Holiday rentals with a pool in Cannon Beach

Oceanfront Studio, King Bed, Full Kitchen-Downtown

"Saving Pirate Ryan”, Unit 102, is a ground floor studio with an amazing ocean view and a patio for relaxing and watching the waves. This condo is one of the few ground floor units that boast a King bed and a walk-in shower. Saving Pirate Ryan comes equipped with a fully stocked kitchenette featuring a full-sized refrigerator, stovetop and oven, drip coffee pot, and microwave, as well as a small dining table to allow you to enjoy an oceanfront dining experience from the comfort of your condo.

Beautiful bungalow, 5 minute walk to the beach

Step into Nantucket style comfort at the beautiful Barefoot Bungalow at Olivia Beach (1500 sq. ft.). Enjoy the well-appointed, modern, single level living space. Walk the secure neighborhood with its beautiful park, private seasonal pool and fitness center. Relax to the soothing sound of the ocean from the deck. Short 10 minute walk to magical Olivia Beach. Centrally located to many restaurants, parks and activities. Note: One of the bedrooms is a sleeping loft with 2 single beds. See photos.

The Grey Lady - A Serene Oceanview Coastal Getaway

Please see below for some important updates. Welcome to The Grey Lady. Inspired by the upscale, yet laid back charm of fog-swept Nantucket, the other Grey Lady, this escape welcomes you to have a uniquely designed getaway as you watch the waves. With modern amenities softened by nautical accents, this home tells a story that sets it apart from other rentals and gives guests a one of a kind experience. Relaxing and light with touches of cozy moodiness - The Grey Lady beckons you to the coast.

The Whale Pod - Watch whales here!

Luxury oceanfront condominium with a stunning million dollar ocean view master bedroom with king size bed, master bath tub and separate shower. Second bedroom with Queen size bed and full bath. We offer a third room with a bunk bed for children. The property accommodates 4 adults and 2 children comfortably. All bedding, bath towels and kitchenware included. Washer/dryer in unit. The kitchen is fully stocked with cookware and utensils. City of Depoe Bay Business license #454

Cannon Beach Condo Ocean Views 1.5 Blocks to Beach

Savor breathtaking ocean and Haystack Rock views from this top-floor coastal haven, just 1.5 blocks from the beach. Two spacious decks offer perfect spots for morning coffee or sunset drinks, while the fully-equipped kitchen makes entertaining a breeze. Located next door to Fresh Foods Market, this dog-friendly condo welcomes up to two pets (flat $75 fee). Whether beachcombing or unwinding to the sound of waves, this retreat promises the perfect Cannon Beach escape.

Wind Sailor - Olivia Beach Camp Cabin

A true Oregonian experience awaits at our cozy cabin by the beach. In this 1 bedroom, 1 loft, 1 bathroom cabin you'll have the ability to go from sand to sofa without worrying about parking or avoiding crowds. With your private jacuzzi and all the necessities to make our cabin your home, you'll find yourself wishing you could stay. You'll enjoy access to all the amenities that the upscale community of Olivia Beach has to offer! Dogs welcome for an additional fee.

Chic Oceanfront Condo - Top Floor - Fireplace!

'Diamond in the Reef' is a sophisticated condo that is perfect for an exclusive coastal getaway. The alluring kitchen is fully equipped with everything you will need. This condo has two full bathrooms and sleeps up to four by way of a king bed with additional sleeping in the living area by way of a queen-size sleeper sofa. Heads up! Construction begins August 2025 at Surftides Plaza. Expect daytime noise and on-site disruptions.

Olivia Beach! 3BR & Hot Tub! Walk to the beach!

September discounts! Your family will love this classic Nantucket style beach house at Olivia Beach, a custom built New England style community with hot tub, wifi and full kitchen. Walk out the back door to a pathway leading to a family park with swings and picnic area and 5 minute walk to beach. Living room has smart TV and fireplace. The carriage house above the garage is a bonus room perfect for the kids or a workspace.

Soul Reefresher - Third Floor - Beachfront Condo

Sea Gypsy No. 324, which we call "Soul Reefresher," is a third-floor condo that enjoys an incredible view of the coastline. It sleeps 4 up to four people by way of a king bed in the bedroom, and Queen Murphy bed in the living room, with a full kitchen and two bathrooms.