
Cottage vacation rentals in Sherwood
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Top-rated cottage rentals in Sherwood
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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. Hosts live in attached home, but you have full privacy. * 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. roll-away bed available

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.

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.

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.

950 sq ft Guest House w/Gourmet Kitchen
Renovated cottage with unbelievable gourmet kitchen. Fast, high speed internet is dedicated to the Cottage, only Cottage guests have access to it. Scent free. 3 beds, 2 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. Off-street parking. 950 square feet on two levels! We welcome guests of all races, faiths, genders, and sexual orientations

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.

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 QUEEN SIZE 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..

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.

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!

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

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.
Popular amenities for Sherwood cottage rentals
Cottage rentals with a hot tub

Charlies Riverfront Cottage - Hot tub & Fireplace

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

Captain's Bed at Portland Farmhouse Cottage

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

Walkable Location: Quaint Cottage in Forest Grove!

The Bee Cottage

Cute One Bedroom Remodeled Cottage

Cottage by Vancouver Lake with Pickleball court!

Privacy & Proximity in Urban Forest

Modern Cottage

Cozy Cottage at Dragonfly Horse Ranch

Panoramic Riverside and & Forests Views, Pets Ok
Private cottage rentals

The Valley Wine Cottage - Walk to Tasting Rooms

Half-Pint Farmhouse in Downtown McMinnville

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

Tibbetts Coop - A beautiful SE Portland urban farm

Private Studio for 1, in lovely walkable area

Cozy Vintage Cottage in the Woods

The Hillsboro Cottage! Your home away from home

Bright, Quiet, and Private Guest House
Destinations to explore
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- Cottage rentals Oregon
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- Moda Center
- Silver Falls State Park
- Laurelhurst Park
- Oregon Zoo
- Providence Park
- Enchanted Forest
- The Grotto
- Portland Japanese Garden
- Beacon Rock State Park
- Wonder Ballroom
- Hoyt Arboretum
- Powell's City of Books
- Wings & Waves Waterpark
- Tom McCall Waterfront Park
- Oaks Amusement Park
- Portland Art Museum
- Arlene Schnitzer Concert Hall
- Evergreen Aviation & Space Museum
- Pittock Mansion
- Council Crest Park
- Oaks Bottom Wildlife Refuge
- Portland State University
- International Rose Test Garden
- Tryon Creek State Natural Area



