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Oswego Vacation Rentals

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
50 rentals in Oswego.
No Stairs | Rustic Farmhouse APT King Beds/Fast WIFI, vacation rental in Oswego
No Stairs | Rustic Farmhouse APT King Beds/Fast WIFI, vacation rental in Oswego
No Stairs | Rustic Farmhouse APT King Beds/Fast WIFI, vacation rental in Oswego

No Stairs | Rustic Farmhouse APT King Beds/Fast WIFI

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Cozy ranch with 4 bedrooms - minutes from everything, vacation rental in Oswego
Cozy ranch with 4 bedrooms - minutes from everything, vacation rental in Oswego
Cozy ranch with 4 bedrooms - minutes from everything, vacation rental in Oswego

Cozy ranch with 4 bedrooms - minutes from everything

Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Moxie- w/ Game Room- 4 Kings, Sleeps 15, vacation rental in Oswego
Moxie- w/ Game Room- 4 Kings, Sleeps 15, vacation rental in Oswego
Moxie- w/ Game Room- 4 Kings, Sleeps 15, vacation rental in Oswego

Moxie- w/ Game Room- 4 Kings, Sleeps 15

Rental Home
5 bedrooms
3 bathrooms
Sleeps 15
Match: Sleeps
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On the Lake, vacation rental in Oswego
On the Lake, vacation rental in Oswego
On the Lake, vacation rental in Oswego

On the Lake

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Modern Studio 2 mins to Downtown Oswego, vacation rental in Oswego
Modern Studio 2 mins to Downtown Oswego, vacation rental in Oswego
Modern Studio 2 mins to Downtown Oswego, vacation rental in Oswego

Modern Studio 2 mins to Downtown Oswego

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Rustic Studio Apt. 2 min drive to Downtown Oswego | Fast WIFI, vacation rental in Oswego
Rustic Studio Apt. 2 min drive to Downtown Oswego | Fast WIFI, vacation rental in Oswego
Rustic Studio Apt. 2 min drive to Downtown Oswego | Fast WIFI, vacation rental in Oswego

Rustic Studio Apt. 2 min drive to Downtown Oswego | Fast WIFI

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Studio - Sleeps 3 - 2 mins to Downtown Oswego, vacation rental in Oswego
Studio - Sleeps 3 - 2 mins to Downtown Oswego, vacation rental in Oswego
Studio - Sleeps 3 - 2 mins to Downtown Oswego, vacation rental in Oswego

Studio - Sleeps 3 - 2 mins to Downtown Oswego

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Awesome fully furnished 2 bedroom townhome with secluded wooded area., vacation rental in Oswego
Awesome fully furnished 2 bedroom townhome with secluded wooded area., vacation rental in Oswego
Awesome fully furnished 2 bedroom townhome with secluded wooded area., vacation rental in Oswego

Awesome fully furnished 2 bedroom townhome with secluded wooded area.

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Lake House/Near River/Fishing/Sleeps 8/FREE Parking & WIFI/Oswego, vacation rental in Oswego
Lake House/Near River/Fishing/Sleeps 8/FREE Parking & WIFI/Oswego, vacation rental in Oswego
Lake House/Near River/Fishing/Sleeps 8/FREE Parking & WIFI/Oswego, vacation rental in Oswego

Lake House/Near River/Fishing/Sleeps 8/FREE Parking & WIFI/Oswego

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Pet Friendly Home That Offers High Speed Internet, vacation rental in Oswego
Pet Friendly Home That Offers High Speed Internet, vacation rental in Oswego
Pet Friendly Home That Offers High Speed Internet, vacation rental in Oswego

Pet Friendly Home That Offers High Speed Internet

Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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The following properties within 20 miles of Oswego match all your filters:
Furnished Private home in Aurora, vacation rental in Oswego
Furnished Private home in Aurora, vacation rental in Oswego
Furnished Private home in Aurora, vacation rental in Oswego

