Woodstock (Portland), Oregon Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Woodstock (Portland), Oregon on RentalSaver.com!

Woodstock (Portland) Rentals

From $499 per night (USD)
VRBO
Your Safe Haven in the Heart of Metropolitan Portland
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Enjoy a unique stay in one of Portland’s most published and celebrated home and acre garden. This serenely beautiful 1 ...
From $499 per night (USD)
VRBO
From $269 per night (USD)
VRBO
Woodstock Spanish Bungalow
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
This adorable bungalow makes you feel like you've stepped into a fairy land. The lush gardens provide privacy in the mi ...
From $269 per night (USD)
VRBO
From $277 per night (USD)
VRBO
⭐️Tranquil Hidden Gem in the ❤️ of Woodstock⭐️
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Woodstock is one the last "Old Portland Neighborhoods". You'll be just three blocks from downtown Woodstock with Coffee ...
From $277 per night (USD)
VRBO
From $271 per night (USD)
Expedia
Excellent Location, Close to Parks, Groceries, Single Level Detached Retreat, 15 Minutes to Portland
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Rules note: This property is completely non smoking of any kind. It is an adult only rental so please no kiddos for the ...
From $271 per night (USD)
Expedia
From $119 per night (USD)
VRBO
Adventure in Portland
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Located in Portland, enjoy what this 2-bedroom townhome has to offer. Step into this enchanting space with 2 queen beds, ...
From $119 per night (USD)
VRBO
From $174 per night (USD)
Expedia
Travel the World Without Leaving Portland
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Enjoy a peaceful stay at this delightful 3-bedroom townhome in Portland. With 3 queen beds and 3 bathrooms equipped with ...
From $174 per night (USD)
Expedia
From $264 per night (USD)
VRBO
MB’s Guest House - cozy 2 bedroom in SE Portland, minutes from downtown Portland
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Separate house with 2 Queen bedrooms, one bath, fully equipped kitchen, A/C, Wi-Fi, comfy living room for visiting/relax ...
From $264 per night (USD)
VRBO
From $71 per night (USD)
Expedia
Monthly Rental - The Artist`s Garden - Tiny Studio Cottage
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Get cozy in this adorable SE Portland studio. Situated in the garden, this blue gem provides comfort and convenience in ...
From $71 per night (USD)
Expedia
From $218 per night (USD)
VRBO
Light and bright family-friendly cottage
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This beautiful 1bd, 1ba house is spacious and bright. It's in a quiet neighborhood, just a short walk to numerous restau ...
From $218 per night (USD)
VRBO
From $469 per night (USD)
VRBO
Enchanting Spacious Cottage
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Relax in this spacious two bedroom Cottage Core style home that sits on a lovely corner lot in a great neighborhood. Ins ...
From $469 per night (USD)
VRBO
From $704 per night (USD)
VRBO
Wondrous Woodstock Townhouse, Huge Open Floor Plan, Custom Décor and Artwork, Four Miles to Portland
Bedrooms:
4
Bathrooms:
2
Sleeps:
8
Welcome to Woodstock Townhouse, a thoughtfully curated retreat nestled in the heart of Southeast Portland. Designed for ...
From $704 per night (USD)
VRBO
From $289 per night (USD)
Expedia
Enchanting Cottage in Woodstock
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Relax in this enchanting one bedroom cottage in beautiful Woodstock. This Cottage Core style residence sits on a lovely ...
From $289 per night (USD)
Expedia
From $228 per night (USD)
VRBO
1BR Portland Cottage - Easy Downtown Access!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Master Bedroom: Queen Bed | Additional Sleeping: 2 Full Beds | Living Room: Queen Sofa Hide-a-Bed Step onto the front ...
From $228 per night (USD)
VRBO
From $172 per night (USD)
Expedia
Peaceful & charming 3 Bed Cottage. Hot Tub, Fenced Yard. Pets stay for free!
Bedrooms:
0
Bathrooms:
3
Sleeps:
8
Relax with your family at The Yellow House. This peaceful 3–4 bedroom home in SE Portland’s charming Woodstock neighbor ...
