Holiday rentals in Proposal Rock

Prime OceanFront~Steps to Beach!Smiling Crab Condo

Prime ocean front beach location!! Amazing view of ocean and Proposal Rock!!! Can't beat this location! Complete Fresh update! Very clean! 1st floor/ground level condo (no steps). Overlooks ocean with direct beach access. (Winter high tides may limit beach access due to seasonal water levels).Building has private patio w/ lawn area for residents only, private access to beach. All the comforts of home. One bedroom w/queen bed.Queen sofa sleeper in family room. May sleep upto 4 with pre-approval

The Flamingo in Neskowin

Built in 1929 the Chelan was the “in place” to stay in the quaint Seaside village of Neskowin. Set high above the ocean with views from almost every room the Flamingo is the most delightful spot in town. Enjoy miles of sandy beach just outside your door punctuated with craggy rock croppings for dramatic views or wander through the village to view the historic cottages. The enchanting peace of this small town with 2 restaurants and a grocery store will remain with you long after you depart.

Suite w Expansive Ocean Views & Patio w a fire pit

The Loft at Pelican Pointe is located in the quiet community of South Beach, an easy mile walk to the village of Neskowin. It's a private 650 sqft suite above the detached garage of our beach home and provides breathtaking, expansive views of Neskowin Beach and Proposal Rock. A short walk to the beach and you can enjoy beach combing, wading in the river and dining in the charming village. We're minutes away from hiking, kayaking, fishing, shopping and wine tasting in other nearby towns.

World Class Views: Proposal Rock Ocean Front Condo

Our small STUDIO “jewel box” condo looks out on to two merging, clear, fresh water creeks, sandy beaches, tide pools, layered cliffs, the Ghost Forest, and is surrounded by a national forest. It has: full kitchen, bath, queen bed, pull out twin trundle bed (best for kid but can sleep adult). It’s been full renovated to make it our dream getaway! Neskowin has a good wine/deli/market on site. Please reference pictures to see the trundle bed twin + last pic for location off US Hwy 101.

SeaBeast of Neskowin, 1 BR 2 BTH, oceanfront

SeaBeast Condo of Neskowin is an oceanfront 3rd floor within Proposal Rock Inn. 1 bedroom, 2 bath condo with private balcony located within the small town of Neskowin, OR. Queen bed in the bedroom with private bath, as well as a queen Murphy bed in the living room. It is clean and well-maintained. Majority of unit updated in 2023, with some dated aspects (Proposal Rock Inn was built in the 70's after all). Within walking distance to Neskowin Beach, a great restaurant and small store.

Unique tree-house inspired retreat w/ local charm

Welcome to The Weekender. Tucked away in a storybook town just minutes from the sand, The Weekender is a cozy, thoughtfully designed beach retreat made for slowing down. Start your mornings with coffee and fresh sea air on the deck, spend your days walking the quiet Neskowin shoreline, and end the evening soaking in the private hot tub or cozying up by the wood stove. It’s peaceful, comfortable, and intentionally simple — the kind of place that makes you exhale as soon as you arrive.

Dreamy Cottage, Near Beach, EV Charger, 1.5 Acres

WELCOME TO BRIGADUNE! If you're looking for a quiet beach getaway in a lovely home with only a short stroll to one of the best beaches in Oregon, look no further – Brigadune in Neskowin is your perfect home away from home! This three-story, modern classic that sleeps 6 is located in the desirable South Beach area of Neskowin, a quiet, gated community. Brigadune sits on the edge of an acre of wooded land with a creek in back. We hope you'll treasure our Brigadune as much as we do.

Blue Heron Haven - Neskowin

This is a perfect vacation get-away for any age and any time of year. Come relax and enjoy this little piece of paradise on the Oregon Coast. This recently remodeled chalet is just steps away from the expansive sandy shoreline and has a gorgeous dead-on view of Proposal Rock. It is located in South Beach, a private gated community in Neskowin. Our place is good for couples, families, and dogs. Dogs must be under 25 lbs., over 2 years old, and be approved. An additional fee required.

Hilltop Haven | Coastal Escape Near Neskowin Beach

Escape to the Oregon Coast at Hilltop Haven, a peaceful retreat tucked into Neskowin's Hawk Creek Hill neighborhood. Surrounded by forested hillsides and just minutes from the beach, this pet-friendly home offers the perfect balance of comfort and convenience. With two bedrooms, 2.5 bathrooms, thoughtful amenities, and inviting indoor and outdoor spaces, Hilltop Haven is the perfect home base for beach days, scenic hikes, and reconnecting with the people who matter most.

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.

The Forest Cabin - Neskowin

Modern cabin completed in Jan ‘25, tucked in a serene forest at the end of the road in Neskowin’s Hawk Creek Hills. Surrounded by ferns, a year-round spring, and Hawk Creek, it’s just a mile from Neskowin beach (outside the tsunami zone)—close enough to hear the waves at night. Private, peaceful, and perfect for a coastal 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.