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Port Barrington Vacation Rentals

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50 rentals in Port Barrington.
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Cute Cary Home ★ walk to lake  2 beaches & fishing, vacation rental in Port Barrington
Cute Cary Home ★ walk to lake  2 beaches & fishing, vacation rental in Port Barrington
Cute Cary Home ★ walk to lake  2 beaches & fishing, vacation rental in Port Barrington

Cute Cary Home ★ walk to lake 2 beaches & fishing

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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4 Acres of private lakefront - Fox Chain Of Lakes - 1 hour from Chicago, vacation rental in Port Barrington
4 Acres of private lakefront - Fox Chain Of Lakes - 1 hour from Chicago, vacation rental in Port Barrington
4 Acres of private lakefront - Fox Chain Of Lakes - 1 hour from Chicago, vacation rental in Port Barrington

4 Acres of private lakefront - Fox Chain Of Lakes - 1 hour from Chicago

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Escape to a Private Woodland Estate, vacation rental in Port Barrington
Escape to a Private Woodland Estate, vacation rental in Port Barrington
Escape to a Private Woodland Estate, vacation rental in Port Barrington

Escape to a Private Woodland Estate

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Quaint Bungalow, near Great Lakes Naval Base

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Lakeside Getaway ★ 2 King Beds ★ Chain O Lakes, vacation rental in Port Barrington
Lakeside Getaway ★ 2 King Beds ★ Chain O Lakes, vacation rental in Port Barrington
Lakeside Getaway ★ 2 King Beds ★ Chain O Lakes, vacation rental in Port Barrington

Lakeside Getaway ★ 2 King Beds ★ Chain O Lakes

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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A Diamond in the Rough, vacation rental in Port Barrington
A Diamond in the Rough, vacation rental in Port Barrington
A Diamond in the Rough, vacation rental in Port Barrington

A Diamond in the Rough

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Fox Lake Semi secluded waterfront! 3 properties!, vacation rental in Port Barrington
Fox Lake Semi secluded waterfront! 3 properties!, vacation rental in Port Barrington
Fox Lake Semi secluded waterfront! 3 properties!, vacation rental in Port Barrington

Fox Lake Semi secluded waterfront! 3 properties!

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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I.V.P Manor House by the Lake with beach access, vacation rental in Port Barrington
I.V.P Manor House by the Lake with beach access, vacation rental in Port Barrington
I.V.P Manor House by the Lake with beach access, vacation rental in Port Barrington

I.V.P Manor House by the Lake with beach access

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Beautiful Spacious Escape On The Chain O'Lakes

Rental Home
4 bedrooms
2 bathrooms
Sleeps 11
Match: Sleeps
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3 Bedrooms w/ 2 King Beds ★ Walk to Libertyville, vacation rental in Port Barrington
3 Bedrooms w/ 2 King Beds ★ Walk to Libertyville, vacation rental in Port Barrington
3 Bedrooms w/ 2 King Beds ★ Walk to Libertyville, vacation rental in Port Barrington

3 Bedrooms w/ 2 King Beds ★ Walk to Libertyville

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Beautiful Classic Lake House -Winter activities: Snowmobile, Ski, and Ice skate!, vacation rental in Port Barrington
Beautiful Classic Lake House -Winter activities: Snowmobile, Ski, and Ice skate!, vacation rental in Port Barrington
Beautiful Classic Lake House -Winter activities: Snowmobile, Ski, and Ice skate!, vacation rental in Port Barrington

Beautiful Classic Lake House -Winter activities: Snowmobile, Ski, and Ice skate!

Rental Home
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Sunset Cottage on Pistakee Lake, vacation rental in Port Barrington
Sunset Cottage on Pistakee Lake, vacation rental in Port Barrington
Sunset Cottage on Pistakee Lake, vacation rental in Port Barrington

Sunset Cottage on Pistakee Lake

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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***Enjoy Waterfront Lake Life, with AMAZING Sunsets***, vacation rental in Port Barrington
***Enjoy Waterfront Lake Life, with AMAZING Sunsets***, vacation rental in Port Barrington
***Enjoy Waterfront Lake Life, with AMAZING Sunsets***, vacation rental in Port Barrington

***Enjoy Waterfront Lake Life, with AMAZING Sunsets***

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Family 'Funcation' ★ 3 King Beds ★ Chain O Lakes, vacation rental in Port Barrington
Family 'Funcation' ★ 3 King Beds ★ Chain O Lakes, vacation rental in Port Barrington
Family 'Funcation' ★ 3 King Beds ★ Chain O Lakes, vacation rental in Port Barrington

