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Holiday Rentals in Chester

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50 rentals in Chester.
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Delightful self contained cottage in the Charming Village of Chester by the sea, holiday rental in Chester
Delightful self contained cottage in the Charming Village of Chester by the sea, holiday rental in Chester
Delightful self contained cottage in the Charming Village of Chester by the sea, holiday rental in Chester

Delightful self contained cottage in the Charming Village of Chester by the sea

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 3
Match: Sleeps
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CHESTER VILLAGE EXQUISITE DESIGNER CLASSIC, 5 Bedrooms, 2 Baths, holiday rental in Chester
CHESTER VILLAGE EXQUISITE DESIGNER CLASSIC, 5 Bedrooms, 2 Baths, holiday rental in Chester
CHESTER VILLAGE EXQUISITE DESIGNER CLASSIC, 5 Bedrooms, 2 Baths, holiday rental in Chester

CHESTER VILLAGE EXQUISITE DESIGNER CLASSIC, 5 Bedrooms, 2 Baths

Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps
More info
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Serenity Cottage borders the beautiful Coveside Stable in Chester., holiday rental in Chester
Serenity Cottage borders the beautiful Coveside Stable in Chester., holiday rental in Chester
Serenity Cottage borders the beautiful Coveside Stable in Chester., holiday rental in Chester

Serenity Cottage borders the beautiful Coveside Stable in Chester.

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Superb Oceanfront with Boathouse, holiday rental in Chester
Superb Oceanfront with Boathouse, holiday rental in Chester
Superb Oceanfront with Boathouse, holiday rental in Chester

Superb Oceanfront with Boathouse

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
More info
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Family Cottage in the Village of Chester NS - 5 Bedrooms, holiday rental in Chester
Family Cottage in the Village of Chester NS - 5 Bedrooms, holiday rental in Chester
Family Cottage in the Village of Chester NS - 5 Bedrooms, holiday rental in Chester

Family Cottage in the Village of Chester NS - 5 Bedrooms

Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps
More info
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Stoneybrook House -- Historic Property on 1.7 Acres of Land, holiday rental in Chester
Stoneybrook House -- Historic Property on 1.7 Acres of Land, holiday rental in Chester
Stoneybrook House -- Historic Property on 1.7 Acres of Land, holiday rental in Chester

Stoneybrook House -- Historic Property on 1.7 Acres of Land

Holiday Rental House
6 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Breath taking Ocean Harbour Front 3 Bedroom 2 Bath, holiday rental in Chester
Breath taking Ocean Harbour Front 3 Bedroom 2 Bath, holiday rental in Chester
Breath taking Ocean Harbour Front 3 Bedroom 2 Bath, holiday rental in Chester

Breath taking Ocean Harbour Front 3 Bedroom 2 Bath

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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5 bedroom quiet and spacious retreat, holiday rental in Chester
5 bedroom quiet and spacious retreat, holiday rental in Chester
5 bedroom quiet and spacious retreat, holiday rental in Chester

5 bedroom quiet and spacious retreat

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Quiet, Peaceful, Private Country Home on Large Area of Land, holiday rental in Chester
Quiet, Peaceful, Private Country Home on Large Area of Land, holiday rental in Chester
Quiet, Peaceful, Private Country Home on Large Area of Land, holiday rental in Chester

Quiet, Peaceful, Private Country Home on Large Area of Land

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 5
Match: Sleeps
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Carriage House, holiday rental in Chester
Carriage House, holiday rental in Chester
Carriage House, holiday rental in Chester

Carriage House

Holiday Rental House
2 bedrooms
4 bathrooms
Sleeps 4
Match: Sleeps
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Enjoy the good life at Casa Blanca Cottage, holiday rental in Chester
Enjoy the good life at Casa Blanca Cottage, holiday rental in Chester
Enjoy the good life at Casa Blanca Cottage, holiday rental in Chester

Enjoy the good life at Casa Blanca Cottage

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Seascape,art Deco Cottage, holiday rental in Chester
Seascape,art Deco Cottage, holiday rental in Chester
Seascape,art Deco Cottage, holiday rental in Chester

Seascape,art Deco Cottage

Holiday Rental House
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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SANDY COVE COTTAGE / CHESTER / oceanfront / private beach and wharf / kayak, holiday rental in Chester
SANDY COVE COTTAGE / CHESTER / oceanfront / private beach and wharf / kayak, holiday rental in Chester
SANDY COVE COTTAGE / CHESTER / oceanfront / private beach and wharf / kayak, holiday rental in Chester

