Cottage holiday rentals in Oregon

Cape Cod Cottages #2: Oceanfront with hot tub!

Oceanfront cottage with a fireplace and private hot tub! Enjoy your trip to the coast from this oceanfront cottage with a fireplace and hot tub! This cottage has a bedroom featuring a queen size bed with an attached bath on the main level, as well as a bonus room upstairs with a full size sleeper sofa. Note that the only bathroom is off of the bedroom. This duplex cottage is one of 9 units at Cape Cod Cottages, with shared amenities including three Level 2 EV chargers, a laundry room and a game room with foosball and ping pong. It’s located directly on Big Stump Beach, with miles of sand in each direction. Waldport - a great location for crabbing and clamming - is just to the North - and the quaint town of Yachats, with tide pools and charming shops and restaurants is just to the South.

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.

"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.

Oceanfront Cottage • Cozy Fireplace + Views

This oceanfront, two-bedroom, two-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 silky 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 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.

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 $15 each

Historic Oceanfront Cottage in hip Nye Beach #8

Charming, rustic, ocean front cottage in the heart of the hip Nye Beach district in Newport, Oregon! Cottage sits on a bluff with a magnificent view of the Pacific Ocean. These historic cottages were built in 1910 as summer cottages and retain their original charm. There are very few of these original cottages left! Walking distance to coffee shops, bakeries, restaurants, performing arts, visual arts, galleries, shopping and pubs...this place has it all! Sunsets here are breathtaking

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!

Romantic Retreat w/ Hot Tub & Starlit Massage Room

The Applegate Spa is a top-rated romantic retreat in Southern Oregon’s stunning Applegate Valley. Perfect for couples, it features a private hot tub, cozy fireplace, and a dreamy massage room beneath a glowing starlight ceiling. Surrounded by vineyards, rivers, and charming wineries, this peaceful escape blends rustic charm with comfort and relaxation. Just minutes from historic Jacksonville and scenic trails, it’s the ideal place to unwind, explore, and reconnect.

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

Welcome to our Backcountry Basecamp Cottage! Nestled in the heart of the Deschutes National Forest. Our home is a short walk from the crystal-clear waters of the Deschutes River, which you can access through a private neighborhood marina. You can enjoy hiking, floating, kayaking, or skiing and snowshoeing nearby. It is the perfect base camp for exploring all that the area has to offer.

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.