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Stamford Vacation Rentals

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50 rentals in Stamford.
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Private 3.5 acre estate  Zen House /Historic mid century modern  / lap pool, vacation rental in Stamford

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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Ocean Dream Beach Home, vacation rental in Stamford

Ocean Dream Beach Home

6 bedrooms
4 bathrooms
Sleeps 20
Match: Sleeps
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Serene Connecticut Retreat - Luxury 2 bedroom apt, vacation rental in Stamford

Serene Connecticut Retreat - Luxury 2 bedroom apt

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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North Stamford Guest House, vacation rental in Stamford

North Stamford Guest House

2 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps
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Comfy and Stylish Harbor Point Studio, vacation rental in Stamford

Comfy and Stylish Harbor Point Studio

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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SHORELINE HOLIDAY GETAWAY BIG YARD FIREPLACE, vacation rental in Stamford

SHORELINE HOLIDAY GETAWAY BIG YARD FIREPLACE

6 bedrooms
4 bathrooms
Sleeps 13
Match: Sleeps
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Charming and immaculate 3 br duplex!, vacation rental in Stamford

Charming and immaculate 3 br duplex!

3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Westport: Walk to Town (Really) Private Yard, One Floor, Fall 2020 Reno KHS BMS, vacation rental in Stamford

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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Greenwich /New Construction/Hotel Alternative, vacation rental in Stamford

Greenwich /New Construction/Hotel Alternative

3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Private beach/tennis community. $8k October thru December. ONE MONTH MINIMUM., vacation rental in Stamford

Private beach/tennis community. $8k October thru December. ONE MONTH MINIMUM.

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Great hotel alternative!!! Brand New!!! 3 Bedroom Home - Heart of Greenwich, vacation rental in Stamford

Great hotel alternative!!! Brand New!!! 3 Bedroom Home - Heart of Greenwich

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Darien Family Home with Bedroom/Nursery - sleeps 12 & easy 50 min. train to NYC, vacation rental in Stamford

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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Centrally Located Townhouse - Hotel Alternative -close to town - Pet friendly, vacation rental in Stamford

Centrally Located Townhouse - Hotel Alternative -close to town - Pet friendly

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Full Cottage at a Home from 1820, vacation rental in Stamford

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!, vacation rental in Stamford

Charming Cottage located on Historic Estate 1 Hour from NYC!

3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Beautiful Home for Your Family Vacation, vacation rental in Stamford

Beautiful Home for Your Family Vacation

7 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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5-Br 3-bath Skylit Home on 3 Forested Acres, vacation rental in Stamford

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), vacation rental in Stamford

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

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Quaint and immaculate 3 br duplex!, vacation rental in Stamford

Quaint and immaculate 3 br duplex!

3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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1/2 block to Compo Beach on Long Island Sound!, vacation rental in Stamford

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

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Brand New! Walk to Train, Downtown Fully Loaded, vacation rental in Stamford

Brand New! Walk to Train, Downtown Fully Loaded

3 bedrooms
5 bathrooms
Sleeps 5
Match: Sleeps
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Back Country Estate with Pool - Greenwich CT, vacation rental in Stamford

Back Country Estate with Pool - Greenwich CT

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

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, vacation rental in Stamford

Modern Waterfront Home * WESTPORT RESIDENTS/PROSPECTIVE RESIDENTS ONLY

3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Secluded cottage on cul de sac in Rowayton., vacation rental in Stamford

Secluded cottage on cul de sac in Rowayton.

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Twenty One ! Boutique Stay in Heart of Downtown, vacation rental in Stamford

Twenty One ! Boutique Stay in Heart of Downtown

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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COZY CAPE, vacation rental in Stamford

COZY CAPE

3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Westport 'Gold Coast' across from Southport beach, vacation rental in Stamford

Westport 'Gold Coast' across from Southport beach

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Charming Rye Colonial Walk to Town & Train, vacation rental in Stamford

Charming Rye Colonial Walk to Town & Train

5 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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New modern house near the water (WESTPORT RESIDENTS ONLY), vacation rental in Stamford

New modern house near the water (WESTPORT RESIDENTS ONLY)

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Valhalla Sky 1 Queenn Rm, vacation rental in Stamford

Valhalla Sky 1 Queenn Rm

1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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A New England Jewel with Scenic Beauty, vacation rental in Stamford

A New England Jewel with Scenic Beauty

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Gold Coast August Rental, vacation rental in Stamford

Gold Coast August Rental

6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Renovated antique converted barn on 5 + acre river-front estate, vacation rental in Stamford

Renovated antique converted barn on 5 + acre river-front estate

5 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps
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Updated Farmhouse Retreat, vacation rental in Stamford

Updated Farmhouse Retreat

5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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White Plains Prospect Park Winter Rental 1-3 Months, vacation rental in Stamford

White Plains Prospect Park Winter Rental 1-3 Months

3 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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The Cozy Little Cottage, vacation rental in Stamford

The Cozy Little Cottage

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Greenwich Hotel Alternative / Boutique Living  - Fully Loaded- Turn Key 1B, vacation rental in Stamford

Greenwich Hotel Alternative / Boutique Living - Fully Loaded- Turn Key 1B

2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Suburban Getaway. Heated Pool. NO PARTIES., vacation rental in Stamford

Suburban Getaway. Heated Pool. NO PARTIES.

5 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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Darling Rye Cape House - Steps to town, train, parks, vacation rental in Stamford

Darling Rye Cape House - Steps to town, train, parks

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Steps to Compo Beach, vacation rental in Stamford

Steps to Compo Beach

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Sophisticated Country Living, vacation rental in Stamford

Sophisticated Country Living

4 bedrooms
4 bathrooms
Sleeps 5
Match: Sleeps
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Nature Lovers Perfect Location, an hour from Manhattan, vacation rental in Stamford

Nature Lovers Perfect Location, an hour from Manhattan

4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Mill Pond Retreat, vacation rental in Stamford

Mill Pond Retreat

4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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A Fine Waterfront Private Home, In Park-like seaing, vacation rental in Stamford

A Fine Waterfront Private Home, In Park-like seaing

3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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See Beautiful Fall Foliage - Lovely CT country home sleeps 10 + heated  pool!, vacation rental in Stamford

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

3 bedrooms
5 bathrooms
Sleeps 9
Match: Sleeps
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Walker's Paradise Steps from Greenwich Ave, vacation rental in Stamford

Walker's Paradise Steps from Greenwich Ave

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Nature refuge 5min from train to NYC, vacation rental in Stamford

Nature refuge 5min from train to NYC

3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Heart of Greenwich - Sun Drenched and Relaxing, vacation rental in Stamford

Heart of Greenwich - Sun Drenched and Relaxing

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Memory Lane Farm, vacation rental in Stamford

Memory Lane Farm

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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