Cottage holiday rentals in Portland

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Top-rated cottage rentals in Portland

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Guest favourite

Cottage in Portland

4.98 out of 5 average rating, 351 reviews

Charming & quiet guesthouse with 2 Cali-King beds

Welcome to Portland’s Parkrose Place. Enjoy your stay in this peaceful and quiet setting, just a quick trip to top sites and neighborhoods. This stylish brand new home features two comfortable California king Tempurpedic beds with high quality furnishings. The fully equipped modern kitchen is complete with upgraded finishes and a Keurig coffee maker. Exploring the city is easy with the transit center and Max line only a 7 min walk away, connecting you to Downtown or the airport hassle free.

9–16 Mar

$283 NZD per night

Guest favourite

Cottage in Saint Paul

4.97 out of 5 average rating, 278 reviews

Our Cottage on Champoeg, St. Paul, Oregon

1 or 2 guests (sorry no children, infants or pets) will enjoy your stay in our charming, comfortable cottage located on our 65 acre farm in the scenic Willamette Valley. Enjoy amazing sunsets from a full size deck overlooking fertile farmland. Fully equipped kitchen with all the necessities for a gourmet meal. There are more than 50+ wineries within 10 miles. In addition, breweries, restaurants and shopping located within 30 minutes. Our Cottage awaits you for a special lodging experience.

21–28 Mar

$260 NZD per night

Guest favourite

Cottage in Portland

5.0 out of 5 average rating, 256 reviews

CDC Compliant - Meticulously Clean Private Cottage

If you’re looking for a safe, rigorously sanitized, home base in Portland, we’ve got your back! We’re taking corona virus extremely seriously and have doubled down on our already meticulous cleaning practices (see past reviews & list of cleaning protocols in our photos section). We now provide CDC compliant deep cleaning between every guest, using only approved products. You will not find a cleaner place to stay on the west coast. Thanks for your interest and we look forward to hosting you!

18–25 Oct

$323 NZD per night

Guest favourite

Cottage in Newberg

4.96 out of 5 average rating, 124 reviews

Oxberg Lake Retreat, lake & farm view in wine ctry

A storybook oasis with lake/farm views. Enjoy your morning coffee or evening wine while listening to the sheep and chickens. One loft bedroom, one full bath with large living room/kitchen. * 5 min to George Fox University * 2 min to The Allison Inn & Spa * 50+ wineries within 10 min drive *Walk to Farm Craft brews at Wolves and People on Benjamin *Enjoy canoeing, feeding the sheep, or reading a book by the fire pit. (wood provided) We also have a roll-away bed that is available upon request.

2–9 Dec

$212 NZD per night

Guest favourite

Cottage in Carlton

4.99 out of 5 average rating, 480 reviews

Figment Farmhouse

Enjoy this charming 1950's farmhouse, situated on 150 acres of countryside. Within an easy drive of Carlton, McMinnville, and Dundee—it's an ideal location for the exploring the area's many offerings. The house is well-appointed and surrounded by abundant gardens, towering cedar and fir trees—plus, a flock of chickens, three heritage sheep, and our Bengal cats add interest to the place. We live on the property (next door) with ample privacy/gardens between our place and the farmhouse.

11–18 Nov

$270 NZD per night

Guest favourite

Cottage in Portland

4.92 out of 5 average rating, 326 reviews

Multnomah Hidden Pond - stunning upscale romantic!

Our B&B is an *experience* and not just a place to spend the night. Situated in the coveted neighborhood of Multnomah Village, this is a super romantic garden cottage style gem. Here, you will feel like royalty sleeping in the carved mahogany four-poster bed, embraced by an amazing mattress, and surrounded by designer bed colors, prints and toss pillows. You will find a gorgeous, top-notch tiled bathroom, a modern beautiful kitchen and many delightful surprises..

1–8 Jan

$301 NZD per night

Guest favourite

Cottage in Portland

4.95 out of 5 average rating, 257 reviews

950 sq ft Guest House w/Gourmet Kitchen

Recently renovated cottage with unbelievable gourmet kitchen. Fast, high speed internet is dedicated to the Cottage - only Cottage guests will have access to it. Three beds, two smart TVs, desk, large living area. Centrally located close to Washington Square shopping mall, Trader Joe's, local restaurants; short drive to downtown Portland, Nike, Intel, Multnomah Village. Of-street parking. We welcome guests of all races, faiths, genders, and sexual orientations.

14–21 Dec

$261 NZD per night

Guest favourite

Cottage in Portland

4.91 out of 5 average rating, 363 reviews

Secret Garden Guesthouse!!

Secret garden guesthouse is located 1 mile from downtown Lake Oswego and 2 miles from Lewis and Clark. Ideal hideaway for parents weekend, visiting the college, or guest lecturers. Also great location for exploring the amazing city of Portland and its surrounds. 50 minutes to Mt Hood, 40 minutes to wine country! Located in SW Portland and just a few miles from downtown Portland food scene. 1 mile from Lake Oswego. Friendly pets are welcome with a $40 pet fee.

13–20 Nov

$299 NZD per night

Guest favourite

Cottage in Lake Oswego

4.93 out of 5 average rating, 225 reviews

Peacock Grove Cottage in Lake Oswego, OR

Sunny, private one bedroom cottage in quiet, wooded neighborhood. Separate dwelling behind main house. Queen bed, sofa bed, TV, WiFi, A/C, full kitchen, washer & dryer, bathroom with shower and beautiful patio. One mile from I-5 and 8 miles to downtown Portland. Short drive to downtown Lake Oswego. Walking distance, just two blocks, to La Provence, Jefe, Zupans, Albertsons, Starbucks, Waluga Park. Perfect for families or the business traveler. Come stay!

8–15 Nov

$154 NZD per night

Guest favourite

Cottage in Portland

5.0 out of 5 average rating, 159 reviews

Urban Cottage with Sauna

Oak St. Cottage with outdoor cedar sauna is a newly renovated urban oasis centrally located in Southeast Portland just steps from Restaurant Row, Whole Foods, Tri-Met Bus and Laurelhurst Park. Set back from the main house, at the end of a quiet cul-de-sac, the modern cottage offers easy access to all Portland has to offer. When you are ready to relax, the private outdoor sauna and shower are waiting for you. We take great care to clean and sanitize the cottage.

7–14 Oct

$311 NZD per night

Guest favourite

Cottage in Portland

4.99 out of 5 average rating, 496 reviews

Cozy Vintage Cottage in the Woods

The studio cottage is located in an east Portland neighborhood bordering the city of Gresham. It is close to public transport (near a MAX light rail station), the airport and outdoor activities (the Columbia Gorge; Mt Hood) and is a 20-30 min drive to downtown. It's cozy (eclectic vintage style), a wooded 1-acre setting within the city limits, and has secure premises (electric gate). Our place is good for couples, solo adventurers, and business travelers.

4–11 Feb

$271 NZD per night

Guest favourite

Cottage in Portland

4.96 out of 5 average rating, 141 reviews

Tibbetts Coop - A beautiful SE Portland urban farm

Tibbetts Coop is located on a double cul-de-sac, where you will feel like you are in the country when you are really in beautiful inner SE Portland. Bring your walking shoes so you can walk through the neighborhood to SE Division to find coffee shops, cart pods, tap houses, cafes, restaurants, and bars to suit everyone, or stay at the coop to relax under a tree or on the deck. Small dogs can be approved on a case-by-case basis (fees apply).

7–14 Oct

$234 NZD per night