
Cottage vacation rentals in Portland
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Top-rated cottage rentals in Portland
Guests agree: these cottages are highly rated for location, cleanliness, and more.

Far Out Cottage, away from city riffraff
Far Out Cottage is nestled in the woods in the NW Skyline area. It’s far out like groovy and also away from the city but yet still conveniently located. This unique experience is a step back into decades past but with the convenience of fast internet, roku and a modern flatscreen TV. The highlight of all this new technology is a throw back to the 70’s with an Atari equipped with all the classics. Your stay also includes a 50’s style fully equipped kitchen, 40’s style bathroom and laundry room.

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!

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.

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 :)

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.

Cozy Cooper Mtn Cottage
Uniquely cozy with all the amenities of home but in a cottage up on Cooper Mt. Where you are surrounded by trees , feel the breezes, sunrise and sunset in the same day, and sometimes the wonderful wildlife around us. Birds in the sky , rabbits and sometimes deer, and yes our two friendly goats. Oh yes and the expansive midnight sky with the bright stars twinkling above or the big round moon shining down on you as you sit on the patio in the evening enjoying the night air.

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.

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

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.

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).

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.

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
Popular amenities for Portland cottage rentals
Cottage rentals with a hot tub

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

Romantic Urban Oasis in the City-Owl Forest Studio

Captain's Bed at Portland Farmhouse Cottage

2BR cottage with a private hot tub
Pet-friendly cottage rentals

Privacy & Proximity in Urban Forest

The Bee Cottage

Cute One Bedroom Remodeled Cottage

Modern Cottage

Cozy Cottage at Dragonfly Horse Ranch

Panoramic Riverside and & Forests Views, Pets Ok

Cottage by Vancouver Lake with Pickleball court!
Private cottage rentals

The Valley Wine Cottage - Walk to Tasting Rooms

Multnomah Hidden Pond - stunning upscale romantic!

Quiet Casita with sauna! Pool Open until November!

Private Studio for 1, in lovely walkable area

Peacock Grove Cottage in Lake Oswego, OR

Oxberg Lake Retreat, lake & farm view in wine ctry

The Hillsboro Cottage! Your home away from home

The Charming Little Cottage
When is the best time to visit Portland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$23,421 GYD | G$23,630 GYD | G$23,421 GYD | G$23,003 GYD | G$24,048 GYD | G$24,258 GYD | G$24,676 GYD | G$24,258 GYD | G$24,048 GYD | G$24,048 GYD | G$24,467 GYD | G$24,048 GYD |
| Avg. temp | 5°C | 7°C | 9°C | 12°C | 15°C | 18°C | 21°C | 21°C | 19°C | 13°C | 8°C | 5°C |
Quick stats about cottage rentals in Portland

Total vacation rentals
Explore 40 vacation rentals in Portland

Nightly prices starting at
Portland vacation rentals start at G$6,273 GYD per night before taxes and fees

Verified guest reviews
Over 5,820 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Portland vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Portland rentals

4.8 Average rating
Portland stays are highly rated by guests—averaging 4.8 out of 5!

Nearby attractions
Portland's top spots, include Moda Center, Oregon Zoo, and Powell's City of Books
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- Columbia River Gorge National Scenic Area
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