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Port Barrington Vacation Rentals

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Bedrooms

Bathrooms

Amenities

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Distance from

5 mi
50 rentals in Port Barrington.
2 BR remodeled home near Cary/Crystal Lake/McHenry, vacation rental in Port Barrington
2 BR remodeled home near Cary/Crystal Lake/McHenry, vacation rental in Port Barrington
2 BR remodeled home near Cary/Crystal Lake/McHenry, vacation rental in Port Barrington

2 BR remodeled home near Cary/Crystal Lake/McHenry

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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The following properties within 20 miles of Port Barrington match all your filters:
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
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Riverfront Charmer with Character & Entertainment, vacation rental in Port Barrington
Riverfront Charmer with Character & Entertainment, vacation rental in Port Barrington
Riverfront Charmer with Character & Entertainment, vacation rental in Port Barrington

Riverfront Charmer with Character & Entertainment

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub, vacation rental in Port Barrington
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub, vacation rental in Port Barrington
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub, vacation rental in Port Barrington

HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub

Rental Home
7 bedrooms
5 bathrooms
Sleeps 22
Match: Sleeps
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The Adorable "Blue Breeze" near lake and town!, vacation rental in Port Barrington
The Adorable "Blue Breeze" near lake and town!, vacation rental in Port Barrington
The Adorable "Blue Breeze" near lake and town!, vacation rental in Port Barrington

The Adorable "Blue Breeze" near lake and town!

Rental Home
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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2 Bdr in the Heart of Algonquin, vacation rental in Port Barrington
2 Bdr in the Heart of Algonquin, vacation rental in Port Barrington
2 Bdr in the Heart of Algonquin, vacation rental in Port Barrington

2 Bdr in the Heart of Algonquin

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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All Season Cozy Cottage, vacation rental in Port Barrington
All Season Cozy Cottage, vacation rental in Port Barrington
All Season Cozy Cottage, vacation rental in Port Barrington

All Season Cozy Cottage

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Log Cabin with HGTV Style Backyard  INCREDIBLE property, vacation rental in Port Barrington
Log Cabin with HGTV Style Backyard  INCREDIBLE property, vacation rental in Port Barrington
Log Cabin with HGTV Style Backyard  INCREDIBLE property, vacation rental in Port Barrington

Log Cabin with HGTV Style Backyard INCREDIBLE property

Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Peaceful Home w/ private backyard, vacation rental in Port Barrington
Peaceful Home w/ private backyard, vacation rental in Port Barrington
Peaceful Home w/ private backyard, vacation rental in Port Barrington

Peaceful Home w/ private backyard

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Romantic Lake Cottage for Two. With Patio and Firepit., vacation rental in Port Barrington
Romantic Lake Cottage for Two. With Patio and Firepit., vacation rental in Port Barrington
Romantic Lake Cottage for Two. With Patio and Firepit., vacation rental in Port Barrington

Romantic Lake Cottage for Two. With Patio and Firepit.

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Small Stay: Farmhouse Cabin, Big on Outdoor Space, vacation rental in Port Barrington
Small Stay: Farmhouse Cabin, Big on Outdoor Space, vacation rental in Port Barrington
Small Stay: Farmhouse Cabin, Big on Outdoor Space, vacation rental in Port Barrington

Small Stay: Farmhouse Cabin, Big on Outdoor Space

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Little Fox Cottage - A Cozy Riverview Getaway, vacation rental in Port Barrington
Little Fox Cottage - A Cozy Riverview Getaway, vacation rental in Port Barrington
Little Fox Cottage - A Cozy Riverview Getaway, vacation rental in Port Barrington

Little Fox Cottage - A Cozy Riverview Getaway

Rental Home
1 bedroom
1 bathroom
Sleeps 4
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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House with great location!, vacation rental in Port Barrington
House with great location!, vacation rental in Port Barrington
House with great location!, vacation rental in Port Barrington

House with great location!

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Bright and Modern | Two bedrooms | KING sized bed, vacation rental in Port Barrington
Bright and Modern | Two bedrooms | KING sized bed, vacation rental in Port Barrington
Bright and Modern | Two bedrooms | KING sized bed, vacation rental in Port Barrington

Bright and Modern | Two bedrooms | KING sized bed

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Quaint Charming updated home by Downtown McHenry Dog friendly, vacation rental in Port Barrington
Quaint Charming updated home by Downtown McHenry Dog friendly, vacation rental in Port Barrington
Quaint Charming updated home by Downtown McHenry Dog friendly, vacation rental in Port Barrington

Quaint Charming updated home by Downtown McHenry Dog friendly

Rental Home
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Dawson Mill Village is a great 2 bedroom Townhome 2 car garage English basement,, vacation rental in Port Barrington
Dawson Mill Village is a great 2 bedroom Townhome 2 car garage English basement,, vacation rental in Port Barrington
Dawson Mill Village is a great 2 bedroom Townhome 2 car garage English basement,, vacation rental in Port Barrington