Furnished Private home in Aurora

Rental Home
3 bedrooms
3 bathrooms
Sleeps 13
Match: Sleeps
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California King Bed | Fast Wi-Fi | 75" Smart TV, vacation rental in Oswego
California King Bed | Fast Wi-Fi | 75" Smart TV, vacation rental in Oswego
California King Bed | Fast Wi-Fi | 75" Smart TV, vacation rental in Oswego

California King Bed | Fast Wi-Fi | 75" Smart TV

Rental Home
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Newly Renovated 4BR 2BA House, vacation rental in Oswego
Newly Renovated 4BR 2BA House, vacation rental in Oswego
Newly Renovated 4BR 2BA House, vacation rental in Oswego

Newly Renovated 4BR 2BA House

Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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2-Acre Retreat on the Fox River with Spectacular Views & Hot Tub!, vacation rental in Oswego
2-Acre Retreat on the Fox River with Spectacular Views & Hot Tub!, vacation rental in Oswego
2-Acre Retreat on the Fox River with Spectacular Views & Hot Tub!, vacation rental in Oswego

2-Acre Retreat on the Fox River with Spectacular Views & Hot Tub!

Rental Home
7 bedrooms
6 bathrooms
Sleeps 16
Match: Sleeps
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Spread out - Renovated 5BR+Loft, Sleeps 12+, vacation rental in Oswego
Spread out - Renovated 5BR+Loft, Sleeps 12+, vacation rental in Oswego
Spread out - Renovated 5BR+Loft, Sleeps 12+, vacation rental in Oswego

Spread out - Renovated 5BR+Loft, Sleeps 12+

Rental Home
5 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Cozy Townhome w/ King Beds_Fast WIFI_Hiking_Kayak, vacation rental in Oswego
Cozy Townhome w/ King Beds_Fast WIFI_Hiking_Kayak, vacation rental in Oswego
Cozy Townhome w/ King Beds_Fast WIFI_Hiking_Kayak, vacation rental in Oswego

Cozy Townhome w/ King Beds_Fast WIFI_Hiking_Kayak

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Spacious Waterfront Yorkville Getaway w/ Yard, vacation rental in Oswego
Spacious Waterfront Yorkville Getaway w/ Yard, vacation rental in Oswego
Spacious Waterfront Yorkville Getaway w/ Yard, vacation rental in Oswego

Spacious Waterfront Yorkville Getaway w/ Yard

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Deluxe Cottage - Newly built Fox Bluff RV Resort One Hour from Downtown Chicago, vacation rental in Oswego
Deluxe Cottage - Newly built Fox Bluff RV Resort One Hour from Downtown Chicago, vacation rental in Oswego
Deluxe Cottage - Newly built Fox Bluff RV Resort One Hour from Downtown Chicago, vacation rental in Oswego

Deluxe Cottage - Newly built Fox Bluff RV Resort One Hour from Downtown Chicago

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Rock&Roll-Theme Apt 65"TV/WiFi/FreeParking/Close to Aurora downtown area, vacation rental in Oswego
Rock&Roll-Theme Apt 65"TV/WiFi/FreeParking/Close to Aurora downtown area, vacation rental in Oswego
Rock&Roll-Theme Apt 65"TV/WiFi/FreeParking/Close to Aurora downtown area, vacation rental in Oswego

Rock&Roll-Theme Apt 65"TV/WiFi/FreeParking/Close to Aurora downtown area

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 10
Match: Sleeps
More info
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Updated Apartment, vacation rental in Oswego
Updated Apartment, vacation rental in Oswego
Updated Apartment, vacation rental in Oswego

Updated Apartment

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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2bd/1.5bath/Jungle/Wifi/Sleep8, vacation rental in Oswego
2bd/1.5bath/Jungle/Wifi/Sleep8, vacation rental in Oswego
2bd/1.5bath/Jungle/Wifi/Sleep8, vacation rental in Oswego

