Holiday rentals in Ross Island

Quiet, Private Apartment Retreat

Nestled in the Southwest Hills of Portland this lovely apartment provides a sanctuary away from the bustle of the city, yet is minutes from all that downtown Portland has to offer! 900 sq. ft., 2 bedroom, 1 bath apartment taking up the entire first floor of a three floor home and has a completely private garden entrance. Furnished with mix modern furniture and classic modern appointments. Art, all original, includes paintings, photographs, sculptures, and folk art collected from around the world. Flat screen Smart TV with surround sound, cable TV, and access to Netflix and other streaming platforms as well as Pandora. Wi-Fi available throughout apartment. Living room includes wood burning fireplace and desk/dining table. Bedrooms connected by a wide passageway with sliding doors making each space a private bedroom room, or if left open, a sitting room off the master bedroom . Queen sized bed in master, and a full sized futon couch with an innerspring mattress in the second bedroom. Bathroom newly remodeled, double sinks and a wonderful large shower with two shower heads. All linens and bedding new. There is large deck off the living room with SW exposure that x over looks a private wooded area perfect for relaxing or dining. (Bird watchers will have a field day…binoculars and guide book for your enjoyment!) BBQ available on owner’s deck above. Fully equipped kitchen includes 4 burner cook top, Breville smart oven, coffee maker, mini refrigerator and all incidentals to “dine in.” Residential neighborhood half mile from Hillsdale Village…a charming collection of merchants including a bakery, 7 restaurants, Starbucks, grocery, banking and more! 4 miles to the Portland City Center, 2 miles to OHSU hospital/medical campus, 3.5 miles to Portland State, half mile to nearest bus stop. Apt has off street parking for 2 vehicles.

Studio - Mt. Hood VIEW - Access to Trails, OHSU

The Studio is perched in the southwest hills of Portland with an amazing view of Mt. Hood and the valley below. It requires a walk up 43 stairs to access but is worth every step. The Studio was built as a workspace for a local artist and provides an amazing view of Mt. Hood. Since converted to an escape from the normal urban confines of Portland. Easy access to downtown and walking distance to OHSU and the Veterans Hospital, it provides escape and accessibility. Did we mention the sunrise view!

Sunrise studio with Mt. Hood view

Enjoy staying in our beautiful studio with your own patio and stunning Mt. Hood view! The bedroom has a new, comfortable queen sized bed. A spacious en suite bathroom is included. The studio has a private entrance. You will have close proximity to everything Portland has to offer. Scenic Terwilliger Parkway is steps away. It's easy to get to Portland's many cool neighborhoods/districts, breweries, unique restaurants, shops, fabulous parks and wilderness trails. *Note: Up 36 stairs from street.

Casa Mariposa!

Enjoy this lovely new studio located minutes from downtown Portland! With natural light and a retro-lux vibe created by experienced super hosts. Mariposa is a 400 sq ft , private , serene and simple space. Lots of natural light and greenery. There is a full kitchen with marble countertops, new appliances, and a dining table .The bathroom has heated floors , skylight and a curbless shower. Bed linens are cotton, with hypoallergenic pillows and duvets. The wifi is reliable and over 800mbs.!

Inner SE PDX! Historic Sellwood Basement Apt

Welcome to a 1912 landmark home in beautiful Sellwood/Moreland. Formerly the beloved Candyland restaurant, the light and bright basement apartment sits in front of the Springwater trail with views of Mt Hood. This is a 1 bedroom with kitchenette (stove burner and mini toaster oven) living room and dining room fit for 3! We are close to great shopping, dining and breweries get there by bus, the Max or bike in minutes. We welcome you to a safe and inclusive home and we are vaccinated!

Rock N Roll House + Hot Tub

Featured in The Destination Channel’s TV show “Staycation- Sports Edition” in the fall of 2025 and found on YouTube. Contemporary-style music-themed home. Jam out with instruments, classic albums and record player by the pool table. Stunning gourmet kitchen. Big lawn and deck with teak dining table and bbq. Hot tub plus gas and real fire pits. Garage is packed! Ping pong table, pinball, foosball, Pop-a-Shot basketball, Treadmill, Peloton bike, dumbbells, and four mountain bikes+helmets.

Charming Bungalow with A/C

Enjoy the entire main floor of this bungalow, with private main entrance, 2 bedrooms & 1 bath filled with natural light, hardwood floors, a comfortable living room that opens into a fully equipped kitchen and a cozy breakfast nook. Start your morning with coffee on the private deck and use the backyard & garden area to relax and enjoy a glass of wine. The downstairs of the house has an apartment for my family's use, with a complete separate entrance. Licensed by the City of Portland

The Westmoreland Lighthouse - Private studio in SE

We've dubbed this stunning, fully 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.

Relaxing retreat steps to OHSU & min from downtown

This bright, newly renovated home in the Southwest Hills is just minutes away from OHSU, Marquam Nature Trail, downtown Portland and Council Crest. The 2-bedroom flat provides plenty of space for guests, and also equipped with a full kitchen and bathroom with everything you'll need during your visit. Located in the quiet and historic Homestead neighborhood with free parking, this home is the perfect location for families and groups on their Portland vacation or business stay.

Stylish Open Studio | Mins to ❤ of Portland

Located within a charming Westmoreland bungalow home is this separate private studio just a short 7-minute drive to the heart of Portland. The studio features soft comfortable furnishings, access to streaming apps on the Smart TV, a fully equipped kitchenette, a sparkling full bathroom, and a spacious living area with a modern open plan design. Walk or bike to coffee shops, grocery stores, restaurants, breweries and the popular Westmoreland Park all right on your doorstep.

Mid-Century Hillsdale Retreat

Welcome to our chic 2-bedroom, 1-bath Mid-Century Modern retreat, where timeless design meets contemporary comfort. Our fully renovated apartment offers a stylish and inviting space, perfect for your getaway. Enjoy the convenience of walking distance to culinary delights, with City Thai, Gigi's Cafe, and the Hillsdale Food Cart Park just steps away. Immerse yourself in the vibrant local scene, or stay home and utilize the fully equipped kitchen to cook a delicious meal.

Holiday Home

Welcome to Portland! We hope you have a wonderful time in our beautiful city, and that Holiday Home makes it feel like yours for a while. It's cozy and spacious, with 7 distinct outdoor seating areas for groups of any size — gather together, or peel off for a quieter conversation without anyone feeling left out. After 8 years and 267 stays, this house still surprises people: it's a current Guest Favorite, in the top 10% of homes on Airbnb.