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House holiday rentals in Oswego

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Top-rated house rentals in Oswego

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4.81 out of 5 average rating, 112 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!

Guest favourite

Home

4.98 out of 5 average rating, 278 reviews

Charlie's Place

Our place is located in a quiet and safe neighborhood just off the interstate - 10 minutes from Syracuse University, LeMoyne College, hospitals and downtown. It is just minutes away from Starbucks, Panera's, Wegmans and numerous other restaurants and shopping facilities. It is also very close to the Erie Canal trail for walking, jogging or biking. We have chosen to go with an Adirondack theme with our decor. We live just across the street and you will enjoy total privacy when you stay.

Guest favourite

Home

4.89 out of 5 average rating, 206 reviews

2 BR Private Home, fully furnished nr Lake Ontario

Escape to the Lake!! Bright and cozy, quiet setting, private road. 15' right of way access to Lake Ontario only 300 yards away. The beach is rocky, so bring water shoes. Large grassy lot. Large deck off the kitchen for cookouts with Adirondack chairs and several tables for your portable gas grill. Have a campfire and make S'mores! Dish Network provided and adequate cellular reception. We are far enough off the paved roads that it is very private, the trade-off is, there is no Internet.

Guest favourite

Home

5 out of 5 average rating, 117 reviews

The George Washington Suite

Step back in time in time as you enter the first-floor George Washington Suite in this 1790 historic home in Baldwinsville, NY. Period furniture blended with modern amenities provide for a luxurious stay. Park directly outside your suite and private front entrance. From your living room, step out onto the grand, columned back porch and stroll through the peaceful gardens. Sip your morning coffee on the patio beside the fountain or under the pergola while enjoying the gas fire pit.

Guest favourite

Home

5 out of 5 average rating, 122 reviews

Sunset House- Beautiful Home with Gorgeous Vistas

Experience a home full of windows and light that take in breathtaking views from every angle. You feel like you are on top of the world surrounded by beautiful rural landscaping that is only 1.8 miles from the charming Village of Skaneateles! Lovely interior furnishings with your comfort in mind. You are within close reach to the Skaneateles Polo Fields, a free public boat launch, Skaneateles Country Club, wedding venues and a winery. This newer home is fresh, clean and cozy!

Guest favourite

Home

4.87 out of 5 average rating, 104 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.

Guest favourite

Home

5 out of 5 average rating, 114 reviews

*Winter Special* at the Cozy Cottage on the Lake

Find your peace overlooking the lake in this cozy and cute cottage! This two bedroom ranch home is perfect for a couples getaway or a family of four to escape to the Finger Lakes region for some much needed relaxation. This house is located on the Cayuga Lake Wine Trail, making it a great home base for a wine tasting weekend. The yard is a double lake lot, making it big enough for the kids and dogs to play and enjoy all that lake life has to offer.

Guest favourite

Home

4.99 out of 5 average rating, 109 reviews

The Henderson House

Welcome to our house. We offer 2 bedrooms both with queen size beds. The property is located within 5 miles of two marinas, along with The Elms Golf Club and is located on Lindsey Creek, that has access to North and South Sandy Pond, as well as Lake Ontario via canoe or kayak. Amenities include: washer, dryer , fully equipped kitchen, bedding, towels, wood . A great multi season property. We offer a one canoe for use. We also have wi fi and tv.

Guest favourite

Home

4.93 out of 5 average rating, 148 reviews

Tern Lodge on the Salmon River

Fish, relax, and recharge directly on the great Salmon River. Swim, kayak, and cast off the dock. Riverfront location with panoramic estuary views! Enjoy the 50' deck, large yard, fire pit, and steps down to the dock and 109' of riverfront. Dock your boat & use the kayaks available to guests. Located minutes from prime fishing spots, 1 minute drive to DSR, 1 minute drive to Lake Ontario, beaches, Pulaski, & snow mobile trails.

Guest favourite

Home

4.96 out of 5 average rating, 261 reviews

★ Quiet Gem minutes to SU, Downtown & Westcott! ★

Centrally located and cozy gem in the quiet, safe, and friendly Meadowbrook neighborhood. Minutes away from the center of Syracuse University, the Carrier Dome, Le Moyne College, and shopping centers. Just 4 minutes to the Westcott Theater by car and a pocket of unique restaurants. My home features everything you need for a comfortable stay in Syracuse. I'd love to have you come to enjoy the beautiful area!

