
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.

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.

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!

Chic Belmont retreat w/tree views & king bed!
Experience weird and wonderful SE Portland from a serene, newly-built home in a walkable/bikeable neighborhood with king bed and lots of light! Wake up well rested and open curtain on floor to ceiling windows to morning light. Enjoy the full kitchen & soaker tub in a breathtaking architect-designed home perfect for foodies, couples, and remote work. Great location just steps from bakeries, shops, parks and taprooms. Discover the quirky character and trendy eats of Belmont-Hawthorne-Tabor!

Elegant SE Portland/Reed College BLUE MOON SUITE
The Blue Moon Suite is a cool, comfortable and convenient apartment within a home to stay if you're visiting Reed College, are in Portland for business (downtown is only 15 mins away) or if you are just touring the city. We look forward to welcoming you into our home and aim to make your stay as comfortable as possible while taking your privacy seriously & offering private access to an elegantly decorated yet comfortable one bedroom lower level apartment with everything that you might need.

Modern Urban Barn Guesthouse
Featured in Portland Monthly Magazine, the Urban Barn Guesthouse is a two bedroom gem in culinary-rich Division St. where you'll mix with quirky neighbors, track down nearby food finds and experience SE Portland's cultural richness. The Barn has cathedral-height ceilings in 800 sf of style and comfort - a full stocked gourmet kitchen and private, gated patio and yard. Because you're on vacation the cleaning fee covers all cleaning. You don't have to strip the beds or empty trash
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.

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.

Modern and Bright Laurelhurst Abode
Our one bedroom cottage is completely private, accessible by a separate walkway, and has an outdoor patio. Extra time was spent choosing finishes and creating a modern, comfortable, and light-filled space. You’ll find everything you need for a weekend in Portland, or a long-term stay. We’ve outfitted a full kitchen, full bathroom with luxurious tub and plush towels, a bedroom with a queen mattress and soft bedding, washer and dryer, and lots of extra touches.

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.

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.

★ Modern Division Street Hideout ★
✅ 5 ⭐️ location! ✅ Sauna 🧖♀️ ✅ King Size Bed ✅ Modern finishes ✅ Washer + Dryer ✅ Roku Smart TV ✅ ecobee smart thermostat Bright one-bedroom flat with private access and patio located in the mix of all the restaurants, shops, galleries, and nightlife Division Street has to offer. Aside from the incredible location, you’ll have a kitchen, Roku TV, washer + dryer, and a king size bed. Oh, and a sauna!! 😎

Sage Guest House
Enjoy free parking adjacent to the Guest House! Located steps from the Hawthorne District and nestled in the historic Ladd's Addition neighborhood, this guest house is near fine restaurants, coffee shops, entertainment venues, and food carts . Stroll in the shade of century old Elm trees, and discover four public rose gardens located at the compass points within this 1890 neighborhood.
Popular amenities for Southeast Portland holiday rentals
Other great holiday rentals in Southeast Portland

Clinton St Guesthouse • Walkable & Artistic

Romantic Casita. HotTub and Firepit. Pets Welcome!

Coda | Walkable Woodstock Guesthouse | Portland

Sweet Hideaway in the trees, Mount Tabor

Tabor Retreat
Modern Guesthouse in Portland's Central Eastside

Mt. Tabor Private Apartment

Mod Cool Private Entrance Space in SE Portland!
When is the best time to visit Southeast Portland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £73 | £73 | £74 | £73 | £73 | £78 | £84 | £84 | £79 | £76 | £77 | £77 |
| 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 1,680 holiday rentals in Southeast Portland

Verified guest reviews
Over 211,420 verified reviews to help you choose

Family-friendly holiday rentals
660 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 530 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
1,090 properties have a dedicated workspace

Wifi availability
1,670 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

4.8 Average rating
Southeast Portland stays are highly rated by guests – averaging 4.8 out of 5!

Nearby attractions
Southeast Portland’s top spots include Tom McCall Waterfront Park, Laurelhurst Park and Portland Saturday Market
Destinations to explore
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- Moda Center
- Columbia River Gorge National Scenic Area
- Silver Falls State Park
- Timberline Lodge
- Laurelhurst Park
- Oregon Zoo
- Mt. Hood Skibowl
- Mt. Hood Meadows
- Providence Park
- Enchanted Forest
- The Grotto
- Portland Japanese Garden
- Beacon Rock State Park
- Tom McCall Waterfront Park
- Airplane Home
- Wonder Ballroom
- Powell's City of Books
- Arlene Schnitzer Concert Hall
- Oaks Amusement Park
- Hoyt Arboretum
- Wings & Waves Waterpark
- Portland Art Museum
- Reed College
- Pittock Mansion
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