Dawson Mill Village is a great 2 bedroom Townhome 2 car garage English basement,

Rental Home
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Lake Zurich Retreat Cozy Wi-Fi, vacation rental in Port Barrington
Lake Zurich Retreat Cozy Wi-Fi, vacation rental in Port Barrington
Lake Zurich Retreat Cozy Wi-Fi, vacation rental in Port Barrington

Lake Zurich Retreat Cozy Wi-Fi

Rental Home
3 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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***Cozy home near downtown and fox river***, vacation rental in Port Barrington
***Cozy home near downtown and fox river***, vacation rental in Port Barrington
***Cozy home near downtown and fox river***, vacation rental in Port Barrington

***Cozy home near downtown and fox river***

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Magnificent Newly renovated 2 bedroom Apartment, vacation rental in Port Barrington
Magnificent Newly renovated 2 bedroom Apartment, vacation rental in Port Barrington
Magnificent Newly renovated 2 bedroom Apartment, vacation rental in Port Barrington

Magnificent Newly renovated 2 bedroom Apartment

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Beautiful Fox River Waterfront House Getaway, vacation rental in Port Barrington
Beautiful Fox River Waterfront House Getaway, vacation rental in Port Barrington
Beautiful Fox River Waterfront House Getaway, vacation rental in Port Barrington

Beautiful Fox River Waterfront House Getaway

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Beautiful lake house tucked away in quiet neighborhood, vacation rental in Port Barrington
Beautiful lake house tucked away in quiet neighborhood, vacation rental in Port Barrington
Beautiful lake house tucked away in quiet neighborhood, vacation rental in Port Barrington

Beautiful lake house tucked away in quiet neighborhood

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Charming and Cozy Home in a Serene Neighborhood, vacation rental in Port Barrington
Charming and Cozy Home in a Serene Neighborhood, vacation rental in Port Barrington
Charming and Cozy Home in a Serene Neighborhood, vacation rental in Port Barrington

Charming and Cozy Home in a Serene Neighborhood

Rental Home
2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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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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Beautiful Riverhaus Setting, vacation rental in Port Barrington
Beautiful Riverhaus Setting, vacation rental in Port Barrington
Beautiful Riverhaus Setting, vacation rental in Port Barrington

Beautiful Riverhaus Setting

Rental Home
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Chic Fox River Grove Home w/ Great Location!, vacation rental in Port Barrington
Chic Fox River Grove Home w/ Great Location!, vacation rental in Port Barrington
Chic Fox River Grove Home w/ Great Location!, vacation rental in Port Barrington

Chic Fox River Grove Home w/ Great Location!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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Event and Parties great Place for 400 people!, vacation rental in Port Barrington
Event and Parties great Place for 400 people!, vacation rental in Port Barrington
Event and Parties great Place for 400 people!, vacation rental in Port Barrington

Event and Parties great Place for 400 people!

Rental Home
4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
More info
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The Unic Premium! Escape Carpentersville!!Fastwifi, vacation rental in Port Barrington
The Unic Premium! Escape Carpentersville!!Fastwifi, vacation rental in Port Barrington
The Unic Premium! Escape Carpentersville!!Fastwifi, vacation rental in Port Barrington

The Unic Premium! Escape Carpentersville!!Fastwifi

Rental Home
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Hensley’s Cornerstone Lakehouse, vacation rental in Port Barrington
Hensley’s Cornerstone Lakehouse, vacation rental in Port Barrington
Hensley’s Cornerstone Lakehouse, vacation rental in Port Barrington

Hensley’s Cornerstone Lakehouse

Rental Home
3 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
More info
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Beautiful House for 10~Games Room~Pet Friendly, vacation rental in Port Barrington
Beautiful House for 10~Games Room~Pet Friendly, vacation rental in Port Barrington
Beautiful House for 10~Games Room~Pet Friendly, vacation rental in Port Barrington

Beautiful House for 10~Games Room~Pet Friendly

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Chain O' Lakes life...serene bay w/ private beach access. Kayaks & Boats welcome, vacation rental in Port Barrington
Chain O' Lakes life...serene bay w/ private beach access. Kayaks & Boats welcome, vacation rental in Port Barrington
Chain O' Lakes life...serene bay w/ private beach access. Kayaks & Boats welcome, vacation rental in Port Barrington

Chain O' Lakes life...serene bay w/ private beach access. Kayaks & Boats welcome

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
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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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
More info
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Lakefront Bliss: Your Ultimate Vacation Haven Surrounded by Nature, vacation rental in Port Barrington
Lakefront Bliss: Your Ultimate Vacation Haven Surrounded by Nature, vacation rental in Port Barrington
Lakefront Bliss: Your Ultimate Vacation Haven Surrounded by Nature, vacation rental in Port Barrington

Lakefront Bliss: Your Ultimate Vacation Haven Surrounded by Nature

Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
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Mid-Century Modern Luxury Cabin, vacation rental in Port Barrington
Mid-Century Modern Luxury Cabin, vacation rental in Port Barrington
Mid-Century Modern Luxury Cabin, vacation rental in Port Barrington

