Vacation rentals in Oswego

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Top-rated vacation rentals in Oswego

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Guest favourite
A spacious living room is displayed, featuring a comfortable gray sofa and a coffee table centered on a decorative area rug. Bright lights from above illuminate the room, which connects to a kitchen area in the background, highlighting an inviting ambiance.
Apartment in Oswego
4.81 out of 5 average rating, 470 reviews

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!

Top guest favourite
The image captures a tranquil sunset over a lush green landscape, with the expansive horizon meeting the shimmering water. A modern home is nestled in the foreground, surrounded by trees and an open grassy area, offering a peaceful retreat in nature.
Home in Sterling
5 out of 5 average rating, 34 reviews

A+ Country Getaway | Rooftop Deck | Pet Friendly

Unwind in our spacious 3-bedroom sanctuary in Sterling, NY! Just a short walk from McIntyre Bluffs & Sterling Nature Center, the Eagle's Nest is perfect for outdoor adventures. Enjoy scenic trails, lakeside picnics, & quality time together. Fully equipped kitchen, TV in each room, & Wi-Fi ensure comfort. Unique layout with 4 short stair areas inside. Rooftop deck for sunset views over the trees. Gather around a fire pit for cozy star gazing. Don't miss this unforgettable retreat! Book now!

Guest favourite
An A-frame cottage is framed by lush greenery, featuring a dark wood exterior with a centrally located white door. An overhanging carport provides coverage for vehicles, while hanging planters add a touch of color to the entrance. A pathway leads to the cozy front yard.
Cottage in Sandy Creek
4.96 out of 5 average rating, 336 reviews

🌙 Olde Salem A-Frame Cottage 🔮 near Lake Ontario

You are steps away from witnessing the greatest sunsets along North Sandy Pond (across from Lake Ontario) when you stay at our relaxing, unique, and cozy A-frame - inspired by all things magical and earthy. Sit by the backyard fire, sip coffee by the electric fireplace, read a book in the bedroom nook, play board games, dance in the kitchen, and enjoy four seasons of nearby activities such as fishing, kayaking, boating, jet skiing, hiking, swimming, ice fishing, snowmobiling, and snowshoeing.

Top guest favourite
The exterior of a three-story house features a bright green facade with a purple upper section. Multiple large windows allow natural light to illuminate the interior. A small front porch with steps leads to the entrance, surrounded by lush greenery and flowering plants.
Home in Oswego
4.97 out of 5 average rating, 73 reviews

Light Keepers House nearby marina on Lake Ontario

Enjoy easy access to everything from this perfectly located home base. Marinas 1/2 block away, parks, restaurants, movie theater & shops are all within walking distance. Built in the 19th century, it was the residence for the Light Keepers in Oswego’s Lake Ontario harbor. Historical aesthetics remain and modern updates incorporated that include new kitchen, bathroom and porches. The bedrooms both have king size beds and share the upstairs bathroom. The kitchen is stocked for cooking.

Guest favourite
A spacious outdoor deck overlooks the lake, featuring a large wooden picnic table and a grill. A smaller table with seating adds comfort, while greenery and a tree provide shade. The serene water view can be seen beyond the railing.
Home in Mexico
4.87 out of 5 average rating, 119 reviews

GEORGEous Sanctuary Lake Ontario

Experience breathtaking views of the lake from this serene, recently renovated home perched on a bluff. The views are only the beginning! Walk down to the water, explore the rocky private beach, swim, and kayak. The house is near a world famous bird sanctuary with hiking trails. Close to Oswego, Fulton, Pulaski, and the Salmon river/fish hatchery. Only 40 min from Syracuse! The home is near a couple of apple orchards, and minutes from Port Ontario, Selkirk and Mexico Point State Parks.

Top guest favourite
Home in Wolcott
5 out of 5 average rating, 16 reviews

Lake Ontario Retreat on East Bay

Escape to our cozy 2-BR lakefront cottage on East Bay! Sleeps 6 (2 adjustable queen beds + sofa bed). Enjoy the winter views, mounted fireplace, 3 Smart TVs, full kitchen, and a large deck featuring a propane firepit for cozy evenings and a dock to walk out for ice fishing. Dedicated remote work station and fast Wi-Fi included. Just minutes to Chimney Bluffs and snowmobile trails. Close to local wineries, Sodus Point, and only a short drive to Brantling Ski Slopes! Perfect winter retreat.

Guest favourite
A living room featuring a black brick fireplace adorned with a flat screen television above it. Two seating areas are provided with modern chairs and a decorative throw. A large clock and wall art enhance the green accent wall, while natural light filters through the sheer curtains.
Home in Oswego
4.88 out of 5 average rating, 118 reviews

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.