From $172 per night (USD)
Expedia
From $579 per night (USD)
VRBO
Remodeled 3BR - Walk to Coffee, Bars & More
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: ✨ Cozy SE Division Home in Portland's Foodie District ✨ 🌇 Heart of eclectic Division St restaurant row 🛏 ...
From $579 per night (USD)
VRBO
From $372 per night (USD)
Expedia
Serenity Nook
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
A serene suburban retreat near Sellwood and Lake Oswego, this furnished 2‑bed, 2‑bath home offers natural light, comfort ...
From $372 per night (USD)
Expedia
From $128 per night (USD)
VRBO
Treehouse Retreat
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Located in Portland, enjoy what this 2-bedroom townhome has to offer. This beautiful space features two queen beds and a ...
From $128 per night (USD)
VRBO
From $279 per night (USD)
Expedia
Farewell Portland
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This super-cozy Portland home, built in 1909, is nestled in the heart of the bustling Foster-Powell neighborhood. It’s c ...
From $279 per night (USD)
Expedia
From $176 per night (USD)
VRBO
Enchanted Forest
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Get ready to relax in this 3-bedroom townhome in Portland. The space features a king bed and two queen beds, perfect for ...
From $176 per night (USD)
VRBO
From $311 per night (USD)
Expedia
South Tabor Charmer
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
This memorable house is the perfect home base for your trip to Portland. With two comfortable bedrooms and a cozy office ...
From $311 per night (USD)
Expedia
From $682 per night (USD)
VRBO
Inner Portland Craftsman | Hot Tub & Pool Table
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Rhone Retreat: A Fully Renovated Southeast Portland Craftsman with Hot Tub, Pool Table & Second Lower-Level Suite. This ...
From $682 per night (USD)
VRBO
From $149 per night (USD)
Expedia
Woodstock Sweet Spot Fenced Patio Mt. Tabor
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The home features two spacious bedrooms upstairs, each furnished with a queen bed, along with a full bathroom convenient ...
From $149 per night (USD)
Expedia
From $158 per night (USD)
VRBO
Sweet Suite - Private Studio
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Cozy private studio in the heart of Portland! -> 55" 4k HD Smart TV -> High-speed WiFi -> Well-stocked wet bar w/ air ...
From $158 per night (USD)
VRBO
From $312 per night (USD)
Expedia
Beautiful Art Filled Home 15 minutes to Downtown
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This comfortable and newly remodeled home sits on a quiet residential street in the Ardenwald neighborhood a few blocks ...
From $312 per night (USD)
Expedia
From $239 per night (USD)
VRBO
Welcome to Tandem House! Family-Friendly, Southeast Portland Gem!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Tandem House is a perfectly-situated sweet little abode; excellent for families, couples, and friends! Very walkable and ...
From $239 per night (USD)
VRBO
From $170 per night (USD)
Expedia
Margaux · 1967 Airstream · Garden Glamping · PDX
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Margaux is a lovingly preserved 1967 Airstream Bambi tucked away in our private garden in SE Portland's Foster-Powell ne ...
From $170 per night (USD)
Expedia
From $111 per night (USD)
VRBO
Charming 1-bedroom house with WiFi and AC in beautiful Portland
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to your cozy retreat in the vibrant Woodstock neighborhood of Portland! Nestled just a short stroll from local c ...
From $111 per night (USD)
VRBO
From $102 per night (USD)
Expedia
Convenient Chic Cottage
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Modern 590' sq. house with handmade sight-specific furniture. Great room with entry, kitchen, office and living areas. S ...
From $102 per night (USD)
Expedia
From $110 per night (USD)
VRBO
Private, New, 15 min to downtown near Reed college
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Brand new, light-filled unit with private entrance. Gorgeous kitchen, brand new queen bed and beautiful new shower with ...
From $110 per night (USD)
VRBO
From $179 per night (USD)
VRBO
Monthly Rental - Cozy Portland Retreat with Patio & Grill - Dog Friendly
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
This dog friendly Portland retreat is available for 30 night minimum stays and offers the perfect blend of comfort, spac ...
