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 $71 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.

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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
4.82 out of 5 average rating, 504 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!

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
4.95 out of 5 average rating, 361 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
A spacious outdoor deck overlooks the lake, featuring a large wooden picnic table and a grill. A smaller table with seating adds comfort, while greenery and a tree provide shade. The serene water view can be seen beyond the railing.
Home in Mexico
4.86 out of 5 average rating, 140 reviews

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.

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, 53 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
The kitchen features warm wood cabinetry paired with modern stainless steel appliances. A circular dining table with wooden chairs is positioned near a door, while decorative bottles line the upper shelves. Soft lighting illuminates the workspaces, creating a functional and inviting cooking area.
Home in Oswego
4.95 out of 5 average rating, 21 reviews

Carriage House on 3rd

This 1950's Carriage House has been fully renovated with warm wood finishes combined with modern functionality. Your own private space is quiet & includes robust amenities: a full kitchen, air conditioning & laundry allow you to easily settle in for your stay! Close to everything, you can walk to Downtown (less than 1-mile), 3 blocks from the River Walk, and several Restaurants & activities nearby. Perfect for a couple or family. Living room sofa pulls out for a second full-size bed!

Guest favourite
A two-story house is nestled among lush trees, featuring multiple outdoor seating areas and a firepit on a spacious green lawn. A covered balcony extends from the upper level, providing additional space for relaxation. The quiet, wooded surroundings contribute to a serene setting.
Home in Pulaski
4.95 out of 5 average rating, 245 reviews

The northern woods

Fisherman,snowmobilers and all outdoor fanatics welcome, and yes pets as well ( additional charge).The famous Salmon river access right across the streat. Public snowmobile trails minutes away or a trail crossing right around the corner from house as well as state parks and lake Ontario . or just a quiet weekend away from the hustle and bustle of the everyday. full amenities and some fun extras as well. special request always welcome and guide serves upon request due to available

Guest favourite
A comfortable studio features a spacious sleeping area with a queen size bed and beige bedding. A brown couch sits near a small table, while a window with light curtains offers natural light. A television is mounted on the wall, and an air conditioning unit is visible.
Apartment in Oswego
4.92 out of 5 average rating, 103 reviews

#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.

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, 128 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
Tiny home in Mexico
4.91 out of 5 average rating, 174 reviews

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.

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
4.9 out of 5 average rating, 175 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, 222 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
A serene lakeside view is showcased with a setting sun reflecting on the water. Adjoining trees provide natural shade over a grassy area featuring multiple wooden chairs arranged around a fire pit. Kayaks are visible on the shore, enhancing the outdoor experience.
Cabin in Wolcott
4.96 out of 5 average rating, 125 reviews

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.

Popular amenities for Oswego family-friendly rentals

When is the best time to visit Oswego?

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Avg. price$232 AUD$222 AUD$241 AUD$241 AUD$256 AUD$272 AUD$274 AUD$268 AUD$248 AUD$254 AUD$234 AUD$239 AUD
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