
Holiday rentals in Oswego
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Top-rated holiday rentals in Oswego
Guests agree: these stays are highly rated for location, cleanliness and more.

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!

🌙 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.

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!

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.

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.

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.

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.

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.

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!

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.

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.

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

Great neighborhood, great house.

Sunset View Retreat On Sunset Bay, Lake Ontario

Charming apt away from home

Nature Retreat with Lake Access

*Near Lake Ontario* The Hamilton Harbor House

NEW Beautiful Modern Farmhouse Suite w/ Hot Tub

Nana's Nook

Stone Beach Access | Cabin with a Fire Pit Glow
When is the best time to visit Oswego?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 95 | € 100 | € 113 | € 121 | € 118 | € 124 | € 138 | € 134 | € 128 | € 134 | € 121 | € 117 |
| 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 € 43 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
- Chimney Bluffs State Park
- Syracuse University
- Fair Haven Beach State Park
- Chittenango Falls State Park
- Sylvan Beach Amusement park
- Sandbanks Provincial Park
- Three Brothers Wineries and Estates
- New York State Fairgrounds
- Sandbanks Dunes Beach
- Destiny Usa
- Montezuma National Wildlife Refuge
- Rosamond Gifford Zoo
- Del Lago Resort & Casino
- Museum of Science & Technology
- Onondaga Lake Park
- Tug Hill
- JMA Wireless Dome
- Finger Lakes Welcome Center
- Lake on the Mtn Provincial Park
- The National Memorial Day Museum
- Seneca Lake State Park
- Women's Rights National Historical Park