From $179 per night (USD)
VRBO
From $133 per night (USD)
VRBO
The NW Haven - Newly remodelled 2bd/2ba
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Kick back and relax in this calm, stylish space. This Midterm Rental was completely renovated in 2025. The 2 bedroom 2 ...
From $133 per night (USD)
VRBO
From $102 per night (USD)
VRBO
Comfortable and quiet one bedroom side by side apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Experience Portland like a local in this 1-bedroom apartment. The space features a comfortable king bed and a cozy livin ...
From $102 per night (USD)
VRBO
From $165 per night (USD)
VRBO
Quiet Private Studio · W/D · Pets · Near Portland
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Escape to a quiet, tree-lined street in Milwaukie — just 10 minutes from downtown Portland. This 595 sq ft private studi ...
From $165 per night (USD)
VRBO
From $222 per night (USD)
Expedia
Charming 1-bedroom apartment in the heart of vibrant Foster-Powell, SE Portland
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Light and bright one bedroom apartment located in the heart of southeast Portland's Foster-Powell neighborhood. Private, ...
From $222 per night (USD)
Expedia
From $271 per night (USD)
VRBO
Fantastic Private Single Level Casita, New Decor and Furnishing, Covered Patio, 2 Blocks to Hospital
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Bridge City Casita, a beautifully designed single-level 2-bedroom, 1-bath private casita offering the perfect ...
From $271 per night (USD)
VRBO
From $178 per night (USD)
Expedia
Stunning '60-'70s Retro Appartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
I'm Mod Abode You! A funky retro-themed basement apartment inspired by the groovy 60s-70s, this spot is a vintage lover ...
From $178 per night (USD)
Expedia
From $385 per night (USD)
VRBO
Family Friendly SE Getaway
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Located in one of Portland’s most desirable areas bordering Woodstock & Eastmoreland this Guesthouse offers a quiet, spa ...
From $385 per night (USD)
VRBO
From $208 per night (USD)
Expedia
Elegant apartment in Eastmoreland
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This spotless apartment is on the ground level (no stairs anywhere) and sleeps 4 (1 queen size bed in bedroom, 1 queen s ...
From $208 per night (USD)
Expedia
From $280 per night (USD)
VRBO
#StayinMyDistrict Pendelton Place Walk to Mt Tabor
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: #StayinMyDistrict Richmond Pendleton Place. Walk to Mt. Tabor, local shopping & dining! Live like a local whil ...
From $280 per night (USD)
VRBO
From $156 per night (USD)
VRBO
The Urban Nature Hideaway w/ Garden Sauna Retreat
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Welcome to our Urban Nature Hideaway... an artful, private garden apartment tucked into a peaceful sanctuary in the char ...
From $156 per night (USD)
VRBO
From $160 per night (USD)
VRBO
Cozy 1-bedroom daylight basement apartment surrounded by gardens
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Consider this house your home away from home while you visit Milwaukie. This superb property offers a soothing atmospher ...
From $160 per night (USD)
VRBO
From $282 per night (USD)
Expedia
Coda | Walkable Woodstock Guesthouse | Portland
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Description Coda is a bright, newly built 2-story retreat in Portland’s walkable Woodstock neighborhood. Enjoy tall cei ...
From $282 per night (USD)
Expedia
From $305 per night (USD)
VRBO
Woodstock•Net Zero•Chef Kitchen•Firepit•Pet-OK
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to Dwell, a light-filled, private one-bedroom guesthouse in Portland’s walkable Woodstock neighborhood. Designed ...
From $305 per night (USD)
VRBO
From $258 per night (USD)
VRBO
Spacious Family Home in SE Portland's coveted family-friendly Sellwood
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Spacious and colorful family home located in Sellwood, one of SE Portland's most coveted neighborhoods. Walk to stores, ...
From $258 per night (USD)
VRBO
From $163 per night (USD)
VRBO
Stylish SE Portland Getaway! Close to foodcarts, drinks, & more!
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Stylish, fully updated 3 bedroom 1 bath furnished home in SE Portland for short/medium term stays of 30 days+. Two bedro ...
