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Vacation Rentals in Sag Harbor, New York

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about Sag Harbor

Sag Harbor, New York Vacation Rentals and Tourism

Sag Harbor, New York, in the Hamptons on Long Island is lively destination where the past meets the present. Vacation rental houses in Sag Harbor are the best way to stay in the Hamptons for a refreshing waterfront vacation. With space for beach gear, kitchens for creating masterpieces with fresh seafood or produce from the farmers markets, and room for everyone to hang out and relax, Sag Harbor vacation rentals make your family vacation relaxing - why even consider a hotel?

Sag Harbor waterfront rentals are close to all the water sports you need to keep everyone entertained on the bay and the ocean. Visit Long Island’s lighthouses and historic windmills. Tour the Old Custom House, preserving the history of Sag Harbor’s former role as one of the first points of entry in the United States. Book a Sag Harbor vacation rental for a wine tasting and vineyard tour on Long Island. Stroll the shops on Main Street in Sag Harbor and find an array of specialty shops and boutiques. Enjoy dinner on the waterfront and one of the delicious restaurants near your vacation home in Sag Harbor.

Plan a vacation to Sag Harbor, NY, soon, and enjoy the sea air, the relaxed and laid back culture of the village. Sag Harbor cottages and waterfront rentals make a great getaway destination and are ideal for relaxing in the Hamptons with family and friends.

Sag Harbor Vacation Rental Deals

Sag Harbor is a wonderful family vacation destination. With so much to do it would be impossible not to have fun while you’re here. And if you stay in one of our Sag Harbor discounted vacation rentals you will save money and get the best value out of your vacation. We also offer more ways to save with discounted rates and Sag Harbor last minute deals. Such affordable Sag Harbor accommodations give you more money to spend having fun with your group or family. And with such cheap prices there has never been a better time to book a low-cost Sag Harbor rental than now.

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Check out more areas which feature homes, villas, cabins, cottages, or condos.

Sag Harbor things to do

 

Wolffer Estate Vineyard

This was my first wine tasting at a vineyard and it was the perfect outing for a not so great beach day. I was told that they are "different from other...read more

 

Wolffer Estate

Beautiful vineyard, romantic tasting room. Overlooking vineyard outdoor porch for relaxing afternoon for tasting wines. It was Friday afternoon, winery was...read more

 

Cedar Point County Park

Camping ranked very high on the list of things I had absolutely no interest in doing, ever. Here's why: - Setup and break down is too much damn work....read more

 

One Woman Wines & Vineyard

By far our FAVORITE stop of the day. We had a great time talking to the people behind the counter. Can't wait to enjoy the wines we brought home from here.read more

 

East Hampton Main Beach

This is a private beach barely any parking. It was just peaceful because of how secluded it is and you need a permit. Next time I come back, I will be...read more

 

Channing Daughters Winery

Love this place. First the wine: it's terrific. Easily the best on the South Fork, and far beyond that. It's really well thought out, and extremely...read more

 

Duckwalk Vineyards

Came by Duckwalk this afternoon for the wine tasting, and I've gotta say: my wife and I were pleasantly surprised! Mike took really good care of us - he's...read more

 

Mashomack Preserve

2000+ acres of beautiful woodland, grasses and lakes. Four lovely walks from one for aged to a 10 mile rambler special. All accurately marked and nicely...read more

 

LongHouse Reserve

This is literally one of the most beautiful places I have ever been in my life. The sculpture garden is very impressive. The air smells sweet here because...read more

 

Cross Sound Ferry

Took the Cross Sound Ferry from New London, Ct to Orient Point, NY and decided to spend the trip in the bar/Cross Sound Deli on the ferry. The bartender,...read more

 

Cooper's Beach

This is my favorite beach on the North East Coast for sunning . . . for surfing though, I would go to Montauk, particularly Ditch Plains which is a point...read more

 

Kontokosta Winery

This winery is absolutely breathtaking. After going up a long driveway, you'll see their red barn door. The two level tasting room is very sleek and...read more

 

Sag Harbor Cycle Company

Service and attention to customers is a coin toss at best.read more

 

Orient Beach State Park

This is a cool state park/beach hybrid, with playgrounds and picnic areas. I came here with my family Fourth of July Weekend and it wasn't even crowded. The...read more

 

Shelter Island Kayak Tours

Jay, your guide, operates out of an unassuming sleepy little shack adjacent to a restaurant called Planet Bliss. He's been written about in so many...read more

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Hampton Sag Harbor Village home
Sag Harbor House Rental Picture
  • bedrooms 4
  • community Sag harbor
  • rental type House
  • sleeps 12
  • baths 3
  • rates (USD) $1,500 /nt
    $7,500 - $8,500 /wk
 
 
 
 
 

1 reviews write a review

Spring/Summer Dates Now Available
Sag Harbor House Rental Picture
  • bedrooms 7
  • community Sagaponack
  • rental type House
  • sleeps 15
  • baths 5
  • rates (USD) $1,500 - $4,500 /nt
    $2,500 - $12,000 /wk
 
