Oswego holiday lettings

We found 49 holiday rentals — enter your dates for availability

Discover a selection of 23 homes, 15 apartments and other holiday rentals in Oswego that are perfect for your trip. Whether you’re staying in a holiday home with your children and pets or just with friends, you'll have the amenities that you expect and more, which might include air conditioning and a pool. No matter what you're looking for, you'll find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Oswego

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Image gallery for Charming 4-bedroom, riverfront cottage in Oswego

Miscellaneous
10 out of 10, Exceptional, (5 reviews)
Exceptional
(5 reviews)

Charming 4-bedroom, riverfront cottage in Oswego

Oswego, NY

23% off
Price is £1,700
for 7 nights, 1 cottage
£243 per night
includes taxes & fees
Charming 4-bedroom, riverfront cottage in Oswego

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Why visit Oswego

  • Scenic outdoor adventures: Oswego boasts beautiful lakes and hiking trails, perfect for nature lovers and adventure seekers.
  • Historic charm: Experience the rich history of Oswego through its landmarks and local culture, ideal for a romantic getaway.
  • Seasonal events: Engage in delightful seasonal festivities, such as the Oswego tree lighting, showcasing community spirit.
  • Oswego Speedway: Enjoy thrilling motorsport events at this popular local venue, adding excitement to your visit.
  • Charming accommodation: Choose from an array of cosy cottages, private homes, and cabins for a memorable stay.

Popular types of accommodation in Oswego

If you're wondering about the best accommodation options in Oswego, look no further. Our most popular choices include houses, charming cottages, and cosy cabins. Whether you're searching for Oswego holiday rentals, hotels in Oswego, or other types of Oswego accommodation, we provide transparent information to help you find the perfect place for your getaway. Enjoy the reassurance of our curated listings and make the most of your stay in this delightful destination.

  • Houses: The top choice for visitors to Oswego, offering spacious and comfortable stays for families, couples, or groups of friends.
  • Cottages: A delightful second option, these quaint retreats provide a warm and inviting atmosphere for a charming getaway.
  • Cabins: Ideal for nature enthusiasts, cabins rank third for their rustic charm and proximity to the great outdoors.
  • Apartments: A practical fourth choice, offering convenience and a home-like feel in the heart of Oswego.
  • Condos: Rounding out the list, condos provide a blend of comfort and amenities, perfect for a leisurely stay.**

Top attractions in Oswego

Oswego, New York, is an ideal destination for those seeking outdoor adventures and romantic settings. Visitors can explore a variety of attractions, including the Oswego Speedway and local urban parks, as well as experience seasonal events like the Oswego tree lighting. With a blend of natural beauty and engaging activities, Oswego offers delightful experiences for families and adventure seekers alike.

  • State University of New York-Oswego: A vibrant campus that embodies modernity and academic excellence, offering a lively atmosphere perfect for those interested in city life and educational pursuits.
  • Wright's Landing Marina: An inviting marina that provides a thrilling outdoor experience, ideal for adventure seekers and beach enthusiasts, with opportunities for boating and relaxation by the water.
  • Fort Ontario State Historic Site: A captivating historic fort that showcases rich cultural heritage, featuring guided tours and reenactments that transport visitors back in time.

Things to do recommended for couples

For a romantic getaway in Oswego, enjoy a sunset walk along the beautiful lakeshore or explore the charming downtown with its quaint shops and eateries. Consider a wine tasting at a local vineyard, followed by a candlelit dinner at a waterfront restaurant, creating unforgettable memories together.

Things to do recommended for families

During your family trip to Oswego, enjoy a splashing day at Thunder Island, a delightful waterpark 8.7km away, perfect for adventure and fun. Alternatively, unwind at West Barrier Bar County Park, located 8.1km from Oswego, offering a serene environment for wellness and relaxation.

Things to do recommended for groups

Groups visiting Oswego can enjoy thrilling races at the Oswego Speedway, relax with a round of golf at the Oswego Country Club, or challenge themselves at the Battle Island State Park Golf Course, located a mere 4.3km away, all while soaking in the vibrant outdoor atmosphere.

What do I need to keep in mind when booking a vacation in 'Oswego

If you're travelling with a group, family, pets, or seeking extended stays, it's important to set your priorities when filtering your options. Here are some helpful booking tips for using Vrbo.

  • Traveling to Oswego with a group: Think about how many bedrooms you require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily refine your search for all these options and more on Vrbo.
  • Traveling to Oswego with young kids: Travelling with young children can be quite demanding. It's important to prioritise their comfort and safety, along with suitable facilities like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Oswego: For many, a family holiday wouldn’t feel complete without their furry companion. If that resonates with you, explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Oswego: If you’re seeking holiday rentals with special offers for stays of a month or more, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features such as a parking space, a well-equipped kitchen, or even a private pool in your search.