From $163 per night (USD)
VRBO
From $226 per night (USD)
VRBO
Private 1-bedroom Retreat in South East Portland with WiFi. Animal friendly.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to your cozy getaway, perfectly located just two blocks from the bustling Division Street in Southeast Portland. ...
From $226 per night (USD)
VRBO
From $208 per night (USD)
VRBO
The Timber Nook • Rustic Charm • Walkable Location
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
Summary: ✨ Cozy Tiny House in the Heart of SE Portland ✨ 🏡 Charming tiny home with private entrance 🛏️ Queen loft ...
From $208 per night (USD)
VRBO
From $596 per night (USD)
Expedia
1920s Farmhouse | 4BR/2BA | Foodie District
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: ✨ Sun-Filled Farmhouse Steps from Division St ✨ 🏡 Renovated 1920s Sears kit house with vintage charm 🛏️ ...
From $596 per night (USD)
Expedia
From $377 per night (USD)
VRBO
Heart of Hawthorne! Newly Remodeled, 99 Walk Score
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Summary: ✨ Charming 1907 Home Steps from Hawthorne Blvd ✨ 🌇 Walk score 99 — bars, restaurants & shops steps away � ...
From $377 per night (USD)
VRBO
From $271 per night (USD)
Expedia
2BR Upper unit - Sleeps 4 - Trendy Area - Walk Everywhere
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: ✨ Charming Portland Duplex on SE 39th/Cesar Chavez ✨ 🚶 Walk score 99 — steps to Hawthorne bars & shops 🛏 ...
From $271 per night (USD)
Expedia
From $1259 per night (USD)
VRBO
Hawthorne MultiUnit, 99 Walk Score,Remote Workers
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Summary: ✨ Hawthorne Duplex Pair Steps from SE Hawthorne ✨ 🏘️ Both duplex units included: main-floor Unit A + upper ...
From $1259 per night (USD)
VRBO
From $521 per night (USD)
Expedia
Vibrant 1950s Mt Scott Home
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: This funky 1950’s-style home on Woodstock is perfect for travelers looking for a cozy spot in SE! Featuring 2 ...
From $521 per night (USD)
Expedia
From $969 per night (USD)
VRBO
Fantastic Woodstock Townhouse, Pet Friendly Huge Open Floor Plan, All New Décor, 4 Miles to Portland
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
For groups visiting Portland and the surrounding areas, the Woodstock Townhouse is a pretty special place. Sitting in th ...
From $969 per night (USD)
VRBO
From $117 per night (USD)
VRBO
Comfortable Stay Near Downtown, Airport, Food Carts, Etc
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Cozy Casita is jampacked with goods and setup to ensure you get a good night's sleep, a remote work day done and out ...
From $117 per night (USD)
VRBO
From $265 per night (USD)
VRBO
Luxurious Scandinavian Modern Home Near Mt. Tabor - Book for 31+ Nights
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Perfect for multiple month stays! Experience private luxury living in the heart of Portland. Guests enjoy full, exclus ...
From $265 per night (USD)
VRBO
Click For Pricing
Expedia
Artist's bungalow and garden in SE Portland
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
In town for Pacific NW adventures, work, or need a place to land while you look for an apartment? Feel at home in my coz ...
Click For Pricing
Expedia
From $334 per night (USD)
VRBO
Inner Southeast Portland Comfy & Eclectic Craftsman Home
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
The John Barleycorn Home is a comfy celebration of Portland & Oregon's food and drink culture. Just 2 blocks from Divisi ...
From $334 per night (USD)
VRBO
From $144 per night (USD)
Expedia
Spacious Mid Century apartment - 5 min walk to Reed College
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
This cozy apartment has all you need for your visit to Portland! Features a bathroom with standing shower, bedroom with ...
From $144 per night (USD)
Expedia
From $211 per night (USD)
VRBO
Two Stories Cottage in SE Portland Oregon
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Two Story guest house close in. Sunrise view. Is pet free. Full and half bath. Washer Dryer. High speed wifi and cable ...
From $211 per night (USD)
VRBO

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Woodstock (Portland) Rentals

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Results: 59 Rentals