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Chester Vacation Rentals

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50 rentals in Chester.
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The Daffodil 1743 Getaway Apartment, vacation rental in Chester
The Daffodil 1743 Getaway Apartment, vacation rental in Chester
The Daffodil 1743 Getaway Apartment, vacation rental in Chester

The Daffodil 1743 Getaway Apartment

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Lake Front Year Round Home On Angle Pond...., vacation rental in Chester
Lake Front Year Round Home On Angle Pond...., vacation rental in Chester
Lake Front Year Round Home On Angle Pond...., vacation rental in Chester

Lake Front Year Round Home On Angle Pond....

Rental Home
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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***~Baboosic Lake Waterfront Rental~***, vacation rental in Chester
***~Baboosic Lake Waterfront Rental~***, vacation rental in Chester
***~Baboosic Lake Waterfront Rental~***, vacation rental in Chester

***~Baboosic Lake Waterfront Rental~***

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Lakefront Sunset-Facing Cottage Private Beach-Dock Great Fishing Barrington, NH, vacation rental in Chester
Lakefront Sunset-Facing Cottage Private Beach-Dock Great Fishing Barrington, NH, vacation rental in Chester
Lakefront Sunset-Facing Cottage Private Beach-Dock Great Fishing Barrington, NH, vacation rental in Chester

Lakefront Sunset-Facing Cottage Private Beach-Dock Great Fishing Barrington, NH

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Modern cottage (Sleeps 6) on peaceful, small lake in Southern New Hampshire., vacation rental in Chester
Modern cottage (Sleeps 6) on peaceful, small lake in Southern New Hampshire., vacation rental in Chester
Modern cottage (Sleeps 6) on peaceful, small lake in Southern New Hampshire., vacation rental in Chester

Modern cottage (Sleeps 6) on peaceful, small lake in Southern New Hampshire.

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Waterfront Lakehouse Cottage: Private Dock, Deck, Kayak, Boat, Swim, Fish, RELAX, vacation rental in Chester
Waterfront Lakehouse Cottage: Private Dock, Deck, Kayak, Boat, Swim, Fish, RELAX, vacation rental in Chester
Waterfront Lakehouse Cottage: Private Dock, Deck, Kayak, Boat, Swim, Fish, RELAX, vacation rental in Chester

Waterfront Lakehouse Cottage: Private Dock, Deck, Kayak, Boat, Swim, Fish, RELAX

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Cottage- romantic get away, girls getaway, family get away! Beautiful inside., vacation rental in Chester
Cottage- romantic get away, girls getaway, family get away! Beautiful inside., vacation rental in Chester
Cottage- romantic get away, girls getaway, family get away! Beautiful inside., vacation rental in Chester

Cottage- romantic get away, girls getaway, family get away! Beautiful inside.

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Private Water Front Home on Sunset Lake, Private Beach, Boating & Swimming, vacation rental in Chester
Private Water Front Home on Sunset Lake, Private Beach, Boating & Swimming, vacation rental in Chester
Private Water Front Home on Sunset Lake, Private Beach, Boating & Swimming, vacation rental in Chester

Private Water Front Home on Sunset Lake, Private Beach, Boating & Swimming

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Let Go and Relax....NH Lake Style, vacation rental in Chester
Let Go and Relax....NH Lake Style, vacation rental in Chester
Let Go and Relax....NH Lake Style, vacation rental in Chester

Let Go and Relax....NH Lake Style

Rental Home
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Beautiful Lakefront 3b/ 2b updated home within an hour from Boston, vacation rental in Chester
Beautiful Lakefront 3b/ 2b updated home within an hour from Boston, vacation rental in Chester
Beautiful Lakefront 3b/ 2b updated home within an hour from Boston, vacation rental in Chester

Beautiful Lakefront 3b/ 2b updated home within an hour from Boston

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Staycation + Work From Home in one private setting, vacation rental in Chester
Staycation + Work From Home in one private setting, vacation rental in Chester
Staycation + Work From Home in one private setting, vacation rental in Chester

