
Family-friendly holiday rentals in Oswego
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Oswego

Total holiday rentals
Explore 60 holiday rentals in Oswego

Nightly prices starting at
Oswego holiday rentals start at $70 AUD per night before taxes and fees

Verified guest reviews
Over 3,090 verified reviews to help you choose

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
60 of Oswego holiday rentals include Wi-Fi 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!
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.

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.

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.

#4 Studio Apartment
Casual & comfortable studio in a country setting. Private outside entrance with 2nd story covered deck. Shared back yard and patio. Great to relax or hang with your pet. ($30 pet fee) 5 min to beautiful Lake Ontario and boat launch. 12 min to SUNY Oswego. 5 minutes to the Oswego Speedway. Antique shops and wineries in the area. Queen size bed, microwave, college size refrigerator, full bathroom with shower. No third party rentals. Guest booking must be staying on premises.

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.

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.

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

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.

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.

The Reid-Tanner House
The Reid-Tanner House exemplifies the timeless beauty of Oswego's golden age. Located in the historic Washington Square District, the double lot and buildings were owned by the Reid family, founders of Reid & Company hardware established in the late 1800s. The Reid family owned the property for fifty years before transferring to the Tanner family who also lived in the house for decades.
Popular amenities for Oswego family-friendly rentals
Family-friendly home rentals with a hot tub

Beautiful private spacious home in country setting

Beautiful House in the Best Area to Stay!

Quirky, Rustic Lodge in the Woods

Lakefront House: Hot Tub, Kayaks & Fire Pit

Hot Tub + Rare Flat Lakefront | Dock & Kayaks

Bear Hill One Room Cabin with Hot Tub

Renovated 1880’s Milk Barn

Seneca Sunsets: private lakefront, dock, hot tub
Family- and pet-friendly home rentals

Peaceful 2-bedroom town house with fireplace

The northern woods

Cozy, Peaceful, Hideaway Nestled in the Woods

Grandma's Cottage, Fair Haven NY

The Henderson House

Lakefront Cottage - Best of Both

Spacious! Walk to Downtown Shops & Restaurants!

Lake Ontario * Hamilton Harbor House
Family-friendly home rentals with a pool

Elegant Historic Suite — Balcony & Fireplace

Seneca Carriage House

Cazenovia Farmhouse with a Private Pool

The Honeycrisp House at Beak & Skiff

Luxury lakefront apartment - and a private pool!

Spectacular Private Guesthouse: HTub & Heated Pool

Poolside Paradise

Pulaski NY Retreat — Pool, Nature & Outdoor Fun
When is the best time to visit Oswego?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $229 AUD | $219 AUD | $239 AUD | $239 AUD | $252 AUD | $269 AUD | $271 AUD | $265 AUD | $245 AUD | $251 AUD | $232 AUD | $236 AUD |
| 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 |
Destinations to explore
- New York Holiday rentals
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- Jersey City Holiday rentals
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- Baltimore Holiday rentals
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- Mont-Tremblant Holiday rentals
- Sandbanks Provincial Park
- Green Lakes State Park
- Syracuse University
- Sandbanks Dunes Beach
- New York State Fairgrounds
- Fair Haven Beach State Park
- Chimney Bluffs State Park
- Sylvan Beach Amusement park
- JMA Wireless Dome
- Chittenango Falls State Park
- Three Brothers Wineries and Estates
- Destiny Usa
- Montezuma National Wildlife Refuge
- Del Lago Resort & Casino
- Finger Lakes Welcome Center
- Rosamond Gifford Zoo
- Museum of Science & Technology
- Onondaga Lake Park
- Seneca Lake State Park
- Women's Rights National Historical Park
- Tug Hill
- Cayuga Lake State Park
- Landmark Theatre
- Verona Beach State Park





