
Family-friendly holiday rentals in Oswego
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Top-rated family-friendly rentals in Oswego
Guests agree: these family-friendly homes 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.

GEORGEous Sanctuary Lake Ontario
Experience breathtaking views of the lake from this serene, recently renovated home perched on a bluff. The views are only the beginning! Walk down to the water, explore the rocky private beach, swim, and kayak. The house is near a world famous bird sanctuary with hiking trails. Close to Oswego, Fulton, Pulaski, and the Salmon river/fish hatchery. Only 40 min from Syracuse! The home is near a couple of apple orchards, and minutes from Port Ontario, Selkirk and Mexico Point State Parks.

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.

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.

Stars and Sage Farm Hippie Hideaway
Living off the grid in a cozy cabin surrounded by nature sounds like a unique and peaceful experience. The addition of chickens, geese and a beekeeping experience adds to the charm of the stay. This is a small Hobbie Farm with a cute rustic cabin with a compost toilet and a mini woodstove. Nestled in its own little yard wildlife may be about. Deer , fox, even little mice and bunnies scurry about. We want our guests to understand this is a rustic listing with an off grid menu.

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!

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

The Henderson House
Welcome to our house. We offer 2 bedrooms both with queen size beds. The property is located within 5 miles of two marinas, along with The Elms Golf Club and is located on Lindsey Creek, that has access to North and South Sandy Pond, as well as Lake Ontario via canoe or kayak. Amenities include: washer, dryer , fully equipped kitchen, bedding, towels, wood . A great multi season property. We offer a one canoe for use. We also have wi fi and tv.

Home Sweet Home
Bring the whole family to this great place with lots of room for fun. No hidden fees. 3 large bedrooms and 2 full baths with washer and dryer. It does list 6 but you are able to sleep more especially with kids. This is pet friendly. what your pet leaves please pick up. Close to the speedway. Quiet neighborhood. BBQ Grill and utensils provided. Fire pit and setting area in the back with wood to purchase. Stay for a few nights or a few months.

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.
Popular amenities for Oswego family-friendly rentals
Family-friendly home rentals with a hot tub

Peppermint Cottage

Luxury Barn Apartment with Private Hot Tub

Renovated 1880’s Milk Barn

Destination Relaxation @ Beachside

Salmon River Waterfront Lodge w/ Soothing Hot Tub

Owasco Lake Retreat

Lakefront Pine Cottage • Hot Tub & Fire Pit

Lake Effect Lodge | Tug Hill | Hot Tub | Pets OK!
Family- and pet-friendly home rentals

Oswego’s 1 BR Eclectic Haven

The northern woods

Lake Ontario Retreat on East Bay

Salmon River view!

#3 Studio Apartment

Vintage Vineyard Cottage: Cozy Getaway, King Beds

Wilderness Maple Leaf Cabin on Private Lake

A-Frame on Sandy Pond 420 & Dog Friendly
Family-friendly home rentals with a pool

Spectacular Private Guesthouse: HTub & Heated Pool

Beautiful House in the Best Area to Stay!

Poolside Paradise

Luxury lakefront apartment - and a private pool!

Pulaski NY Retreat — Pool, Nature & Outdoor Fun

Heart of Historic Finger Lakes! Fireplace, balcony

Timber Tree Ranch

The Orchard Overlook at Beak & Skiff
When is the best time to visit Oswego?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $178 SGD | $181 SGD | $189 SGD | $211 SGD | $209 SGD | $229 SGD | $247 SGD | $242 SGD | $224 SGD | $229 SGD | $211 SGD | $215 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 |
Quick stats about holiday rentals that are family-friendly in Oswego

Total holiday rentals
Explore 50 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 3,030 verified reviews to help you choose

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
50 of Oswego holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Oswego rentals

4.9 Average rating
Oswego stays are highly rated by guests – averaging 4.9 out of 5!
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- Family-friendly rentals United States
- Green Lakes State Park
- Chimney Bluffs State Park
- Fair Haven Beach State Park
- Syracuse University
- Chittenango Falls State Park
- Sylvan Beach Amusement park
- Sandbanks Provincial Park
- Three Brothers Wineries and Estates
- New York State Fairgrounds
- Destiny Usa
- Rosamond Gifford Zoo
- Montezuma National Wildlife Refuge
- Onondaga Lake Park
- Del Lago Resort & Casino
- Museum of Science & Technology
- Finger Lakes Welcome Center
- Tug Hill
- JMA Wireless Dome
- Seneca Lake State Park
- Sandbanks Dunes Beach
- The National Memorial Day Museum
- Women's Rights National Historical Park
- Lake on the Mtn Provincial Park




