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.

Location · Value · Hiking

Eagle’s View - Luxury townhome. Amazing views.

Eagle’s View – Modern Home with Ocean & River Views in Pacific Seawatch Perched high above Pacific City with sweeping views of the Pacific, Haystack Rock, and the Nestucca River, Eagle’s View is a stunning modern retreat designed for comfort and connection. This spacious home blends high-end finishes, open living spaces, and family-friendly touches—including pet amenities and access to the exclusive Pacific Seawatch clubhouse with an indoor pool and fitness center. Highlights 🦅 3 Bedrooms (2

Family · Comfort · View

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 · Location · Parking

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!

Family · Value · Barbecue

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 · Location · Barbecue

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.

Location · Family · Quiet

143) The Tides by the Sea

This serene first-floor oceanfront studio has a kitchenette and an electric fireplace with great ocean views! Let the sound of the sea soothe you to sleep. Use the telescope to admire the Pacific from a different point of view. Enjoy a relaxing dip in our seasonally heated pool or use one of our charcoal grills to prepare your dinner. Cozy and romantic, you're sure to enjoy your stay here. Restaurants and a market are nearby, and downtown Seaside is just a mile north on the Prom.

Family · Location · Getting around

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.

Family · Value · Access

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 · Value · Parking

Sand & Sea (614) Tillamook View – 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!

Location · Family · Amenities

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.

Location · Value · Check-in

The Pointe Condo, Private Hot Tub & Fireplace

Welcome to a peaceful oceanfront escape designed for slow mornings, storm watching, and quiet time together, with waves crashing just beyond your patio. • Sleeps 2, 1 bedroom, 1 bed, 1.5 baths • Private oceanfront patio with year-round hot tub • Gas fireplace & large ocean-facing windows • Shared indoor pool, hot tub & gym • First-floor corner condo, single level, no stairs • Kitchen, in-unit washer & dryer, smart lock entry

Value · Location · Heating