Family 'Funcation' ★ 3 King Beds ★ Chain O Lakes

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Enjoy Your Vacation On Lake Pistakee Of The Chain, vacation rental in Port Barrington
Enjoy Your Vacation On Lake Pistakee Of The Chain, vacation rental in Port Barrington
Enjoy Your Vacation On Lake Pistakee Of The Chain, vacation rental in Port Barrington

Enjoy Your Vacation On Lake Pistakee Of The Chain

Rental Home
2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Big and Beautiful Fox River/Chain of Lakes Waterfront Home, vacation rental in Port Barrington
Big and Beautiful Fox River/Chain of Lakes Waterfront Home, vacation rental in Port Barrington
Big and Beautiful Fox River/Chain of Lakes Waterfront Home, vacation rental in Port Barrington

Big and Beautiful Fox River/Chain of Lakes Waterfront Home

Rental Home
6 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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2 Bdr Apt.★ King Bed ★ Ideal refuge during the crisis, vacation rental in Port Barrington
2 Bdr Apt.★ King Bed ★ Ideal refuge during the crisis, vacation rental in Port Barrington
2 Bdr Apt.★ King Bed ★ Ideal refuge during the crisis, vacation rental in Port Barrington

2 Bdr Apt.★ King Bed ★ Ideal refuge during the crisis

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Stunning Lake Views, Relaxing Getaway on the Chain O'Lakes, vacation rental in Port Barrington
Stunning Lake Views, Relaxing Getaway on the Chain O'Lakes, vacation rental in Port Barrington
Stunning Lake Views, Relaxing Getaway on the Chain O'Lakes, vacation rental in Port Barrington

Stunning Lake Views, Relaxing Getaway on the Chain O'Lakes

Rental Home
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Lakefront, Newly Renovated, Peaceful Getaway, Free Water Sports, vacation rental in Port Barrington
Lakefront, Newly Renovated, Peaceful Getaway, Free Water Sports, vacation rental in Port Barrington
Lakefront, Newly Renovated, Peaceful Getaway, Free Water Sports, vacation rental in Port Barrington

Lakefront, Newly Renovated, Peaceful Getaway, Free Water Sports

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Beautiful Family Lake House on the Chain O' Lakes, vacation rental in Port Barrington
Beautiful Family Lake House on the Chain O' Lakes, vacation rental in Port Barrington
Beautiful Family Lake House on the Chain O' Lakes, vacation rental in Port Barrington

Beautiful Family Lake House on the Chain O' Lakes

Rental Home
5 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
More info
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3 Bedrooms ★ 3 King Beds ★ Ideal refuge during the crisis, vacation rental in Port Barrington
3 Bedrooms ★ 3 King Beds ★ Ideal refuge during the crisis, vacation rental in Port Barrington
3 Bedrooms ★ 3 King Beds ★ Ideal refuge during the crisis, vacation rental in Port Barrington

3 Bedrooms ★ 3 King Beds ★ Ideal refuge during the crisis

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
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2 Bedroom Apt ★2 King Beds ★ Walk to Libertyville, vacation rental in Port Barrington
2 Bedroom Apt ★2 King Beds ★ Walk to Libertyville, vacation rental in Port Barrington
2 Bedroom Apt ★2 King Beds ★ Walk to Libertyville, vacation rental in Port Barrington

2 Bedroom Apt ★2 King Beds ★ Walk to Libertyville

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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4 Bedroom House ★ Walk to downtown Libertyville, vacation rental in Port Barrington
4 Bedroom House ★ Walk to downtown Libertyville, vacation rental in Port Barrington
4 Bedroom House ★ Walk to downtown Libertyville, vacation rental in Port Barrington

4 Bedroom House ★ Walk to downtown Libertyville

Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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Coach House on Wonder Lake, vacation rental in Port Barrington
Coach House on Wonder Lake, vacation rental in Port Barrington
Coach House on Wonder Lake, vacation rental in Port Barrington

Coach House on Wonder Lake

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
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Fox Chain Spacious Waterfront Retreat with VIEWS!, vacation rental in Port Barrington
Fox Chain Spacious Waterfront Retreat with VIEWS!, vacation rental in Port Barrington
Fox Chain Spacious Waterfront Retreat with VIEWS!, vacation rental in Port Barrington

Fox Chain Spacious Waterfront Retreat with VIEWS!

