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Wilton Holiday Rentals

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

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Updated Farmhouse Retreat

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
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Gorgeous French Normandy Estate-Privacy- Pool- with Contemporary Details Inside

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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See Beautiful Fall Foliage - Lovely CT country home sleeps 10 + heated pool!

Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 9
Match: Sleeps
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Southern Connecticut House for a Summer Retreat with Pool

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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Luxe CT Country Home w/ Hi-end WiFi for WFH & School

Holiday Rental House
6 bedrooms
8 bathrooms
Sleeps 16
Match: Sleeps
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Ideal Westport location - Compo Beach, Longshore Club Park, fine dining

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Over Sized Colonial on Private Road.

Holiday Rental House
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

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Romantic Riverfront Farm House at Historic Aspetuck Corners

Holiday Rental House
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

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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3-LEVEL LARGE HOUSE/CLOSE TO NYC, STAMFORD, WESTPORT, BEACH, GR-WICH

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Cozy Cottage in Westport, CT (charming & pristine in fabulous location)

Holiday Rental House
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

Holiday Rental House
6 bedrooms
8 bathrooms
Sleeps 12
Match: Sleeps
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Modern Waterfront Home * WESTPORT RESIDENTS/PROSPECTIVE RESIDENTS ONLY

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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New Canaan-Great Fairfield County Location. Walk to Town. Walk to Train

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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6BR /6Bth Luxury retreat near NYC & nature

Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 20
Match: Sleeps
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New modern house near the water (WESTPORT RESIDENTS ONLY)

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Modern Farmhouse - Recently Renovated

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Summer rental House Westport

Holiday Rental House
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.

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Amazing New Construction Home with Large Yard. 5 Minutes to EVERYTHING!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
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Mid Century Modern Hilltop Retreat

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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Interior Designer's Enchanting And Bucolic Home

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Summer in Westport, CT! - Renovated, Private, Close to everything!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Historic oyster shack.

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

Holiday Rental House
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

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Spectacular Country Home

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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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

Holiday Rental House
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

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful Summer Escape

Holiday Rental House
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

Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Suburban Getaway. Heated Pool. NO PARTIES.

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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Suburban Getaway. Heated Pool. NO PARTIES.

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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Newly renovated 6BR, Pool, Spa, ScreenPorch, 2 private acres, Heart of Westport.

Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Enchanting, cozy & secluded riverfront English cottage SANCTUARY

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Cozy Apartment in Downtown Westport

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Waterfront Getaway - Saugatuck Shores, Westport

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Nature refuge 5min from train to NYC

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Westport Family Home 3 miles To Beach

Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps
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Vacation Ready: Beautiful House with Heated Pool

Holiday Rental House
6 bedrooms
7 bathrooms
Sleeps 11
Match: Sleeps
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Walk-To-Town Gem! Charming renovated Colonial in sought after neighborhood.

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Pretty Farmhouse with Pool in Historic Silvermine

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 4
Match: Sleeps
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Charming 3 BD/2.5 BA with Fenced Yard and Solarium, 2 Mi to Calf Pasture Beach!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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PRIVATE AIRY SUMMER HOME in Minutes from the BEACH and more (WESTPORT)

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Historic Updated Carriage House

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Exquisite Westport Manor for Winter Vacation

Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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Pied-à-terre in prestigious Long Lots area of Westport

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 1
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