
Holiday rentals with a pool in Cannon Beach
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Top-rated rentals with a pool in Cannon Beach
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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.

Sandcastle B4
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. New king size medium firm mattress with a plush mattress topper and new leather premium couch

Oceanfront, Whale Watching, Pool | Thundering Sea
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

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.

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.

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.

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.

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.

Whale Cove: Oceanfront Dream Condo. Whales n Waves
The whales and waves are waiting to great you from this first floor unit located right in front of the whale's playground, no need to go on a whale-watching boat. This beautiful 2 bedroom/2 bath unit has been completely remodeled. Two way gas fireplace. Luxurious oceanfront master suite with NEW luxury king bed. Gourmet, well equipped kitchen is a chef's dream. Perfect getaway for 2 or 4. 13.5% Transient Room Tax is included in the nightly price, paid to the City of Depoe Bay.

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.

Spring Break on the Beach in Seaside
Bring the whole family to beautiful beaches of Seaside, Oregon for Spring Break! From your 2 bedroom/2 bathroom unit you can exit the building and walk directly onto the beach, you can exit the north side of the building right on to the Promenade. The unit has primary bedroom with a king sized bed, a second bedroom with twins and a pullout in the living room. There is a full kitchen and laundry machines included in the unit.

Seaside 3 Bdrm Condo Resort
Large 3 Bedroom condo at a resort condo development in beautiful Seaside,Oregon ❤ Free Parking. Free Internet ❤ ★ If reserving a FRIDAY OR SATURDAY there is a 2 night minimum unless request is made last minute (3 days before check in)★ ★24 hour reception★ ★Calendars updated daily★ ★Multiple Units/Room Sizes Available★
Popular amenities for Cannon Beach rentals with a pool
House rentals with a pool

Private Deck-Amazing View-Community Pool/Hot Tub

Olivia Beach Oasis in Lincoln City

Close Beach Access-Hot Tub-Elevated Deck

Family-friendly Oasis: 5BR, 4.5Bath, Game Room

Rain or Shine by the park in Olivia Beach

Wind Sailor - Olivia Beach Camp Cabin

Olivia Beach-Hot Tub-Winter Discounts!

Lincoln City Vintage Chic Beach House w/ hot tub
Condo rentals with a pool

The Whale Pod - Watch whales here!

Ground Floor Studio - Easy Beach Access - Pool and

Deluxe suite for 6, King bed and ocean views!

Beach Access-Ground floor studio-Oceanfront patio!

Ocean View Suite - Sleeps Six - Heated Indoor Pool

Ocean Front-Hot Tub-Resort Amenity Access

Amazing Top Floor Oceanfront Suite - Pool and Saun

Betta’s Cove: 10 steps from the sand
Other holiday rentals with a pool

Sandcastle Condo 2 bedroom

Amazing ocean views, fireplace, kitchen, sleeps 6!

Top Floor Beachfront Suite - Pool and Sauna - Slee

155) The Tides by the Sea

Oceanfront Suite - Top Floor - Pool and Sauna - Sl

146) The Tides by the Sea

143) The Tides by the Sea

105 Yo Crabba Crabba: Ground floor studio-Oceanfro
Quick stats about holiday rentals with a pool in Cannon Beach

Nightly prices starting at
Cannon Beach holiday rentals start at $215 NZD per night before taxes and fees

Verified guest reviews
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Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Cannon Beach rentals

4.8 Average rating
Cannon Beach stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
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- Seaside Beach Oregon
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