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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 $88 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 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.

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Top Guest favourite
The image captures a tranquil sunset over a lush green landscape, with the expansive horizon meeting the shimmering water. A modern home is nestled in the foreground, surrounded by trees and an open grassy area, offering a peaceful retreat in nature.
Home in Town of Sterling

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!

LocationValueCleanliness

4.96 out of 5 average rating, 51 reviews
Guest favourite
A cozy living room is highlighted by a brown leather sectional sofa and a flat-screen television mounted on the wall. A brick fireplace adds a warm touch, while a spacious family room is visible through an open doorway, featuring a light-colored sofa and a small bookshelf.
Home in Oswego

Quiet, Comfortable, Convenient

Bring the whole family to this great place with lots of room for fun while visiting Oswego. Whether here on vacation, visiting family, for the races, or work - the house is yours. Multiple bedrooms are able to accommodate 6+ guests in 3 bedrooms and an additional pull-out couch in the living room. Enjoy plenty of off-street parking and a spacious yard outback with a deck to take in the sunshine. The house is in a quiet neighborhood yet only minutes from all the key attractions and downtown area.

FamilyLocationComfort

4.92 out of 5 average rating, 12 reviews
Guest favourite
Home in Oswego

SUNY & Lk Ontario | Downtown | Festivals | Pets

Liberty-by-the-Lake is an updated historic 1930's home offering the ideal blend of comfort & convenience. Pet-friendly (w/FENCED YARD). Walkable to Downtown, the marina/lighthouse, Breitbeck Park & Lake Ontario. One mile to SUNY Oswego! ★ 4-bed, 3-bath (1 full + 2 half baths) ★ Multiple gathering spaces, kitchen equipped for cooking ★ Rare screened-in porch ★ Fenced yard ★ Home base perfect for families, groups and remote workers _ with three workspaces ★ Kids welcome, home NOT child-proofed

FamilyLocationCleanliness

4.93 out of 5 average rating, 30 reviews
Top Guest favourite
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

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.

ValueFamilyAir conditioning

4.98 out of 5 average rating, 85 reviews
Top Guest favourite
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

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.

LocationValueHiking

4.97 out of 5 average rating, 79 reviews
Top Guest favourite
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

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.

LocationFamilyAmenities

4.98 out of 5 average rating, 83 reviews
Guest favourite
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

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.

FamilyLocationSleep quality

4.87 out of 5 average rating, 145 reviews
Guest favourite
An inviting living area features a sofa facing a wooden coffee table, with a full kitchen visible in the background. Natural light filters through the space, illuminating the comfortable king bed and the adjacent bathroom area.
Apartment in Oswego

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

LocationValueAir conditioning

4.86 out of 5 average rating, 183 reviews
Top Guest favourite
The kitchen features warm wood cabinetry paired with modern stainless steel appliances. A circular dining table with wooden chairs is positioned near a door, while decorative bottles line the upper shelves. Soft lighting illuminates the workspaces, creating a functional and inviting cooking area.
Home in Oswego

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!

LocationSleep qualityCheckout

4.96 out of 5 average rating, 24 reviews
Top Guest favourite
Home in Oswego

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.

LocationFamilyGetting around

5.0 out of 5 average rating, 22 reviews
Top Guest favourite
The exterior of the home features a welcoming porch adorned with white pillars and decorative wooden details. An American flag is displayed prominently, while hanging planters and vibrant flowers add charm to the entryway. The facade showcases large windows, enhancing natural light.
Home in Oswego

Luxe Victorian Home walk to Downtown and the Lake

Step into The Linsley House — an 1866 home blending Greek Revival grace with Italianate flair, where historic character meets modern comfort. Soaring ceilings, sun-drenched living spaces, three beautifully appointed bedrooms, a fully equipped kitchen, and an elegant bath. Just one mile from Lake Ontario and downtown Oswego, it's the perfect base for work, play, or a little of both. Furnished with antiques and original details, it's best suited to travelers 12 and up.

LocationFamilyIndoor spaces

4.95 out of 5 average rating, 21 reviews
Guest favourite
Home in Oswego

Harbor Lights Retreat: Across St from Lk Ontario

Harbor Lights Retreat is a spacious, open-concept home in Oswego’s Maritime District with views of Lake Ontario and the marina at Wright’s Landing across the street. Enjoy the upstairs living room with gas fireplace and screened patio, a fully fenced backyard with fire pit, grill, and outdoor dining, plus walkable access to downtown, Breitbeck Park, and the harbor. During Harborfest, enjoy fireworks from the patio and live music from the nearby pub.

ValueFamilyIndoor spaces

5.0 out of 5 average rating, 12 reviews

Popular amenities for Oswego holiday rentals

KitchenWi-FiPoolFree parking on premisesAir conditioning

Stay near Oswego's top sights

Fort Ontario State Historic Site

44 locals recommend

Oswego Speedway

31 locals recommend

Breitbeck Park

29 locals recommend

H Lee White Marine Museum

16 locals recommend

State University of New York at Oswego

14 locals recommend

Richardson-Bates House Museum

11 locals recommend

Other great holiday rentals in Oswego

Guest favourite
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

Sunset Serenity: Lake Front with Panoramic Views

FamilyLocationIndoor spaces

4.96 out of 5 average rating, 24 reviews
Guest favourite
A welcoming entrance features a wooden deck with a white railing. Flowers in hanging baskets and colorful blooms are planted along the garden bed. Green grass and trees create a refreshing outdoor space surrounding the home.
Home in Oswego

Great neighborhood, great house.

FamilyLocationComfort

4.9 out of 5 average rating, 21 reviews
Top Guest favourite
Home in Oswego

Lake Ontario * Hamilton Harbor House

FamilyLocationDecor

5.0 out of 5 average rating, 31 reviews
Guest favourite
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

Wes Anderson Lake Cottage | Beach, Deck & Kayaks

LocationFamilyGetting around

4.86 out of 5 average rating, 87 reviews
Top Guest favourite
The exterior of a blue tiny home is shown against a backdrop of a sunset over Lake Ontario. A small flower box contains colorful blooms beneath three windows. Lush green grass surrounds the home, with trees and plants visible nearby.
Tiny home in Oswego

LakeOntarioCoop 10 min to Nuke *long term discount

LocationFamilyNearby

4.97 out of 5 average rating, 59 reviews
Top Guest favourite
A spacious living room features a large sectional sofa and a recliner, complemented by a ceiling fan and natural light from multiple windows. A television is positioned on a media console with decor items. The front door is visible, leading to the outdoor area.
Home in Oswego

Open Concept /Spacious/ Private /Modern /Hardwoods

ValueFamilyIndoor spaces

5.0 out of 5 average rating, 98 reviews
Top Guest favourite
The spacious waterfront home is illuminated at dusk, with a sunroom featuring multiple large windows. A sandy beach area is visible in the foreground, accompanied by lounge chairs and a tree providing shade. The surrounding yard is lush and well-maintained.
Home in Town of Sterling

4 King Bed Private Beach +Pet Friendly +Pickleball

LocationFamilyDecor

5.0 out of 5 average rating, 42 reviews
Top Guest favourite
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

Charming, renovated 1850s house

LocationCleanlinessWalkability

5.0 out of 5 average rating, 24 reviews

When is the best time to visit Oswego?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$192 NZD$220 NZD$247 NZD$234 NZD$240 NZD$247 NZD$280 NZD$273 NZD$261 NZD$273 NZD$247 NZD$238 NZD
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.

Destinations to explore