Holiday houses in Maywood Park

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Top-rated holiday rentals in Maywood Park

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

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Top Guest favourite
Guesthouse in Portland
4.94 out of 5 average rating, 188 reviews

The Yellow Cottage - Private, Peaceful, & Near PDX

Set in a tranquil garden surrounded by cherry and apple trees planted in 1952, the Yellow Cottage is a chic retreat where modern luxury meets Portland charm. Enjoy cinematic nights on a 65" 4K TV with a Sonos Dolby Atmos soundbar, a Super Nintendo, seamless smart-home tech, and blazing-fast fiber internet. Indulge in spa-like heated floors, a Japanese Toto toilet, eco-luxury linens, and plush Nectar hybrid mattress. Private entry, garden patio, BBQ, full kitchen, and curated local touches await.

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Top Guest favourite
An open living area features wooden ceiling beams and large windows that offer views of the surrounding trees. A comfortable sofa sits beside a wooden table. The kitchen area includes modern appliances and white cabinetry, enhancing the space's functionality.
Guesthouse in West Linn
4.97 out of 5 average rating, 182 reviews

Charming one bedroom apartment in the forest.

This unique apartment above a garage/shop , detached from the main house. Tucked away into a urban forest. I call it Our Robin's Nest because you look out on to branches of large fir trees. It is very private , yet Starbucks is right next door. Private entry and off street parking. This space has everything you need full kitchen, washer&dryer, queen size bed and fold out couch , plus a Play and Pack for the Littles. Walkable neighborhood , parks market and restaurants within walking distance.

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Superhost
Apartment in Portland
4.82 out of 5 average rating, 374 reviews

Roseway Basecamp

Entire bottom floor of cute 1927 NE Portland home in quiet Roseway neighborhood. The space has a private separate entry and is not shared. Full bathroom, two bedrooms, one with queen bed and the other with two twins. YouTubeTv/Netflix, wifi, and kids games. Mini fridge, microwave, coffee maker, washer/dryer, and city maps in unit. Home only eight minutes to the PDX airport. Short walk to eats, bars, wine shop, grocery store, and boutique shops. Wellington Park is only one block away.

LocationValueShared spaces

Guest favourite
A spacious living area features a large, gray sectional sofa adorned with patterned cushions. Natural light floods in through the large, bright windows, complemented by cheerful yellow curtains. A wooden coffee table and an area rug add texture to the room, with a glimpse of the kitchen visible in the background.
Guest suite in Portland
4.96 out of 5 average rating, 334 reviews

PDX Central

We love this apartment and we think you will too! It's very spacious, fully stocked kitchen, fireplace, 700 square feet! Its bright, contemporary, you'll find everything you need and it's close to anywhere you'd like to go in Portland, only 10 min to downtown and airport. Completely private and self contained in a quiet ne Portland neighborhood that's close to everything Portland has to offer! A great place to stay if you are sightseeing in Portland or just for overflow of visiting family.

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Top Guest favourite
The living area features a combination of seating, including a gray sofa with colorful accent pillows and a cozy armchair. A wooden coffee table is centered on a light rug. Wall decor includes framed photographs, while natural light enters through a nearby window, enhancing the tranquil vibe.
Guest suite in Portland
4.98 out of 5 average rating, 176 reviews

Charming, bright + cozy gateway to PNW adventures!

We are a cozy, renovated 1950's home featuring a private 1 bed/1 bath guest suite with backyard garden. Owner lives next door (shared wall). Nestled in the Montavilla neighborhood, we are close to local coffee shops, restaurants, bars, and more. Our home is packed with a combination of both practical and unique amenities for the perfect stay, including ample street and driveway parking. Whether visiting for a weekend trip or booking an extended stay, we are the perfect choice for your needs!

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Guest favourite
A spacious sleeping area is highlighted by a comfortable bed adorned with multiple pillows. A cozy armchair sits beside a modern electric fireplace. Large artwork adorns the wall, while soft lighting from lamps and a pendant fixture creates a warm ambiance.
Guest suite in Portland
4.91 out of 5 average rating, 849 reviews

* Backyard Studio * Patio * Parking * AC *

✨🏡The Backyard Studio is self-contained with private entrance that opens onto its own covered patio with places to sit and enjoy the peacefulness of the grounds. The studio has contemporary furnishings and artwork, beamed ceilings, fireplace, full bathtub shower, super comfy bed, quality linens and an assortment of pillows. Park just a few feet away from the unit on our safe, tranquil property. Lots of little extras you may need while traveling to help make your stay comfortable.✨