Rental Home
6 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
More info
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Beautiful Nautical 4/3 Waterfront with Bonus Apartment, Hot Tub, and Large Deck, vacation rental in Port Barrington
Beautiful Nautical 4/3 Waterfront with Bonus Apartment, Hot Tub, and Large Deck, vacation rental in Port Barrington
Beautiful Nautical 4/3 Waterfront with Bonus Apartment, Hot Tub, and Large Deck, vacation rental in Port Barrington

Beautiful Nautical 4/3 Waterfront with Bonus Apartment, Hot Tub, and Large Deck

Rental Home
4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
More info
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Newly Remodeled in Pistakee Bay on the Chain O' Lakes, vacation rental in Port Barrington
Newly Remodeled in Pistakee Bay on the Chain O' Lakes, vacation rental in Port Barrington
Newly Remodeled in Pistakee Bay on the Chain O' Lakes, vacation rental in Port Barrington

Newly Remodeled in Pistakee Bay on the Chain O' Lakes

Rental Home
4 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps
More info
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3 Bdr ★ 3 King Beds ★  Ideal refuge during the crisis, vacation rental in Port Barrington
3 Bdr ★ 3 King Beds ★  Ideal refuge during the crisis, vacation rental in Port Barrington
3 Bdr ★ 3 King Beds ★  Ideal refuge during the crisis, vacation rental in Port Barrington

3 Bdr ★ 3 King Beds ★ Ideal refuge during the crisis

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
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Chain O' Lakes Waterfront Getaway Home, vacation rental in Port Barrington
Chain O' Lakes Waterfront Getaway Home, vacation rental in Port Barrington
Chain O' Lakes Waterfront Getaway Home, vacation rental in Port Barrington

Chain O' Lakes Waterfront Getaway Home

Rental Home
2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
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2 Bdr ★ 1 King 1 Queen Bed ★ Close to Libertyville, vacation rental in Port Barrington
2 Bdr ★ 1 King 1 Queen Bed ★ Close to Libertyville, vacation rental in Port Barrington
2 Bdr ★ 1 King 1 Queen Bed ★ Close to Libertyville, vacation rental in Port Barrington

2 Bdr ★ 1 King 1 Queen Bed ★ Close to Libertyville

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Horse Country Quonset Home, vacation rental in Port Barrington
Horse Country Quonset Home, vacation rental in Port Barrington
Horse Country Quonset Home, vacation rental in Port Barrington

Horse Country Quonset Home

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Beautifully Remodeled Lakefront House, vacation rental in Port Barrington
Beautifully Remodeled Lakefront House, vacation rental in Port Barrington
Beautifully Remodeled Lakefront House, vacation rental in Port Barrington

Beautifully Remodeled Lakefront House

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Lakefront with Free Water Sports!, vacation rental in Port Barrington
Lakefront with Free Water Sports!, vacation rental in Port Barrington
Lakefront with Free Water Sports!, vacation rental in Port Barrington

Lakefront with Free Water Sports!

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Beach Bungalow Getaway ★ Recharge, Refresh, Renew, vacation rental in Port Barrington
Beach Bungalow Getaway ★ Recharge, Refresh, Renew, vacation rental in Port Barrington
Beach Bungalow Getaway ★ Recharge, Refresh, Renew, vacation rental in Port Barrington

Beach Bungalow Getaway ★ Recharge, Refresh, Renew

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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Clean Newly Remodeled 2 Bedroom Apartment, vacation rental in Port Barrington
Clean Newly Remodeled 2 Bedroom Apartment, vacation rental in Port Barrington
Clean Newly Remodeled 2 Bedroom Apartment, vacation rental in Port Barrington

Clean Newly Remodeled 2 Bedroom Apartment

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Take A Pebble Apartments (Studio), vacation rental in Port Barrington
Take A Pebble Apartments (Studio), vacation rental in Port Barrington
Take A Pebble Apartments (Studio), vacation rental in Port Barrington

Take A Pebble Apartments (Studio)

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Completely remodeled Waterfront Lake House on the beautiful Chain of Lakes, vacation rental in Port Barrington
Completely remodeled Waterfront Lake House on the beautiful Chain of Lakes, vacation rental in Port Barrington
Completely remodeled Waterfront Lake House on the beautiful Chain of Lakes, vacation rental in Port Barrington

Completely remodeled Waterfront Lake House on the beautiful Chain of Lakes

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Barrington Village Townhome B, vacation rental in Port Barrington
Barrington Village Townhome B, vacation rental in Port Barrington
Barrington Village Townhome B, vacation rental in Port Barrington

