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Wilton Vacation Rentals

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49 rentals in Wilton.
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Charming Cottage located on Historic Estate 1 Hour from NYC!, vacation rental in Wilton
Charming Cottage located on Historic Estate 1 Hour from NYC!, vacation rental in Wilton
Charming Cottage located on Historic Estate 1 Hour from NYC!, vacation rental in Wilton

Charming Cottage located on Historic Estate 1 Hour from NYC!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Updated Farmhouse Retreat, vacation rental in Wilton
Updated Farmhouse Retreat, vacation rental in Wilton
Updated Farmhouse Retreat, vacation rental in Wilton

Updated Farmhouse Retreat

Rental Home
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Gorgeous French Normandy Estate-Privacy- Pool-  with Contemporary Details Inside, vacation rental in Wilton
Gorgeous French Normandy Estate-Privacy- Pool-  with Contemporary Details Inside, vacation rental in Wilton
Gorgeous French Normandy Estate-Privacy- Pool-  with Contemporary Details Inside, vacation rental in Wilton

Gorgeous French Normandy Estate-Privacy- Pool- with Contemporary Details Inside

Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Southern Connecticut House for a Summer Retreat with Pool, vacation rental in Wilton
Southern Connecticut House for a Summer Retreat with Pool, vacation rental in Wilton
Southern Connecticut House for a Summer Retreat with Pool, vacation rental in Wilton

Southern Connecticut House for a Summer Retreat with Pool

Rental Home
3 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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Luxe CT Country Home w/ Hi-end WiFi for WFH & School, vacation rental in Wilton
Luxe CT Country Home w/ Hi-end WiFi for WFH & School, vacation rental in Wilton
Luxe CT Country Home w/ Hi-end WiFi for WFH & School, vacation rental in Wilton

Luxe CT Country Home w/ Hi-end WiFi for WFH & School

Rental Home
6 bedrooms
8 bathrooms
Sleeps 16
Match: Sleeps
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Ideal Westport location - Compo Beach, Longshore Club Park, fine dining, vacation rental in Wilton
Ideal Westport location - Compo Beach, Longshore Club Park, fine dining, vacation rental in Wilton
Ideal Westport location - Compo Beach, Longshore Club Park, fine dining, vacation rental in Wilton

Ideal Westport location - Compo Beach, Longshore Club Park, fine dining

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Over Sized Colonial on Private Road., vacation rental in Wilton
Over Sized Colonial on Private Road., vacation rental in Wilton
Over Sized Colonial on Private Road., vacation rental in Wilton

Over Sized Colonial on Private Road.

Rental Home
6 bedrooms
8 bathrooms
Sleeps 16
Match: Sleeps
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Westport: Walk to Town (Really) Private Yard, One Floor, Fall 2020 Reno KHS BMS, vacation rental in Wilton
Westport: Walk to Town (Really) Private Yard, One Floor, Fall 2020 Reno KHS BMS, vacation rental in Wilton
Westport: Walk to Town (Really) Private Yard, One Floor, Fall 2020 Reno KHS BMS, vacation rental in Wilton

Westport: Walk to Town (Really) Private Yard, One Floor, Fall 2020 Reno KHS BMS

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Romantic Riverfront Farm House at Historic Aspetuck Corners, vacation rental in Wilton
Romantic Riverfront Farm House at Historic Aspetuck Corners, vacation rental in Wilton
Romantic Riverfront Farm House at Historic Aspetuck Corners, vacation rental in Wilton

Romantic Riverfront Farm House at Historic Aspetuck Corners

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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The Weston River House 1 hr from NYC Designed by Famed Artisan Michael Greenberg, vacation rental in Wilton
The Weston River House 1 hr from NYC Designed by Famed Artisan Michael Greenberg, vacation rental in Wilton
The Weston River House 1 hr from NYC Designed by Famed Artisan Michael Greenberg, vacation rental in Wilton

The Weston River House 1 hr from NYC Designed by Famed Artisan Michael Greenberg

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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3-LEVEL LARGE HOUSE/CLOSE TO NYC, STAMFORD, WESTPORT, BEACH, GR-WICH, vacation rental in Wilton
3-LEVEL LARGE HOUSE/CLOSE TO NYC, STAMFORD, WESTPORT, BEACH, GR-WICH, vacation rental in Wilton
3-LEVEL LARGE HOUSE/CLOSE TO NYC, STAMFORD, WESTPORT, BEACH, GR-WICH, vacation rental in Wilton

3-LEVEL LARGE HOUSE/CLOSE TO NYC, STAMFORD, WESTPORT, BEACH, GR-WICH

Rental Home
2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Cozy Cottage in Westport, CT (charming & pristine in fabulous location), vacation rental in Wilton
Cozy Cottage in Westport, CT (charming & pristine in fabulous location), vacation rental in Wilton
Cozy Cottage in Westport, CT (charming & pristine in fabulous location), vacation rental in Wilton

