Holiday houses in Sunnyside

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Top-rated holiday rentals in Sunnyside

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

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Top Guest favourite
A spacious bed is framed by a wooden headboard, complemented by crisp white linens and fluffy pillows. A light beige quilt covers the bed, providing a soft texture. Next to the bed, a simple nightstand with a glass lamp adds a functional touch to the design.
Home in Portland
4.94 out of 5 average rating, 158 reviews

Milwaukie Easy-Centrally located, Close to PDX

Our home is a spacious cozy contemporary home, complete with an outdoor deck, and a beautifully decorated interior with contemporary pieces that complete the design of our home. Windows in living & dining space are across from each other bringing in ample light. Our space is furnished with various mid-century, modern and contemporary pieces that complete the home. Shared Spaces •Parking area •On site laundry shared with other tenant, tenant has a separate living area with no other shared spaces

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
4.96 out of 5 average rating, 158 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.

Top Guest favourite
A spacious bedroom features a large bed with high-quality cotton bedding. A desk is positioned nearby, and a sliding door leads to an outdoor patio. Natural light brightens the room, highlighting a wall art piece depicting a cityscape.
Home in Sunnyside
4.95 out of 5 average rating, 175 reviews

1000+ sq private 2b1.5b unit in gated area

A private unit in gated resort like homesite centrally located. Kaiser hospital , Clackmas TC and Happy Valley TC are mins drive away. 25 mins to PDX, NW 23rd ave, Portland downtown and 50 mins to Mt Hood. Very quite and you can wake up to bird chirping in am. Evergreens provide nice soothing color year round. Patio and deck with dinning table give you chance to enjoy outdoor and sunset if weather permits. Full kitchen. Up to 1gb super fastinternet. Spacious for 4 no extra charges. Central a/c.

Guest favourite
A fire pit is illuminated in the foreground, casting warm light on the surrounding stones. In the background, a colorful sunset paints the sky with shades of orange and pink, while trees and distant hills create a serene landscape.
Home in Lents
4.88 out of 5 average rating, 107 reviews

RoofTop FirePit, HotTub & Outdoor Theater

Our large (1,500sq ft) space (private access), has a bedroom, bathroom, living room w/ a fireplace, hot tub, full gym as well as a kitchenette w/ full sized fridge, keurig, microwave, air fryer, toaster oven, single burner, and laundry facility. Smart tvs, hammocks and a rooftop firepit are in the outdoor entertainment area. LGBT & BIPOC friendly. Gym, hot tub and laundry are shared with owners but guests have priority access. Close to Mt Hood Wilderness (45mins) & Downtown Portland (15mins).

Top Guest favourite
A tranquil guest house is nestled alongside a serene river, framed by tall trees with autumn foliage. Sunlight filters through the leaves, illuminating the exterior of the house while reflecting off the calm water, creating a peaceful ambiance.
Guesthouse in Clackamas
4.97 out of 5 average rating, 224 reviews

Luxurious Riverfront GuestHouse, Sauna & HotTub.

Welcome to our Clackamas Riverfront Guest House—a peaceful riverside retreat blending rustic charm and modern comfort. Relax in your private hot tub and sauna, unwind by the fireplace, and enjoy stunning river views. Fish, kayak, or raft right from the backyard. Bedrooms include white noise machines and earplugs to help with normal traffic during commute hours on our scenic road. The guesthouse is attached but its own private unit with its own separate entrance and parking. Enjoy your stay!!

Top Guest favourite
A single-level home is presented, featuring a light blue and gray exterior with a combination of brick and siding. The front yard is manicured with greenery, and a driveway leads to a two-car garage. A clear blue sky serves as the backdrop.
Home in Sunnyside
5 out of 5 average rating, 134 reviews

Peaceful Spacious Single Level Home

Look no further if you are looking for a clean & spacious home with all the amenities for a comfortable stay. Single level with a walk in ADA shower in the primary bathroom. Dedicated office/den with excellent wifi. Remote work & family friendly. 5 minutes away from the Clackamas mall, Costco warehouse/gas, Target, REI, restaurants, Kaiser hospital. Clackamas is a suburb of Portland, only 25 min. drive of downtown and airport. *Co-hosts conveniently live nearby to assist whenever needed

