
Cottage holiday rentals in Portland
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Portland
Guests agree: these cottages are highly rated for location, cleanliness and more.

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."

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

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.
Popular amenities for cottage rentals in Portland
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

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!

Peacock Grove Cottage in Lake Oswego, OR

The Hillsboro Cottage! Your home away from home

Oxberg Lake Retreat, lake & farm view in wine ctry

The Charming Little Cottage

Far Out Cottage, away from city riffraff
When is the best time to visit Portland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $145 SGD | $146 SGD | $145 SGD | $142 SGD | $149 SGD | $150 SGD | $152 SGD | $150 SGD | $149 SGD | $149 SGD | $151 SGD | $149 SGD |
| 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 holiday rentals
Explore 40 holiday rentals in Portland

Nightly prices starting at
Portland holiday rentals start at $39 SGD per night before taxes and fees

Verified guest reviews
Over 5,590 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Portland holiday rentals include wifi 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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- Moda Center
- Laurelhurst Park
- Oregon Zoo
- Timberline Lodge
- Silver Falls State Park
- Providence Park
- Mt. Hood Skibowl
- Enchanted Forest
- The Grotto
- Portland Japanese Garden
- Wooden Shoe Tulip Festival
- Wonder Ballroom
- Beacon Rock State Park
- Hoyt Arboretum
- Powell's City of Books
- Tom McCall Waterfront Park
- Wings & Waves Waterpark
- Oaks Amusement Park
- Pumpkin Ridge Golf Club
- Skamania Lodge Golf Course
- Domaine Serene
- Portland Art Museum
- Bridal Veil Falls State Scenic Viewpoint
- Arlene Schnitzer Concert Hall
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