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Guest favourite
A modern living space is displayed, featuring a cozy gray sofa, two armchairs, and a dining table with four high chairs. Large windows allow natural light to fill the room. A well-equipped kitchen is visible, complemented by stainless steel appliances and minimalistic cabinetry.
Home in Portland
4.97 out of 5 average rating, 353 reviews

RoseCity Getaway - New Modern Private Home

New, stand alone Modern home, is private and for you alone! Designed and built by award winning architect! This cozy, serene, quiet, relaxing escape has great access to the city. Just minutes to airport, 15 minutes to downtown and near two major freeways. Close to the action but just off the beaten path. Full amenities, Kitchen, dining, comfy queen memory foam mattress, queen pull out couch bed! Washer/dryer, 45" smart TV with WIFI, AC/split unit, W/D, private, great workspace!

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Top Guest favourite
A charming, two-story house is surrounded by a white picket fence, featuring a front porch and a neatly landscaped yard. The exterior is painted in a subtle green shade, with light-colored trim and multiple windows framing the entrance.
Guest suite in Portland
4.99 out of 5 average rating, 169 reviews

Daylight Basement Apartment In Prime Location

This spacious downstairs apartment offers parking, wifi, smart TV with firestick and is close to golf, tennis and walking trails. We are located in the Roseway neighborhood, just minutes away from the Fremont, Hollywood and Alberta districts. Conveniently only ten minutes from the Airport. The apartment offers you a relaxing space for business and/or pleasure. Looking forward to your arrival & for you to enjoy all that Portland and the surrounding areas have to offer.

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Top Guest favourite
A spacious backyard is surrounded by lush greenery and tall trees, offering an unobstructed view of the distant mountains. A stone fire pit is positioned on a well-maintained lawn, enhancing the tranquil outdoor space. The clear sky and natural landscape create a serene atmosphere.
Guest suite in Gresham
4.98 out of 5 average rating, 198 reviews

Breathtaking views, Fish, Ski, Mt. Bike, or Hike

Experience a charming two-bedroom suite in the daylight basement of a two-story home, complete with a private entrance and covered patio. Enjoy breathtaking views of Mt. Hood and the Sandy River from your beautiful backyard. Nestled near Oxbow Park, you're just minutes from shops, restaurants, and outdoor adventures in the Columbia River Gorge and beyond. With the Portland airport only 25 minutes away, this cozy retreat is the perfect getaway!

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Guest favourite
The exterior of a bright-red double decker bus is showcased, nestled in a shaded outdoor area. Adirondack chairs are positioned nearby, and cafe lights are strung above, creating an inviting space to relax. The bus's large windows allow natural light to filter in.
Place to stay in Portland
4.86 out of 5 average rating, 919 reviews

The Royal Scott Double Decker Bus

Our tiny home started life as a commuter bus in Manchester, England, in 1953, then did stints in San Francisco and Mt. St. Helens before finding a home as the Grilled Cheese Grill in Portland. Now it’s been reimagined as a mid century modern-inspired tiny home, with whimsical painting details from one of its former lives and fresh new handmade details that make it a cozy, inspiring stay. Find more on IG @smore.life

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Guest favourite
A compact kitchen equipped with modern appliances features a black stove and oven, complemented by wooden cabinetry and open shelving. The white tile backsplash enhances the kitchen's brightness, while plants and decorative items add a touch of warmth. A small bar table for two is positioned nearby.
Guesthouse in Portland
4.9 out of 5 average rating, 993 reviews

Casa Chica PDX

A mini house in the Rose City Park neighborhood of the City of Roses that will make you feel right at home. Casa Chica is full of natural light, and a short walk away from Portland-caliber coffee, a local brewery, wood-fired pizza, a neighborhood wine shop, two beautiful parks, groceries, and the best Vietnamese food in Portland (in our opinion).

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Top Guest favourite
A bright, open studio space features large windows that allow natural light to fill the room. A cozy seating area with a gray sofa and glass table complements a spacious bed, while a small dining table with two chairs is placed nearby.
Guesthouse in Northeast Portland
4.99 out of 5 average rating, 683 reviews

Contactless Clean Private Treetop Studio

Majestic, unattached and sparkling clean, treetop studio in vibrant, accessible, and friendly neighborhood. New space whit lots of custom unique features. Great nearby restaurants, parks, coffee, and good vibes. On check out all we ask you to do is load the dishwasher and put dirty towels in one place.

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Popular amenities for Maywood Park holiday rentals