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Sag Harbor Holiday Rentals

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63 rentals in Sag Harbor.
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Sag Harbor, Hamptons Hideaway, holiday rental in Sag Harbor

Sag Harbor, Hamptons Hideaway

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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*SAIL* YOUR OWN PRIVATE YACHT !  DAYSAILS ON HAMPTONS  #1 CATAMARAN, holiday rental in Sag Harbor

*SAIL* YOUR OWN PRIVATE YACHT ! DAYSAILS ON HAMPTONS #1 CATAMARAN

3 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Hamptons Beauty, fully renovated home with a pool, minutes to ocean and town, holiday rental in Sag Harbor

Hamptons Beauty, fully renovated home with a pool, minutes to ocean and town

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Sag Harbor Charmer - 2 Bedroom Cottage; Walk to Town, holiday rental in Sag Harbor

Sag Harbor Charmer - 2 Bedroom Cottage; Walk to Town

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Sag Harbor Village walk to town and beach, holiday rental in Sag Harbor

Sag Harbor Village walk to town and beach

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Cottage 1865 in Sag Harbor Village, holiday rental in Sag Harbor

Cottage 1865 in Sag Harbor Village

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Book Sag Harbor Getaway -HOT TUB OPEN THROUGH NEW YEARS!, holiday rental in Sag Harbor

Book Sag Harbor Getaway -HOT TUB OPEN THROUGH NEW YEARS!

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Sag Harbor Ultimate Beach House , 5 min walk to Long Beach, holiday rental in Sag Harbor

Sag Harbor Ultimate Beach House , 5 min walk to Long Beach

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Elegant Designer Hamptons Retreat in Sag Harbor, holiday rental in Sag Harbor

Elegant Designer Hamptons Retreat in Sag Harbor

5 bedrooms
7 bathrooms
Sleeps 12
Match: Sleeps
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BEHIND SERENE GREEN FARM &  TWO MINUTE DRIVE TO GORGEOUS LONG BEACH, holiday rental in Sag Harbor

BEHIND SERENE GREEN FARM & TWO MINUTE DRIVE TO GORGEOUS LONG BEACH

4 bedrooms
7 bathrooms
Sleeps 8
Match: Sleeps
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Beech Tree Cottage, holiday rental in Sag Harbor

Beech Tree Cottage

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Family waterfront oasis, holiday rental in Sag Harbor

Family waterfront oasis

3 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Sag Harbor Home close to Village, Heated Pool, Sun-filled Decks, 4 Beds/4Baths, holiday rental in Sag Harbor

Sag Harbor Home close to Village, Heated Pool, Sun-filled Decks, 4 Beds/4Baths

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Sag Harbor Village Home 4 bed 3 bath Sleeps 8 Salt Water Pool, 2 acres 3K sq ft., holiday rental in Sag Harbor

Sag Harbor Village Home 4 bed 3 bath Sleeps 8 Salt Water Pool, 2 acres 3K sq ft.

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Sag Harbor Cottage Vacation, holiday rental in Sag Harbor

Sag Harbor Cottage Vacation

3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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SAG HARBOR GETAWAY-LONG TERM RENTAL STARTING SEPTEMBER 2020-APRIL 2021, holiday rental in Sag Harbor

SAG HARBOR GETAWAY-LONG TERM RENTAL STARTING SEPTEMBER 2020-APRIL 2021

6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Perfect Sag Harbor  (Unavailable during pandemic. Stay well!), holiday rental in Sag Harbor

Perfect Sag Harbor (Unavailable during pandemic. Stay well!)

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Secluded and Safe in Sag Harbor: 4 Bed, 4 Bath on Nature Preserve, holiday rental in Sag Harbor

Secluded and Safe in Sag Harbor: 4 Bed, 4 Bath on Nature Preserve

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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East Hampton/Sag Harbor Village Fringe, holiday rental in Sag Harbor

East Hampton/Sag Harbor Village Fringe

6 bedrooms
7 bathrooms
Sleeps 12
Match: Sleeps
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Close to everything! Steps to water and beach, hiking, kayaking, sailing., holiday rental in Sag Harbor

Close to everything! Steps to water and beach, hiking, kayaking, sailing.

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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*New Listing* Sag Harbor Beach and Marina, holiday rental in Sag Harbor

*New Listing* Sag Harbor Beach and Marina

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Thanksgiving-1 night free! Private Bridgehampton home near all., holiday rental in Sag Harbor

Thanksgiving-1 night free! Private Bridgehampton home near all.