Superhost
Home in Sunnyside
4.9 out of 5 average rating, 363 reviews

Mid Century Villa w/Mountain View & Movie Theater

A magnificent 3400 sq ft hillside retreat decked out with custom and rare furnishings. Take in the Cascade Mountains from the wraparound deck and lounge under giant maple trees. You'll love the 125” Hi-Def movie theater (w/ 200+ movie/TV titles)! Two large primary suites with king bed and large showers. One additional queen bedroom and one large office. Close to urban and nature, 20min to the airport, with daytrip opportunities to Mt. Hood, St. Helens, the Coast, and the Columbia River Gorge

Top Guest favourite
The guest home is set behind a picturesque entrance adorned with an elegant gate and carefully arranged greenery. Paved stone pathways guide visitors through the lush surroundings, leading to the welcoming facade of the home, seamlessly integrated with the tranquil, tree-lined environment.
Guest suite in Portland
5 out of 5 average rating, 539 reviews

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.

Guest favourite
A charming storybook cabin is framed by lush trees, adorned with hanging lights that warm the inviting facade. Flower boxes beneath the windows add color, while a pink door and decorative accents enhance the whimsical aesthetic. An ornamental fence encloses a neat garden area.
Farm stay in Oregon City
4.91 out of 5 average rating, 504 reviews

Romantic ‘Glamping’ Farm Tiny Cottage

Glamping at its finest! This adorable, warm and cozy, artistic, and truly unique storybook cabin is nestled in a quiet, close-in farm setting (but only 30 min to DT PDX). You’ll love the magical vibe, artwork, decor, lighting, coffee bar, comfy bed, cute outhouse w/cold water sink, and a private outdoor heated shower! We welcome ALL colors, LGBTQ, and outdoor tobacco friendly. Cannabis flower allowed indoors in separate, fun and funky TV/game shed. You'll LOVE it here!

Top Guest favourite
The exterior of a garden studio is illuminated by string lights, creating a warm ambiance at night. An inviting patio features two wooden chairs and floral greenery, while blooming white flowers add a touch of natural beauty to the space.
Guest suite in Milwaukie
4.99 out of 5 average rating, 446 reviews

Light Filled Garden Studio

Our wonderfully bright garden studio is perfect for a short stay or for visitors looking to explore Portland for an extended visit. It has a full, well-stocked kitchen, ideal for those looking to stay in and cook, but it’s also just a 20 minute drive from downtown, for those looking to explore the wonderful restaurant scene Portland offers. Keyless entry and private entrance through the side yard gate provide renters with complete autonomy during their visit.

Guest favourite
A cottage entrance is framed by vibrant flower beds featuring pink and red blooms. A pathway leads to a white double door, flanked by lush greenery. Natural light brightens the scene, with a hint of soft landscaping visible along the sides.
Guesthouse in Lents
4.94 out of 5 average rating, 321 reviews

Sweet SE Studio Cottage

Lovely cottage in SE Portland neighborhood. Bright and quiet. Easy, free parking. Nice park at the end of the block with skateboard park, soccer field, basketball court, and playground. Great public transportation: 2 frequent bus lines within 1.5 blocks. By car, 15 minutes to downtown Portland, 30 minutes to Multnomah Falls, and 1 hour to Mt Hood skiing!

Top Guest favourite
A two-story house features a white and gray exterior with large windows, providing an inviting presence. The front yard includes manicured shrubbery and a curved stone pathway leading to the entrance. A white car is parked in the driveway, accentuating the property's spaciousness.
Home in Sunnyside
5 out of 5 average rating, 102 reviews

Manny’s Modern Valley Retreat

This stylish place to stay is perfect for group trips or large family gatherings. Mid century modern and comfortable, this house boasts 4 BR and 2.5 baths. Fenced in backyard, swing set for kids and bbq on the patio. Multiple sitting areas both inside and out, as well as bonus room above garage perfect for entertainment.

Popular amenities for Sunnyside holiday rentals

  1. Airbnb
  2. United States
  3. Oregon
  4. Clackamas County
  5. Happy Valley
  6. Sunnyside