
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!
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🌙 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.
Indoor spacesKitchenSolo travel

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.
KitchenIndoor spacesComfort

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.
KitchenIndoor spacesSleep quality

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!
KitchenIndoor spacesLayout

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
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#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.
FamilyIndoor spacesParking

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.
KitchenIndoor spacesTV

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.
Indoor spacesKitchenQuiet

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
KitchenFamilyAir conditioning

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.
Indoor spacesKitchenDecor

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.
Indoor spacesFamilyLaundry
Popular amenities for Oswego family-friendly rentals
Family-friendly home rentals with a hot tub

Beautiful private spacious home in country setting
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Quirky, Rustic Lodge in the Woods
KitchenFamilyLocation

Beautiful House in the Best Area to Stay!
Indoor spacesFamilyOutdoor spaces

Renovated 1880’s Milk Barn
Indoor spacesKitchenParks

Bear Hill One Room Cabin with Hot Tub
FamilyIndoor spacesOutdoor spaces

Lakefront House: Hot Tub, Kayaks & Fire Pit
FamilyKitchenLaundry

Hot Tub + Rare Flat Lakefront | Dock & Kayaks
Indoor spacesFamilyOutdoor spaces

Lake Effect Lodge | Tug Hill | Hot Tub | Pets OK!
FamilyKitchenTV
Family- and pet-friendly home rentals

Cozy, Peaceful, Hideaway Nestled in the Woods
KitchenFamilyPets

Steelhead Chalet, minutes to snow mobile trail
FamilyKitchenLocation

Spacious! Walk to Downtown Shops & Restaurants!
KitchenIndoor spacesAccuracy

Lake Ontario * Hamilton Harbor House
Indoor spacesFamilyBackyard

Dees Tranquil Escape by the Lake
FamilyKitchenDecor

Oswego Haven | Hot Tub | Near SUNY+Lake+Downtown
KitchenIndoor spacesNearby

Lakeview Home in Beautiful Breitbeck Park
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Lake Ontario Sunset Bay Waterfront Cottage Oswego
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Family-friendly home rentals with a pool

Elegant Historic Suite — Balcony & Fireplace
Indoor spacesFamilyDecor

Seneca Carriage House
Indoor spacesFamilyLocation

Cazenovia Farmhouse with a NEW Private Pool
KitchenIndoor spacesAccess

The Honeycrisp House at Beak & Skiff
FamilyIndoor spacesSleep quality

Luxury lakefront apartment - and a private pool!
Indoor spacesKitchenBarbecue

Spectacular Private Guesthouse: HTub & Heated Pool
Indoor spacesFamilyBackyard

Pulaski NY Retreat — Pool, Nature & Outdoor Fun
FamilyKitchenPool

Poolside Paradise
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When is the best time to visit Oswego?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $231 AUD | $221 AUD | $241 AUD | $241 AUD | $255 AUD | $272 AUD | $273 AUD | $267 AUD | $248 AUD | $253 AUD | $234 AUD | $238 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 City Holiday rentals
- Montreal Holiday rentals
- Philadelphia Holiday rentals
- Boston Holiday rentals
- Pittsburgh Holiday rentals
- Cleveland Holiday rentals
- Niagara Falls Holiday rentals
- Jersey City Holiday rentals
- Mississauga Holiday rentals
- Baltimore Holiday rentals
- Newark Holiday rentals
- Mont-Tremblant Holiday rentals
- Sandbanks Provincial Park
- Green Lakes State Park
- Syracuse University
- Sandbanks Dunes Beach
- Fair Haven Beach State Park
- New York State Fairgrounds
- Chimney Bluffs State Park
- JMA Wireless Dome
- Sylvan Beach Amusement park
- Chittenango Falls State Park
- Three Brothers Wineries and Estates
- Destiny Usa
- Montezuma National Wildlife Refuge
- Del Lago Resort & Casino
- Finger Lakes Welcome Center
- Onondaga Lake Park
- Rosamond Gifford Zoo
- Museum of Science & Technology
- Seneca Lake State Park
- Women's Rights National Historical Park
- Tug Hill
- Cayuga Lake State Park
- Verona Beach State Park
- Landmark Theatre