Staycation + Work From Home in one private setting

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Waterfront Cottage on Northwood Lake with Beach and Dock, vacation rental in Chester
Waterfront Cottage on Northwood Lake with Beach and Dock, vacation rental in Chester
Waterfront Cottage on Northwood Lake with Beach and Dock, vacation rental in Chester

Waterfront Cottage on Northwood Lake with Beach and Dock

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Beautiful Lakehouse Cottage - Pet Friendly, vacation rental in Chester
Beautiful Lakehouse Cottage - Pet Friendly, vacation rental in Chester
Beautiful Lakehouse Cottage - Pet Friendly, vacation rental in Chester

Beautiful Lakehouse Cottage - Pet Friendly

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Picturesque Dunbarton Waterfront Cottage, vacation rental in Chester
Picturesque Dunbarton Waterfront Cottage, vacation rental in Chester
Picturesque Dunbarton Waterfront Cottage, vacation rental in Chester

Picturesque Dunbarton Waterfront Cottage

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Romantic Cottage Getaway With Free Use Of Kayaks And Boat. Available 3 seasons., vacation rental in Chester
Romantic Cottage Getaway With Free Use Of Kayaks And Boat. Available 3 seasons., vacation rental in Chester
Romantic Cottage Getaway With Free Use Of Kayaks And Boat. Available 3 seasons., vacation rental in Chester

Romantic Cottage Getaway With Free Use Of Kayaks And Boat. Available 3 seasons.

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Northwood Lake Cottage   Large Sandy kid friendly beach area cable and Wifi, vacation rental in Chester
Northwood Lake Cottage   Large Sandy kid friendly beach area cable and Wifi, vacation rental in Chester
Northwood Lake Cottage   Large Sandy kid friendly beach area cable and Wifi, vacation rental in Chester

Northwood Lake Cottage Large Sandy kid friendly beach area cable and Wifi

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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at water's edge on quiet pond, vacation rental in Chester
at water's edge on quiet pond, vacation rental in Chester
at water's edge on quiet pond, vacation rental in Chester

at water's edge on quiet pond

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Quiet house mins away from the Airport and Hwy 93, vacation rental in Chester
Quiet house mins away from the Airport and Hwy 93, vacation rental in Chester
Quiet house mins away from the Airport and Hwy 93, vacation rental in Chester

Quiet house mins away from the Airport and Hwy 93

Rental Home
2 bedrooms
2 bathrooms
Sleeps 2
Match: Sleeps
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Light, airy, comfy, casual, wooded, lakefront home with private sandy beach, vacation rental in Chester
Light, airy, comfy, casual, wooded, lakefront home with private sandy beach, vacation rental in Chester
Light, airy, comfy, casual, wooded, lakefront home with private sandy beach, vacation rental in Chester

Light, airy, comfy, casual, wooded, lakefront home with private sandy beach

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Lakefront Home 6 Bedrooms Pet Friendly!~, vacation rental in Chester
Lakefront Home 6 Bedrooms Pet Friendly!~, vacation rental in Chester
Lakefront Home 6 Bedrooms Pet Friendly!~, vacation rental in Chester

Lakefront Home 6 Bedrooms Pet Friendly!~

Rental Home
6 bedrooms
2 bathrooms
Sleeps 14
Match: Sleeps
More info
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Beautiful Lake Front LakeHouse sandy beach w/boat, vacation rental in Chester
Beautiful Lake Front LakeHouse sandy beach w/boat, vacation rental in Chester
Beautiful Lake Front LakeHouse sandy beach w/boat, vacation rental in Chester

Beautiful Lake Front LakeHouse sandy beach w/boat

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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The Guest Cottage in Paradise., vacation rental in Chester
The Guest Cottage in Paradise., vacation rental in Chester
The Guest Cottage in Paradise., vacation rental in Chester

The Guest Cottage in Paradise.

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Why travel to Lake Winnipesaukee? Lakefront cottage in southern NH., vacation rental in Chester
Why travel to Lake Winnipesaukee? Lakefront cottage in southern NH., vacation rental in Chester
Why travel to Lake Winnipesaukee? Lakefront cottage in southern NH., vacation rental in Chester

Why travel to Lake Winnipesaukee? Lakefront cottage in southern NH.

