
Holiday rentals in Oswego
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Top-rated holiday rentals in Oswego
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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!

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!

🌙 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.

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.

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.

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.

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.

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.

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!

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

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.

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
Other great holiday rentals in Oswego

Riverview Bliss in Beautiful Home

Great neighborhood, great house.

Cozy charming house in Oswego NY, with WiFi and AC

The River Retreat

Hilltop Retreat

Escape to a renovated 130 y.o. cabin on 850 acres.

Lakefront Retreat w/ Dock + Kayaks

Cottage on the Bay
When is the best time to visit Oswego?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $140 SGD | $148 SGD | $167 SGD | $179 SGD | $174 SGD | $182 SGD | $203 SGD | $198 SGD | $189 SGD | $198 SGD | $179 SGD | $172 SGD |
| Avg. temp | -4°C | -4°C | 1°C | 8°C | 15°C | 19°C | 22°C | 21°C | 17°C | 11°C | 5°C | -1°C |
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 $64 SGD 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 & 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
90 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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- Green Lakes State Park
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- Syracuse University
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- Destiny Usa
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- The National Memorial Day Museum
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