Barrington Village Townhome B

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
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Cobblewood Manor on the Lake, vacation rental in Port Barrington
Cobblewood Manor on the Lake, vacation rental in Port Barrington
Cobblewood Manor on the Lake, vacation rental in Port Barrington

Cobblewood Manor on the Lake

Rental Home
6 bedrooms
2 bathrooms
Sleeps 14
Match: Sleeps
More info
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3 Bed/2 Bath Apartment ★ Great For Families, vacation rental in Port Barrington
3 Bed/2 Bath Apartment ★ Great For Families, vacation rental in Port Barrington
3 Bed/2 Bath Apartment ★ Great For Families, vacation rental in Port Barrington

3 Bed/2 Bath Apartment ★ Great For Families

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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DREAM HOME! 3 Month Minumum Rental,Luxurious, Secluded & Lots of Room!, vacation rental in Port Barrington
DREAM HOME! 3 Month Minumum Rental,Luxurious, Secluded & Lots of Room!, vacation rental in Port Barrington
DREAM HOME! 3 Month Minumum Rental,Luxurious, Secluded & Lots of Room!, vacation rental in Port Barrington

DREAM HOME! 3 Month Minumum Rental,Luxurious, Secluded & Lots of Room!

Rental Home
5 bedrooms
3 bathrooms
Sleeps 16
Match: Sleeps
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I.V.P Manor House by the Lake Family WIFI Workspace Long Term Stays, vacation rental in Port Barrington
I.V.P Manor House by the Lake Family WIFI Workspace Long Term Stays, vacation rental in Port Barrington
I.V.P Manor House by the Lake Family WIFI Workspace Long Term Stays, vacation rental in Port Barrington

I.V.P Manor House by the Lake Family WIFI Workspace Long Term Stays

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Clean 4 Bedroom Home, vacation rental in Port Barrington
Clean 4 Bedroom Home, vacation rental in Port Barrington
Clean 4 Bedroom Home, vacation rental in Port Barrington

Clean 4 Bedroom Home

Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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Clean Newly remodeled 2 bedroom apartment walking, vacation rental in Port Barrington
Clean Newly remodeled 2 bedroom apartment walking, vacation rental in Port Barrington
Clean Newly remodeled 2 bedroom apartment walking, vacation rental in Port Barrington

Clean Newly remodeled 2 bedroom apartment walking

Rental Home
2 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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Clean Newly remodeled 2 bedroom apartment, vacation rental in Port Barrington
Clean Newly remodeled 2 bedroom apartment, vacation rental in Port Barrington
Clean Newly remodeled 2 bedroom apartment, vacation rental in Port Barrington

Clean Newly remodeled 2 bedroom apartment

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Clean 3 Bedroom 2 Bath, vacation rental in Port Barrington
Clean 3 Bedroom 2 Bath, vacation rental in Port Barrington
Clean 3 Bedroom 2 Bath, vacation rental in Port Barrington

Clean 3 Bedroom 2 Bath

Rental Home
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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Clean Private 3 Bedroom 2 Bath Apartment, vacation rental in Port Barrington
Clean Private 3 Bedroom 2 Bath Apartment, vacation rental in Port Barrington
Clean Private 3 Bedroom 2 Bath Apartment, vacation rental in Port Barrington

Clean Private 3 Bedroom 2 Bath Apartment

Rental Home
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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Entire Lake Villa Home!, vacation rental in Port Barrington
Entire Lake Villa Home!, vacation rental in Port Barrington
Entire Lake Villa Home!, vacation rental in Port Barrington

Entire Lake Villa Home!

Rental Home
4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
More info
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Picture Perfect Roxana Resort Fox Lake Illinois, vacation rental in Port Barrington
Picture Perfect Roxana Resort Fox Lake Illinois, vacation rental in Port Barrington
Picture Perfect Roxana Resort Fox Lake Illinois, vacation rental in Port Barrington

Picture Perfect Roxana Resort Fox Lake Illinois

Rental Home
10 bedrooms
8 bathrooms
Sleeps 25
Match: Sleeps
More info
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Modern 3 bedroom 1 bath in Libertyville, vacation rental in Port Barrington
Modern 3 bedroom 1 bath in Libertyville, vacation rental in Port Barrington
Modern 3 bedroom 1 bath in Libertyville, vacation rental in Port Barrington

Modern 3 bedroom 1 bath in Libertyville

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
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