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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A cosy house on Angle Pond in New England, USA

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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House on Northwood Lake, Vacation, Boating, Fishing, Swimming, Private bea, vacation rental in Chester
House on Northwood Lake, Vacation, Boating, Fishing, Swimming, Private bea, vacation rental in Chester
House on Northwood Lake, Vacation, Boating, Fishing, Swimming, Private bea, vacation rental in Chester

House on Northwood Lake, Vacation, Boating, Fishing, Swimming, Private bea

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Echo Hill Farm Guest Suite, vacation rental in Chester
Echo Hill Farm Guest Suite, vacation rental in Chester
Echo Hill Farm Guest Suite, vacation rental in Chester

Echo Hill Farm Guest Suite

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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New England Lake House Vacation, vacation rental in Chester
New England Lake House Vacation, vacation rental in Chester
New England Lake House Vacation, vacation rental in Chester

New England Lake House Vacation

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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VILLA SOJOURN On The Merrimack entire home, vacation rental in Chester
VILLA SOJOURN On The Merrimack entire home, vacation rental in Chester
VILLA SOJOURN On The Merrimack entire home, vacation rental in Chester

VILLA SOJOURN On The Merrimack entire home

Rental Home
5 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Charming 1920s Era Apt, Quiet Neighborhood 2 miles from Downtown, vacation rental in Chester
Charming 1920s Era Apt, Quiet Neighborhood 2 miles from Downtown, vacation rental in Chester
Charming 1920s Era Apt, Quiet Neighborhood 2 miles from Downtown, vacation rental in Chester

Charming 1920s Era Apt, Quiet Neighborhood 2 miles from Downtown

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Rent a log home on a private peninsula on Northwood Lake. Enjoy Paradise!, vacation rental in Chester
Rent a log home on a private peninsula on Northwood Lake. Enjoy Paradise!, vacation rental in Chester
Rent a log home on a private peninsula on Northwood Lake. Enjoy Paradise!, vacation rental in Chester

Rent a log home on a private peninsula on Northwood Lake. Enjoy Paradise!

Rental Home
1 bedroom
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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New listing. Cottage on the lake! Relax and listen to the loons!, vacation rental in Chester
New listing. Cottage on the lake! Relax and listen to the loons!, vacation rental in Chester
New listing. Cottage on the lake! Relax and listen to the loons!, vacation rental in Chester

New listing. Cottage on the lake! Relax and listen to the loons!

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
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1 bedroom apartment: Clean, Spacious, Comfortable, Local to everything (Apt 1R), vacation rental in Chester
1 bedroom apartment: Clean, Spacious, Comfortable, Local to everything (Apt 1R), vacation rental in Chester
1 bedroom apartment: Clean, Spacious, Comfortable, Local to everything (Apt 1R), vacation rental in Chester

1 bedroom apartment: Clean, Spacious, Comfortable, Local to everything (Apt 1R)

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Orange Cottage 2 Bedrooms - Sleeps 4 - Pet Friendly, vacation rental in Chester
Orange Cottage 2 Bedrooms - Sleeps 4 - Pet Friendly, vacation rental in Chester
Orange Cottage 2 Bedrooms - Sleeps 4 - Pet Friendly, vacation rental in Chester

Orange Cottage 2 Bedrooms - Sleeps 4 - Pet Friendly

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
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VILLA RIVIERA on the Merrimack River., vacation rental in Chester
VILLA RIVIERA on the Merrimack River., vacation rental in Chester
VILLA RIVIERA on the Merrimack River., vacation rental in Chester

VILLA RIVIERA on the Merrimack River.

Rental Home
5 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps
More info
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Perfect for Traveling Professional, vacation rental in Chester
Perfect for Traveling Professional, vacation rental in Chester
Perfect for Traveling Professional, vacation rental in Chester

Perfect for Traveling Professional

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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For business and pleasure travelers. Blue room., vacation rental in Chester
For business and pleasure travelers. Blue room., vacation rental in Chester
For business and pleasure travelers. Blue room., vacation rental in Chester

For business and pleasure travelers. Blue room.

