Holiday houses in Oswego

Spacious Private 1br apt King Bed Jacuzzi ROKU TVs

Vastly superior to area hotel rooms this HIGH END 1br apartment is equipped w FREE WIFI, 50" & 32" ROKU TVs (use your favorite apps), Cable TV via Spectrum App, DVD/CD/Blue Ray Player, Bidet, Washer Dryer Combo, Jacuzzi Tub, Equipped Kitchen. Bedroom w Best King Bed EVER, Wardrobe/Closet Chest of Drawers, Night stands, Bathroom, and Living Room w easy to use Queen Sleeper Sofa. Gas, Electric, Water, Snow Removal, Parking, Real Hard Wood Floors, Tile Kitchen/Bath. HUGE DISCOUNTS FOR LONGER STAYS!

Spacious! Walk to Downtown Shops & Restaurants!

Experience the perfect blend of modern comfort & Victorian charm in this expansive 1400sq ft upper apartment. Featuring 3 bedrooms & 2 full bathrooms, the space is ideal for families/groups. Fully-equipped kitchen & large, covered balcony with fire pit and BBQ offers the perfect spot to relax. Centrally located, you’ll be just a 5-minute walk from downtown shops & restaurants. Whether you’re here for a short getaway or a longer stay, this home provides the perfect base for exploring the area.

Lakefront Cottage- Come Relax at The Shore House

Gorgeous, New Home w/65 ft of private/direct Lake Ontario frontage. Stylish/modern decor new home w/ attention to detail. Chef's kitchen. Gorgeous Panoramic views. Massive furnished deck to listen to the water, enjoy a morning cup of coffee, meal, or glass of wine. Experience breath taking sunsets. Rocky beach just steps away from the deck with super easy access to water activities. Huge fire pit set on limestone pad overlooking lake. Tranquility on the lake and close to all Oswego offers.

Piper•Hollow•Enchanted•Treehouse

Feel the magic & wonder of life again at Piper Hollow. Unwind & take in all of the sights & sounds of the birds chirping, fireflies dancing at night, the frogs in the pond, & laughter with friends. Curl up with a book in our beautiful lofted library. Take an afternoon nap & feel the breeze on one of our outdoor hammocks. Fall asleep in a dragon cave, a fairy glen, or under the night sky. Piper Hollow is full of magic & whimsy & combines the best mix of rustic elements with fairytale charm.

Downtown Boho Home | King Bed | Walk to Waterfront

Located between downtown Oswego and the waterfront, our Urban Boho Oasis apartment offers the best of both. Part of a larger house, it features 3 bedrooms (1 king, 2 queen rooms), TVs in every room, a spacious living area with a large sectional and big-screen TV, plus a fully stocked kitchen with a Keurig. Walk to restaurants, shops, breweries, entertainment, and the waterfront. Ideal for families, groups, business travelers, and weekend getaways seeking comfort, style, and convenience.

Carriage House on 3rd

This 1950's Carriage House has been fully renovated with warm wood finishes combined with modern functionality. Your own private space is quiet & includes robust amenities: a full kitchen, air conditioning & laundry allow you to easily settle in for your stay! Close to everything, you can walk to Downtown (less than 1-mile), 3 blocks from the River Walk, and several Restaurants & activities nearby. Perfect for a couple or family. Living room sofa pulls out for a second full-size bed!

Oswego Downtown District

Nestled in the heart of the downtown district with beautiful views of City Hall. Minutes from the acclaimed Salmon fishing in either Lake Ontario, or the Oswego River. A short drive to the Oswego Speedway or SUNY Oswego. Inside our home you are greeted by tasteful decor, a convenient gas fireplace, two full baths, two bedrooms sleeping six, and a dining area with ample seating. Our kitchen is stocked with all the necessities to prepare a meal, or a short walk to many eateries.

Oswego Haven | Hot Tub | Near SUNY+Lake+Downtown

Experience the best of Oswego from this cozy 1-bedroom retreat, just minutes from SUNY Oswego, Oswego Speedway, downtown, and the scenic shores of Lake Ontario. Nestled on a quiet street, this bright, open-concept space features modern finishes, a comfortable living area, and a well-equipped kitchen. Step outside to a fully fenced backyard and unwind in your private spacious hot tub—perfect for relaxing under the stars after a day of exploring, events, or campus visits.

The wedding Cake House

Delightful Victorian 5 bedroom 2 full bathroom home that boasts a lot of character! 10 car parking lot, and spacious kitchen! all close to downtown and beautiful parks both a block away! Take a stroll along the river walk, the many pubs and bistros close by or dine at home . Please note that Oswego is deemed a very safe city, and we have security cameras OUTSIDE the parking area, and INSIDE the home entryways and kitchen area for additional safety

Oswego Travelers Haven II

Travelers Haven is a private guesthouse nestled in the historical city of Oswego, NY. The guesthouse is centrally located near shopping, restaurants, ATM and Lake Ontario. The guesthouse is comprised of 3 bedrooms, and 1.5 bathrooms. Whether you are looking to stay for the weekend, a week, or a month this guesthouse is truly your home away from home. Please be sure to read the entire listing description for further information

LakeOntarioCoop 10 min to Nuke *long term discount

"The Coop" is situated next to our home (very close, SEE PICTURES) on Lake Ontario. FREE EV charger available .Just 10 minutes West of the Nuclear plants, 15 minutes from downtown Oswego, and 15 minutes South of Pulaski, known for it's world class salmon fishing. Private access to Lake Ontario. Relax as the sun goes down, enjoy the fire pit, or simply watch the cows that live across the dirt road.

The Reid-Tanner House

The Reid-Tanner House exemplifies the timeless beauty of Oswego's golden age. Located in the historic Washington Square District, the double lot and buildings were owned by the Reid family, founders of Reid & Company hardware established in the late 1800s. The Reid family owned the property for fifty years before transferring to the Tanner family who also lived in the house for decades.