2bd/1.5bath/Jungle/Wifi/Sleep8

Rental Home
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Cute New Yorkville historic downtown, vacation rental in Oswego
Cute New Yorkville historic downtown, vacation rental in Oswego
Cute New Yorkville historic downtown, vacation rental in Oswego

Cute New Yorkville historic downtown

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Modern and comfortable apartment, vacation rental in Oswego
Modern and comfortable apartment, vacation rental in Oswego
Modern and comfortable apartment, vacation rental in Oswego

Modern and comfortable apartment

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Spacious Studio Apt/Sleeps 2/Near Hospital & Shopping/FREE Wifi, vacation rental in Oswego
Spacious Studio Apt/Sleeps 2/Near Hospital & Shopping/FREE Wifi, vacation rental in Oswego
Spacious Studio Apt/Sleeps 2/Near Hospital & Shopping/FREE Wifi, vacation rental in Oswego

Spacious Studio Apt/Sleeps 2/Near Hospital & Shopping/FREE Wifi

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Rustic Spacious Studio/Aurora area/Sleeps 2/Pet Friendly/FREE WI-FI & Parking, vacation rental in Oswego
Rustic Spacious Studio/Aurora area/Sleeps 2/Pet Friendly/FREE WI-FI & Parking, vacation rental in Oswego
Rustic Spacious Studio/Aurora area/Sleeps 2/Pet Friendly/FREE WI-FI & Parking, vacation rental in Oswego

Rustic Spacious Studio/Aurora area/Sleeps 2/Pet Friendly/FREE WI-FI & Parking

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Studio apt / Aurora /Chicago suburb/ FREE WIFI & Parking, vacation rental in Oswego
Studio apt / Aurora /Chicago suburb/ FREE WIFI & Parking, vacation rental in Oswego
Studio apt / Aurora /Chicago suburb/ FREE WIFI & Parking, vacation rental in Oswego

Studio apt / Aurora /Chicago suburb/ FREE WIFI & Parking

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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AT YOUR SERVICE! Downtown Aurora 1 Bedroom Gem, vacation rental in Oswego
AT YOUR SERVICE! Downtown Aurora 1 Bedroom Gem, vacation rental in Oswego
AT YOUR SERVICE! Downtown Aurora 1 Bedroom Gem, vacation rental in Oswego

AT YOUR SERVICE! Downtown Aurora 1 Bedroom Gem

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Tropical Apartment Overlooking Golf Course, Minutes to Attractions, vacation rental in Oswego
Tropical Apartment Overlooking Golf Course, Minutes to Attractions, vacation rental in Oswego
Tropical Apartment Overlooking Golf Course, Minutes to Attractions, vacation rental in Oswego

Tropical Apartment Overlooking Golf Course, Minutes to Attractions

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Roxbury Wine, Fenced yard, Driveway parking, 2 story, King beds, WIFI, Laundry, vacation rental in Oswego
Roxbury Wine, Fenced yard, Driveway parking, 2 story, King beds, WIFI, Laundry, vacation rental in Oswego
Roxbury Wine, Fenced yard, Driveway parking, 2 story, King beds, WIFI, Laundry, vacation rental in Oswego

Roxbury Wine, Fenced yard, Driveway parking, 2 story, King beds, WIFI, Laundry

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Cozy King Bed, Electric Fireplace, Large TV, High Speed Streaming, vacation rental in Oswego
Cozy King Bed, Electric Fireplace, Large TV, High Speed Streaming, vacation rental in Oswego
Cozy King Bed, Electric Fireplace, Large TV, High Speed Streaming, vacation rental in Oswego

Cozy King Bed, Electric Fireplace, Large TV, High Speed Streaming

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
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Casa Verde: Near Downtown Aurora/Casino, vacation rental in Oswego
Casa Verde: Near Downtown Aurora/Casino, vacation rental in Oswego
Casa Verde: Near Downtown Aurora/Casino, vacation rental in Oswego