Cozy Cottage in Westport, CT (charming & pristine in fabulous location)

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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A private summer compound in Westport, CT - total seclusion yet close to it all, vacation rental in Wilton
A private summer compound in Westport, CT - total seclusion yet close to it all, vacation rental in Wilton
A private summer compound in Westport, CT - total seclusion yet close to it all, vacation rental in Wilton

A private summer compound in Westport, CT - total seclusion yet close to it all

Rental Home
6 bedrooms
8 bathrooms
Sleeps 12
Match: Sleeps
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Modern Waterfront Home  * WESTPORT RESIDENTS/PROSPECTIVE RESIDENTS ONLY, vacation rental in Wilton
Modern Waterfront Home  * WESTPORT RESIDENTS/PROSPECTIVE RESIDENTS ONLY, vacation rental in Wilton
Modern Waterfront Home  * WESTPORT RESIDENTS/PROSPECTIVE RESIDENTS ONLY, vacation rental in Wilton

Modern Waterfront Home * WESTPORT RESIDENTS/PROSPECTIVE RESIDENTS ONLY

Rental Home
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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New Canaan-Great Fairfield County Location. Walk to Town. Walk to Train, vacation rental in Wilton
New Canaan-Great Fairfield County Location. Walk to Town. Walk to Train, vacation rental in Wilton
New Canaan-Great Fairfield County Location. Walk to Town. Walk to Train, vacation rental in Wilton

New Canaan-Great Fairfield County Location. Walk to Town. Walk to Train

Rental Home
4 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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6BR /6Bth Luxury retreat near NYC & nature, vacation rental in Wilton
6BR /6Bth Luxury retreat near NYC & nature, vacation rental in Wilton
6BR /6Bth Luxury retreat near NYC & nature, vacation rental in Wilton

6BR /6Bth Luxury retreat near NYC & nature

Rental Home
6 bedrooms
6 bathrooms
Sleeps 20
Match: Sleeps
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New modern house near the water (WESTPORT RESIDENTS ONLY), vacation rental in Wilton
New modern house near the water (WESTPORT RESIDENTS ONLY), vacation rental in Wilton
New modern house near the water (WESTPORT RESIDENTS ONLY), vacation rental in Wilton

New modern house near the water (WESTPORT RESIDENTS ONLY)

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Modern Farmhouse - Recently Renovated, vacation rental in Wilton
Modern Farmhouse - Recently Renovated, vacation rental in Wilton
Modern Farmhouse - Recently Renovated, vacation rental in Wilton

Modern Farmhouse - Recently Renovated

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Summer rental House Westport, vacation rental in Wilton
Summer rental House Westport, vacation rental in Wilton
Summer rental House Westport, vacation rental in Wilton

Summer rental House Westport

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Real log house on Directly on the River with heated pool one hour from NYC., vacation rental in Wilton
Real log house on Directly on the River with heated pool one hour from NYC., vacation rental in Wilton
Real log house on Directly on the River with heated pool one hour from NYC., vacation rental in Wilton

Real log house on Directly on the River with heated pool one hour from NYC.

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Historic Apartment in Downtown Westport, vacation rental in Wilton
Historic Apartment in Downtown Westport, vacation rental in Wilton
Historic Apartment in Downtown Westport, vacation rental in Wilton

Historic Apartment in Downtown Westport

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Amazing New Construction Home with Large Yard.  5 Minutes to EVERYTHING!, vacation rental in Wilton
Amazing New Construction Home with Large Yard.  5 Minutes to EVERYTHING!, vacation rental in Wilton
Amazing New Construction Home with Large Yard.  5 Minutes to EVERYTHING!, vacation rental in Wilton

Amazing New Construction Home with Large Yard. 5 Minutes to EVERYTHING!

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Mid Century Modern Hilltop Retreat, vacation rental in Wilton
Mid Century Modern Hilltop Retreat, vacation rental in Wilton
Mid Century Modern Hilltop Retreat, vacation rental in Wilton

Mid Century Modern Hilltop Retreat

Rental Home
3 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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Interior Designer's Enchanting And Bucolic Home, vacation rental in Wilton
Interior Designer's Enchanting And Bucolic Home, vacation rental in Wilton
Interior Designer's Enchanting And Bucolic Home, vacation rental in Wilton

Interior Designer's Enchanting And Bucolic Home

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Summer in Westport, CT! - Renovated, Private, Close to everything!, vacation rental in Wilton
Summer in Westport, CT! - Renovated, Private, Close to everything!, vacation rental in Wilton
Summer in Westport, CT! - Renovated, Private, Close to everything!, vacation rental in Wilton

Summer in Westport, CT! - Renovated, Private, Close to everything!

