Holiday rentals in Stafford

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Top-rated holiday rentals in Stafford

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Top guest favourite
Guest house in West Linn
4.97 out of 5 average rating, 172 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
Flat in West Linn
4.91 out of 5 average rating, 156 reviews

The Sweet Suite

This fully renovated studio apartment is designed with you in mind! The amazingly central location is less than a 2 minute drive to I-205 and walking distance to to B OTH West Linn's Central Village Shopping Center and Downtown Oregon City's Main Street! You will be surrounded by restaurants, shopping, cafes, and groceries, to name a few! All of that plus the thoughtfully designed interior make this sweet little suite the perfect place to rest your head for a night...or a week....or a month!

Guest favourite
Flat in Southwest Portland
4.83 out of 5 average rating, 209 reviews

Forest Studio Oasis - Mile from Multnomah Village

Nestled in Portland's captivating woodland, this freshly renovated studio offers the perfect escape. Just a mile from Multnomah Village, steps from Alice Trail, and a few blocks from I-5, our retreat combines seclusion with convenience. Enjoy the tranquility while being a mere 10-minute drive from downtown. With thoughtful furnishings for comfort and ample privacy, it's an ideal spot to unwind after exploring Portland's vibrant attractions. Experience the unique charm of our city with ease!

Guest favourite
The entrance features a welcoming design with a small bicycle parked beside a potted plant. A doormat with the word 'WELCOME' is placed at the threshold, leading into a bright and inviting interior visible through the open door.
Home in Lake Oswego
4.9 out of 5 average rating, 152 reviews

#StayInMyDistrict Lake Oswego Honey Bee Cottage

#StayinMyDistrict Lake Oswego Honey Bee Cottage. Live like a local while experiencing the trendy Lake Oswego District! 5 blks to coffee shops, restaurants, shopping & local hot spots! Convenient to West Linn, SW Portland & Tigard Neighborhoods. Private Cottage nestled in the trees, and furnished to create a comfortable and charming space! Historic 1 bed/1bath (+sofa bed & Futon) King Suite, Kitchen, W/D, Private Patio & Fenced Yard. FREE Parking. Pre-Approved Dogs w/addt’l $50 per pet fee.

Top guest favourite
A compact kitchenette is equipped with a mini fridge, microwave, and coffee maker, all surrounded by wooden shelves holding various dishes and utensils. Counter space is accented with green dishware and decorative plants, providing a functional yet cheerful atmosphere.
Guest suite in Portland
4.94 out of 5 average rating, 488 reviews

A Cute, Clean, & Comfy SW Portland Guest Apartment

Jasper House is a very clean, pet friendly one bedroom "in-law" apartment in Garden Home. Located on a quiet Culdesaq. Easy access to 217 and I-5. The perfect West side location, close to everything. Great for business and pleasure travelers a like! No additional pet fees for up to 3 pets! This 450 sq ft apartment has a private deck, cozy sitting room w/double futon, 40" TV w/Roku, dining table & kitchenette. The bedroom has a comfy King bed & vanity/desk. We have A/C as well!

Top guest favourite
Guest suite in Milwaukie
4.99 out of 5 average rating, 323 reviews

Room In Between

Private and secure entrance to this modern and 5-Star space! Comfortable Queen Murphy bed that converts to a sofa. Fast Wifi and Smart TV w/access to Netflix & Prime Video. Fenced yard with security gate entrance, off of private paved driveway, to lead you to your own private patio & room entrance. Self check-in is at 2pm or later. Check out is 11am. No pets. Smoking allowed on the outside patio only. Flat entrance pathway is well lit from your parking space to your room & patio.

Guest favourite
The upper level of a home is showcased, featuring a wooden exterior and a spacious deck. Tall trees surround the property, providing a natural backdrop. Steps lead up to the entrance, and a basketball hoop is visible in the driveway.
Apartment in West Linn
4.78 out of 5 average rating, 185 reviews

Allergen Free Comfort Home in West Linn, Oregon

Allergen free as possible. No fur, feathers, smoke, odors, mold, pesticides or live plants inside. No animals permitted. Best suited to families or couples. Great entire upper level of home on a very large lot, two decks, with spacious off street parking, feng shui correct. Many trees. View to the east. Handicap ramp with parking from the rear to upper level. 30' parking space for RV, trailer, or boat, with electric. Guests who remain overnight must register also.

Top guest favourite
Cottage in West Linn
4.94 out of 5 average rating, 479 reviews

Sunlit Oasis

This private, renovated art studio has skylights and quiet views of nature. As an interior designer, I loved creating a space that is as much an experience as a night away from home...and only 10 miles from downtown Portland! Please be advised that beginning Dec19, 2025, construction has begun on three homes behind our cottage. Work can begin at 7:00AM-7:00PM Mon-Fri., 9:00AM-5:00PM Sat.-Sun. There could be noise during those hours, it's out of our control.

Top guest favourite
Home in Tualatin
4.91 out of 5 average rating, 114 reviews

Lovely Loft Apartment

Spend a night in our spacious and bright loft apartment. Enjoy the unique and homey interior, or take a walk around our 1.5 acre property. Perhaps even enjoy a cup of wine on our deck by a fire. If you're interested in getting out, we are only a 20 minute drive from Portland and at the center of many other attractions. At the end of the day enjoy the wonderful view of the sunset and settle down in a comfortable king sized bed.

Top guest favourite
A charming guest house is surrounded by lush greenery and blooming trees. The exterior features light-colored siding, a decorative arch above the door, and a welcoming wreath on the front door. Blue planters with flowers add a touch of color to the entrance.
Guest house in Wilsonville
4.95 out of 5 average rating, 591 reviews

Willow Creek Cottage

Enjoy country living in our charming and unique 1890s guest house. Situated on 12 acres in horse country. No fee for pets. Great location - 20 minutes to Portland, 25 minutes to Oregon Wine Country, 90 minutes to the coast and five minutes from I-5 and Wilsonville. Bedroom with comfy pillow top queen bed. Breakfast nook with refrigerator, microwave and Keurig coffee maker. Direct TV and WiFi.

Top guest favourite
Guest suite in West Linn
4.96 out of 5 average rating, 513 reviews

Evergreen Escape - Relaxing South Metro Studio

Recently updated pricing and NOW NO CLEANING FEES! Quiet basement studio with efficiency kitchen and full bath with rain shower. Located a short distance south of downtown Portland, West Linn is a quiet suburb on the Willamette River. Our home is walkable to a great pub, groceries and other restaurants. This listing includes a lofted queen bed with charming barn door for privacy.

Top guest favourite
A charming entrance to a private ADU is framed by lush greenery and vibrant flowers. A stone path leads to a bright door, flanked by blue chairs. The surroundings include well-maintained landscaping, offering a serene and inviting atmosphere.
Guest house in Southwest Portland
4.96 out of 5 average rating, 732 reviews

Private & Cozy Casita

Private unattached ADU, new, cute and comfortable, light and bright, off-street parking, quiet neighborhood, close to public transportation, 10 minutes from downtown, hiking trails, parks, near Portland Community College, one hour to the beach, one hour to Mt Hood. Portland is known for its good food, breweries, wineries, coffee shops, shopping, all close by.

Popular amenities for Stafford holiday rentals

  1. Airbnb
  2. United States
  3. Oregon
  4. Clackamas County
  5. Stafford