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Oswego vacation rentals

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Top-rated vacation rentals in Oswego

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Cabin in Sterling

4.95 out of 5 average rating, 19 reviews

The Chinook

This special place is close to everything, making it easy to plan your visit. A quaint cabin location on Main Street in Fair Haven is a great place to stay! Within walking distance of multiple restaurants, boat launch, stores and more! 2 miles to Colloca Winery & a 2 minute drive to Fair Haven State Park! Directly behind the cabin is a 6+ mile, well maintained trail that leads to neighboring towns!Perfect for walks or biking! Cabin is clean, comfortable and well equipped for a great stay!

Home in Skaneateles

4.9 out of 5 average rating, 41 reviews

Private Lakefront Skaneateles, Mint 4BR/2 Bath

The prefect lakefront vacation home, recently renovated year round waterfront home situated on the west side of beautiful Skaneateles Lake only 4 miles from the center of town. Enjoy amazing views of the lake from the upstairs balcony, 1st floor deck or from the docks overlooking the water. 4 Bedrooms, 2 full baths, 50 feet of lake frontage with docks, parking for your boat rental, a green lawn for the kids and dogs. Enjoy roasting smores overlooking the lake or cocktails from 1 of 2 balconies.

Rental unit in Skaneateles

4.96 out of 5 average rating, 99 reviews

2 Bedroom/Pet Friendly/short walk to Village

Newly remodeled September 2020! 2 King beds, 2 bathrooms (one ensuite), washer, dryer, central air/heating. Complete renovation, brand new flooring, windows, cabinetry, appliances, granite countertops, ensuite bathroom, laundry added. New queen sofa sleeper. Pet friendly and close to everything! The entire property compound has two other units (a 1 bed/1 bath upper unit and a 2 bed/2 bath in a separate building next door). Also on this same property is a third building- a 5 bed/4 bath house c

Home in Sylvan Beach

4.71 out of 5 average rating, 7 reviews

"Park"-Peaks on the Beach/Sleeps 12!

Welcome to "Park" Peaks on the Beach in Sylvan. Beachfront property on beautiful Oneida Lake! Our brand-new property boasts 4 bedrooms, a loft and sleeps 13. Enjoy breathtaking sunsets from our prime location steps away from the sand beneath your toes and the warm water. Our larger unit has brand-new modern amenities ensuring an unforgettable stay. Experience the ultimate Sylvan Beach getaway at "Park" Peaks on the Beach where beauty, style and comfort meet on the shore. Don't hesitate to relax!

Cottage in Sylvan Beach

4.93 out of 5 average rating, 81 reviews

Lucky Little Lake House - Heart of Sylvan Beach

Stay at our family cottage where you are footsteps to the water, Pancake House, ice cream, Lake House Casino, beach, park, restaurants, and all Sylvan Beach has to offer. Rent a pontoon, kayak or bike at Sylvan Beach Supply Co. Rest in the spacious master king bed with a lake view. Or choose the queen, full, or two twin beds. Dining seats 10 plus 4 barstools. 2 full bathrooms. Fully equipped kitchen, AC, fans, heat, Wifi, 2 Roku TVs, games, and fireplace for year round use. It's lake time!

Cottage in Sylvan Beach

4.83 out of 5 average rating, 118 reviews

Cute Little Cottage a Stones Throw from The Beach

Cute little cottage just two blocks from the beach! Just off the main road sits this adorable place ready for you to enjoy the best sunsets around. The first floor of this cottage offers a small front bedroom, living room with a smart TV, bathroom, and eat-in kitchen. The second floor offers a spacious loft where the other bedroom is located. 3 minute walk to bars, restaurants, shops, and the new Lake House casino. This village is perfect for bike rides and walks in and around the beach.

Home in Sodus Point

4.94 out of 5 average rating, 18 reviews

Endless Expedition

Make some memories at this unique and family-friendly place. Newly renovated & great for small or big families to enjoy time together. Back yard and cement patio are great for barbecues & picnics. Great for vacationing all year around. Spend time boating, fishing, swimming or just relaxing & soaking up the sun. 1st floor has 2 big BDRMS. 2nd floor is all open & sleeps 4-5 people. Full baths on both floors are surprisingly big & makes it easy for everyone to get ready and "seas the day".

Cottage in Mexico

4.95 out of 5 average rating, 20 reviews

Hidden Treasure on Lake Ontario. Relax and enjoy.