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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New England Lake House Vacation, vacation rental in Chester
New England Lake House Vacation, vacation rental in Chester
New England Lake House Vacation, vacation rental in Chester

New England Lake House Vacation

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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FOR BUSINESS AND PLEASURE TRAVELERS Main Bedroom, vacation rental in Chester
FOR BUSINESS AND PLEASURE TRAVELERS Main Bedroom, vacation rental in Chester
FOR BUSINESS AND PLEASURE TRAVELERS Main Bedroom, vacation rental in Chester

FOR BUSINESS AND PLEASURE TRAVELERS Main Bedroom

Rental Home
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Private Room/Bath with Garden and Pond Views, vacation rental in Chester
Private Room/Bath with Garden and Pond Views, vacation rental in Chester
Private Room/Bath with Garden and Pond Views, vacation rental in Chester

Private Room/Bath with Garden and Pond Views

Private Room
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Tentrr Signature Site - Normanton Farms - Coleman Outfitted Site, vacation rental in Chester
Tentrr Signature Site - Normanton Farms - Coleman Outfitted Site, vacation rental in Chester
Tentrr Signature Site - Normanton Farms - Coleman Outfitted Site, vacation rental in Chester

Tentrr Signature Site - Normanton Farms - Coleman Outfitted Site

Rental Home
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Full house on river. Enjoy kayaking, fishing & sunsets, vacation rental in Chester
Full house on river. Enjoy kayaking, fishing & sunsets, vacation rental in Chester
Full house on river. Enjoy kayaking, fishing & sunsets, vacation rental in Chester

Full house on river. Enjoy kayaking, fishing & sunsets

Rental Home
4 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
More info
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Spacious Apartment in Beautiful Southern New Hampshire, vacation rental in Chester
Spacious Apartment in Beautiful Southern New Hampshire, vacation rental in Chester
Spacious Apartment in Beautiful Southern New Hampshire, vacation rental in Chester

Spacious Apartment in Beautiful Southern New Hampshire

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Beach Vacation New England1828 Farmhouse away from crowds, vacation rental in Chester
Beach Vacation New England1828 Farmhouse away from crowds, vacation rental in Chester
Beach Vacation New England1828 Farmhouse away from crowds, vacation rental in Chester

Beach Vacation New England1828 Farmhouse away from crowds

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Immaculate Lake Front Home, vacation rental in Chester
Immaculate Lake Front Home, vacation rental in Chester
Immaculate Lake Front Home, vacation rental in Chester

Immaculate Lake Front Home

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Beautiful 2bdrm condo with tons of character, vacation rental in Chester
Beautiful 2bdrm condo with tons of character, vacation rental in Chester
Beautiful 2bdrm condo with tons of character, vacation rental in Chester

Beautiful 2bdrm condo with tons of character

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Tentrr Signature Site - Souhegan Serenade, vacation rental in Chester
Tentrr Signature Site - Souhegan Serenade, vacation rental in Chester
Tentrr Signature Site - Souhegan Serenade, vacation rental in Chester

Tentrr Signature Site - Souhegan Serenade

Rental Home
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Lakefront Cottage PET FRIENDLY, vacation rental in Chester
Lakefront Cottage PET FRIENDLY, vacation rental in Chester
Lakefront Cottage PET FRIENDLY, vacation rental in Chester

Lakefront Cottage PET FRIENDLY

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Tentrr Signature Site - Souhegan Serenade, vacation rental in Chester
Tentrr Signature Site - Souhegan Serenade, vacation rental in Chester
Tentrr Signature Site - Souhegan Serenade, vacation rental in Chester

Tentrr Signature Site - Souhegan Serenade

Rental Home
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Private Bedroom And Bathroom in Country Setting, vacation rental in Chester
Private Bedroom And Bathroom in Country Setting, vacation rental in Chester
Private Bedroom And Bathroom in Country Setting, vacation rental in Chester

Private Bedroom And Bathroom in Country Setting

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Hampton Falls Guest Home, vacation rental in Chester
Hampton Falls Guest Home, vacation rental in Chester
Hampton Falls Guest Home, vacation rental in Chester

Hampton Falls Guest Home

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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