
Cottage holiday rentals in Oregon
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Top-rated cottage rentals in Oregon
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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.

Wee Bird Coastal Cottage
This artistically-crafted, coastal cottage provides an uplifting and peaceful space to relax and explore. Located walking distance to beautiful beaches, the local co-op, and several restaurants and bars, this unique cottage offers the perfect getaway for those who want to slow down the pace and lose themselves in stunning coastal beauty. We heartily welcome folks from all backgrounds and walks of life, to come enjoy a slice of artistic heaven along the southern Oregon coast. Pets are free!!

The Cottages at Porter Hill (Green)-Near Roseburg
Welcome to The Cottages at Porter Hill, nestled in the heart of Umpqua Valley Wine Country. A perfect retreat for two! This cozy 1 bedroom cottage is inspired by the green fields of central Italy & simple country living. We invite you to slow down, relax and experience our little slice of heaven! Conveniently located on Highway 42 with easy access to Winston, the Wildlife Safari and Roseburg (10 - 15 minutes) to the east and the Oregon coast-Coos Bay and Bandon (just 1.5 hours) to the west.

The Rocky Whale - a pet friendly beach cottage.
*Pet Friendly* Listen to the waves break & watch the sunset from the second story balcony. Snuggle up by the fireplace. Nestled in a quiet neighborhood, walking distance to the beach, minutes from shopping & dining. Fresh, crisp hotel linens with homey, eclectic finishes make this cottage the both quaint and modern. There are enough beds for everyone, including the doggos, to be warm and cozy for what we hope will be a memorable stay in our little cottage lovingly know as the Rocky Whale.

The Rising Tide Oceanfront Cottage- Dog Friendly!
Immerse yourself in the beauty of The Rising Tide Oceanfront Cottage, built in the 1920s, the ultimate beachfront escape. Nestled on the dunes, this inviting retreat offers unparalleled ocean views, a private path to the sand, and a warm, dog-friendly atmosphere—a perfect setting for your next coastal adventure. Start your days with coffee in the sea breeze, unwind in the evening in the private hot tub, and let the tranquility of the ocean serve as the backdrop to your unforgettable stay.

Little House On The Mountain — Spacious Tiny House
Relax and unwind in our custom-built, one-of-a-kind cabin. Nestled on a forested hill above our main cabin, it sits on 4 acres of private wooded land bordering Mount Hood National Forest. The cabin is designed for year-round comfort, including air conditioning for warmer summer days. A perfect getaway for couples looking to spend a romantic weekend in the woods or a home-base for those who are here to enjoy everything Mt. Hood has to offer. Hiking, fishing, skiing are only minutes away!

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.

An Oceanfront Cottage Sunset Deck + Whale Watching
Oceanfront cottage in Depoe Bay with panoramic views above Pirate Cove. This charming one-bedroom, one-bath retreat sleeps up to 4 and blends cozy 1930s character with modern comfort. Fall asleep to the sound of waves and wake with coffee on the deck while watching whales, seals, and bald eagles pass by. Just off HWY 101 and close to Depoe Bay’s harbor, shops, and restaurants. Fully stocked with thoughtful amenities, plus a Tesla charger on site.

The Wayfinder
Step into a timeless retreat and prepare to be in awe of the great pacific ocean. Watch eagle soar, whales pass by, seals swim, waves form and break, sunsets, and if you're lucky watch the commercial crabbing vessels brave the open waters. The cottage is a gem with a gorgeous panoramic view. Time tends to slow, bodies relax, and memories are made in this ocean cottage retreat.

Enchanting Ocean Views and Hot Tub at The Burrow
Step out of time and into your bathrobe at The Burrow. The magic and whimsy are yours in this 3-bedroom cottage getaway. Soak away your troubles in the hot tub as you gaze into the vastness of the Pacific. Whether you're on vacation with the family, on a business retreat or a romantic date, there's something here for everyone.

The Cocoon Cottage 🐛
Hidden at the edge of a quiet lake, tucked beneath the trees, sits a curious little cottage shaped like a cocoon. Warm up the sauna, soak beneath the trees in an antique clawfoot tub, picnic under the giant mushrooms, and see what sort of day the forest has planned for you.
Popular amenities for Oregon cottage rentals
Cottage rentals with a hot tub

Ocean Front Cottage w/Hot tub

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

Cozy Home w/River Access, Hot Tub, 7min to Village

Little Red Getaway on the Sandy River

Modern Beach Cottage in Tierra Del Mar.

Charming Ocean View Cottage

Historic Old Bend Cottage & Carriage House Spa

Romantic Sunset Beach Views, HotTub @pinpointstays
Pet-friendly cottage rentals

Trail’s End Cottage at the Beach

The Little Stone Cottage

Secret Garden Guesthouse!!

Rockaway Beach Retreat

Manzanita Beach! Short walk to beach! Pets Welcome

Cottage on River Farm -Applegate Wine Trail

River Song Cottage

Alder Cove Cottage
Private cottage rentals

Oceanside Delight with the Best View and Deck!

"Uncle Joe's Place" Cozy Cottage with Water View

A River Cottage for Every Season

Hummingbird Cottage

Historic Beach Bungalow in Charming Nye Beach #6

Oceanfront Cottage - North Oregon Coast

Soulful Sea Cottage

Boutique Bayfront Cottage w/ Stunning Water Views
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