Paradise at my Lakefront home. Open living room /kitchen, 3 bedrooms, 2 full baths. Great view of Lake Ontario from the large wrap around deck with Breath taking sunsets . Excellent wifi and accessible to world-class amenities. Free off street parking. Near by activities: WORLD famous Salmon River, Mexico Point State Park, Spy beach, and boat launch - 5 mins Local fishing charters Nine Mile - 10 min Oswego, Parish and Pulaski -20 mins Alexandria Bay - 1.5 hrs Syracuse - 40 mins

Home in Skaneateles

5 out of 5 average rating, 122 reviews

Sunset House- Beautiful Home with Gorgeous Vistas

Experience a home full of windows and light that take in breathtaking views from every angle. You feel like you are on top of the world surrounded by beautiful rural landscaping that is only 1.8 miles from the charming Village of Skaneateles! Lovely interior furnishings with your comfort in mind. You are within close reach to the Skaneateles Polo Fields, a free public boat launch, Skaneateles Country Club, wedding venues and a winery. This newer home is fresh, clean and cozy!

Home in Sodus

4.89 out of 5 average rating, 112 reviews

Lakefront | Kayaks | Hot tub | Fire Pit | Views

We are a small family owned and run cottage rental business. We love these homes, use these homes and enjoy sharing with kind travelers. Over the years we have rented cottages and rented to many many guests. We work hard to give personal attention to guests. And we have worked to make the cottages welcoming and easy to use for all. We make a point of making your stay hospitable. No matter if you are ice fishermen in February or a Family in Aug. we want to make it GREAT!

Home in Verona Beach

4.98 out of 5 average rating, 43 reviews

Verona Beach House

AMAZING location!!! Less than 5 min by car to Sylvan beach, Verona Beach, Amusement parks and Casino. 17 minutes to Turning stone Resorts. Home has Oneida lake views and has many nearby attractions that are walkable or a short drive . Spacious and Family ( including pets) Friendly home. Beautiful outdoor space with grill, patio, fire pit and lake views to enjoy. We would love to host you as you make wonderful memories with your friends and Family 😊

Home in fair haven

4.87 out of 5 average rating, 147 reviews

Fair Haven White House

Newly renovated home with a nice bay view, covered back patio, large yard for games and campfires, and shared limited water access for relaxing by the water. We have now decided to stay open year-round. Welcome all who love the activities and beauty of our area during November to March. We are one of the few rentals that are pet-friendly (with a small extra cleaning fee) and also allow a single night stay.

Vacation rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Houses

A space thats all yours, with room for everyone

Apartments

Convenient locations with everyday essentials

Popular amenities for Oswego vacation rentals

Laptop-friendly workspace

Air conditioning

Stay near Oswego's top sights

Oswego Speedway13 locals recommend

Fort Ontario State Historic Site10 locals recommend

Canale's Restaurant10 locals recommend

Red Sun Fire Roasting Co10 locals recommend

Breitbeck Park9 locals recommend

Bistro 1978 locals recommend

Other great vacation rentals in Oswego

Home in Oswego

5 out of 5 average rating, 16 reviews

Huge Historic Colonial!

Home in Pulaski

4.74 out of 5 average rating, 23 reviews

The Captains Hot Tub Retreat

Home in Sodus

5 out of 5 average rating, 53 reviews

Lakeview Getaway

Home in Oswego

5 out of 5 average rating, 24 reviews

Lakeview Home in Beautiful Breitbeck Park

Home in Pulaski

5 out of 5 average rating, 15 reviews

Sunset Vacation Rentals

Home in Cicero

5 out of 5 average rating, 37 reviews

Quiet Solitude

Home in Wolcott

4.95 out of 5 average rating, 20 reviews

Waterfront Cottage on Lake Ontario/Port Bay

Home in Sterling

4.78 out of 5 average rating, 92 reviews

Large Cottage On 5+ Acres Of Private Property

Quick stats about vacation rentals in Oswego

Total rentals
80 properties
Nightly prices starting at
$40 before taxes and fees
Total number of reviews
3.7K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Oswego?
Yes! Work meets play with ease at over 30 vacation rentals in Oswego featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Oswego?
Four-legged friends are welcome in Oswego. Choose from more than 30 vacation rentals for guests traveling with pets.
How much does it cost to stay in apartment rentals in Oswego?
Experience the best of Oswego with our apartment rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there family-friendly vacation rentals in Oswego?
Oswego has more than 50 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do apartment rentals in Oswego have wifi?
Absolutely! We offer over 30 apartment rentals with wifi in Oswego. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Oswego have air conditioning?
Absolutely! We offer over 30 apartment rentals with air conditioning in Oswego. Enjoy a tailored experience with all the comforts you desire.

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