Vacation rentals with a pool in Cannon Beach

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Seascape Coastal Retreat

Relax in a luxury oceanfront condominium in scenic Depoe Bay Oregon, the Whale Watching Capital of the US. Enjoy your 2-bedroom, 2-bath home, as well as access to the private clubhouse, indoor swimming pool, hot tub, gym, theater and game room. Watch whales, boats and inspiring sunsets from the comfort of your living room and patio. Enjoy legendary restaurants, shops , golfing, fishing and whale watching excursions nearby. Fogarty Creek State Recreation area and beach is a short drive north.

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Guest favourite

Thundering Sea Condo, Ocean Balcony & Pool

Thundering Sea is a first-floor, oceanfront condo in Depoe Bay with front-row whale watching right from your private balcony and cozy evenings by the river rock gas fireplace. Updated in 2025 with two handicap-accessible walk-in showers (no bathtub), it’s a comfortable, modern retreat for up to four guests with fast Wi‑Fi, Smart TVs, and access to the on-site pool and clubhouse amenities. Please see: Other Things to Note For Area Details, please see: The Neighborhood & Getting Around This is a

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Guest favourite

Betta’s Cove: 10 steps from the sand

This extra large Sea Gypsy Condo is a ground-level, 2-bed, oceanfront suite with master bedroom and two full baths. At 825 square feet, Betta's Cove is the largest unit on the ground floor and offers lots of space for you and your family to enjoy the ocean view. You're just ten steps away from the sand or the indoor saltwater pool and sauna. The ocean and the D River are right outside, and it’s a short walk up the beach to the tide pools. You’ll love the comfort and coziness of our condo!

Oceanfront Penthouse 3BR 3BA WorldMark Seaside

This three bedroom three bathroom oceanfront unit is for you! One of the Oregon coast's most breathtaking waterfront locations, The Resort at Seaside is one of the area’s most popular luxury accommodations. Located beachfront next to the Turnaround on Broadway, it offers guests a spectacular location with breathtaking views, swimming pools, spas, a fitness center, game room, gift shop, and just steps to the ocean. Tons to do within walking distance including many shops and restaurants.

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Guest favourite

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

Sandcastle Hideaway is the perfect getaway for couples and families. Only a few minutes' walk to the beach and a 2-minute drive to downtown Cannon Beach, this remodeled, first floor, 2 bed-2 bath condo is both quiet and private. It includes use of a community pool and our 1-car garage with Free High Speed EV universal charging. Right next door to Fresh Foods Market. Plenty of kids' amenities. New king size medium firm mattress with a plush mattress topper and new premium leather couch.

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.

Top guest favourite

Guest favourite

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. The property accommodates 4 adults comfortably. All bedding, bath towels and kitchenware included. Washer/dryer in unit. The kitchen is fully stocked with cookware and utensils. Pool and Spa located in Clubhouse. See House Rules for Animals Policy Business license 454

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.

Sandcastle Condo Loft

Location, space and convenience - This condominium located in the quiet south end of Cannon Beach and a short block to the beach has an ideal location. The large two story unit features a private bedroom on the main level with living area, fireplace, dining area, full kitchen, bathroom, laundry and deck with gas grill. Upstairs is a spacious loft bedroom with king bed a full bath and an alcove room perfect for kids as well as a 2nd floor private deck.

The Grey Lady - A Serene Oceanview Coastal Getaway

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.

Seaside Beach Front House on the Promenade

Amazing beachfront view ! Make some memories at this unique historic Seaside home. Family-friendly place right on the beach and minutes from downtown Seaside . Enjoy the hot tub while taking in views of the sunset. Go clamming , crabbing , or enjoy the big front yard while grilling . Large front yard to play games or just relax. Features 4 private bedrooms plus a semiprivate sleeping area in a sunroom with views of the surf!

Sand & Sea (216) Ocean Mist - Beach View & Pool

Experience coastal bliss in this 2BR ocean-view condo with a balcony, indoor pool, and beach access--steps to the promenade. The Sand & Sea is Seaside's premier beachfront condo resort right on the Promenade, perfect for up to 6 guests. Step out the resort's front door, stroll the oceanfront promenade, or walk to local shops. Managed by Cascadia Getaways for professional and responsive support when you need it.