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Historic oyster shack., vacation rental in Wilton
Historic oyster shack., vacation rental in Wilton
Historic oyster shack., vacation rental in Wilton

Historic oyster shack.

Rental Home
1 bedroom
1 bathroom
Sleeps 10
Match: Sleeps
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Dramatic Waterfront Family Home Directly on the Saugatuck River in Westport, CT, vacation rental in Wilton
Dramatic Waterfront Family Home Directly on the Saugatuck River in Westport, CT, vacation rental in Wilton
Dramatic Waterfront Family Home Directly on the Saugatuck River in Westport, CT, vacation rental in Wilton

Dramatic Waterfront Family Home Directly on the Saugatuck River in Westport, CT

Rental Home
5 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Family friendly home with an open floor plan on an acre of wooded land, vacation rental in Wilton
Family friendly home with an open floor plan on an acre of wooded land, vacation rental in Wilton
Family friendly home with an open floor plan on an acre of wooded land, vacation rental in Wilton

Family friendly home with an open floor plan on an acre of wooded land

Rental Home
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Spectacular Country Home, vacation rental in Wilton
Spectacular Country Home, vacation rental in Wilton
Spectacular Country Home, vacation rental in Wilton

Spectacular Country Home

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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The most convenient location in Norwalk to all locations and destinations., vacation rental in Wilton
The most convenient location in Norwalk to all locations and destinations., vacation rental in Wilton
The most convenient location in Norwalk to all locations and destinations., vacation rental in Wilton

The most convenient location in Norwalk to all locations and destinations.

Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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A ZEN getaway in a Gorgeous WESTON setting, vacation rental in Wilton
A ZEN getaway in a Gorgeous WESTON setting, vacation rental in Wilton
A ZEN getaway in a Gorgeous WESTON setting, vacation rental in Wilton

A ZEN getaway in a Gorgeous WESTON setting

Rental Home
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Westport on the Water: Pool, Dock & Boats--Casual Elegance--Walk to Town & Train, vacation rental in Wilton
Westport on the Water: Pool, Dock & Boats--Casual Elegance--Walk to Town & Train, vacation rental in Wilton
Westport on the Water: Pool, Dock & Boats--Casual Elegance--Walk to Town & Train, vacation rental in Wilton

Westport on the Water: Pool, Dock & Boats--Casual Elegance--Walk to Town & Train

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful Summer Escape, vacation rental in Wilton
Beautiful Summer Escape, vacation rental in Wilton
Beautiful Summer Escape, vacation rental in Wilton

Beautiful Summer Escape

Rental Home
5 bedrooms
7 bathrooms
Sleeps 10
Match: Sleeps
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Newly renovated summer home in Westport CT private pool & spa, near beach & town, vacation rental in Wilton
Newly renovated summer home in Westport CT private pool & spa, near beach & town, vacation rental in Wilton
Newly renovated summer home in Westport CT private pool & spa, near beach & town, vacation rental in Wilton

Newly renovated summer home in Westport CT private pool & spa, near beach & town

Rental Home
6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Suburban Getaway. Heated Pool. NO PARTIES., vacation rental in Wilton
Suburban Getaway. Heated Pool. NO PARTIES., vacation rental in Wilton
Suburban Getaway. Heated Pool. NO PARTIES., vacation rental in Wilton

Suburban Getaway. Heated Pool. NO PARTIES.

Rental Home
5 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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Available ONLY 6/23-7/4 for entire term, vacation rental in Wilton
Available ONLY 6/23-7/4 for entire term, vacation rental in Wilton
Available ONLY 6/23-7/4 for entire term, vacation rental in Wilton

Available ONLY 6/23-7/4 for entire term

Rental Home
6 bedrooms
6 bathrooms
Sleeps 8
Match: Sleeps
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Newly renovated 6BR, Pool, Spa, ScreenPorch, 2 private acres, Heart of Westport., vacation rental in Wilton
Newly renovated 6BR, Pool, Spa, ScreenPorch, 2 private acres, Heart of Westport., vacation rental in Wilton
Newly renovated 6BR, Pool, Spa, ScreenPorch, 2 private acres, Heart of Westport., vacation rental in Wilton

Newly renovated 6BR, Pool, Spa, ScreenPorch, 2 private acres, Heart of Westport.