Casa Verde: Near Downtown Aurora/Casino

Rental Home
2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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New Orleans MARDI GRAS, Fenced yard, Driveway, WIFI, Laundry on site, quiet, vacation rental in Oswego
New Orleans MARDI GRAS, Fenced yard, Driveway, WIFI, Laundry on site, quiet, vacation rental in Oswego
New Orleans MARDI GRAS, Fenced yard, Driveway, WIFI, Laundry on site, quiet, vacation rental in Oswego

New Orleans MARDI GRAS, Fenced yard, Driveway, WIFI, Laundry on site, quiet

Rental Home
3 bedrooms
1 bathroom
Sleeps 10
Match: Sleeps
More info
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Riverfront/Boating/Fishing/Relax/FreeWifi& Garage, vacation rental in Oswego
Riverfront/Boating/Fishing/Relax/FreeWifi& Garage, vacation rental in Oswego
Riverfront/Boating/Fishing/Relax/FreeWifi& Garage, vacation rental in Oswego

Riverfront/Boating/Fishing/Relax/FreeWifi& Garage

Rental Home
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Hollywood-Themed Apt in Aurora/WiFi/FreeParking/75"TV/AppleTV/YouTubeTV, vacation rental in Oswego
Hollywood-Themed Apt in Aurora/WiFi/FreeParking/75"TV/AppleTV/YouTubeTV, vacation rental in Oswego
Hollywood-Themed Apt in Aurora/WiFi/FreeParking/75"TV/AppleTV/YouTubeTV, vacation rental in Oswego

Hollywood-Themed Apt in Aurora/WiFi/FreeParking/75"TV/AppleTV/YouTubeTV

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
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MUST STAY very big space, vacation rental in Oswego
MUST STAY very big space, vacation rental in Oswego
MUST STAY very big space, vacation rental in Oswego

MUST STAY very big space

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Groups/Contractors/Retreats Sleeps 6/WIFI & Parking, vacation rental in Oswego
Groups/Contractors/Retreats Sleeps 6/WIFI & Parking, vacation rental in Oswego
Groups/Contractors/Retreats Sleeps 6/WIFI & Parking, vacation rental in Oswego

Groups/Contractors/Retreats Sleeps 6/WIFI & Parking

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Riverfront/RW Waterpark/Kayak & Canoe/Fishing/Free WIFI/ Comfy beds, vacation rental in Oswego
Riverfront/RW Waterpark/Kayak & Canoe/Fishing/Free WIFI/ Comfy beds, vacation rental in Oswego
Riverfront/RW Waterpark/Kayak & Canoe/Fishing/Free WIFI/ Comfy beds, vacation rental in Oswego

Riverfront/RW Waterpark/Kayak & Canoe/Fishing/Free WIFI/ Comfy beds

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Riverfront/Fast Wi-Fi/Fishing/RW Waterpark/Kayak, vacation rental in Oswego
Riverfront/Fast Wi-Fi/Fishing/RW Waterpark/Kayak, vacation rental in Oswego
Riverfront/Fast Wi-Fi/Fishing/RW Waterpark/Kayak, vacation rental in Oswego

Riverfront/Fast Wi-Fi/Fishing/RW Waterpark/Kayak

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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STUNNING VIEWS | Riverfront Townhome in Downtown Yorkville, vacation rental in Oswego
STUNNING VIEWS | Riverfront Townhome in Downtown Yorkville, vacation rental in Oswego
STUNNING VIEWS | Riverfront Townhome in Downtown Yorkville, vacation rental in Oswego

STUNNING VIEWS | Riverfront Townhome in Downtown Yorkville

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Pool Table, Backyard, Firepit, Full Kitchen, WIFI, Basketball court, vacation rental in Oswego
Pool Table, Backyard, Firepit, Full Kitchen, WIFI, Basketball court, vacation rental in Oswego
Pool Table, Backyard, Firepit, Full Kitchen, WIFI, Basketball court, vacation rental in Oswego

