Vacation rentals in Oswego

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Top-rated vacation rentals in Oswego

Guests agree: these stays are highly rated for location, cleanliness, and more.

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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!

Guest favourite
The exterior of a grand Victorian house showcases intricate architectural details, including a decorative gabled roof and a welcoming front porch. The porch features a railing and several black chairs, while colorful flowering shrubs and well-maintained grass enhance the home's charm.
Home in Oswego
4.83 out of 5 average rating, 136 reviews

The Gingerbread House

The Gingerbread house is known as the Nesbitt house Built and maintained by the Well known author and city Historian Rosemary Nesbit. This grand home was totally renovated to modernize but keep all the old charm! It boasts 3 full bathrooms and 4 bedrooms! The location in center of Oswego affords walking the 2 blocks to downtown and 4 blocks to the lake and marina. There are ample Bistro, and bars in close walking distance! Come enjoy the Oswego neighborhood nestled in the historic district!

Top guest favourite
The image captures a vibrant sunset over Lake Ontario, where the sky is filled with rich hues of orange and red. The waves gently roll in, creating a rhythmic pattern across the water's surface, as the sun descends on the horizon.
Cottage in Oswego
4.97 out of 5 average rating, 62 reviews

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.

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
The image presents a serene lakeside scene featuring a charming green cottage nestled among mature trees. A tranquil shoreline is visible, with calm blue water in the foreground and rocky edges aligning the property, creating a peaceful ambiance.
Home in Oswego
4.92 out of 5 average rating, 12 reviews

Sunset Serenity: Lake Front with Panoramic Views

Welcome to the Sunset Serenity. Located on the shore of Lake Ontario, kick back & relax in this calm and stylish space or enjoy the world-renowned sunsets from the expansive backyard. This newly remodeled lake home offers all the conveniences of being in the city, with the privacy of a secluded vacation. This property boasts two spacious bedrooms, both with queen size beds, a chic bathroom with modern tile finishes, & the highlight of this interior: the open concept living room & kitchen.

Guest favourite
A fully equipped kitchen features light cabinetry with ample storage space. A range and oven are positioned centrally, complemented by a microwave and coffee machine. A decorative area rug in vibrant colors adds warmth to the hardwood floor, while large windows provide natural light.
Home in Oswego
4.88 out of 5 average rating, 34 reviews

Timeless Charm + Boho Comfort: Oswegos Oldest Home

Discover downtown Oswego’s charm at our Urban Boho Oasis. This Airbnb features 3 bedrooms: a master with a king bed and 2 with queen beds. Each bedroom includes a TV. The living area has a large sectional and a big-screen TV. The fully loaded kitchen has a KCup machine. Located downtown, you’re steps away from dining, shopping, and entertainment. Return for a peaceful night’s sleep. Ideal for families or groups, this Airbnb is the perfect home base for your Oswego getaway!

Guest favourite
The kitchen features modern appliances, including a stainless steel oven and microwave. A white countertop is complemented by four bar stools with black cushions, and a basket of snacks is placed in the center. Neutral-colored walls and ample lighting create a bright atmosphere.
Home in Fulton
4.9 out of 5 average rating, 105 reviews

Home away from Home by Jess and Dennise

You'll have a great time at this comfortable home to stay for any occasion you are in or around Fulton, NY! Enjoy walks by the lake close by, walking distance to bars and restaurants and a short drive to the bowling alley and more! 20 minute drive to Syracuse for concerts and events or Upstate hospital, or 15 minute drive to Oswego NY! 10 minutes to the Drive-In movie theater! 3 bedrooms with 1 King bed, 1 double bed, and 1 twin bed. Washer and Dryer on-site!

Top guest favourite
Guesthouse in Phoenix
5 out of 5 average rating, 17 reviews

Tulip Tree Ridge Guesthouse

Tulip Tree Ridge Guesthouse is your home away from home. Whether it be relaxing on the deck with a locally crafted beverage, watching the amazing wildlife on the property, or fishing on the river, there is something everyone will enjoy. Located in Central New York, you are centrally located to explore the entire state in just a days trip distance. We simply want to share our love for this great town, and show everyone all that it has to offer.

Guest favourite
The living area features a grey leather sofa and an accent chair, complemented by a round wooden coffee table on a patterned rug. A decorative piece hangs on the wall, while an open doorway leads to the bathroom area, providing convenient access.
Apartment in Oswego
4.83 out of 5 average rating, 63 reviews

Chic & Cozy Downtown Apartment

Our apartment has a modern but cozy feel. Located on a residential side-street, but walking distance to downtown eateries, shops and the movie theater. This apartment is a 3 block walk to the Oswego River and a 5 block walk to Lake Ontario & the marina. We are 5 miles to Novelis & Power plants/ 2 miles to Oswego Raceway/ 1 mile to SUNY Oswego. Whether you are visiting for business or fun this apartment will suit all of your needs.

Superhost
Cabin in Sterling
4.82 out of 5 average rating, 11 reviews

Stone Beach Access | Cabin with a Fire Pit Glow

Steps from Lake Ontario! Enjoy nearly 500 ft of semi-private stone beach access during the summer months, cozy nights by the fire pit, and a peaceful log cabin escape on almost 2 acres. Sleeps 8 with 3 bedrooms, 2 baths, a wraparound deck, finished lower level, and a well-stocked kitchen. Grill on the deck, fish in Nine Mile Creek, or unwind indoors. Guests must sign a rental agreement after booking to complete the reservation.

Top guest favourite
The living room features a blend of comfortable seating, including a gray sofa and a blue loveseat, along with a decorative area rug placed on the wood-look floor. Large windows allow natural light to fill the space, while a TV is mounted on the wall opposite the seating.
Apartment in Oswego
4.97 out of 5 average rating, 39 reviews

You Can’t Beat This Location! 2 Bedroom & 1 Bath.

Take it easy at this unique and tranquil getaway, ideally located within walking distance to downtown’s vibrant shops, restaurants, and bars. This recently renovated home has been thoughtfully converted into a spacious upstairs apartment, offering both comfort and style. Whether you’re here to explore or just relax, you’ll enjoy the perfect blend of convenience and peacefulness in this charming setting.

Top guest favourite
The exterior of the Reid-Tanner House is showcased in the evening light, featuring a classic colonial revival design. The front porch is marked by decorative railings and two symmetrical entries, surrounded by blooming yellow flowers and stately trees, with a soft sunset illuminating the background.
Home in Oswego
5 out of 5 average rating, 103 reviews

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.

Popular amenities for Oswego vacation rentals

When is the best time to visit Oswego?

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Avg. price$151 CAD$159 CAD$180 CAD$192 CAD$186 CAD$196 CAD$218 CAD$212 CAD$203 CAD$212 CAD$192 CAD$185 CAD
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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 $69 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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