Holiday rentals in Ross Island

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Top-rated holiday rentals in Ross Island

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

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Top guest favourite
A peaceful sleeping area is showcased with a spacious bed adorned with a light-colored blanket and colorful pillows. Wooden beams are featured above, while large windows allow natural light to fill the room. A cozy seating area with a chair is positioned nearby.
Guest suite in Portland
4.96 out of 5 average rating, 465 reviews

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.

Top guest favourite
A spacious studio apartment is filled with natural light, featuring a large bed adorned with decorative pillows. A vintage trunk serves as a unique accent piece, while a small dining area with a table and two chairs is present. Colorful curtains frame the windows, enhancing the inviting ambiance.
Flat in Portland
4.96 out of 5 average rating, 1,050 reviews

Casita Sarita, Your Urban Escape! NO Cleaning Fee!

Welcome to Casita Sarita, Your Urban Escape! A large, beautiful, light-filled studio in the heart of SE Portland, walking distance to everything. I have eliminated my cleaning fee for 1-2 night stays because I understand the frustration of so many fees, and short stays tend to need less cleaning time. This is the only fee I can control, so I hope it's helpful. On site professional MASSAGE(by me!) available. Please make yourself at home, relax, and rejuvenate. I look forward to hosting you!

Top guest favourite
A modern kitchen area is showcased with gray cabinetry and a white tile backsplash. A double sink is positioned in front, complemented by a stove and microwave. A dining area is visible across from the kitchen, featuring a seating arrangement and a sofa.
Guest house in Portland
4.99 out of 5 average rating, 248 reviews

Eastmoreland Private Guest Suite by Reed College

Private Guest House Studio Apartment in one of SE Portland's historic neighborhoods - Eastmoreland. With quick access to all the best things Portland has to offer. Situated two blocks from Reed College entrance and a short walk to golfing, Sellwood, Westmoreland, and Woodstock restaurants as well as bus lines and the Trimet MAX Orange Line. If you are looking to explore the wonderful city of Portland, or if you are looking for a quiet comfortable tiny home retreat you have found your getaway!

Guest favourite
The entrance of the cottage is framed by vibrant flowers and greenery, featuring a red front door that adds a welcoming touch. A cozy lounge chair is positioned on the patio, which leads to the garden, providing a spacious area for relaxation.
Cottage in Portland
4.78 out of 5 average rating, 105 reviews

Bike'N'Roll Cottage: Adventure & Relaxation

Bike 'N' Roll Cottage: Bicycle Tourism, Healing Garden See Portland by bike-Biking Score 95! GUESTS RAVE: "I can bike everywhere!" ■ Beautiful 560 sf w/the details of a 100+ year-old Craftsman ■ Bright - lots of windows - high ceilings ■ Relax & rejuvenate in a tranquil, healing garden ■ Near bus & max train - so you can bicycle even farther! ■ 100s of shops, restaurants & everything you want to see within biking distance! ■ Ranked 2nd in the CNBC's most bicycle-friendly cities in the US!

Top guest favourite
A modern kitchen connects to a comfortable living space, featuring a gray sofa with accent pillows. Metallic bar stools line the counter, and abundant light is provided by recessed ceiling fixtures and windows. A tile backsplash complements the contemporary design.
Bungalow in Portland
4.97 out of 5 average rating, 379 reviews

Sellwood-Moreland Stand-Alone Bungalow

New Sellwood-Moreland bungalow in the heart of charming and historic neighborhood. Completely separate from main house. Full kitchen, king-sized Tuft & Needle mattress, sofa-bed, cable TV, wi-fi. A couple of blocks from coffee, bars, restaurants, grocery store and more. Car optional: 2 blocks from bus & bike path. Note: a spiral staircase connects the 2 floors. Quiet. neighborhood with easy street parking (note: driveway is for owners). No smoking or pets please. Permit # 18-133329.

Guest favourite
The exterior of a historic home is displayed, featuring a large front porch with decorative columns. Symmetrical shrubs and rose bushes frame the pathway leading to a vibrant red front door. The clear sky contrasts with the blue and green facade, enhancing the home's vintage charm.
Guest suite in Portland
4.89 out of 5 average rating, 959 reviews

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!

Top guest favourite
Home in Portland
4.97 out of 5 average rating, 311 reviews

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.

Top guest favourite
A detached studio features a charming A-frame design, surrounded by lush greenery. A stone patio with outdoor seating complements the inviting entrance, where large windows allow natural light to fill the space. The setting provides a serene atmosphere, ideal for relaxation.
Guest house in Portland
4.98 out of 5 average rating, 690 reviews

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.

Guest favourite
The spacious living area features large windows that allow natural light to fill the room. A stylish seating arrangement is complemented by an accent chair and a coffee table, all set atop a decorative rug. A fireplace adds warmth to the inviting ambiance.
Flat in Portland
4.98 out of 5 average rating, 177 reviews

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.

Top guest favourite
A charming outdoor area is visible, featuring a stone pathway leading to a cozy seating arrangement with two black chairs. The bungalow is framed by lush greenery, with warm light emanating from the windows, inviting a peaceful ambiance.
Home in Portland
4.97 out of 5 average rating, 173 reviews

Multnomah Village Hideout

Explore our new, artist-built bungalow in Multnomah Village, Portland. This cozy space sleeps four with a queen bed upstairs and a pullout couch downstairs. Steps away are charming cafes, shops, and a park with hiking trails and dog parks. Enjoy local activities like bingo and dining on pet-friendly patios. Complete with essentials including laundry and a breakfast nook, this bungalow is perfect for both short and extended stays, offering a unique Portland experience.

Top guest favourite
A cozy bedroom features a spacious bed adorned with a patterned duvet and decorative pillows. A flat-screen TV is mounted on the wall, while a small dining table with two chairs is positioned nearby. Natural light filters in through the windows, highlighting the wooden floors.
Guest house in Portland
4.96 out of 5 average rating, 566 reviews

Newly built studio in perfect SE location

A cozy newly renovated space with a modern motif. Plenty of natural light, high ceilings. Large walk in shower,walk in closet, washer +dryer and kitchenette with microwave. Queen size bed with European style bedding:fitted sheet, pillows and king size duvet with duvet cover, NO FLAT SHEET or TOP SHEET. The apartment is located in one of the best neighborhoods on the east side.Close to downtown, bus lines, bikes and scooters rental,shopping,casual and fine dining.

Guest favourite
Guest house in Portland
4.86 out of 5 average rating, 898 reviews

Romantic Casita. HotTub and Firepit. Pets Welcome!

Come and stay in our romantic, Mediterranean Casita. This private cabin is built for singles and couples. Featuring a hot tub, fenced courtyard, fire pit, covered patio, white Linens, handmade ceramics, rustic furniture, peaceful art and off street parking. Though secluded, you're just a short walk from the vibrant Woodstock BLVD. Enjoy a unique, tranquil retreat designed for relaxation and intimacy, comfortably fitting two guests. Pet's are welcome.

Popular amenities for Ross Island holiday rentals