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

The Vineyard House - Cozy & Modern
Welcome to our charming cottage, nestled amidst a picturesque Pinot Noir vineyard in the renowned Willamette Valley, voted the next Napa Valley by Time Magazine. This serene retreat offers a truly unique experience for wine enthusiasts and nature lovers alike. Whether you're here for a romantic getaway, a wine-tasting adventure, or simply seeking a peaceful escape you won't be disappointed. With heated floors and a real wood burning fire place, you can cozy up during these months in tranquility.

Heart of The Hill (Unit A) Oceanside oregon
Located within Oceanside, Oregon, 9 miles west of Tillamook. This oceanfront duplex is called Heart of The Hill because it is located right in the middle of Oceanside. The duplex has two rental studios one on top of the other, with a laundry room basement. Amazing up-close views of sand and surf including the Three Arch Rocks from every floor. Just stroll to the beach and restaurant and downtown in only a few minutes. Each unite offers a full kitchen, bath, propane fireplace, and private decks.

Ocean-Front Cottage with Private Beach Access
Rockaway Beach is waiting for you at this 2-bedroom cottage with the beach right at your door. Nestled in a tranquil setting, this amazing oceanfront property features 2 queen beds and 1 twin bed, perfect for a relaxing getaway. Put your feet up and watch the waves or walk to the beach just steps away. Conveniently located within blocks of shops and restaurants. Whether you're looking to explore the beach or simply unwind in a peaceful environment, we hope you'll enjoy your stay at our cottage.

"Uncle Joe's Place" Cozy Cottage with Water View
Uncle Joe's Place is a cozy cottage that sits close to the water with views of Charleston bridge and South Slough Estuary. Cottage is 490 square feet, perfect for singles or a couple visiting the area. Located just off Cape Arago Hwy and the town of Charleston. It's a short walk to convenience stores, restaurants and the Charleston Marina. Neighborhood is made up of small homes and mobile homes. Check yourself in with a lockbox. I'm very close by if you need any assistant or have questions.

An Oceanfront Cottage + Sunset Deck + Fireplace
This oceanfront, one-bedroom, one-bathroom cottage in Depoe Bay boasts unmatched water views! The perfect getaway for up to 4 adults. Conveniently located right off HWY 101 and nestled above Pirate Cove, this single-level 1930’s home is charming with some vintage quirks and stocked full of amenities. Fall asleep on the plush bed with cozy sheets to ocean sounds and wake up with coffee on the balcony while taking in the panoramic views of seals, whales, eagles and more! Tesla charger on site!

The Baker City Jewel Box- A Dog Friendly Art House
South Baker 1910 cottage, perfect for two. 10% off A-Lakes skiing- see A-Lakes tab for details. Original art & color abound, many guests just want to move in & stay long term. Info on local sights, restaurants & things to do are on site so it's perfect for Basecamp Baker adventures or enjoying the secure pup friendly yard with BBQ & seasonal canal. Queen bed, comfy living room, kitchen, bath & laundry, streaming wi-fi & Netflix-it's a gem! If booked see Old Mill House- same but different.

Larch Street Beach Cottage - downtown Cannon Beach
You can not be more in the heart of the village of Cannon Beach yet just 100 feet to the beach. Quiet and private but steps away from all the restaurants, galleries and shops. Brand new construction, small yet every inch is well thought out and functional. Full kitchen with countertop seating, comfortable living area with gas fireplace and smart TV. Private bedroom with a king bed and smart TV. Spacious bathroom with large walk in shower and large front porch perfect for relaxing.

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.

ArchRockVIEWS, contemporary light filled Cottage
Magnificent view! This CLEAN, contemporary home is a cozy 2 bedroom, 1 & 1/2 bath Cottage, w/ gas fireplace & view of Three Arch Rocks, a National Preserve. Built new from the foundation in 2010 by a master carpenter, this light-filled Cottage has maple floors, reclaimed wood ceilings, granite countertops, an enameled gas fireplace, 3 private decks, a full kitchen, heated bathroom tiled floor, washer/dryer, and unbeatable views. A 2-car garage makes parking a breeze.

The Edgewater Cottage #6
This lovely 1930’s cottage has recently been renovated, but still has that cottage charm. Great view of Netarts Bay, comfy queen bed, and modern kitchenette. You’re just a short walk down the stairs to the bay, or you can relax in the beach chairs out front. Guests love the cottage feel and being able to watch the pelicans and herons or catch a beautiful sunset. It is one of two units with a common wall specially sound proofed for complete privacy.

Trail’s End Cottage at the Beach
We warmly invite you to stay at our cozy seaside cottage in one of the most ideal locations along the Yachats oceanfront – just steps away from the northern end of the spectacular 804 Trail where it meets a seven mile stretch of sandy beach. Enjoy the tranquil view of the Pacific Ocean from the comfort of the living room or while relaxing on the oceanside deck, with prevailing ocean winds mitigated by a sheltering grove of spruce trees.

Oceanfront Cottage - North Oregon Coast
If you're looking for a Manzanita vacation rental on the north Oregon coast, you’ve just discovered truly unique beachfront lodging. Our deluxe oceanfront cottages in Manzanita offer Pacific Ocean and mountain views all within easy walking distance of downtown. The City of Manzanita requires us to collect 9% transient lodging tax on the rent from each guest. There should be a separate Airbnb line item for this tax. MCA#633
Popular amenities for cottage rentals in Oregon
Cottage rentals with a hot tub

Carriage House: River+ Fire Pit/Stove + Memorable

Redbud Guest House

Romantic Sunset Beach Views, HotTub @pinpointstays

Delightful Cottage with access to a spa/pool

Enchanting Ocean Views and Hot Tub at The Burrow

Modern Beach Cottage in Tierra Del Mar.

Ocean Front Cottage w/Hot tub

The Cape House Dog Friendly*Hot Tub*Ocean Views
Pet-friendly cottage rentals

Secret Garden Guesthouse!!

Vintage Pink Hot Tub✓ Walkable✓

Alder Cove Cottage

Oceanside Beach Cottage

The Little Stone Cottage

Rae of Sunshine Sanctuary

Cozy Cottage w/Hot Tub, dogs OK, no cleaning fee

Walk to the Beach, Pet Friendly, Just Renovated!
Private cottage rentals

Figment Farmhouse

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

River Camp House

Marguerite's Cottage Multnomah Village Portland OR

Cozy cottage surrounded by farmland

Modern Getaway on Sunflower Farm

Cottage on the Bay

Deluxe 5★ Guest House ❤️ Close-in Convenience
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