Holiday houses in Toledo

Cozy Craftsman near Art District

Enjoy the evergreens and blackberries from a private backyard and deck. Or unwind from the day in a charming 3 bedroom, 2 bath craftsman style cottage with eat in kitchen, washer/dryer and vaulted living space. Tucked away from typical coastal weather, Toledo, a quiet, quaint art town, is often sunnier and warmer along the Yaquina river. The house is within walking distance to downtown shops, restaurants and boat dock. Just a 7 mile (15-min) drive to Newport, beach, shopping, hospital &more.

The Surf House w/ private beach access & hot tub!

The Surf House offers special access to one of the wildest and most beautiful stretches of the Oregon Coast. Perched on the bluffs between Heceta Head and Cape Perpetua, it offers a serene & spectacular oceanfront experience. Descend private stairs from the yard to the secluded beach below to access some of Oregon's best tide pools, agates & beachcombing. An oceanview outdoor shower, fully decked hot tub, fire pit, lush gardens, & stocked surf shack w/ arcade enrich the wild coast experience.

Cypress Cottage: Fabulous and Serene in Nye Beach

Adorable newer apartment in Nye Beach 3 blocks from the ocean! 5 minute stroll to shops, restaurants, and the beach. This bright and secluded apartment is fully furnished with updated furniture and has a private entrance. Bathroom and kitchenette downstairs with queen bed, couch, closet with shelves, and bistro set upstairs. Windows on all sides with a view of the ocean out the west. Cathedral ceilings and very private on a quiet corner. Feels like you are in a tree house. WiFi included.

Historic Oceanfront Cottage in hip Nye Beach #8

Charming, rustic, ocean front cottage in the heart of the hip Nye Beach district in Newport, Oregon! Cottage sits on a bluff with a magnificent view of the Pacific Ocean. These historic cottages were built in 1910 as summer cottages and retain their original charm. There are very few of these original cottages left! Walking distance to coffee shops, bakeries, restaurants, performing arts, visual arts, galleries, shopping and pubs...this place has it all! Sunsets here are breathtaking.

35' Yacht, Sleeps 4/5, Downtown

Sleep on the water in this Chris Craft power yacht. Located 12 Miles up the Yaquina River from Newport in the small town of Toledo. The Millbilly Deluxe is a permanently moored vessel for you to use as your home base as you explore the Central Oregon Coast. The boat is docked at the Port of Toledo's public marina. There are a few walkable dining options that are within 5 minutes of the boat, and the summer weather in Toledo can be 10-15 degrees warmer and much less windy than in Newport.

Vintage Charm on Main Street

Welcome to our vintage Toledo sanctuary. Ascend our century-old staircase into a realm where time meanders. Inside, find vintage charm and modern comfort in our spacious apartment. Bask in sunlight on mosaic-patterned carpets, cozy up to the vintage fireplace, and savor epicurean delights in our well-equipped kitchen. Retire to luxurious linens in serene bedrooms. Welcome to a world where past and present converge harmoniously in Toledo, Oregon. Locally owned, Locally hosted.

An Oceanfront Cottage Sunset Deck + Whale Watching

Oceanfront cottage in Depoe Bay with panoramic views above Pirate Cove. This charming one-bedroom, one-bath retreat sleeps up to 4 and blends cozy 1930s character with modern comfort. Fall asleep to the sound of waves and wake with coffee on the deck while watching whales, seals, and bald eagles pass by. Just off HWY 101 and close to Depoe Bay’s harbor, shops, and restaurants. Fully stocked with thoughtful amenities, plus a Tesla charger on site.

Oceanfront 1st floor with King bed, hot tub & AC

Quality without compromise. Ease of access makes this first floor unit ideal for a quick retreat to the beautiful Pacific Coast. The Historic Nye Beach District boasts plenty of restaurants, shops, and live entertainment. As an added bonus, just open the door and you are 116 steps away from the sand and the water! Fall and winter present the perfect time to curl up with a hot drink and enjoy the breath taking view of the ocean.

Nye Beach Cottage “G”

Come to historic Nye Beach! Our little cottage is a short walk to anything you want; the beach, Newport Performing Arts Center, brew pubs and restaurants, and an array of quaint boutiques. The cottage is simple but clean and self-contained. It has a super comfy queen bed in the bedroom. Buy groceries and cook your own meals in our fully equipped kitchen. Bring your dog, your kids or just yourselves for a relaxing beach get-away!

Stunning Bayview Apartment | 2 Min to Bayfront

Welcome to your private coastal getaway! This bright, 700 sq ft apartment features a brand-new premium queen bed for ultimate comfort. Enjoy the peace of our quiet Rio Vista neighborhood, just a 2-minute stroll from the vibrant bayfront and a 5-minute drive to the beach. You'll love the private entrance and stunning bay views right from the property!

Oregon Treehouse Getaway!

The perfect cozy treehouse oasis! Wake up surrounded by greenery next to a cozy fire overlooking a peaceful pond. From the fireplace outside on the balcony to the beautiful octagon windows bringing in all natural light! You will be able to un-plug and truly wake up feeling like you’re in paradise. Come, relax, unplug, and reset!

Oceanside Forestway Getaway

Nestled between the ocean and the forest, our Airbnb offers a peaceful getaway on the Oregon Coast. It's quiet and private, yet just a short drive to shops and restaurants. Adjacent to our home, guests have a private entrance and backyard, along with an outdoor area facing the ocean with a fire pit to relax and watch the sunset.