Mid-Century Modern Luxury Cabin

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Peaceful and Relaxing Water Front Home with Outdoor Pool Sleeps 12, vacation rental in Port Barrington
Peaceful and Relaxing Water Front Home with Outdoor Pool Sleeps 12, vacation rental in Port Barrington
Peaceful and Relaxing Water Front Home with Outdoor Pool Sleeps 12, vacation rental in Port Barrington

Peaceful and Relaxing Water Front Home with Outdoor Pool Sleeps 12

Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
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Modern & Chic Waterfront Getaway in McHenry!, vacation rental in Port Barrington
Modern & Chic Waterfront Getaway in McHenry!, vacation rental in Port Barrington
Modern & Chic Waterfront Getaway in McHenry!, vacation rental in Port Barrington

Modern & Chic Waterfront Getaway in McHenry!

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Channel front home w/movie theater, Fox River&Chain O'Lakes access- by Downtown!, vacation rental in Port Barrington
Channel front home w/movie theater, Fox River&Chain O'Lakes access- by Downtown!, vacation rental in Port Barrington
Channel front home w/movie theater, Fox River&Chain O'Lakes access- by Downtown!, vacation rental in Port Barrington

Channel front home w/movie theater, Fox River&Chain O'Lakes access- by Downtown!

Rental Home
5 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
More info
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Waterfront River Getaway, vacation rental in Port Barrington
Waterfront River Getaway, vacation rental in Port Barrington
Waterfront River Getaway, vacation rental in Port Barrington

Waterfront River Getaway

Rental Home
3 bedrooms
4 bathrooms
Sleeps 8
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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amazing cabin with private lake accesses, vacation rental in Port Barrington
amazing cabin with private lake accesses, vacation rental in Port Barrington
amazing cabin with private lake accesses, vacation rental in Port Barrington

amazing cabin with private lake accesses

Rental Home
4 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
More info
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Fox River/Chain of Lakes Waterfront Home with Hot Tub, vacation rental in Port Barrington
Fox River/Chain of Lakes Waterfront Home with Hot Tub, vacation rental in Port Barrington
Fox River/Chain of Lakes Waterfront Home with Hot Tub, vacation rental in Port Barrington

Fox River/Chain of Lakes Waterfront Home with Hot Tub

Rental Home
6 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
More info
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Huge Renovated Barn Estate. Perfect for Groups, vacation rental in Port Barrington
Huge Renovated Barn Estate. Perfect for Groups, vacation rental in Port Barrington
Huge Renovated Barn Estate. Perfect for Groups, vacation rental in Port Barrington

Huge Renovated Barn Estate. Perfect for Groups

Rental Home
6 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps
More info
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Johnsburg Estate on Pistakee Lake w/ Boat Dock!, vacation rental in Port Barrington
Johnsburg Estate on Pistakee Lake w/ Boat Dock!, vacation rental in Port Barrington
Johnsburg Estate on Pistakee Lake w/ Boat Dock!, vacation rental in Port Barrington

Johnsburg Estate on Pistakee Lake w/ Boat Dock!

Rental Home
8 bedrooms
6 bathrooms
Sleeps 20
Match: Sleeps
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Lake Front 2.20 acre estate  Private boat launch with pier, vacation rental in Port Barrington
Lake Front 2.20 acre estate  Private boat launch with pier, vacation rental in Port Barrington
Lake Front 2.20 acre estate  Private boat launch with pier, vacation rental in Port Barrington

Lake Front 2.20 acre estate Private boat launch with pier

Rental Home
8 bedrooms
6 bathrooms
Sleeps 25
Match: Sleeps
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Riverfront Cottage, vacation rental in Port Barrington
Riverfront Cottage, vacation rental in Port Barrington
Riverfront Cottage, vacation rental in Port Barrington

Riverfront Cottage

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Home away from home, vacation rental in Port Barrington
Home away from home, vacation rental in Port Barrington
Home away from home, vacation rental in Port Barrington

Home away from home

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Cozy 3 bedroom river cottage w/ indoor fireplace, vacation rental in Port Barrington
Cozy 3 bedroom river cottage w/ indoor fireplace, vacation rental in Port Barrington
Cozy 3 bedroom river cottage w/ indoor fireplace, vacation rental in Port Barrington

Cozy 3 bedroom river cottage w/ indoor fireplace

Rental Home
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
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Small Stay; A Modern Cabin with big outdoor space, vacation rental in Port Barrington
Small Stay; A Modern Cabin with big outdoor space, vacation rental in Port Barrington
Small Stay; A Modern Cabin with big outdoor space, vacation rental in Port Barrington

Small Stay; A Modern Cabin with big outdoor space

Rental Home
1 bedroom
1 bathroom
Sleeps 4
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
More info
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Showing results 1-50 of 50
Frequently Asked Questions about Port Barrington