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Oswego holiday lettings

We found 62 holiday rentals — enter your dates for availability

Discover a selection of 26 homes, 17 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.

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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)
  • Radisson Greens Golf Club (20.7 mi / 33.4 km)
  • Elms Golf Course (22.4 mi / 36.1 km)
  • Springbrook Greens State Golf Course (12.3 mi / 19.9 km)
  • Thunder Island (13.9 mi / 22.3 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:

  • Breitbeck Park (0.8 mi / 1.3 km)
  • Selkirk Shores State Park (17.1 mi / 27.5 km)
  • Beaver Lake Nature Center (19.8 mi / 31.8 km)
  • Sandy Island Beach State Park (20 mi / 32.1 km)
  • Salmon River (20.7 mi / 33.3 km)
  • North Sandy Pond (21.5 mi / 34.6 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, the vibrant downtown area proves to be an excellent choice. This neighbourhood is not only convenient for accessing local amenities but also offers a charming atmosphere with a variety of shops, cafes, and restaurants. A standout attraction in this area is the beautiful Oswego River, which provides picturesque views and opportunities for leisure activities such as fishing and kayaking. Additionally, the nearby H. Lee White Maritime Museum offers fascinating insights into the region's rich maritime history, making it a delightful visit for history enthusiasts and families alike.

Another appealing option is the waterfront area, where you can find a selection of properties with stunning views of Lake Ontario. This part of Oswego is great for those who appreciate outdoor activities, as it is close to the scenic beaches and parks that abound in the region. Visitors can enjoy a leisurely stroll along the waterfront or engage in water sports during the warmer months.
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, the area along Lake Ontario offers some fantastic options. The vicinity of the Oswego Harbor is particularly appealing, with properties that provide stunning lake views and easy access to the waterfront. Many beach houses in this area come with amenities such as spacious decks for outdoor dining, private docks for boat access, and fully equipped kitchens, making them great for families or groups looking to enjoy a lakeside getaway.

Additionally, the area around the nearby Sandy Island Beach State Park is worth considering. Here, you can find charming cottages that often include amenities like fire pits, barbecue grills, and outdoor showers, ideal for rinsing off after a day at the beach. The park itself offers sandy shores, swimming areas, and picnic facilities, enhancing the overall beach experience.

For those who appreciate local culture, staying near the historic downtown Oswego provides easy access to shops, restaurants, and attractions such as the H. Lee White Maritime Museum. Many properties in this area feature modern comforts, including Wi-Fi and air conditioning, ensuring a pleasant stay while exploring the rich maritime history of the region.
Where are the best Oswego ski resort rentals?
For ski resort rentals around Oswego, travellers should consider the nearby area of Greek Peak Mountain Resort, located approximately an hour's drive away. The town of Cortland serves as a convenient base for accessing this ski destination. Here, visitors can find a range of rental options, including cozy chalets and comfortable apartments that cater to both small families and larger groups. Many of these properties come equipped with essential amenities such as full kitchens for self-catering, warm living areas with fireplaces, and sometimes outdoor spaces for enjoying the winter scenery.

In the Cortland area, travellers can also explore charming local eateries and shops, adding to the appeal of the stay. Additionally, some rentals might offer easy access to nearby hiking trails, which can be an enjoyable way to experience the winter landscape when not hitting the slopes.
What is the most popular type of holiday rental accomodation in Oswego?
In Oswego, holiday houses are the most popular type of holiday rental, with around 100 available throughout the area. These properties typically feature spacious layouts, multiple bedrooms, fully equipped kitchens, and outdoor spaces for relaxation, making them ideal for families or larger groups. Additionally, there are about 56 apartments, which provide a more compact and convenient option for travellers looking for easy access to local attractions. Many of these apartments come with modern amenities such as Wi-Fi and laundry facilities. Cottages, numbering around 24, offer a charming, rustic alternative, often set in picturesque locations, great for those seeking a peaceful getaway. There are also several mobile homes and cabins, adding to the variety of accommodation types available in Oswego.
Are there any family house rentals in Oswego?
In Oswego, New York, there are numerous family-friendly house rentals available—approximately 25 options throughout the area. Visitors can find accommodations in charming neighbourhoods close to the picturesque Oswego River and the vibrant downtown district. Many of these properties feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces superb for children to play.

