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, 247 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, 381 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, 315 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.

Top guest favourite
A bright living area features an orange sectional sofa accompanied by a green armchair. A glass coffee table rests on a textured rug. Natural light filters through tall windows with wooden frames, illuminating a stylish piece of wall art and a leafy indoor plant.
Flat in Auburn
4.95 out of 5 average rating, 122 reviews

Contemporary and cozy flat, w/ fireplace & balcony

This contemporary 1-bedroom is located in an 1880 Victorian in the historic district of Auburn, NY. From here, you can walk to the Seward House Museum, the beautiful Seymour Library, the NYS Heritage Center, and the Harriet Tubman Home. A 5-minute walk to Wegmans grocery store, downtown shops, cafes, and great restaurants. Whether you're coming to enjoy the historic charm of Auburn, or using this as a base for exploring the Finger Lakes and all they have to offer, you won't be disappointed.

Superhost
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, 139 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

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
4.95 out of 5 average rating, 153 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
A rustic cabin is illuminated as night falls, with warm light glowing from its windows. A swing hangs from a tree nearby, and a picnic table is positioned on the grassy area. Soft bokeh lights twinkle along the cabin's foundation, enhancing the serene setting.
Tiny home in Mexico
4.92 out of 5 average rating, 160 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
A couple is seen dancing in front of a whimsical hobbit-themed structure nestled among trees. A picnic setup lies on the ground, surrounded by greenery. The entrance of the unique dwelling is decorated with intricate woodwork and natural elements, creating an enchanting atmosphere.
Guest house in LaFayette
4.9 out of 5 average rating, 332 reviews

Stay a night at our tiny Hobbit House

We are close to Syracuse NY, Jamesville Beach,and Tully. You’ll love our place because - Well, its a Hobbit House :). Very cozy 12 by 12 cabin set in the back of my land right where the woods start. Small cabin good for a couple and maybe a child or two but no more than that. It has an outhouse. If this is sounding too basic or off the grid then please don't book! :) because that's exactly what is. But you also get to say you stayed in a cozy little hobbit house.

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
4.91 out of 5 average rating, 100 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 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
4.79 out of 5 average rating, 105 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.

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
4.94 out of 5 average rating, 197 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. Located minutes from prime fishing spots, 1 minute drive to DSR, 1 minute drive to Lake Ontario, beaches, Pulaski, & snow mobile trails.

Top guest favourite
The exterior of the Reid-Tanner House is showcased in the evening light, featuring a classic colonial revival design. The front porch is marked by decorative railings and two symmetrical entries, surrounded by blooming yellow flowers and stately trees, with a soft sunset illuminating the background.
Home in Oswego
5 out of 5 average rating, 102 reviews

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

When is the best time to visit Oswego?

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Avg. price$182 SGD$185 SGD$193 SGD$216 SGD$214 SGD$235 SGD$253 SGD$248 SGD$229 SGD$237 SGD$228 SGD$224 SGD
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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 $78 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,870 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

  • 4.8 Average rating

    Oswego stays are highly rated by guests – averaging 4.8 out of 5!