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Holiday Rentals in South Salem

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49 rentals in South Salem.
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Lakeside Modern Farmhouse/Craftsman Chalet, holiday rental in South Salem

Lakeside Modern Farmhouse/Craftsman Chalet

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Elegant Country Estate with Equestrian Farm, holiday rental in South Salem

Elegant Country Estate with Equestrian Farm

6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Exceptional Beauty On The Water!! Candlewood Lake - Danbury, CT, holiday rental in South Salem

Exceptional Beauty On The Water!! Candlewood Lake - Danbury, CT

5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Gorgeous Lake Adjacent Home - Pet Friendly and Fenced!, holiday rental in South Salem

Gorgeous Lake Adjacent Home - Pet Friendly and Fenced!

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Lakefront home with private dock, kayaks,  and paddleboard.  Boat rentals nearby, holiday rental in South Salem

Lakefront home with private dock, kayaks, and paddleboard. Boat rentals nearby

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Private 3.5 acre estate  Zen House /Historic mid century modern  / lap pool, holiday rental in South Salem

Private 3.5 acre estate Zen House /Historic mid century modern / lap pool

1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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The Lookout on Candlewood Lake, holiday rental in South Salem

The Lookout on Candlewood Lake

3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Level, direct lakefront, expansive western views, beach on Candlewood Lake, holiday rental in South Salem

Level, direct lakefront, expansive western views, beach on Candlewood Lake

5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Luxurious Retreat in the Country only 1 hour from NYC, holiday rental in South Salem

Luxurious Retreat in the Country only 1 hour from NYC

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Luxe CT Country Home w/ Hi-end WiFi for WFH & School, holiday rental in South Salem

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

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 in South Salem

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

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Darien Family Home with Bedroom/Nursery - sleeps 12 & easy 50 min. train to NYC, holiday rental in South Salem

Darien Family Home with Bedroom/Nursery - sleeps 12 & easy 50 min. train to NYC

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Stunning Waterfront Lake House with Amazing Views, holiday rental in South Salem

Stunning Waterfront Lake House with Amazing Views

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Entire Guest House at Fox Pond Farm with Access to In ground Pool, holiday rental in South Salem

Entire Guest House at Fox Pond Farm with Access to In ground Pool

4 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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Full Cottage at a Home from 1820, holiday rental in South Salem

Full Cottage at a Home from 1820

1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Charming Cottage located on Historic Estate 1 Hour from NYC!, holiday rental in South Salem

Charming Cottage located on Historic Estate 1 Hour from NYC!

3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Secluded cottage on cul de sac in Rowayton., holiday rental in South Salem

Secluded cottage on cul de sac in Rowayton.

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Beautiful Home for Your Family Vacation, holiday rental in South Salem

Beautiful Home for Your Family Vacation

7 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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Back Country Estate with Pool - Greenwich CT, holiday rental in South Salem

Back Country Estate with Pool - Greenwich CT

5 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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5-Br 3-bath Skylit Home on 3 Forested Acres, holiday rental in South Salem

5-Br 3-bath Skylit Home on 3 Forested Acres

5 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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Cozy Cottage in Westport, CT (charming & pristine in fabulous location), holiday rental in South Salem

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

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Serene Connecticut Retreat - Luxury 2 bedroom apt, holiday rental in South Salem

Serene Connecticut Retreat - Luxury 2 bedroom apt

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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North Stamford Guest House, holiday rental in South Salem

North Stamford Guest House

2 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps
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1/2 block to Compo Beach on Long Island Sound!, holiday rental in South Salem

1/2 block to Compo Beach on Long Island Sound!

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Less than 1 block to the beach in Westport! Long Term Rentals too., holiday rental in South Salem

Less than 1 block to the beach in Westport! Long Term Rentals too.

