Holiday houses 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.
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
A gravel and stone beach stretches along the water's edge, framed by trees on the shoreline. The setting sun casts warm tones across the sky, reflecting on the lake's surface. The gentle lapping of waves can be observed in the foreground.
Home in Oswego
5 out of 5 average rating, 18 reviews

Nature Retreat with Lake Access

Retreat to this newly renovated, serene space, surrounded by nature. Located on 21 private acres with fields, woods, and lake access. Partial lake views from house and 2-minute walk to access beach on Lake Ontario shore. Enjoy a campfire, swimming in lake, sunsets, snowshoeing, birdwatching or take short drive to Fairhaven, SUNY Oswego, and Oswego County recreation including hiking, boating, fishing, hunting, snowmobiling, racing, power plants, wine trails, orchards, Harborfest and so much more!

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.

Guest favourite
Campervan/RV in Oswego
4.93 out of 5 average rating, 14 reviews

Dees Tranquil Escape by the Lake

Reconnect with nature at this quiet & cozy sunset escape. Situated on a picturesque road along Lake Ontario, our updated glamper boasts a stunning sunset view w/ everything you need for a comfortable stay. A/C & propane heat. The camper can sleep up to 4 & it's fully hooked up so you can use the bathroom, shower, TV with DVDs, outdoor seating, kitchen complete w/: fridge/freezer, stove/oven, microwave, slow cooker, coffee maker/coffee, cooking supplies & cutlery. Small pets welcome with fee.

Top Guest favourite
The charming lofted home is illuminated by string lights, reflecting beautifully in the nearby pond. Spacious outdoor decks are adorned with seating, while a welcoming interior can be glimpsed through open doors. Surrounding trees add a natural touch to this inviting retreat.
Treehouse in Mexico
5 out of 5 average rating, 39 reviews

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.

Top Guest favourite
A spacious living room features a large sectional sofa and a recliner, complemented by a ceiling fan and natural light from multiple windows. A television is positioned on a media console with decor items. The front door is visible, leading to the outdoor area.
Home in Oswego
5 out of 5 average rating, 76 reviews

Open Concept /Spacious/ Private /Modern /Hardwoods

Beautiful newly renovated home that will accommodate 10 guests. This home has 3 bedrooms, 1 bathroom, a full kitchen, a dining room, and a spacious living room. The Cozy Corner is located on the east side of town minutes to everything, including Novelis, Nine Mile Point, Fitzpatrick Power plants, and Oswego Speedway, and let's not forget incredible lake sunsets just to name a few. Shopping centers, dining, and downtown Oswego just minutes away. SUNY Oswego is 6 minutes west.

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
A well-lit living area showcases a comfortable sofa beside a large window offering views of the river. A sleek kitchenette is visible, featuring a minimalist design with light wood countertops and modern fixtures. A cozy armchair and stylish waste bin complete the inviting space.
Guesthouse in Pulaski
4.96 out of 5 average rating, 162 reviews

The RiverView Suite

Welcome to our serene Riverview Suite, where the estuary of the Salmon River flows right past your large picture window offering uninterrupted views of nature’s artwork. A perfect place to enjoy the year round beauty and adventures of Pulaski. Anglers will find themselves in the heart of salmon and trout territory. Drive 200 yards across the Route 3 Bridge to hop on the snowmobile trails or hike Selkirk State Park, or a few miles north to find yourself golfing near Sandy Pond.

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 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, 204 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.

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, 32 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.

Popular amenities for Oswego holiday rentals

When is the best time to visit Oswego?

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Avg. price$188 NZD$198 NZD$224 NZD$239 NZD$232 NZD$244 NZD$272 NZD$265 NZD$253 NZD$265 NZD$239 NZD$231 NZD
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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 holiday rentals in Oswego

  • Total holiday rentals

    Explore 90 holiday rentals in Oswego

  • Nightly prices starting at

    Oswego holiday rentals start at $85 NZD per night before taxes and fees

  • Verified guest reviews

    Over 4,790 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    90 of Oswego holiday rentals include Wi-Fi 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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