Holiday houses in Oswego

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Top-rated holiday rentals in Oswego

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Top Guest favourite
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, 481 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!

Guest favourite
Campervan/RV in Oswego
4.93 out of 5 average rating, 14 reviews

Dees Tranquil Escape by the Lake

Reconnect with nature at this quiet & cozy sunset escape. Situated on a picturesque road along Lake Ontario, our updated glamper boasts a stunning sunset view w/ everything you need for a comfortable stay. A/C & propane heat. The camper can sleep up to 4 & it's fully hooked up so you can use the bathroom, shower, TV with DVDs, outdoor seating, kitchen complete w/: fridge/freezer, stove/oven, microwave, slow cooker, coffee maker/coffee, cooking supplies & cutlery. Small pets welcome with fee.

Top Guest favourite
Cottage in Oswego
4.97 out of 5 average rating, 63 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.

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
4.87 out of 5 average rating, 123 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.

Guest favourite
A two-story house is nestled among lush trees, featuring multiple outdoor seating areas and a firepit on a spacious green lawn. A covered balcony extends from the upper level, providing additional space for relaxation. The quiet, wooded surroundings contribute to a serene setting.
Home in Pulaski
4.95 out of 5 average rating, 232 reviews

The northern woods

Fisherman,snowmobilers and all outdoor fanatics welcome, and yes pets as well ( additional charge).The famous Salmon river access right across the streat. Public snowmobile trails minutes away or a trail crossing right around the corner from house as well as state parks and lake Ontario . or just a quiet weekend away from the hustle and bustle of the everyday. full amenities and some fun extras as well. special request always welcome and guide serves upon request due to available

Top Guest favourite
Home in Oswego
5 out of 5 average rating, 15 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.

Guest favourite
A living room featuring a black brick fireplace adorned with a flat screen television above it. Two seating areas are provided with modern chairs and a decorative throw. A large clock and wall art enhance the green accent wall, while natural light filters through the sheer curtains.
Home in Oswego
4.88 out of 5 average rating, 121 reviews

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.

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
5 out of 5 average rating, 13 reviews

Carriage House on 3rd

This 1950's Carriage House has been fully renovated with warm wood finishes combined with modern functionality. You will have your own personal space with robust amenities, including a full kitchen, air conditioning & laundry, to allow you to easily settle in for your stay! This special place is close to everything. It is walking distance to Downtown (less than 1-mile), 3 blocks from the River Walk, and several Restaurants & activities nearby. This place is for you!

Guest favourite
The exterior of a charming Victorian home is presented, featuring pastel pink siding and intricate architectural details. A welcoming porch with decorative pillars and a gabled roof highlights the entrance, while a well-maintained yard and clear blue sky complement the home's character.
Home in Oswego
4.9 out of 5 average rating, 165 reviews

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

Top Guest favourite
The living room features a blend of comfortable seating, including a gray sofa and a blue loveseat, along with a decorative area rug placed on the wood-look floor. Large windows allow natural light to fill the space, while a TV is mounted on the wall opposite the seating.
Apartment in Oswego
4.98 out of 5 average rating, 42 reviews

You Can’t Beat This Location! 2 Bedroom & 1 Bath.

Take it easy at this unique and tranquil getaway, ideally located within walking distance to downtown’s vibrant shops, restaurants, and bars. This recently renovated home has been thoughtfully converted into a spacious upstairs apartment, offering both comfort and style. Whether you’re here to explore or just relax, you’ll enjoy the perfect blend of convenience and peacefulness in this charming setting.

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
4.97 out of 5 average rating, 36 reviews

LakeOntarioCoop 10 min to Nuke *long term discount

"The Coop" is situated next to our home (very close, SEE PICTURES) on Lake Ontario. FREE EV charger available .Just 10 minutes West of the Nuclear plants, 15 minutes from downtown Oswego, and 15 minutes South of Pulaski, known for it's world class salmon fishing. Private access to Lake Ontario. Relax as the sun goes down, enjoy the fire pit, or simply watch the cows that live across the dirt road.

Top Guest favourite
The exterior of the Reid-Tanner House is showcased in the evening light, featuring a classic colonial revival design. The front porch is marked by decorative railings and two symmetrical entries, surrounded by blooming yellow flowers and stately trees, with a soft sunset illuminating the background.
Home in Oswego
5 out of 5 average rating, 103 reviews

The Reid-Tanner House

The Reid-Tanner House exemplifies the timeless beauty of Oswego's golden age. Located in the historic Washington Square District, the double lot and buildings were owned by the Reid family, founders of Reid & Company hardware established in the late 1800s. The Reid family owned the property for fifty years before transferring to the Tanner family who also lived in the house for decades.

Popular amenities for Oswego holiday rentals

When is the best time to visit Oswego?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$185 NZD$212 NZD$237 NZD$237 NZD$230 NZD$242 NZD$269 NZD$263 NZD$251 NZD$263 NZD$237 NZD$229 NZD
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Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Oswego?

    Yes! Work meets play with ease at over 40 vacation rentals in Oswego featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Oswego?

    Four-legged friends are welcome in Oswego. Choose from more than 40 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in house rentals in Oswego?

    Experience the best of Oswego with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there family-friendly vacation rentals in Oswego?

    Oswego has more than 60 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do apartment rentals in Oswego have air conditioning?

    Absolutely! We offer over 30 apartment rentals with air conditioning in Oswego. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Oswego have wifi?

    Absolutely! We offer over 30 apartment rentals with wifi in Oswego. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Oswego

  • Total holiday rentals

    Explore 100 holiday rentals in Oswego

  • Nightly prices starting at

    Oswego holiday rentals start at $51 NZD per night before taxes and fees

  • Verified guest reviews

    Over 4,870 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

    40 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!

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