
Family-friendly vacation rentals in Oswego
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Oswego

Total vacation rentals
Explore 60 vacation rentals in Oswego

Nightly prices starting at
Oswego vacation rentals start at $50 per night before taxes and fees

Verified guest reviews
Over 3,090 verified reviews to help you choose

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
60 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!
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!
FamilyIndoor spacesOutdoor spaces

🌙 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 spacesFamilyAmenities

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.
Indoor spacesKitchenLaundry

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.
KitchenFamilyAccuracy

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 spacesCheckout

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
KitchenIndoor spacesAmenities

#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.
Indoor spacesKitchenComfort

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.
Indoor spacesKitchenHospitality

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.
FamilyIndoor spacesNearby

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
KitchenFamilyQuiet

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.
KitchenFamilyCondition

You Can’t Beat This Location! 2 Bedroom & 1 Bath.
Take it easy at this unique and tranquil getaway, ideally located within walking distance to downtown’s vibrant shops, restaurants, and bars. This recently renovated home has been thoughtfully converted into a spacious upstairs apartment, offering both comfort and style. Whether you’re here to explore or just relax, you’ll enjoy the perfect blend of convenience and peacefulness in this charming setting.
Indoor spacesFamilyAmenities
Popular amenities for Oswego family-friendly rentals
Family-friendly home rentals with a hot tub

Lakefront House: Hot Tub, Kayaks & Fire Pit
KitchenFamilyCheckout

Beautiful House in the Best Area to Stay!
FamilyKitchenComfort

Renovated 1880’s Milk Barn
Indoor spacesKitchenAmenities

Spacious Rustic Lodge Steps From Salmon River
KitchenIndoor spacesCheckout

Private Retreat with fire pit and hot tub
FamilyKitchenWifi

Lake Effect Lodge | Tug Hill | Hot Tub | Pets OK!
FamilyKitchenAir conditioning

Beautiful private spacious home in country setting
FamilyIndoor spacesHiking

Hot Tub + Rare Flat Lakefront | Dock & Kayaks
Indoor spacesFamilyParking
Family- and pet-friendly home rentals

Lake Ontario Sunset Bay Waterfront Cottage Oswego
Indoor spacesKitchenAmenities

Pet Friendly Oasis By The Lake
FamilyKitchenAmenities

Oswego Haven | Hot Tub | Near SUNY+Lake+Downtown
Indoor spacesKitchenHot tub

Grindstone Creek Getaway Off Grid Cabin II
FamilyValueQuiet

Lakeview Home in Beautiful Breitbeck Park
Indoor spacesKitchenSleep quality

Cozy charming house in Oswego NY, with WiFi and AC
FamilyIndoor spacesTV

AFrame on Sandy Pond 420 friendly no cleaning fee
Indoor spacesKitchenComfort

Lake Ontario * Hamilton Harbor House
KitchenIndoor spacesSleep quality
Family-friendly home rentals with a pool

The Hills of Pompey
Indoor spacesFamilyHospitality

Spectacular Private Guesthouse: HTub & Heated Pool
FamilyKitchenAir conditioning

One bedroom loft w/kitchen on Alpaca farm
FamilyIndoor spacesOutdoor spaces

Cazenovia Farmhouse with a NEW Private Pool
Indoor spacesKitchenBathroom

The Honeycrisp House at Beak & Skiff
KitchenIndoor spacesWalkability

Country Fields
Indoor spacesFamilySleep quality

Poolside Paradise
KitchenFamilyQuiet

Luxury lakefront apartment - and a private pool!
FamilyKitchenShared spaces
When is the best time to visit Oswego?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $164 | $157 | $171 | $171 | $181 | $193 | $194 | $190 | $176 | $180 | $166 | $169 |
| Avg. temp | 24°F | 26°F | 34°F | 46°F | 58°F | 67°F | 72°F | 70°F | 63°F | 51°F | 41°F | 30°F |
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