Rental Home
6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Enchanting, cozy & secluded riverfront English cottage SANCTUARY, vacation rental in Wilton
Enchanting, cozy & secluded riverfront English cottage SANCTUARY, vacation rental in Wilton
Enchanting, cozy & secluded riverfront English cottage SANCTUARY, vacation rental in Wilton

Enchanting, cozy & secluded riverfront English cottage SANCTUARY

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Waterfront Getaway - Saugatuck Shores, Westport, vacation rental in Wilton
Waterfront Getaway - Saugatuck Shores, Westport, vacation rental in Wilton
Waterfront Getaway - Saugatuck Shores, Westport, vacation rental in Wilton

Waterfront Getaway - Saugatuck Shores, Westport

Rental Home
4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Nature refuge 5min from train to NYC, vacation rental in Wilton
Nature refuge 5min from train to NYC, vacation rental in Wilton
Nature refuge 5min from train to NYC, vacation rental in Wilton

Nature refuge 5min from train to NYC

Rental Home
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Westport Family Home 3 miles To Beach, vacation rental in Wilton
Westport Family Home 3 miles To Beach, vacation rental in Wilton
Westport Family Home 3 miles To Beach, vacation rental in Wilton

Westport Family Home 3 miles To Beach

Rental Home
5 bedrooms
6 bathrooms
Sleeps 8
Match: Sleeps
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Vacation Ready: Beautiful House with Heated Pool, vacation rental in Wilton
Vacation Ready: Beautiful House with Heated Pool, vacation rental in Wilton
Vacation Ready: Beautiful House with Heated Pool, vacation rental in Wilton

Vacation Ready: Beautiful House with Heated Pool

Rental Home
6 bedrooms
7 bathrooms
Sleeps 11
Match: Sleeps
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Walk-To-Town Gem! Charming renovated Colonial in sought after neighborhood., vacation rental in Wilton
Walk-To-Town Gem! Charming renovated Colonial in sought after neighborhood., vacation rental in Wilton
Walk-To-Town Gem! Charming renovated Colonial in sought after neighborhood., vacation rental in Wilton

Walk-To-Town Gem! Charming renovated Colonial in sought after neighborhood.

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Pretty Farmhouse with Pool in Historic Silvermine, vacation rental in Wilton
Pretty Farmhouse with Pool in Historic Silvermine, vacation rental in Wilton
Pretty Farmhouse with Pool in Historic Silvermine, vacation rental in Wilton

Pretty Farmhouse with Pool in Historic Silvermine

Rental Home
4 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Charming 3 BD/2.5 BA with Fenced Yard and Solarium, 2 Mi to Calf Pasture Beach!, vacation rental in Wilton
Charming 3 BD/2.5 BA with Fenced Yard and Solarium, 2 Mi to Calf Pasture Beach!, vacation rental in Wilton
Charming 3 BD/2.5 BA with Fenced Yard and Solarium, 2 Mi to Calf Pasture Beach!, vacation rental in Wilton

Charming 3 BD/2.5 BA with Fenced Yard and Solarium, 2 Mi to Calf Pasture Beach!

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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PRIVATE AIRY SUMMER HOME in Minutes from the BEACH and more (WESTPORT), vacation rental in Wilton
PRIVATE AIRY SUMMER HOME in Minutes from the BEACH and more (WESTPORT), vacation rental in Wilton
PRIVATE AIRY SUMMER HOME in Minutes from the BEACH and more (WESTPORT), vacation rental in Wilton

PRIVATE AIRY SUMMER HOME in Minutes from the BEACH and more (WESTPORT)

Rental Home
4 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Historic Updated Carriage House, vacation rental in Wilton
Historic Updated Carriage House, vacation rental in Wilton
Historic Updated Carriage House, vacation rental in Wilton

Historic Updated Carriage House

Rental Home
4 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Riverfront retreat in the woods of scenic Weston, Connecticut., vacation rental in Wilton
Riverfront retreat in the woods of scenic Weston, Connecticut., vacation rental in Wilton
Riverfront retreat in the woods of scenic Weston, Connecticut., vacation rental in Wilton

Riverfront retreat in the woods of scenic Weston, Connecticut.

Rental Home
6 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Exquisite Westport Manor for Winter Vacation, vacation rental in Wilton
Exquisite Westport Manor for Winter Vacation, vacation rental in Wilton
Exquisite Westport Manor for Winter Vacation, vacation rental in Wilton

Exquisite Westport Manor for Winter Vacation

Rental Home
6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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Pied-à-terre in prestigious Long Lots area of Westport, vacation rental in Wilton
Pied-à-terre in prestigious Long Lots area of Westport, vacation rental in Wilton
Pied-à-terre in prestigious Long Lots area of Westport, vacation rental in Wilton

Pied-à-terre in prestigious Long Lots area of Westport

Rental Home
1 bedroom
1 bathroom
Sleeps 1
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