Cottage holiday rentals in Portland

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Top-rated cottage rentals in Portland

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Top guest favourite

Cottage in Portland

4.86 out of 5 average rating, 725 reviews

The "Old Barn" in the woods. Peace, Romance, Ahhh

"Best Airbnb I've ever been to." Recent Guest "The location is unbelievable, like a mountain retreat in town!" Recent Guest The "Old Barn" is a gem just minutes from downtown. You will feel as if you are in a forest yet, minutes away, is the best of Portland. It's all at your fingertips. Yet, you might not want to leave the "Old Barn."

Top guest favourite

Cottage in Portland

4.99 out of 5 average rating, 112 reviews

Whimsical Garden Cottage Near Sellwood

Located two blocks from the Springwater Corridor — a 21-mile paved trail for walkers and bikers — in the quiet neighborhood of Ardenwald, you’ll find The Hummingbird Cottage. This whimsical 1930s garden cottage is less than one mile from the charming streets of Sellwood, home to quaint coffee shops and restaurants, boutique shopping, and the iconic Sellwood Riverfront Park. The cottage features organic cotton sheets and goose down comforters in each room and a renovated spa-like main bathroom.

Top guest favourite

Cottage in North Portland

5 out of 5 average rating, 320 reviews

5* Cottage Gem | Quiet Hood | Caring Host | Min>DT

Cute, cozy cottage in a safe, quiet neighborhood. Outside, walk to nearby cafes, bars, & restaurants, or head downtown to explore the city (10 min drive or light rail 3 blocks away!). Inside, unwind on the supremely comfortable queen bed (+ queen sleeper). Enjoy the projector system, luxurious rainfall shower, or cook meals in the well-stocked kitchen. Ideal for travelers who appreciate attention to detail and a seamless experience. Attentive host ensures a polished, no-surprise stay :)

Top guest favourite

Cottage in Portland

4.99 out of 5 average rating, 557 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. Please no young children.

Guest favourite

Cottage in Portland

4.92 out of 5 average rating, 437 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.

Top guest favourite

Cottage in Lake Oswego

4.94 out of 5 average rating, 306 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!

Top guest favourite

Cottage in Portland

4.94 out of 5 average rating, 227 reviews

Romantic Urban Oasis in the City-Owl Forest Studio

PORTLAND CITY PERMIT #14-248488-000-00-HO Debi's pronouns: she/her Rob's pronouns: he/him *Private Hot Tub *Separate Entrance *Private Parking *King Bed, Tuft & Needle Mattress *Large Garden *Kitchenette with Full-size Fridge and Cooking Supplies (No oven) *Gas BBQ *Good Location *Garden Hammock in good weather LGBTQ Friendly, All Races Welcome. We celebrate diversity and welcome all loving hearts, regardless of gender or race. Portland Permitted Property

Top guest favourite

Cottage in Buckman

5 out of 5 average rating, 229 reviews

Kerns Neighborhood 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.

Top guest favourite

Cottage in Portland

4.97 out of 5 average rating, 184 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).

Guest favourite

Cottage in Portland

4.97 out of 5 average rating, 118 reviews

Luxury Richmond Rose Cottage Division & Hawthorne

Located in Richmond, one of SE Portland's most popular neighborhoods, our 700 sq. ft., custom-designed luxury cottage offers modern comfort with vintage flair. Walk to Stumptown Coffee, Good Coffee, Woodsman Tavern, Petite Provence, Hinterland Bar & Food Carts and other great restaurants, food carts and coffee shops. 90/88 Walk/Bike Score. Close to bus lines 2, 14, 71 and 0. Enjoy the private patio surrounded by nature.

Top guest favourite

Cottage in Portland

4.98 out of 5 average rating, 102 reviews

Bright, Quiet, and Private Guest House

This charming 725 sq ft guest house is very light and bright; walkable to great parks and restaurants! The entire house is yours with private entrance and covered patio. Fast wifi, comfortable living space, and very well-equipped kitchen make this an ideal home away from home. This is an LGBTQ+ welcome & safe home. Black Lives Matter. Accessibility: 2 steps up to the house, safety rail in tub, uneven rock path

Top guest favourite

Cottage in Southwest Portland

5 out of 5 average rating, 178 reviews

Marguerite's Cottage Multnomah Village Portland OR

Entire cottage, private yard and dedicated parking hosted by Carol and Jim Marguerite’s Cottage is a lovely, newly built and very private one bedroom cottage that’s perfect for 1 to 2 people visiting Portland. We are located in charming and historic Multnomah Village - an ideal location to explore the city and beyond. After your visits and adventures, you can return to a quiet restful spot and enjoy.