SANDY COVE COTTAGE / CHESTER / oceanfront / private beach and wharf / kayak

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Ahoy... Relax & Enjoy this Private Oceanfront Cottage with Hot Tub, holiday rental in Chester
Ahoy... Relax & Enjoy this Private Oceanfront Cottage with Hot Tub, holiday rental in Chester
Ahoy... Relax & Enjoy this Private Oceanfront Cottage with Hot Tub, holiday rental in Chester

Ahoy... Relax & Enjoy this Private Oceanfront Cottage with Hot Tub

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 7
Match: Sleeps
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Oceanfront Air Conditioned Boat House - One of a Kind! With Water Access., holiday rental in Chester
Oceanfront Air Conditioned Boat House - One of a Kind! With Water Access., holiday rental in Chester
Oceanfront Air Conditioned Boat House - One of a Kind! With Water Access., holiday rental in Chester

Oceanfront Air Conditioned Boat House - One of a Kind! With Water Access.

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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On the Beautiful South Shore Near Chester and Hubbards, Ns, holiday rental in Chester
On the Beautiful South Shore Near Chester and Hubbards, Ns, holiday rental in Chester
On the Beautiful South Shore Near Chester and Hubbards, Ns, holiday rental in Chester

On the Beautiful South Shore Near Chester and Hubbards, Ns

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Cooperage Cottage - Peaceful & Family Friendly, Oceanfront, holiday rental in Chester
Cooperage Cottage - Peaceful & Family Friendly, Oceanfront, holiday rental in Chester
Cooperage Cottage - Peaceful & Family Friendly, Oceanfront, holiday rental in Chester

Cooperage Cottage - Peaceful & Family Friendly, Oceanfront

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
More info
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The White Cape on the Cove - A year round oceanside retreat, holiday rental in Chester
The White Cape on the Cove - A year round oceanside retreat, holiday rental in Chester
The White Cape on the Cove - A year round oceanside retreat, holiday rental in Chester

The White Cape on the Cove - A year round oceanside retreat

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 6
Match: Sleeps
More info
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Somerset Cottage - Only a Stroll to the Beach, holiday rental in Chester
Somerset Cottage - Only a Stroll to the Beach, holiday rental in Chester
Somerset Cottage - Only a Stroll to the Beach, holiday rental in Chester

Somerset Cottage - Only a Stroll to the Beach

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Sandy Cove Exclusive, holiday rental in Chester
Sandy Cove Exclusive, holiday rental in Chester
Sandy Cove Exclusive, holiday rental in Chester

Sandy Cove Exclusive

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
More info
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Oceanfront Elegant Home with Games Room On Picturesque Big Tancook Island, holiday rental in Chester
Oceanfront Elegant Home with Games Room On Picturesque Big Tancook Island, holiday rental in Chester
Oceanfront Elegant Home with Games Room On Picturesque Big Tancook Island, holiday rental in Chester

Oceanfront Elegant Home with Games Room On Picturesque Big Tancook Island

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
More info
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Compass Cottage at Deep Cove, holiday rental in Chester
Compass Cottage at Deep Cove, holiday rental in Chester
Compass Cottage at Deep Cove, holiday rental in Chester

Compass Cottage at Deep Cove

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Executive Ocean Front Estate with 2 Acres Overlooking Waters of Mahone Bay, holiday rental in Chester
Executive Ocean Front Estate with 2 Acres Overlooking Waters of Mahone Bay, holiday rental in Chester
Executive Ocean Front Estate with 2 Acres Overlooking Waters of Mahone Bay, holiday rental in Chester

Executive Ocean Front Estate with 2 Acres Overlooking Waters of Mahone Bay

Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps
More info
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Modern Oceanview Vacation Living In Deep Cove, holiday rental in Chester
Modern Oceanview Vacation Living In Deep Cove, holiday rental in Chester
Modern Oceanview Vacation Living In Deep Cove, holiday rental in Chester

Modern Oceanview Vacation Living In Deep Cove

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Custom Built Home On The Scenic Waterfront Facing The Picturesque MarriottsCove, holiday rental in Chester
Custom Built Home On The Scenic Waterfront Facing The Picturesque MarriottsCove, holiday rental in Chester
Custom Built Home On The Scenic Waterfront Facing The Picturesque MarriottsCove, holiday rental in Chester

