Guest suite in Eastmoreland/Reed
5 out of 5 average rating, 568 reviews

IndigoBirch: Luxurious Zen Garden Retreat: Hot Tub

Look no further- as a member of The IndigoBirch Collection™️, our guest home stands as a top-tier experience on Airbnb. Located two blocks away from Reed College, IndigoBirch is nestled on a quiet tree-lined street in the highly desired & historic neighborhood of Eastmoreland. Our location is perfect for the adventurer looking to explore Portland. The guesthouse is two blocks away from public transportation, 12 minute drive to downtown Portland, and 20 minutes to PDX Airport.

Top guest favourite
A charming exterior of a light yellow, shingle-style house is shown. The home features a welcoming front porch with white railings. Steps lead up to the entrance, surrounded by well-maintained greenery and potted plants. A garage is visible at the front of the property.
Guest suite in Portland
4.97 out of 5 average rating, 360 reviews

SE Division Hideaway

The Hideaway is a clean, cozy and spacious basement apartment; located in the heart of SE Portland. An easy walk to SE Division Street provides great coffee, groceries, restaurants, brewpubs, boutique retail, theaters, parks, public transit and more. The space has its own heating/AC system, independent of the rest of the house. Street parking is ample. The location is urban & peaceful. This is a strictly non-smoking property. LGBTQIA friendly. All good people are welcome!

Top guest favourite
A cozy bedroom features a spacious bed adorned with a patterned duvet and decorative pillows. A flat-screen TV is mounted on the wall, while a small dining table with two chairs is positioned nearby. Natural light filters in through the windows, highlighting the wooden floors.
Guest house in Richmond
4.96 out of 5 average rating, 537 reviews

Newly built studio in perfect SE location

A cozy newly renovated space with a modern motif. Plenty of natural light, high ceilings. Large walk in shower,walk in closet, washer +dryer and kitchenette with microwave. Queen size bed with European style bedding:fitted sheet, pillows and king size duvet with duvet cover, NO FLAT SHEET or TOP SHEET. The apartment is located in one of the best neighborhoods on the east side.Close to downtown, bus lines, bikes and scooters rental,shopping,casual and fine dining.

Top guest favourite
A modern garden retreat with sleek black exterior features a welcoming entrance framed by natural greenery. Concrete pathways lead to a patio area with seating, and large windows invite light into the space. The surrounding wooden fence provides privacy in a serene outdoor setting.
Guest house in Foster-Powell
4.99 out of 5 average rating, 401 reviews

Award-Winning Guest House with Private Entrance

Featured in Dwell Magazine; Winner of “Best Whole House Design” by Oregon Home Magazine, this spacious urban garden retreat has one-bedroom with a luxurious king bed, full bathroom, and fully equipped kitchen. Tucked away in a tranquil urban oasis, the space is filled with natural light and boasts a private garden entrance. Wake up refreshed in the crisp, white bedroom and slide open the rustic barn door for a coffee on the patio of this zen retreat.

Guest favourite
A well-equipped kitchen is displayed with light wood cabinetry and stainless steel appliances. Three black bar stools are positioned at a butcher block island, enhancing the open layout. Natural light enters through a nearby window, complementing the warm tones of the walls and flooring.
Guest house in Woodstock
4.89 out of 5 average rating, 204 reviews

Light and Bright, Cozy Woodstock Cottage

This beautiful 1bd, 1ba house is spacious and bright. It's in a quiet neighborhood, just a short walk to restaurants, coffee shops, farmer's market and gourmet grocery stores. Close to Reed College and several parks. It's also only 2 blocks from 2 bus lines, which makes getting around town a breeze. We are very family friendly and happy to help answer any questions, or give recommendations in order to ensure you enjoy your stay!

Guest favourite
Flat in Sunnyside
4.91 out of 5 average rating, 182 reviews

Portland's Best in Hawthorne District

Step outside and explore the charm of Portland's Hawthorne neighborhood, filled with vintage shops, local bookstores, and cozy coffee spots full of character. Stroll past colorful murals, browse unique boutiques, and take in the laid-back, creative vibe. Whether you're here to relax, explore, or a little of both, this welcoming space is a great place to call home through your stay.

Top guest favourite
A bright living area features a round dining table set for four, framed by stylish chairs and a decorative black storage unit. A cozy white sofa offers a contrast to the blue curtains, while a whimsical accent chair adds color to the space. Natural light flows in, creating a warm ambiance.
Guest suite in Portland
4.98 out of 5 average rating, 476 reviews

Foodie Fun at the Urban Owl - Division/Hawthorne

Foodie Paradise - Division, Hawthorne, Clinton. Walk to some of the hottest restaurants in Portland and the US, or cook your favorites in your own full gourmet kitchen. Within walking distance to Salt & Straw, Oma's Hideaway, Ok Omens, Blue Star Donuts, New Seasons Grocery, the amazing McMenamins Bagdad Theater, and many more of our favorite neighborhood spots.

Top guest favourite
A modern living area features a comfortable sectional sofa adorned with neutral cushions. A round wooden coffee table sits on a textured area rug. A TV stand and a tall lamp are positioned nearby, while large windows provide a view of the outside greenery.
Flat in Kerns
4.92 out of 5 average rating, 412 reviews

Stroll to Restaurants New Laurelhurst Loft

Step straight from the sidewalk into an easily accessible ground floor apartment. Cedarwood Loft is in the desirable Laurelhurst neighborhood, with trendy shops, restaurants, cafes, a small movie theater, breweries, and parks. East Burnside is one block away and has buses to take you right downtown. ** Pets are welcome with a pet fee of $50 per week.

Popular amenities for Southeast Portland holiday rentals

When is the best time to visit Southeast Portland?

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Avg. price£71£71£73£74£75£80£85£86£81£78£79£79
Avg. temp5°C7°C9°C12°C15°C18°C21°C21°C19°C13°C8°C5°C

Quick stats about holiday rentals in Southeast Portland

  • Total holiday rentals

    Explore 1,860 holiday rentals in Southeast Portland

  • Verified guest reviews

    Over 209,460 verified reviews to help you choose

  • Family-friendly holiday rentals

    720 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 550 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    1,120 properties have a dedicated workspace

  • Wifi availability

    1,840 of Southeast Portland holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Southeast Portland rentals

  • 4.9 Average rating

    Southeast Portland stays are highly rated by guests – averaging 4.9 out of 5!

  • Nearby attractions

    Southeast Portland’s top spots include Laurelhurst Park, Tom McCall Waterfront Park and Portland Saturday Market

Destinations to explore

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