Where to stay in and around Oswego

Oswego, New York, offers a delightful blend of outdoor adventures and historical charm, perfect for a romantic getaway or a family holiday. Explore the scenic beauty of nearby lakes and hiking trails, or relax in the sunshine while soaking up the vibrant atmosphere. Don't miss the opportunity to visit the enchanting surroundings, including Lake Oswego and the breathtaking landscapes reminiscent of Vancouver Island. Your Oswego holiday promises a refreshing escape filled with memorable experiences.

  • New Haven: Nestled in the Oswego region, New Haven is a charming village that offers an idyllic escape for nature enthusiasts and romantics alike. Known for its stunning outdoor scenery, visitors can enjoy a variety of recreational activities in the surrounding areas. The village is situated near beautiful lakes and a national state park, making it an excellent spot for hiking, picnicking, and water sports. The serene bay adds to the picturesque landscape, providing a perfect backdrop for a leisurely day out or a romantic evening stroll.
  • Lycoming: Another delightful village located within the Oswego area, Lycoming is a haven for those seeking outdoor adventures and breathtaking views. The local attractions include expansive recreational areas and family-friendly beaches, ideal for a day of fun in the sun. The proximity to lakes and a national state park means that visitors can indulge in activities like fishing, swimming, and hiking. The scenic surroundings create a tranquil atmosphere, perfect for couples looking for a romantic getaway or families wanting to reconnect with nature.
  • Minetto: Just a short distance of 2.5km from Oswego, Minetto is a vibrant city that offers a unique blend of educational opportunities and recreational activities. Known for its lovely parks and a private country club, this city provides a range of options for relaxation and enjoyment. The nearby lakes and a modern college university add to the appeal, making it an inviting destination for both locals and visitors. Whether you’re looking to explore the bay or unwind in a serene environment, Minetto is sure to captivate your heart.

Best time to go to Oswego

If you're planning a trip to Oswego, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs in April, July and September, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January26.6°F (-3.0°C)Light RainVery CloudySlightly LowSlightly Low
February27.0°F (-2.8°C)Light RainVery CloudyAverageSlightly Low
March33.4°F (0.8°C)Light RainMostly CloudyAverageSlightly Low
April42.6°F (5.9°C)Light RainMostly CloudySlightly HighAverage
May52.9°F (11.6°C)Light RainMostly SunnyAverageAverage
June62.2°F (16.8°C)Light RainMostly SunnyAverageSlightly High
July70.2°F (21.2°C)Light RainMostly SunnySlightly HighSlightly High
August70.3°F (21.3°C)Light RainMostly SunnyAverageSlightly High
September64.4°F (18.0°C)Light RainMostly SunnySlightly HighAverage
October54.0°F (12.2°C)Light RainMostly CloudyAverageAverage
November42.4°F (5.8°C)Light RainMostly CloudySlightly LowAverage
December34.2°F (1.2°C)Light RainMostly CloudySlightly LowAverage

Booking with Vrbo is a breeze

Are you hoping to save on your next getaway? Being flexible with your travel dates can make a real difference, as prices often fluctuate. Additionally, you can enjoy substantial savings by opting for a longer stay. To discover a Vrbo property that suits your budget, simply utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides a convenient platform for you to plan new trips, manage your existing arrangements, or review your bookings. The properties you've saved or reserved are neatly categorised into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Explore the lakeside setting in Oswego

The area's history and architecture are just some of the reasons to come on holiday to Oswego. Renowned for its lake, university setting and riverfront, this city welcomes all visitors. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in Oswego

Are you searching for top things to see and do while you're in the area? Venture out of your cosy holiday rental and check out everything that Oswego has to offer. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Oswego Speedway (1.5 mi / 2.3 km)
  • Battle Island State Park Golf Course (7.2 mi / 11.6 km)
  • Springbrook Greens State Golf Course (12.3 mi / 19.9 km)
  • Thunder Island (13.9 mi / 22.3 km)
  • Radisson Greens Golf Club (20.7 mi / 33.4 km)
  • Elms Golf Course (22.4 mi / 36.1 km)

Exploring the natural landscape of Oswego

Travellers enjoy Oswego for its lakeside setting and riverfront. Whether you're an active traveller or just want to take in the scenery, Oswego is a great place to get outside. Here are a few of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Scriba Town Park (4.4 mi / 7.1 km)
  • Little Sodus Bay (13.2 mi / 21.2 km)
  • Selkirk Shores State Park (17.1 mi / 27.5 km)
  • Port Bay (19.5 mi / 31.4 km)
  • Beaver Lake Nature Center (19.8 mi / 31.8 km)
  • Sandy Island Beach State Park (20 mi / 32.1 km)

Transport options to and around Oswego

The nearest airport is in Syracuse, NY (SYR-Hancock Intl.), located 31 mi (49.8 km) from the city centre.