Guest favourite
An aerial view highlights the riverview lodge nestled among lush greenery, with the Salmon River visible in the background. The property features a green roof and spacious yard, complemented by a nearby bridge and expansive water views, creating a serene natural setting.
Home in Pulaski
4.84 out of 5 average rating, 128 reviews

Salmon River view!

Our riverview lodge is the perfect getaway for friends or family in upstate New York. Whether you are fishing, snowmobiling (Ride directly onto S52A) or just trying to escape the hustle and bustle of the City! Located just 5 minutes from Pulaski village, parts of the home are the original 1890 structure - has a view of the world famous DSR! Close to several boat launches into Lake Ontario and a short ride from from best spots on the Salmon River you can't go wrong!

Top guest favourite
The exterior of a two-story lake home is captured during twilight, showcasing large windows and a inviting porch with railings. Soft lighting is visible, illuminating a landscaped yard that features green grass and decorative plants. Trees surround the property, creating a serene atmosphere.
Home in Oswego
4.95 out of 5 average rating, 22 reviews

Sunset View Retreat On Sunset Bay, Lake Ontario

Fisherman welcome! Enjoy this family owned and operated newly built/renovated lake home on beautiful Lake Ontario. Enjoy spectacular views from this two story home that offers comfortable sleeping space for up to 6. Fishing, kayaking, boating, sight seeing, and many other excursions await you. Deeded lake access and private boat launch are available so bring your boat or jet skis! Come see the beauty of Northern New York on one of the Great Lakes!

Guest favourite
The exterior of a charming Victorian home is presented, featuring pastel pink siding and intricate architectural details. A welcoming porch with decorative pillars and a gabled roof highlights the entrance, while a well-maintained yard and clear blue sky complement the home's character.
Home in Oswego
4.89 out of 5 average rating, 161 reviews

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

Top guest favourite
A cozy interior showcases a queen-size bed draped with soft white linens and a decorative blanket. An expansive window offers views of the surrounding greenery, while a kitchenette with a coffee maker and modern appliances is visible. Warm lighting enhances the inviting ambiance.
Guest suite in Central Square
4.99 out of 5 average rating, 114 reviews

Cozy, Peaceful, Hideaway Nestled in the Woods

The Daisy Cabin is the perfect spot for a couples getaway, relax on the screened in porch or gaze out the extra large windows overlooking the peaceful meadow. Tucked away in a private setting this new construction sleeps 2 guests on a queen size bed with a kitchenette and Keurig. Enjoy a resort inspired bright and spacious bathroom. Linens, towels, and dishes included. Located in southern Oswego county just 2.5 miles from interstate 81.

Top guest favourite
A wooden deck provides access to a spacious grassy area leading down to the river. A circular fire pit with seating is situated on the lawn, surrounded by trees and water, with distant houses visible across the estuary.
Home in Pulaski
4.95 out of 5 average rating, 203 reviews

Tern Lodge on the Salmon River

Fish, relax, and recharge directly on the great Salmon River! Swim, kayak, and cast off the dock. Riverfront location with panoramic estuary views! Enjoy the 50' deck, large yard, fire pit, and steps down to the dock and 109' of riverfront. Dock your boat & use the kayaks available to guests. Prime location minutes from top fishing spots, 1 minute drive to DSR, 1 minute drive to Lake Ontario, beaches, Pulaski, & snow mobile trails.

Popular amenities for Oswego vacation rentals

When is the best time to visit Oswego?

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Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Oswego?

    Yes! Work meets play with ease at over 40 vacation rentals in Oswego featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Oswego?

    Four-legged friends are welcome in Oswego. Choose from more than 40 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in apartment rentals in Oswego?

    Experience the best of Oswego with our apartment rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there family-friendly house rentals in Oswego?

    Oswego has more than 30 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do apartment rentals in Oswego have air conditioning?

    Absolutely! We offer over 30 apartment rentals with air conditioning in Oswego. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Oswego have wifi?

    Absolutely! We offer over 40 house rentals with wifi in Oswego. Enjoy a tailored experience with all the comforts you desire.

Quick stats about vacation rentals in Oswego

  • Total vacation rentals

    Explore 90 vacation rentals in Oswego

  • Nightly prices starting at

    Oswego vacation rentals start at $68 CAD per night before taxes and fees

  • Verified guest reviews

    Over 4,790 verified reviews to help you choose

  • Family-friendly vacation rentals

    50 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    90 of Oswego vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill, and Laptop-friendly workspace across Oswego rentals

  • 4.8 Average rating

    Oswego stays are highly rated by guests—averaging 4.8 out of 5!

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