Family-friendly holiday 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 favourite
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

Superhost
A charming cabin exterior is set amidst a landscaped yard, featuring vibrant flowers and a decorative border. A porch is adorned with seating and festive lights. Nearby, a grill is placed for outdoor cooking, complemented by lush greenery that surrounds the area.
Cabin in Mexico
4.71 out of 5 average rating, 399 reviews

Home away from Home

In between Lake Ontario, Lake Oneida n the Salmon River,5 minutes from 81 in Parish NY,very quiet backroad,.i try my best to make the cabin as homey as possible and keep everything stocked so you dont need much but if you ever need me imatext away and things will be taken care of immedietly.Thank you for looking and i hope youll give My lil cabin a chance❤Sometimes check in times change, to clean from last guest!Also only shower in warm months as its outside,accomadationssometimesfor longerstays

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
4.96 out of 5 average rating, 334 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
An inviting living area features a sofa facing a wooden coffee table, with a full kitchen visible in the background. Natural light filters through the space, illuminating the comfortable king bed and the adjacent bathroom area.
Flat in Oswego
4.88 out of 5 average rating, 151 reviews

Luxurious Private Apt 4 Best King Bed WiFi ROKU TV

Relax with the whole family, snuggle w a friend, or enjoy some time alone. This peaceful private apt suite is full of amenities you will love. Free 24hr parking, Most Comfortable King Bed EVER :), Sofa Queen Pullout bed, WiFi, 48 inch ROKU TV, Keurig, Full kitchen, Pots, Pans, 6 Place settings..., Dishwasher, Armoire, Chest of Drawers, USB ports on night stands, Huge Luxurious Shower w RGB lights - you can set the mood:), Bidet Toilet w Heated Seats, Dining area w 4 chairs Plus Much More

Top guest favourite
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 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, 117 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
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.
Guest house 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 favourite
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 favourite
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 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
4.89 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 favourite
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, 115 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.

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
4.95 out of 5 average rating, 106 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$238 NZD$241 NZD$251 NZD$282 NZD$279 NZD$306 NZD$329 NZD$323 NZD$299 NZD$306 NZD$282 NZD$287 NZD
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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 $85 NZD per night before taxes and fees

  • Verified guest reviews

    Over 3,030 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    50 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!