Holiday rentals with a pool in Cannon Beach

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.

Value · Family · Breakfast

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.

Family · Location · Checkout

Olivia Beach Bungalow | Hot Tub | Tesla

The Beach Bungalow is the perfect beach getaway for families. It is located in the desirable Olivia Beach neighborhood in Lincoln City. As such, guests can enjoy common space amenities such as Olivia Beach's private beach access, a park with a play structure for children, a sand volleyball court, & a fire pit for roasting s'mores. If you feel like hanging back, the Beach Bungalow has rocking chairs on the porch for reading, a private hot tub, and a wide collection of family board games.

Family · Value · Sleep quality

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!

Location · Value · Beach

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.

Family · Value · Beach

Sandcastle Hideaway (Sandcastle B4)

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.

Family · Location · Walkability

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.

Value · Family · View

Spacious Oceanfront Suite - Sleeps 4 - Top Floor -

"Lord of the Tides" is what we call this spacious top floor oceanfront condo. It can sleep up to four people by way of two queen size beds. The unit has two full bathrooms and a full kitchen. This isn't a hotel room, this is a home! The beach access is literally right outside of the oceanside window! If the weather is stormy, stay inside and watch the waves from the amazing view of the oceanside suite. Don't forget about our indoor heated saltwater pool and dry sauna!

Location · Family · Cleanliness

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.

Location · Family · Pool

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.

Location · Family · Walkability

Sand & Sea (614) Tillamook Vista – Top-Floor Lux

Enjoy Seaside's beauty from this top-floor, Oceanview 2 bedroom condo with luxury amenities and easy beach access. Savor the best of Seaside from this newly remodeled top-floor condo at Sand & Sea Condos. With stunning ocean views and a modern-rustic charm, it's the perfect retreat. Steps from the Promenade and local attractions, this condo offers everything you need for a memorable vacation. Book now for a relaxing and convenient seaside getaway!

Family · Location · Accuracy

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.

Value · Location · Hiking