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Modern Waterfront Home  * WESTPORT RESIDENTS/PROSPECTIVE RESIDENTS ONLY, holiday rental in South Salem

Modern Waterfront Home * WESTPORT RESIDENTS/PROSPECTIVE RESIDENTS ONLY

3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Award Winning Private Pool House on Spectacular Historic and Rare 24-Acre Estate, holiday rental in South Salem

Award Winning Private Pool House on Spectacular Historic and Rare 24-Acre Estate

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Spectacular Modern Home Near NYC, holiday rental in South Salem

Spectacular Modern Home Near NYC

5 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Luxury Executive Estate 1 Hr from New York City, holiday rental in South Salem

Luxury Executive Estate 1 Hr from New York City

6 bedrooms
5 bathrooms
Sleeps 20
Match: Sleeps
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New modern house near the water (WESTPORT RESIDENTS ONLY), holiday rental in South Salem

New modern house near the water (WESTPORT RESIDENTS ONLY)

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Tentrr Signature Site - Holmestead Woods, holiday rental in South Salem

Tentrr Signature Site - Holmestead Woods

1 bedroom
1 bathroom
Sleeps 8
Match: Sleeps
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Interior Designer's Enchanting And Bucolic Home, holiday rental in South Salem

Interior Designer's Enchanting And Bucolic Home

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful Private House; Golf, Hike, Fish, Swim, Relax, holiday rental in South Salem

Beautiful Private House; Golf, Hike, Fish, Swim, Relax

2 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Updated Farmhouse Retreat, holiday rental in South Salem

Updated Farmhouse Retreat

5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Studio Cottage on working Horse Farm/ SwimSpa, holiday rental in South Salem

Studio Cottage on working Horse Farm/ SwimSpa

0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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One of a Kind Cotswold Summer Retreat on 18 Secluded Acres, holiday rental in South Salem

One of a Kind Cotswold Summer Retreat on 18 Secluded Acres

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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A Beautiful Nature Retreat, holiday rental in South Salem

A Beautiful Nature Retreat

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Country Condo ( 3 Months mimimun ), holiday rental in South Salem

Country Condo ( 3 Months mimimun )

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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NEW! Private Getaway <2 Mi to Croton Falls Station, holiday rental in South Salem

NEW! Private Getaway <2 Mi to Croton Falls Station

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Suburban Getaway. Heated Pool. NO PARTIES., holiday rental in South Salem

Suburban Getaway. Heated Pool. NO PARTIES.

5 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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Sophisticated Country Living, holiday rental in South Salem

Sophisticated Country Living

4 bedrooms
4 bathrooms
Sleeps 5
Match: Sleeps
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Mill Pond Retreat, holiday rental in South Salem

Mill Pond Retreat

4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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See Beautiful Fall Foliage - Lovely CT country home sleeps 10 + heated  pool!, holiday rental in South Salem

See Beautiful Fall Foliage - Lovely CT country home sleeps 10 + heated pool!

3 bedrooms
5 bathrooms
Sleeps 9
Match: Sleeps
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Emerald's Farm, holiday rental in South Salem

Emerald's Farm

5 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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Newly listed Property, Home Away from Home, Close to restaurants and local beach, holiday rental in South Salem

Newly listed Property, Home Away from Home, Close to restaurants and local beach

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Sunset Manor, holiday rental in South Salem

Sunset Manor

6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Private Estate Large Private Pool, holiday rental in South Salem

Private Estate Large Private Pool

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Lake House! Fall Foliage, Private Beach on Candlewood Lake, New Construction Bea, holiday rental in South Salem

Lake House! Fall Foliage, Private Beach on Candlewood Lake, New Construction Bea

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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NEW! Luxury Forest Escape w/ Creek On-Site + Deck!, holiday rental in South Salem

NEW! Luxury Forest Escape w/ Creek On-Site + Deck!

5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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The West Lane Inn - Queen Room, holiday rental in South Salem

The West Lane Inn - Queen Room

1 bedroom
1 bathroom
Sleeps 1
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