
Holiday houses 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.

Mt Tabor, Lincoln Suites ~ Private and comfortable
A private entrance will take you (in basement) to this comfortable, quiet space with a sitting area with a 50" TV with Netflix, mini fridge/freezer, microwave etc. The bedroom has reading lights and a queen size bed. Updated linens/towels are provided along with room to hang your clothes. En suite bathroom with amenities including a bidet. The home is situated within walking distance from the best city park, restaurants and shopping! Mass transit is steps away and on a main bike thoroughfare.

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.

Cozy Guest Cottage in Woodstock Neighborhood
A bright and cozy cottage located near Reed College, Woodstock's restaurants/coffeehouses, Trader Joe's and public transit. This residential neighborhood is ideal for a quiet retreat for all visitors. The private guesthouse is outfitted to make your stay comfortable including a spacious bathroom with a walk in shower and a heated floor. Plus, you may want to enjoy a cup of coffee on your own patio located behind the Airbnb. As an added bonus, breakfast items and home baked treats are provided.

New Home Near it All on Division w/ EV Charger
Welcome to The Eloise — a bright, art-filled home centrally-located in the bustling Division/Clinton district of SE Portland. This beautiful ADU has it all. A suite with king bed & bathroom with a luxurious shower; workspace w/ speedy wi-fi; lounge; two TVs a full kitchen, & EV charger. Premium amenities & local treats await you. Tucked into a quiet street just off Division, you’re within walking distance to restaurants, shops, bars, venues, bus & TriMet lines & a 5-minute drive to Downtown.

The Westmoreland Lighthouse - Private studio in SE
We've dubbed this stunning, newly constructed detached studio the "Lighthouse" because of the way natural light pours through the 550-square-foot studio's many windows and dances off its walls and vaulted ceilings. An open loft offers soothing views. We are tucked into the Westmoreland neighborhood's quiet residential area, but are only a five minute walk from more than 20 restaurants and entertainment features. Westmoreland Park, Reed College and downtown Portland are just minutes away by car.

Walk to Se Division from a Sleek, Architect Designed Space
My wife, Raechel, and I originally designed and built this ADU ( accessory dwelling unit ) with the intention of living there full time, but due to a change of plans, it's available to you. The space was designed by Buckenmeyer Architecture, and was constructed by me. Our space features many unique elements such as: burnt cedar siding, 16' multi-slide window wall (please open and close slowly), and moveable cedar slat screens/ We hope you enjoy the space and neighborhood as much as we do!
Architect-designed house in SE Portland’s MtTabor
Our modern guesthouse is a clean, private space filled with natural light. The front gate opens into a private, landscaped courtyard landscaped with jasmine, a Japanese maple tree, rhododendrons, and ferns. We are conveniently located near Mt Tabor Park that has walking trails and a spectacular view of the city. We are also close to several popular neighborhoods with shops, cafés, and restaurants. We welcome people of all backgrounds to stay here and enjoy beautiful Portland.

Magic House / Walk Score 93!
Everyone's safety is our top priority. We are following Airbnb's enhanced cleaning protocols. The Magic House, circa 1909, is in the heart of a peaceful, charming restaurant and boutique district, 3 blocks to SE Hawthorne and Division, 15 mins to Airport, Convention Center and Downtown. The Magic House was Todji's sculpture studio for 17 years, and we have done the restoration ourselves. We hope that you enjoy her unique character, up cycled furnishings and artistry.

Perfectly Portland Clinton St Guesthouse
This light & airy guesthouse is a private retreat in a perfect location, steps from Division St. Walkable to Salt & Straw & local eateries, food carts, and thrift shops. Prepare meals in the fully equipped kitchen or head out by foot to Oma’s Hideaway, a 2022 James Beard Award Finalists. Bring your bicycles to enjoy Clinton St Bike Boulevard or stroll to the Clinton St Theater. The guesthouse is family friendly, having special items to accommodate the littlest of guests.

Hawthorne Hideout*Heated floors* walk everywhere!
This custom one-bedroom basement apartment has full size ceilings and windows and all the comforts of home. Stellar location two blocks from Hawthorne Street. With a kitchenette, washer/dryer, 4K smart TV, and beautiful custom wood and tile throughout. There is radiant floor heating that keeps this space extra cozy in the winter, and cool in the summer. Perfect home base for exploring or working in Portland with or without a car. This space is friendly to all.

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.

The Loft: Modern Open space in Southeast Portland
An open, airy, private, and stylish space located over a detached garage behind the main house. This is a great neighborhood that is close to public transportation and major roads. Easily walk to bike rentals, food carts, restaurants, local bars, and main shopping areas. We are looking to provide a safe and comfortable space. We love to give suggestions and recommendations on places and things to do while in Portland and Oregon.
Popular amenities for Southeast Portland holiday rentals
Stay near Southeast Portland's top sights
Other great holiday rentals in Southeast Portland

The Cedar Cottage

Coda Guesthouse -New in 2024

The Loft in Hawthorne Tabor

Market Street Guesthouse PDX

Fresh & Modern, Spacious 1 Bed/1 Bath Condo

Cozy Apartment by the Park-Newly Renovated
Hawthorne/Division Beautiful Suite

Mi casa Es Tu Casa (near SE 52nd and Holgate)
When is the best time to visit Southeast Portland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $145 AUD | $145 AUD | $150 AUD | $151 AUD | $153 AUD | $163 AUD | $168 AUD | $168 AUD | $156 AUD | $153 AUD | $151 AUD | $151 AUD |
| Avg. temp | 5°C | 7°C | 9°C | 12°C | 15°C | 18°C | 21°C | 21°C | 19°C | 13°C | 8°C | 5°C |
Quick stats about holiday rentals in Southeast Portland

Total holiday rentals
Explore 1,860 holiday rentals in Southeast Portland

Verified guest reviews
Over 202,390 verified reviews to help you choose

Family-friendly holiday rentals
710 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 530 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
1,100 properties have a dedicated workspace

Wi-Fi availability
1,830 of Southeast Portland holiday rentals include Wi-Fi 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 Tom McCall Waterfront Park, Laurelhurst Park, and Portland Saturday Market
Destinations to explore
- Guesthouse rentals Southeast Portland
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- Rentals with pools Southeast Portland
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- Laurelhurst Park
- Oregon Zoo
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- Enchanted Forest
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- Tom McCall Waterfront Park
- Cooper Spur Family Ski Area
- Pumpkin Ridge Golf Club
- Oaks Amusement Park
- Domaine Serene
- Wings & Waves Waterpark
- Portland Art Museum
- Skamania Lodge Golf Course
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