Holiday rentals in Oswego

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Top-rated holiday 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.
Flat in Oswego
4.81 out of 5 average rating, 478 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 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, 63 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.

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 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, 121 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.

Top guest favourite
The kitchen features warm wood cabinetry paired with modern stainless steel appliances. A circular dining table with wooden chairs is positioned near a door, while decorative bottles line the upper shelves. Soft lighting illuminates the workspaces, creating a functional and inviting cooking area.
Home in Oswego
5 out of 5 average rating, 13 reviews

Carriage House on 3rd

This 1950's Carriage House has been fully renovated with warm wood finishes combined with modern functionality. You will have your own personal space with robust amenities, including a full kitchen, air conditioning & laundry, to allow you to easily settle in for your stay! This special place is close to everything. It is walking distance to Downtown (less than 1-mile), 3 blocks from the River Walk, and several Restaurants & activities nearby. This place is for you!

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
4.91 out of 5 average rating, 107 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
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

Plan your vacation now! 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
4.9 out of 5 average rating, 164 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
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.
Flat in Oswego
4.98 out of 5 average rating, 40 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 a blue tiny home is shown against a backdrop of a sunset over Lake Ontario. A small flower box contains colorful blooms beneath three windows. Lush green grass surrounds the home, with trees and plants visible nearby.
Tiny home in Oswego
4.97 out of 5 average rating, 34 reviews

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.

Top guest favourite
Home in Oswego
5 out of 5 average rating, 15 reviews

Lake Ontario* The Hamilton Harbor House

Welcome to The Hamilton Harbor House! This 4-bedroom, and 1.5 bathroom historic Victorian house built in 1890 combines vintage character with modern decor and amenities. Walking distance to the heart of downtown is filled with shopping, restaurants, lake views and salmon fishing. Peaceful mornings on private patio and double pergolas and fun-filled afternoons await you at this home away from home.

Top guest favourite
A gathering area is set with four wooden chairs and a central table, positioned on a grassy patch near the shoreline. Trees provide partial shade while the serene waters and sky create a peaceful backdrop, emphasizing the cabin's proximity to Lake Ontario.
Cabin in Wolcott
4.95 out of 5 average rating, 110 reviews

Breathtaking Waterfront Cabin On Lake Ontario

Get ready to be WOWED!!! Welcome to the most breathtaking lakefront cabin on the coastline of Lake Ontario. This century-old cabin boasts panoramic views of the lake from the top of the bluffs with a rock beach right in front of the house. Spend cozy days inside the cabin overlooking water views from every window, outside at the many common areas, or on the water right in front of the cabin.

Popular amenities for Oswego holiday rentals

When is the best time to visit Oswego?

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Avg. price$140 SGD$148 SGD$167 SGD$179 SGD$174 SGD$183 SGD$203 SGD$198 SGD$189 SGD$198 SGD$179 SGD$172 SGD
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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 $70 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 vacation rentals in Oswego?

    Oswego has more than 60 family-friendly stays. 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 holiday rentals in Oswego

  • Total holiday rentals

    Explore 100 holiday rentals in Oswego

  • Nightly prices starting at

    Oswego holiday rentals start at $38 SGD per night before taxes and fees

  • Verified guest reviews

    Over 4,870 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    100 of Oswego holiday 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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