Frequently asked questions

What is the best area to stay in Oswego when booking a holiday rental?
When considering a holiday rental in Oswego, New York, a fantastic area to stay in is the waterfront district. This picturesque location not only offers stunning views of Lake Ontario but also provides easy access to various attractions such as the historic Fort Ontario State Historic Site and the vibrant Oswego Marina. The waterfront area is known for its charming atmosphere, with a selection of restaurants, cafes, and shops that enhance the experience. There are numerous properties available here, ranging from cosy cottages to spacious apartments, suiting different preferences and group sizes.

Another appealing neighbourhood to consider is the downtown area. This lively hub is great for those looking to immerse themselves in local culture, with an array of boutiques, art galleries, and eateries just a short stroll away. The nearby H. Lee White Maritime Museum is a delightful stop for history enthusiasts, offering insights into the region's rich maritime heritage. The downtown area tends to have a variety of rental options, making it a popular choice for visitors seeking convenience and a vibrant atmosphere.
How much does it cost to rent a holiday home in Oswego?
Prices for holiday rentals in Oswego vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Oswego to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Oswego holiday house rentals?
You can find great discounts on house rentals in Oswego on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Oswego?
For renting a beach house in Oswego, New York, travellers should consider the scenic waterfront area along Lake Ontario. The neighbourhood near the Oswego Harbor offers access to sandy beaches, marinas, and picturesque views of the lake. Many beachfront properties in this region come equipped with amenities such as private decks, outdoor grills, and spacious living areas, making them superb for families or groups looking to relax by the water.

Additionally, the area around the historic Fort Ontario State Historic Site provides a unique blend of history and recreation. Here, visitors can find charming cottages and modern holiday homes, often featuring amenities like fully stocked kitchens, fire pits, and proximity to walking trails that lead to the fort and surrounding parkland. This makes it ideal for those interested in both beach activities and exploring local history.
What is the most popular type of holiday rental accomodation in Oswego?
In Oswego, holiday houses are the most popular type of rental accommodation, with approximately 21 available in various neighbourhoods. These houses typically offer spacious layouts, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups looking for a home-like experience. Additionally, around 13 apartments can be found, providing a more compact option for couples or solo travellers. Many of these apartments come with amenities such as comfortable seating areas and access to communal outdoor spaces. There are also several cottages, mobile homes, and condos for those seeking a different type of stay.
Are there any family house rentals in Oswego?
In Oswego, New York, there are numerous family-friendly house rentals available, with around 22 options to choose from. This charming lakeside city offers a variety of homes superb for families, many situated near the scenic shores of Lake Ontario. Properties often come with spacious living areas, full kitchens ideal for preparing meals together, and outdoor spaces where children can play and enjoy the fresh air.
Can I rent a holiday home with a pool or hot tub in Oswego?
In Oswego, there are several holiday homes available for rent that feature pools and hot tubs, making it a delightful destination for those seeking relaxation. The city, located along the shores of Lake Ontario, offers a variety of neighbourhoods where these properties can be found, including areas near the waterfront, which provide scenic views and easy access to local parks and beaches.
Can I find long-stay holiday rentals in Oswego?
A long-stay holiday rental in Oswego is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Oswego?
In Oswego, there are several pet-friendly house rentals available, offering a welcoming environment for travellers with furry companions. Many of these properties feature amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces where pets can enjoy the fresh air.

The city is located along the shores of Lake Ontario, providing easy access to scenic waterfront areas that are superb for leisurely walks with pets. Nearby parks, such as Breitbeck Park, offer additional opportunities for outdoor activities, including walking trails and picnic spots that are pet-friendly.
Are there any remote work holiday rentals in Oswego?
In Oswego, New York, there are numerous holiday rentals suitable for remote work, with around 38 options available. This charming city, located on the shores of Lake Ontario, offers a variety of accommodations that cater to the needs of remote workers. Many properties come equipped with essential amenities such as Wi-Fi, dedicated workspace, desks, and comfortable desk chairs, ensuring a productive environment for those working from home. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Oswego holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Oswego with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Oswego?
In Oswego, popular holiday rental amenities include kitchens equipped with cookware, dishware, and utensils, allowing guests to prepare their own meals. Most rooms also feature refrigerators and microwaves for added convenience. Additionally, free Wi-Fi is commonly available, ensuring that visitors can stay connected during their stay.
How early should I book a Oswego holiday rental?
Book your Oswego holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Oswego?
In Oswego, New York, visitors can explore a variety of attractions that highlight the area's rich history and natural beauty. The historic Fort Ontario, overlooking Lake Ontario, offers a glimpse into the past with its well-preserved buildings and informative tours. Nearby, the Oswego Maritime Museum showcases the city's maritime heritage and features exhibits related to the Great Lakes.

For those interested in the outdoors, the scenic Oswego River is superb for fishing, kayaking, and enjoying riverside walks. The area also has several parks, such as Breitbeck Park, which boasts lovely views of the lake and amenities for picnicking and leisurely strolls.
Can I change or cancel my Oswego home rental booking on Vrbo?
To find Oswego holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Oswego holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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