Holiday houses in Oswego
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Quick stats about holiday rentals in Oswego
Total holiday rentals
Explore 110 holiday rentals in Oswego
Nightly prices starting at
Oswego holiday rentals start at $86 NZD per night before taxes and fees
Verified guest reviews
Over 5,030 verified reviews to help you choose
Family-friendly holiday rentals
60 properties offer extra space and kid-friendly amenities
Pet-friendly accommodation
Find 40 rentals that welcome pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Wi-Fi availability
100 of Oswego holiday rentals include Wi-Fi access
Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Oswego rentals
4.8 Average rating
Oswego stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated holiday rentals in Oswego
Guests agree: these stays are highly rated for location, cleanliness and more.
Spacious! Walk to Downtown Shops & Restaurants!
Experience the perfect blend of modern comfort & Victorian charm in this expansive 1400sq ft upper apartment. Featuring 3 bedrooms & 2 full bathrooms, the space is ideal for families/groups. Fully-equipped kitchen & large, covered balcony with fire pit and BBQ offers the perfect spot to relax. Centrally located, you’ll be just a 5-minute walk from downtown shops & restaurants. Whether you’re here for a short getaway or a longer stay, this home provides the perfect base for exploring the area.
The Nook by Denise Your serene upper level retreat
A peaceful, upper-level retreat perfect for work/rest. Located in Fulton, NY, this modern 2-bedroom apartment is flooded with natural light and maintained to an exceptional standard of cleanliness. • Two cozy bedrooms/1 full bath • Designated office space • Reliable high-speed Wi-Fi •Fully equipped kitchen • Free off-street parking • Quiet, private upstairs unit Situated in a quiet neighborhood minutes from local restaurants, grocery stores & coffee shops Short drive from Oswego or Syracuse.
Lakefront Cottage- Come Relax at The Shore House
Gorgeous, New Home w/65 ft of private/direct Lake Ontario frontage. Stylish/modern decor new home w/ attention to detail. Chef's kitchen. Gorgeous Panoramic views. Massive furnished deck to listen to the water, enjoy a morning cup of coffee, meal, or glass of wine. Experience breath taking sunsets. Rocky beach just steps away from the deck with super easy access to water activities. Huge fire pit set on limestone pad overlooking lake. Tranquility on the lake and close to all Oswego offers.
Sunset Serenity: Lake Front with Panoramic Views
Welcome to the Sunset Serenity. Located on the shore of Lake Ontario, kick back & relax in this calm and stylish space or enjoy the world-renowned sunsets from the expansive backyard. This newly remodeled lake home offers all the conveniences of being in the city, with the privacy of a secluded vacation. This property boasts two spacious bedrooms, both with queen size beds, a chic bathroom with modern tile finishes, & the highlight of this interior: the open concept living room & kitchen.
Luxurious Private Apt 4 Best King Bed WiFi ROKU TV
Relax with the whole family, snuggle w a friend, or enjoy some time alone. This peaceful private apt suite is full of amenities you will love. Free 24hr parking, Most Comfortable King Bed EVER :), Sofa Queen Pullout bed, WiFi, 48 inch ROKU TV, Keurig, Full kitchen, Pots, Pans, 6 Place settings..., Dishwasher, Armoire, Chest of Drawers, USB ports on night stands, Huge Luxurious Shower w RGB lights - you can set the mood:), Bidet Toilet w Heated Seats, Dining area w 4 chairs Plus Much More
Downtown Boho Home | King Bed | Walk to Waterfront
Located between downtown Oswego and the waterfront, our Urban Boho Oasis apartment offers the best of both. Part of a larger house, it features 3 bedrooms (1 king, 2 queen rooms), TVs in every room, a spacious living area with a large sectional and big-screen TV, plus a fully stocked kitchen with a Keurig. Walk to restaurants, shops, breweries, entertainment, and the waterfront. Ideal for families, groups, business travelers, and weekend getaways seeking comfort, style, and convenience.
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!
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.
Oswego Haven | Hot Tub | Near SUNY+Lake+Downtown
Experience the best of Oswego from this cozy 1-bedroom retreat, just minutes from SUNY Oswego, Oswego Speedway, downtown, and the scenic shores of Lake Ontario. Nestled on a quiet street, this bright, open-concept space features modern finishes, a comfortable living area, and a well-equipped kitchen. Step outside to a fully fenced backyard and unwind in your private spacious hot tub—perfect for relaxing under the stars after a day of exploring, events, or campus visits.
Sunset View Retreat On Sunset Bay, Lake Ontario
Incredible sunsets await! Enjoy this family owned and operated newly built/renovated lake home on beautiful Lake Ontario. Enjoy spectacular views from this two story home that offers comfortable sleeping space for up to 5. Fishing, kayaking, boating, sight seeing, and many other excursions await you. Deeded lake access and private boat launch are available so bring your boat or jet skis! Come see the beauty of Northern New York on one of the Great Lakes!
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
Oswego Travelers Haven II
Travelers Haven is a private guesthouse nestled in the historical city of Oswego, NY. The guesthouse is centrally located near shopping, restaurants, ATM and Lake Ontario. The guesthouse is comprised of 3 bedrooms, and 1.5 bathrooms. Whether you are looking to stay for the weekend, a week, or a month this guesthouse is truly your home away from home. Please be sure to read the entire listing description for further information
Popular amenities for Oswego holiday rentals
Other great holiday rentals in Oswego
Pet Friendly Oasis By The Lake
Cozy remodeled apt in Oswego!