Guest favourite

Home

4.87 out of 5 average rating, 147 reviews

Fair Haven White House

Newly renovated home with a nice bay view, covered back patio, large yard for games and campfires, and shared limited water access for relaxing by the water. We have now decided to stay open year-round. Welcome all who love the activities and beauty of our area during November to March. We are one of the few rentals that are pet-friendly (with a small extra cleaning fee) and also allow a single night stay.

Guest favourite

Home

4.79 out of 5 average rating, 378 reviews

Spacious House with PARKING- Ideal for Long Stays

This is a 1600 square foot 3 bedroom older house that has been updated to provide a comfortable place to stay. This home comes equipped with everything you need - from furnishings to linens to silverware for fraction of what the local hotels are charging. What is one annoying thing about Airbnb? Cleaning Fees!!! We do not charge a cleaning fee and never will. We just ask that you clean up after yourselves.

Holiday rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Flats

Convenient locations with everyday essentials

Hotels

Stylish accommodation and amenities

Popular amenities for house rentals in Oswego

Free parking on premises

Air conditioning

House rentals with a pool

Guest favourite

Home

4.93 out of 5 average rating, 94 reviews

Cazenovia Farmhouse with a NEW Private Pool

Guest favourite

Home

4.91 out of 5 average rating, 137 reviews

Beautiful House in the Best Area to Stay!

Guest favourite

Home

4.93 out of 5 average rating, 30 reviews

A “Happy Place” of sunsets!

Guest favourite

Home

4.95 out of 5 average rating, 244 reviews

The Honeycrisp House at Beak & Skiff

Guest favourite

Home

4.81 out of 5 average rating, 57 reviews

"The Apulia House" DM availability for 11/29

Guest favourite

Home

5 out of 5 average rating, 13 reviews

Poolside Paradise

Home

4.92 out of 5 average rating, 12 reviews

Beautiful ranch style home with Hot tub and pool.

Guest favourite

Home

4.94 out of 5 average rating, 210 reviews

Four Season Country Home Finger Lakes, N.Y.

Weekly house rentals

Guest favourite

Home

5 out of 5 average rating, 14 reviews

Pet Friendly Oasis By The Lake

Guest favourite

Home

5 out of 5 average rating, 11 reviews

Fall Foliage Country Getaway

Guest favourite

Home

5 out of 5 average rating, 24 reviews

Lakeview Home in Beautiful Breitbeck Park

Home

4.81 out of 5 average rating, 21 reviews

Timeless Charm + Boho Comfort: Oswegos Oldest Home

Guest favourite

Home

4.98 out of 5 average rating, 66 reviews

Oswego Travelers Haven II

Guest favourite

Home

5 out of 5 average rating, 23 reviews

4 King Bed Private Beach +Pet Friendly +Pickleball

Home

4.84 out of 5 average rating, 31 reviews

Waterfront beach-house with amazing view/luxuries.

Guest favourite

Home

5 out of 5 average rating, 46 reviews

Open Concept /Spacious/ Private /Modern /Hardwoods

Private house rentals

Guest favourite

Home

4.87 out of 5 average rating, 52 reviews

Papa’s Place

Guest favourite

Home

5 out of 5 average rating, 20 reviews

Family friendly cabin with year round hot tub!

Home

4.78 out of 5 average rating, 37 reviews

Cozy home in scenic setting

Guest favourite

Home

4.94 out of 5 average rating, 17 reviews

Rustic Retreat in Central NY

Guest favourite

Home

4.91 out of 5 average rating, 23 reviews

Holly's Place at Fair Haven Entire house

Home

4.82 out of 5 average rating, 39 reviews

Quiet Country Cottage

Home

5 out of 5 average rating, 3 reviews

Spacious Family Paradise near the Lake ~ Huge Yard

Guest favourite

Home

5 out of 5 average rating, 30 reviews

Salmon River Retreat

Quick stats about house rentals in Oswego

Total rentals
40 properties
Nightly prices starting at
£47 before taxes and fees
Total number of reviews
2.1K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace

Destinations to explore