The amenities often include Wi-Fi and air conditioning, ensuring a comfortable stay for families. Nearby attractions, such as the beautiful beaches along Lake Ontario and the historic Fort Ontario, offer opportunities for outdoor activities and cultural exploration.
Can I rent a holiday home with a pool or hot tub in Oswego?
In Oswego, New York, there are several holiday homes available for rent that come with pools and hot tubs, making it a great destination for those seeking relaxation and leisure. The city is situated near the shores of Lake Ontario, where travellers can enjoy scenic views and a variety of outdoor activities. Many of the available rentals feature private pools or hot tubs, outdoor patios for sunbathing, and fully equipped kitchens ideal for self-catering.

The area around Oswego offers a mix of amenities and attractions, including nearby parks and waterfront access, superb for families or groups looking to unwind.
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, providing a welcoming environment for travellers with pets. Many of these properties come equipped with amenities such as spacious backyards, fully equipped kitchens, and comfortable living areas, ensuring a home-like experience during your stay.

The neighbourhoods around Lake Ontario are particularly appealing, offering easy access to scenic waterfront parks where you can enjoy walks with your pets. Additionally, many of these rentals are close to local parks, which often feature trails and open spaces superb for outdoor activities with your furry companions.
Are there any remote work holiday rentals in Oswego?
In Oswego, New York, there are numerous holiday rentals suitable for remote work, with about 176 options available. Many properties in the area are equipped with essential amenities for productivity, including free Wi-Fi, desk and chair setups, and spaces conducive to focused work. This makes it an ideal location for those looking to combine work and leisure.

Oswego itself is a charming city located on the shores of Lake Ontario, offering a mix of natural beauty and cultural attractions. Visitors can enjoy local points of interest such as the historic Oswego Lighthouse and the vibrant waterfront, which provides opportunities for outdoor activities like walking and cycling.

Additionally, the area features various dining establishments and shops, ensuring that all necessary conveniences are within reach. 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 well-equipped kitchens, making it easy for guests to prepare their own meals. Many properties also offer onsite parking for convenience, allowing travellers to explore the area without worrying about finding a space. Coffee and tea makers are commonly available, providing a delightful way to start the day. Additionally, some rentals permit pets, making it a great choice for those wishing to bring their furry friends along. Guests can also expect basic essentials like paper towels for added convenience during their stay.
When is the best time to visit Oswego for a holiday rental?
The best time to visit Oswego for a holiday rental is during the peak season from July to September. This vibrant period attracts many travellers looking to enjoy the area's beautiful lakeside attractions, festivals, and outdoor activities. With warm temperatures averaging between 20 to 30 degrees Celsius, it's ideal for those wishing to engage in water sports, such as boating and swimming, or simply relaxing on the picturesque shores of Lake Ontario.

July is particularly popular, as the city comes alive with events and activities, making it a great choice for families and groups seeking a lively option. You can explore the local parks, take part in summer festivals, or stroll along the waterfront to soak in the stunning views.

If you're looking for a more budget-friendly option, consider visiting in December. Although this month is considered low season, it offers a unique charm with the festive holiday spirit and opportunities for winter activities. The peaceful, quieter environment allows for intimate explorations of the city's historic downtown and nearby attractions.

Ultimately, the best time to book a holiday rental in Oswego depends on whether you prefer the vibrant summer buzz or the serene beauty of the winter season.
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, visitors can enjoy a variety of attractions that highlight the area's rich history and natural beauty. The historic Fort Ontario, located on a scenic bluff overlooking Lake Ontario, offers insights into the region's military past and provides beautiful views of the waterfront. Nearby, the Oswego River offers opportunities for fishing and boating, making it a popular spot for outdoor enthusiasts.

The H. Lee White Maritime Museum, situated along the river, showcases the maritime heritage of Oswego and features exhibits on shipbuilding and local maritime history. For those interested in local culture, the Oswego Arts Association frequently hosts events and exhibitions that celebrate regional artists and craftspeople.

Additionally, the city's waterfront parks, such as Breitbeck Park, offer picturesque picnic spots, walking trails, and access to the lake, making them ideal for leisurely strolls and family outings.
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 cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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