Cozy charming house in Oswego NY, with WiFi and AC
Lakeview Home in Beautiful Breitbeck Park
Private and Relaxing
Open Concept /Spacious/ Private /Modern /Hardwoods
Lake Ontario* Hamilton Harbor House
The Penthouse at Market House Luxury 2 BD 2 Bath
When is the best time to visit Oswego?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $188 NZD | $216 NZD | $242 NZD | $242 NZD | $235 NZD | $247 NZD | $275 NZD | $268 NZD | $256 NZD | $268 NZD | $242 NZD | $233 NZD |
| 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 |
Frequently Asked Questions
What are the best places to stay in Oswego?
Travelers frequently choose stays near the waterfront for lake views, in neighborhoods surrounding SUNY Oswego for access to campus events, or in Oswego's historic downtown for shops and dining. These areas put you close to local culture and activities.
What are the best things to do in Oswego with kids?
Families often explore the H. Lee White Maritime Museum, play at Breitbeck Park, and walk by the Oswego River. Seasonal festivals and lakeside trails add to the options for child-friendly outings.
What are some of the best things to do in Oswego?
Explore the historic Oswego Harbor and its lighthouse, visit Fort Ontario State Historic Site, and wander the H. Lee White Maritime Museum. The waterfront and local parks are frequently suggested for relaxed walking and seasonal views.
How is the weather in Oswego?
Oswego has cold, snowy winters from 17–37°F (-9–3°C), and summers that are warm and occasionally humid, averaging 62–82°F (17–28°C). Rain occurs year-round, so packing a jacket or umbrella is helpful.
When is the best time to visit Oswego?
Late spring through early fall is often recommended, with temperatures ranging from 47–82°F (9–28°C) and more outdoor activities available. This period also sees popular local festivals along the lakeshore.
What are the best places to visit in Oswego?
Popular spots in Oswego include the Oswego Harbor West Pierhead Lighthouse, Fort Ontario State Historic Site, and the H. Lee White Maritime Museum. Downtown’s historic district and local waterfront parks are frequently suggested for exploring.
What are some hiking trails in Oswego?
Explore the trails along the Oswego River, or walk the paths in SUNY Oswego’s campus, which are frequented for lake views. Oswego’s nearby parks provide routes for relaxed strolls or gentle hikes.
What are some family activities we can do in Oswego?
Explore local parks, visit the Fort Ontario State Historic Site, or discover maritime history at the H. Lee White Maritime Museum. In the warmer months, outdoor concerts and community festivals are often scheduled around town.
What are some of the best day trip ideas from Oswego?
Plan a nature outing to Salmon River Falls or visit the charming town of Skaneateles for lakeside strolls. State parks and local wineries around the region round out the options for relaxing day excursions.
Are there any pet friendly accommodations available in Oswego?
Many vacation rentals in Oswego welcome pets, especially in residential areas near the river and lakefront. Some hosts provide outdoor spaces and are open to furry travel companions with prior notice.
What are some local tips for visiting Oswego?
Locals suggest strolling the harbor at sunset, sampling fresh fish from food markets, and dressing in layers due to variable lake weather. Early reservations for summer and festival seasons can help secure favored accommodations.
What is Oswego known for?
Oswego is known for its maritime history, lively waterfront on Lake Ontario, and locally celebrated festivals. Its historic fort and ties to shipping and industry are reflected in museums and cultural events.
What are the best hidden gems to explore in Oswego?
Explore Stone Quarry Hill Art Park for outdoor art installations or seek out the Salmon River Falls for a scenic nature retreat near Oswego. Quiet local cafés and waterfront walkways also provide unique perspectives on the town.
What are the best foods to try in Oswego?
Oswego is known for fresh lake fish, hearty Italian-American meals, and local bakery treats like half-moon cookies. Regional farmers’ markets and waterfront restaurants are frequently suggested for tasting local flavors.
What should I bring for a trip to Oswego?
Pack layers to adapt to changing temperatures, especially a wind-resistant jacket, as Oswego experiences cool breezes near the lake. Waterproof shoes and an umbrella are helpful due to periodic rain, and sunscreen is useful for summer visits.
What is the nightlife in Oswego like?
Nightlife in Oswego features casual bars, live music venues, and local pubs, especially around the downtown area and near the college. Expect a laid-back setting with options for live entertainment and seasonal outdoor events.
What are the most popular events or festivals in Oswego?
Harborfest in late July draws crowds with music, food, and fireworks by the lake. The Oswego County Fair and seasonal races are also part of the annual calendar, bringing together locals and visitors to celebrate the community.
Are there family friendly vacation rentals in Oswego?
Vacation rentals in Oswego frequently cater to families, especially in neighborhoods near parks and the waterfront. Many homes feature kitchens, extra bedrooms, and easy access to outdoor spaces.
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- Sandbanks Provincial Park
- Green Lakes State Park
- Syracuse University
- Sandbanks Dunes Beach
- Fair Haven Beach State Park
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- New York State Fairgrounds
- Sylvan Beach Amusement park
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