Custom Built Home On The Scenic Waterfront Facing The Picturesque MarriottsCove

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
More info
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Second Wind Cottage - ocean front chalet near Mahone Bay & Lunenburg Nova Scotia, holiday rental in Chester
Second Wind Cottage - ocean front chalet near Mahone Bay & Lunenburg Nova Scotia, holiday rental in Chester
Second Wind Cottage - ocean front chalet near Mahone Bay & Lunenburg Nova Scotia, holiday rental in Chester

Second Wind Cottage - ocean front chalet near Mahone Bay & Lunenburg Nova Scotia

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
More info
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4 Bed (Sleeps 8) persons Vacation Rental with cottage, private dock and beach., holiday rental in Chester
4 Bed (Sleeps 8) persons Vacation Rental with cottage, private dock and beach., holiday rental in Chester
4 Bed (Sleeps 8) persons Vacation Rental with cottage, private dock and beach., holiday rental in Chester

4 Bed (Sleeps 8) persons Vacation Rental with cottage, private dock and beach.

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
More info
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Calm and Relaxing sunrise Oceanview of Oak Island. 2 "Master" bedrooms., holiday rental in Chester
Calm and Relaxing sunrise Oceanview of Oak Island. 2 "Master" bedrooms., holiday rental in Chester
Calm and Relaxing sunrise Oceanview of Oak Island. 2 "Master" bedrooms., holiday rental in Chester

Calm and Relaxing sunrise Oceanview of Oak Island. 2 "Master" bedrooms.

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
More info
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Coffee With A View Of  Deep Cove, holiday rental in Chester
Coffee With A View Of  Deep Cove, holiday rental in Chester
Coffee With A View Of  Deep Cove, holiday rental in Chester

Coffee With A View Of Deep Cove

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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A Sailors Paradise - Stevens Cove Guest Quarters, holiday rental in Chester
A Sailors Paradise - Stevens Cove Guest Quarters, holiday rental in Chester
A Sailors Paradise - Stevens Cove Guest Quarters, holiday rental in Chester

A Sailors Paradise - Stevens Cove Guest Quarters

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
More info
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White Cape on the Cove - Year round ocean retreat!, holiday rental in Chester
White Cape on the Cove - Year round ocean retreat!, holiday rental in Chester
White Cape on the Cove - Year round ocean retreat!, holiday rental in Chester

White Cape on the Cove - Year round ocean retreat!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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River Ridge Lodge - Beautiful Large 2 Bedroom W/ensuite Bath, holiday rental in Chester
River Ridge Lodge - Beautiful Large 2 Bedroom W/ensuite Bath, holiday rental in Chester
River Ridge Lodge - Beautiful Large 2 Bedroom W/ensuite Bath, holiday rental in Chester

River Ridge Lodge - Beautiful Large 2 Bedroom W/ensuite Bath

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Gorgeous Oceanfront Estate with Heated Pool, holiday rental in Chester
Gorgeous Oceanfront Estate with Heated Pool, holiday rental in Chester
Gorgeous Oceanfront Estate with Heated Pool, holiday rental in Chester

Gorgeous Oceanfront Estate with Heated Pool

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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The Boathouse at Strum Island, holiday rental in Chester
The Boathouse at Strum Island, holiday rental in Chester
The Boathouse at Strum Island, holiday rental in Chester

The Boathouse at Strum Island

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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River Ridge Lodge - Beautiful Queen Bedroom W/ensuite Bath on 2nd Floor, holiday rental in Chester
River Ridge Lodge - Beautiful Queen Bedroom W/ensuite Bath on 2nd Floor, holiday rental in Chester
River Ridge Lodge - Beautiful Queen Bedroom W/ensuite Bath on 2nd Floor, holiday rental in Chester

River Ridge Lodge - Beautiful Queen Bedroom W/ensuite Bath on 2nd Floor

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Executive Ocean Front Estate with View of Waters of Mahone Bay, holiday rental in Chester
Executive Ocean Front Estate with View of Waters of Mahone Bay, holiday rental in Chester
Executive Ocean Front Estate with View of Waters of Mahone Bay, holiday rental in Chester

Executive Ocean Front Estate with View of Waters of Mahone Bay

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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Beautiful Waterfront Home In Chester Basin On The Shores Of Mahone Bay -, holiday rental in Chester
Beautiful Waterfront Home In Chester Basin On The Shores Of Mahone Bay -, holiday rental in Chester
Beautiful Waterfront Home In Chester Basin On The Shores Of Mahone Bay -, holiday rental in Chester

