Family-friendly vacation rentals in Oswego

Find and book unique family-friendly homes on Airbnb

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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Top guest favorite
A red barn-style structure features a white metal roof and is surrounded by a green lawn. Large windows are situated on both sides of the central door, offering views of the vibrant autumn landscape in the background.
Place to stay in Chittenango
4.98 out of 5 average rating, 175 reviews

Luxury Barn Apartment with Private Hot Tub

Come and enjoy the quiet of our newly finished country apartment! Relax and unwind in the hot tub on your private deck, overlooking the beautiful hills of Central New York. A seven minute walk will bring you to Chittenango Falls Park with it’s majestic waterfall and lots of trails. The property is backed by the NYS walking trail that follows an old rail line. The historic Village of Cazenovia is four miles away. Hillside has everything you’ll need for a quiet getaway. Good dogs allowed. No cats.

Guest favorite
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
4.81 out of 5 average rating, 470 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!

Top guest favorite
A rustic cabin exterior is shown, featuring a green metal roof and wooden siding. Two yellow rocking chairs are positioned on the porch, along with a small table. A BBQ grill is visible to the right, surrounded by lush greenery from the surrounding trees.
Cabin in Parish
4.96 out of 5 average rating, 257 reviews

Woodland Retreat, the perfect getaway from it all.

Private retreat on 45 acres, 5 miles from major highway. Salmon river 20 mins drive, snowmobile trails across the road. Private cozy cabin, queen size bed and futon. This is all one area with a private bathroom. Bathroom has full size shower, kitchen area a microwave, fridge, coffee maker and inside grill. Tea, coffee, water provided. BBQ on the front porch. Woodland trails, wildlife and privacy. No smoking or vaping in the cabin. Perfect for retreats or just being able to relax and breathe

Guest favorite
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
4.96 out of 5 average rating, 336 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 favorite
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
4.87 out of 5 average rating, 119 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 favorite
The spacious interior highlights a spiral staircase leading to the upper level. A dining area with a round table and decorative chairs is visible, complemented by a fully equipped kitchen in warm wood tones. Natural light filters through the space, creating an inviting ambiance.
Cabin in Pulaski
4.97 out of 5 average rating, 221 reviews

A-Frame on Sandy Pond 420 Friendly No Cleaning Fee

Fantastic A-Frame on Sandy Pond, an inlet with direct access to Lake Ontario. Although not waterfront, The Groove A Frame sits a stone's throw from the shore of Sandy Pond and a deeded boat launch. Enjoy world class fishing in the pond, lake, and nearby Salmon River. Located on a NYS established snowmobile trail. Up to 2 dogs allowed with paid pet fee. The Groove A Frame is a cannabis friendly rental. Enjoy smoking cannabis anywhere indoor or outside, but NO INDOOR TOBACCO SMOKING!

Guest favorite
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, 118 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 favorite
A well-lit living area showcases a comfortable sofa beside a large window offering views of the river. A sleek kitchenette is visible, featuring a minimalist design with light wood countertops and modern fixtures. A cozy armchair and stylish waste bin complete the inviting space.
Guesthouse in Pulaski
4.96 out of 5 average rating, 162 reviews

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.

Guest favorite
Tiny home in Mexico
4.92 out of 5 average rating, 164 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 favorite
The kitchen features modern appliances, including a stainless steel oven and microwave. A white countertop is complemented by four bar stools with black cushions, and a basket of snacks is placed in the center. Neutral-colored walls and ample lighting create a bright atmosphere.
Home in Fulton
4.9 out of 5 average rating, 104 reviews

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!

Guest favorite
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
4.89 out of 5 average rating, 161 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

Guest favorite
The exterior of the property features a well-maintained wooden staircase leading to a front door. Large windows provide natural light, and a satellite dish is mounted on the side. A green lawn offers space for outdoor activities, surrounded by a tidy walkway.
Home in Oswego
4.8 out of 5 average rating, 116 reviews

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.

Popular amenities for Oswego family-friendly rentals

When is the best time to visit Oswego?

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Quick stats about vacation rentals that are family-friendly in Oswego

  • Total vacation rentals

    Explore 50 vacation rentals in Oswego

  • Nightly prices starting at

    Oswego vacation rentals start at ﺩ.ﺇ184 per night before taxes and fees

  • Verified guest reviews

    Over 3,030 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Oswego vacation 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!