Vacation rentals in Oswego

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Quick stats about vacation rentals in Oswego

  • Total vacation rentals

    Explore 110 vacation rentals in Oswego

  • Nightly prices starting at

    Oswego vacation rentals start at ﺩ.ﺇ 184 per night before taxes and fees

  • Verified guest reviews

    Over 5,030 verified reviews to help you choose

  • Family-friendly vacation rentals

    60 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    100 of Oswego vacation 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 vacation rentals in Oswego

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

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Guest favorite
A spacious living room is displayed, featuring a comfortable gray sofa and a coffee table centered on a decorative area rug. Bright lights from above illuminate the room, which connects to a kitchen area in the background, highlighting an inviting ambiance.
Apartment in Oswego
4.81 out of 5 average rating, 507 reviews

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!

Top guest favorite
An inviting living area is enhanced by large windows, allowing natural light to fill the space. A comfortable sectional sofa and two armchairs offer ample seating, complemented by a coffee table and decorative accents. Cozy cushions adorn a built-in bench, creating a serene spot for relaxation.
Home in Town of Sterling
5.0 out of 5 average rating, 47 reviews

A+ Country Getaway | Rooftop Deck | Pet Friendly

Unwind in our spacious 3-bedroom sanctuary in Sterling, NY! Just a short walk from McIntyre Bluffs & Sterling Nature Center, the Eagle's Nest is perfect for outdoor adventures. Enjoy scenic trails, lakeside picnics, & quality time together. Fully equipped kitchen, TV in each room, & Wi-Fi ensure comfort. Unique layout with 4 short stair areas inside. Rooftop deck for sunset views over the trees. Gather around a fire pit for cozy star gazing. Don't miss this unforgettable retreat! Book now!

Top guest favorite
The fully-equipped kitchen features dark cabinetry and stainless steel appliances, with light-colored countertops enhancing the space. A bar with three black stools offers a casual dining area, while a large window provides natural light. Tasteful decor and an organized layout create an efficient cooking environment.
Apartment in Oswego
4.98 out of 5 average rating, 83 reviews

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.

Guest favorite
An A-frame cottage is framed by lush greenery, featuring a dark wood exterior with a centrally located white door. An overhanging carport provides coverage for vehicles, while hanging planters add a touch of color to the entrance. A pathway leads to the cozy front yard.
Cottage in Sandy Creek
4.95 out of 5 average rating, 362 reviews

🌙 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.

Guest favorite
The exterior of a grand Victorian house showcases intricate architectural details, including a decorative gabled roof and a welcoming front porch. The porch features a railing and several black chairs, while colorful flowering shrubs and well-maintained grass enhance the home's charm.
Home in Oswego
4.84 out of 5 average rating, 147 reviews

The Gingerbread House

The Gingerbread house is known as the Nesbitt house Built and maintained by the Well known author and city Historian Rosemary Nesbit. This grand home was totally renovated to modernize but keep all the old charm! It boasts 3 full bathrooms and 4 bedrooms! The location in center of Oswego affords walking the 2 blocks to downtown and 4 blocks to the lake and marina. There are ample Bistro, and bars in close walking distance! Come enjoy the Oswego neighborhood nestled in the historic district!

Top guest favorite
The image captures a vibrant sunset over Lake Ontario, where the sky is filled with rich hues of orange and red. The waves gently roll in, creating a rhythmic pattern across the water's surface, as the sun descends on the horizon.
Cottage in Oswego
4.97 out of 5 average rating, 74 reviews

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.

Top guest favorite
The exterior of a three-story house features a bright green facade with a purple upper section. Multiple large windows allow natural light to illuminate the interior. A small front porch with steps leads to the entrance, surrounded by lush greenery and flowering plants.
Home in Oswego
4.98 out of 5 average rating, 81 reviews

Light Keepers House nearby marina on Lake Ontario

Enjoy easy access to everything from this perfectly located home base. Marinas 1/2 block away, parks, restaurants, movie theater & shops are all within walking distance. Built in the 19th century, it was the residence for the Light Keepers in Oswego’s Lake Ontario harbor. Historical aesthetics remain and modern updates incorporated that include new kitchen, bathroom and porches. The bedrooms both have king size beds and share the upstairs bathroom. The kitchen is stocked for cooking.

Guest favorite
A spacious outdoor deck overlooks the lake, featuring a large wooden picnic table and a grill. A smaller table with seating adds comfort, while greenery and a tree provide shade. The serene water view can be seen beyond the railing.
Home in Mexico
4.87 out of 5 average rating, 142 reviews

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.

Superhost
The image presents a serene lakeside scene featuring a charming green cottage nestled among mature trees. A tranquil shoreline is visible, with calm blue water in the foreground and rocky edges aligning the property, creating a peaceful ambiance.
Home in Oswego
4.95 out of 5 average rating, 20 reviews

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.

Guest favorite
A spacious deck with two dark wooden chairs overlooks a serene beach scene. A cup rests on a small table, and beyond, two colorful lounge chairs are positioned on the sandy shore. The calm waters of Lake Ontario reflect a clear blue sky.
Cottage in Town of Sterling
4.86 out of 5 average rating, 85 reviews

Wes Anderson Lake Cottage | Beach, Deck & Kayaks

Escape to our Wes Anderson stylish, solar-powered lakefront cottage on Lake Ontario with private beach, stunning sunsets, and room for families or friends to unwind. Just 10 minutes from Fair Haven, this 3-bedroom, 2 bath retreat is perfect for beach days, cozy nights, and peaceful weekend getaways. Wake up to lake views, relax on the private beach, and explore Upstate New York's scenic wonders. Wander bluffs, swim in the lake, stroll along the beach, or unwind on the lakeside deck.

Top guest favorite
Home in Oswego
5.0 out of 5 average rating, 21 reviews

Hilltop Retreat

Enjoy family time at this unique and spacious hilltop home. Country setting near urban amenities, several businesses within 1 mile. Newly renovated property centrally located close to all that Oswego has to offer. Historic Oswego speedway around the corner! Beautiful secluded hillside firepit to enjoy evenings. All of the comforts of home and a great view from wrap around deck with gas grill. Recreation room to hang out and relax while enjoying the lower deck outdoor space.

Top guest favorite
A cozy living area features a comfortable beige sofa adorned with decorative pillows in red and cream. A wooden coffee table displays a map. A small side table with a lamp stands nearby, and a glass-paneled door leads to the staircase.
Home in Oswego
5.0 out of 5 average rating, 23 reviews

Charming, renovated 1850s house

Kick back and relax in this calm, stylish space. Newly renovated 1850s house in a quiet residential neighborhood. Conveniently located on Oswego’s east side. Contemporary interior design with 2 bedrooms, 1 1/2 bathrooms, kitchen, living room, light and airy upstairs sitting room, shower, deck with outdoor furniture and grill. Enjoy a peaceful stay in this lovely house complete with the amenities you expect.

Popular amenities for Oswego vacation rentals

When is the best time to visit Oswego?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 400ﺩ.ﺇ 459ﺩ.ﺇ 514ﺩ.ﺇ 488ﺩ.ﺇ 499ﺩ.ﺇ 514ﺩ.ﺇ 584ﺩ.ﺇ 569ﺩ.ﺇ 544ﺩ.ﺇ 569ﺩ.ﺇ 514ﺩ.ﺇ 496
Avg. temp-4°C-4°C1°C8°C15°C19°C22°C21°C17°C11°C5°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.