Beautiful Waterfront Home In Chester Basin On The Shores Of Mahone Bay -

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
More info
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Riverside Country Retreat near Mahone Bay, Lunenburg and Oak Island, holiday rental in Chester
Riverside Country Retreat near Mahone Bay, Lunenburg and Oak Island, holiday rental in Chester
Riverside Country Retreat near Mahone Bay, Lunenburg and Oak Island, holiday rental in Chester

Riverside Country Retreat near Mahone Bay, Lunenburg and Oak Island

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
More info
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The Lodge at Strum Island - A Private Island Paradise with a Club Ambiance, holiday rental in Chester
The Lodge at Strum Island - A Private Island Paradise with a Club Ambiance, holiday rental in Chester
The Lodge at Strum Island - A Private Island Paradise with a Club Ambiance, holiday rental in Chester

The Lodge at Strum Island - A Private Island Paradise with a Club Ambiance

Holiday Rental House
6 bedrooms
7 bathrooms
Sleeps 6
Match: Sleeps
More info
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OCEANFRONT LONG COVE NOVA SCOTIA, NEAR MAHONE BAY, holiday rental in Chester
OCEANFRONT LONG COVE NOVA SCOTIA, NEAR MAHONE BAY, holiday rental in Chester
OCEANFRONT LONG COVE NOVA SCOTIA, NEAR MAHONE BAY, holiday rental in Chester

OCEANFRONT LONG COVE NOVA SCOTIA, NEAR MAHONE BAY

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
More info
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Seaside Cottage - Blandford, Nova Scotia, Canada, holiday rental in Chester
Seaside Cottage - Blandford, Nova Scotia, Canada, holiday rental in Chester
Seaside Cottage - Blandford, Nova Scotia, Canada, holiday rental in Chester

Seaside Cottage - Blandford, Nova Scotia, Canada

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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Well-appointed Queen Room in Riverside Historic Farmhouse Getaway, holiday rental in Chester
Well-appointed Queen Room in Riverside Historic Farmhouse Getaway, holiday rental in Chester
Well-appointed Queen Room in Riverside Historic Farmhouse Getaway, holiday rental in Chester

Well-appointed Queen Room in Riverside Historic Farmhouse Getaway

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
More info
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Old Fish Store with a wharf, Mill Cove, Light House Route, Aspatogan , holiday rental in Chester
Old Fish Store with a wharf, Mill Cove, Light House Route, Aspatogan , holiday rental in Chester
Old Fish Store with a wharf, Mill Cove, Light House Route, Aspatogan , holiday rental in Chester

Old Fish Store with a wharf, Mill Cove, Light House Route, Aspatogan

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
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Vintage 4 person camper with all amenities, holiday rental in Chester
Vintage 4 person camper with all amenities, holiday rental in Chester
Vintage 4 person camper with all amenities, holiday rental in Chester

Vintage 4 person camper with all amenities

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Family Vacation Cottage 5 min from the beach, holiday rental in Chester
Family Vacation Cottage 5 min from the beach, holiday rental in Chester
Family Vacation Cottage 5 min from the beach, holiday rental in Chester

Family Vacation Cottage 5 min from the beach

Holiday Rental House
6 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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Breathtaking Oceanfront Chateau, holiday rental in Chester
Breathtaking Oceanfront Chateau, holiday rental in Chester
Breathtaking Oceanfront Chateau, holiday rental in Chester

Breathtaking Oceanfront Chateau

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
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Chester Oceanfront Luxury Villa with Outstanding Decor, holiday rental in Chester
Chester Oceanfront Luxury Villa with Outstanding Decor, holiday rental in Chester
Chester Oceanfront Luxury Villa with Outstanding Decor, holiday rental in Chester

Chester Oceanfront Luxury Villa with Outstanding Decor

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Oceanfront cozy comfortable cottage!, holiday rental in Chester
Oceanfront cozy comfortable cottage!, holiday rental in Chester
Oceanfront cozy comfortable cottage!, holiday rental in Chester

Oceanfront cozy comfortable cottage!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Seaside Oasis, holiday rental in Chester
Seaside Oasis, holiday rental in Chester
Seaside Oasis, holiday rental in Chester

Seaside Oasis

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Astounding Oak Island Log Chateau, holiday rental in Chester
Astounding Oak Island Log Chateau, holiday rental in Chester
Astounding Oak Island Log Chateau, holiday rental in Chester

Astounding Oak Island Log Chateau

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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