Holiday rentals with a pool in Cannon Beach

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.

Beach Access-Ground floor studio-Oceanfront patio!

Unit 108 is a privately owned studio condominium with incredible ocean views and a ground-level patio to enjoy the ocean breeze. This space can comfortably sleep up to 4 on a Queen bed and sleeper sofa. Take advantage of a fully stocked kitchenette, with full-sized appliances and a small dining table to enjoy an oceanfront dining experience from the comfort of your condo. The central location, the nearby attractions, and the beach access right outside add the perfect touch to your adventure!

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.

160) The Tides by the Sea

Relax in this bright and airy second-floor, 2 BR condo. The boho-chic living room features panoramic views of the ocean, electric fireplace, and vaulted ceilings. Full kitchen for preparing meals, and a large dining table for game nights. Bedroom 1 has a king bed with Sleep Number mattress for your perfect firmness; Bedroom 2 features queen-size bunk beds and a peek-a-boo ocean view. Walk the beach, swim in the pool, walk to shops and restaurants, or just take in our glorious sunsets.

Condo W/Garage/Pool/EV Charger -1.5 block to beach

Sandcastle Unit B-4 - the perfect getaway for couples and families. 1.5 blocks to the beach, this remodeled, first floor, 2 bed-2 bath condo in south Cannon Beach is a quiet relaxing spot 2 miles from downtown. It includes a 1-car garage equipped with a FREE High Speed EV universal charger and a heated saltwater pool (community). It is next door to Fresh Foods Market and has plenty of amenities for kids. UPDATE New king size medium firm mattress with a plush mattress topper.

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.

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.