3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Taste of Eden Oasis in Sag Harbor Village, holiday rental in Sag Harbor

Taste of Eden Oasis in Sag Harbor Village

4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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5 min walk to Beach/ Restaurants/ Museums - Village House with large backyard, holiday rental in Sag Harbor

5 min walk to Beach/ Restaurants/ Museums - Village House with large backyard

3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Sag Harbor Village Fringe, Great Location, holiday rental in Sag Harbor

Sag Harbor Village Fringe, Great Location

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Stylish Sag Harbor Home, holiday rental in Sag Harbor

Stylish Sag Harbor Home

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Close To Beach - Dream Vacation, holiday rental in Sag Harbor

Close To Beach - Dream Vacation

4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Sag Harbor Quiet Getaway, holiday rental in Sag Harbor

Sag Harbor Quiet Getaway

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Sag Harbor, Hamptons Summer Compound w/ Pool, holiday rental in Sag Harbor

Sag Harbor, Hamptons Summer Compound w/ Pool

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Picturesque Sag Harbor Cottage w/ Salt Water Pool, holiday rental in Sag Harbor

Picturesque Sag Harbor Cottage w/ Salt Water Pool

3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Relax and enjoy! Charming Cottage in Sag Harbor Village. NEW LISTING for August!, holiday rental in Sag Harbor

Relax and enjoy! Charming Cottage in Sag Harbor Village. NEW LISTING for August!

3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Beautiful Hamptons, Sag Harbor 4 bedroom Rental, holiday rental in Sag Harbor

Beautiful Hamptons, Sag Harbor 4 bedroom Rental

4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Why Share?  Beautiful guest house! Hamptons - Sag Harbor, holiday rental in Sag Harbor

Why Share? Beautiful guest house! Hamptons - Sag Harbor

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Beautiful newly renovated house with hot tub, holiday rental in Sag Harbor

Beautiful newly renovated house with hot tub

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful Guest House Waits For You - Hamptons - Sag Harbor, holiday rental in Sag Harbor

Beautiful Guest House Waits For You - Hamptons - Sag Harbor

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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ROMANTIC LUXURY RETREAT WITH POOL & WATER VIEWS, 1 MILE FROM SAG HARBOR VILLAGE, holiday rental in Sag Harbor

ROMANTIC LUXURY RETREAT WITH POOL & WATER VIEWS, 1 MILE FROM SAG HARBOR VILLAGE

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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6BR Private Home In Sag Harbor / Southampton With Pool & Jacuzzi, holiday rental in Sag Harbor

6BR Private Home In Sag Harbor / Southampton With Pool & Jacuzzi

6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Sag Harbor Rental Close To Village And Beach, holiday rental in Sag Harbor

Sag Harbor Rental Close To Village And Beach

4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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CHARMING MODERN BEACH BUNGALOW, holiday rental in Sag Harbor

CHARMING MODERN BEACH BUNGALOW

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Hampton's Paradise sag Harbor, Southampton, holiday rental in Sag Harbor

Hampton's Paradise sag Harbor, Southampton

6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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The Seashell House, holiday rental in Sag Harbor

The Seashell House

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Dog-Friendly House w/ a Furnished Deck & Sunroom - Near Trout Pond, holiday rental in Sag Harbor

Dog-Friendly House w/ a Furnished Deck & Sunroom - Near Trout Pond

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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no longer avail property Sold !, holiday rental in Sag Harbor

no longer avail property Sold !

3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Great 4 bedroom family home walking distance to the beach and village, holiday rental in Sag Harbor

Great 4 bedroom family home walking distance to the beach and village

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Village traditional on a quiet cul de sac, holiday rental in Sag Harbor

Village traditional on a quiet cul de sac

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Sag Harbor Home w/ Pool - 5 Mins to Downtown!, holiday rental in Sag Harbor

Sag Harbor Home w/ Pool - 5 Mins to Downtown!

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Dreamy 2 Bdrm Cottage in iconic Sag Harbor Village !, holiday rental in Sag Harbor

Dreamy 2 Bdrm Cottage in iconic Sag Harbor Village !

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Comfortable Home in Quiet Beach Front Community Great for Kids!, holiday rental in Sag Harbor

Comfortable Home in Quiet Beach Front Community Great for Kids!

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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New Listing: Private Cottage with Beach and Dock, Separate Cabana,..., holiday rental in Sag Harbor

New Listing: Private Cottage with Beach and Dock, Separate Cabana,...

2 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps
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Sag Harbor Village Brand New, holiday rental in Sag Harbor

Sag Harbor Village Brand New

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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