Pool Table, Backyard, Firepit, Full Kitchen, WIFI, Basketball court

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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2 bd 1.5 bath/WI-FI/Sleeps8/Near waterpk/Yorkville, vacation rental in Oswego
2 bd 1.5 bath/WI-FI/Sleeps8/Near waterpk/Yorkville, vacation rental in Oswego
2 bd 1.5 bath/WI-FI/Sleeps8/Near waterpk/Yorkville, vacation rental in Oswego

2 bd 1.5 bath/WI-FI/Sleeps8/Near waterpk/Yorkville

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Naperville/Aurora, King Bed, Fenced Yard!, vacation rental in Oswego
Naperville/Aurora, King Bed, Fenced Yard!, vacation rental in Oswego
Naperville/Aurora, King Bed, Fenced Yard!, vacation rental in Oswego

Naperville/Aurora, King Bed, Fenced Yard!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
More info
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RagingWaves/Festivals/Biz Traveler/No Stairs/Fast Wifi & Garage, vacation rental in Oswego
RagingWaves/Festivals/Biz Traveler/No Stairs/Fast Wifi & Garage, vacation rental in Oswego
RagingWaves/Festivals/Biz Traveler/No Stairs/Fast Wifi & Garage, vacation rental in Oswego

RagingWaves/Festivals/Biz Traveler/No Stairs/Fast Wifi & Garage

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Entire 3bd/1.5bath home/Private/FREE Wifi, vacation rental in Oswego
Entire 3bd/1.5bath home/Private/FREE Wifi, vacation rental in Oswego
Entire 3bd/1.5bath home/Private/FREE Wifi, vacation rental in Oswego

Entire 3bd/1.5bath home/Private/FREE Wifi

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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*Extended Stay* Aurora FHS Rental - Shiloh, vacation rental in Oswego
*Extended Stay* Aurora FHS Rental - Shiloh, vacation rental in Oswego
*Extended Stay* Aurora FHS Rental - Shiloh, vacation rental in Oswego

*Extended Stay* Aurora FHS Rental - Shiloh

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Aurora FHS Rental - Shiloh, vacation rental in Oswego
Aurora FHS Rental - Shiloh, vacation rental in Oswego
Aurora FHS Rental - Shiloh, vacation rental in Oswego

Aurora FHS Rental - Shiloh

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Aurora FHS Rental - Lehnertz, vacation rental in Oswego
Aurora FHS Rental - Lehnertz, vacation rental in Oswego
Aurora FHS Rental - Lehnertz, vacation rental in Oswego

Aurora FHS Rental - Lehnertz

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Mansion with Pool, theater, game room in a golf community!, vacation rental in Oswego
Mansion with Pool, theater, game room in a golf community!, vacation rental in Oswego
Mansion with Pool, theater, game room in a golf community!, vacation rental in Oswego

Mansion with Pool, theater, game room in a golf community!

Rental Home
6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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WATER FRONT LUXURY HOME WILL FEEL LIKE A RESORT FOR 10, vacation rental in Oswego
WATER FRONT LUXURY HOME WILL FEEL LIKE A RESORT FOR 10, vacation rental in Oswego
WATER FRONT LUXURY HOME WILL FEEL LIKE A RESORT FOR 10, vacation rental in Oswego

WATER FRONT LUXURY HOME WILL FEEL LIKE A RESORT FOR 10

Rental Home
5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Aurora Rental - Shiloh, vacation rental in Oswego
Aurora Rental - Shiloh, vacation rental in Oswego
Aurora Rental - Shiloh, vacation rental in Oswego

Aurora Rental - Shiloh

Rental Home
6 bedrooms
6 bathrooms
Sleeps 8
Match: Sleeps
More info
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Frequently Asked Questions about Oswego