 
 
 
 

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Luxury Waterfront 7 Bedroom w Pool & Hot tub
Sag Harbor House Rental Picture
  • bedrooms 7
  • community Noyack
  • rental type House
  • owner badgeowner badge
  • sleeps 12
  • baths 5
  • rates (USD) $2,500 - $14,000 /wk
 
 
 
 
 

4 reviews write a review

Charming 2BR Cottage
Sag Harbor Cottage Rental Picture
  • bedrooms 2
  • community
  • rental type Cottage
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $325 - $450 /nt
    $2,100 - $3,150 /wk
 
 
 
 
 

48 reviews write a review

Artist's Charming House
Sag Harbor House Rental Picture
  • bedrooms 3
  • community Bay Point
  • rental type House
  • sleeps 6
  • baths 2
  • rates (USD) $500 - $1,000 /nt
    $2,500 - $3,000 /wk
    $12,000 - $14,000 /mth
 
 
 
 
 

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Lots of weeks in MAY, JUNE, JULY, AUGUST Avail! Newly Renovated 4BR House w/Private Solar-Heated Pool *Walk to the Beach!*
Sag Harbor House Rental Picture
  • bedrooms 4
  • rental type House
  • sleeps 8
  • baths 3
  • rates (USD) $250 - $1,214 /nt
    $1,950 - $6,500 /wk
    $7,500 - $36,429 /mth
 
 
 
 
 

1 reviews write a review

New Luxurious Contemporary Farmhouse in the Village of Sag Harbor
Sag Harbor Farmhouse Rental Picture
  • bedrooms 4
  • rental type Farmhouse
  • sleeps 12
  • baths 3
  • rates (USD) $1,500 /nt
 
 
 
 
 

1 reviews write a review

Village Tranquil Traditional With Pool And Lush Gardens
Sag Harbor House Rental Picture
  • bedrooms 4
  • rental type House
  • owner badgeowner badge
  • sleeps 8
  • baths
  • rates (USD) $5,500 - $6,500 /wk
    $24,000 /mth
 
 
 
 
 

2 reviews write a review

Close To Beach - Dream Vacation
Sag Harbor House Rental Picture
  • bedrooms 3
  • rental type House
  • sleeps 6
  • baths
  • rates (USD) $1,350 - $3,700 /wk
    $5,000 - $14,000 /mth
 
 
 
 
 

1 reviews write a review

Romantic Hamptons Haven in the Village of Sag Harbor
Sag Harbor House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 13
  • baths 3
  • rates (USD) $500 - $1,300 /nt
    $2,500 - $6,500 /wk
    $6,500 - $23,000 /mth
 
 
 
 
 

9 reviews write a review

Light Bright and Minimalist Contemporary Family House off Long Private Driveway
Sag Harbor House Rental Picture
  • bedrooms 4
  • rental type House
  • sleeps 9
  • baths
  • rates (USD) $1,500 /nt
 
 
 
 
 

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Live in Luxury in This English Manor Home! only 1.5 miles to the beach
Sag Harbor House Rental Picture
  • bedrooms 8
  • rental type House
  • owner badgeowner badge
  • sleeps 16
  • baths
  • rates (USD) $10,000 - $20,000 /wk
 
 
 
 
 

2 reviews write a review

Luxury home with spectacular pool
Sag Harbor House Rental Picture
  • bedrooms 5
  • rental type House
  • sleeps 8
  • baths 4
  • rates (USD) $714 - $1,429 /nt
 
 
 
 
 

1 reviews write a review

Sag Harbor Village Historic Area
Sag Harbor Apartment Rental Picture
  • bedrooms 1
  • rental type Apartment
  • sleeps 2
  • baths 1
  • rates (USD) $300 - $450 /nt
    $2,000 - $2,400 /wk
 
 
 
 
 

1 reviews write a review

Swimming, Fishing, Boating, Relaxing
Sag Harbor House Rental Picture
  • bedrooms 3
  • rental type House
  • sleeps 10
  • baths 0
  • rates (USD) $333 - $1,667 /nt
 
 
 
 
 

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New Renovated 5 Bedroom Home Close To Beaches And Village
Sag Harbor House Rental Picture
  • bedrooms 5
  • rental type House
  • sleeps 12
  • baths 4
  • rates (USD) $30,000 /mth
 
 
 
 
 

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Luxury Home w/ Pool and Water Views, 1 mile f/ Sag Harbor
Sag Harbor House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 7
  • baths 2
  • rates (USD)
 
 
 
 
 

2 reviews write a review

Bay Street House, 1/4 Mile Walk To Main Street
Sag Harbor House Rental Picture
  • bedrooms 3
  • rental type House
  • sleeps 8
  • baths
  • rates (USD) $2,500 - $10,000 /wk
    $6,000 - $50,000 /mth
 
 
 
 
 

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Private Azurest with Heated Pool! Walk to town & beach.
Sag Harbor House Rental Picture
  • bedrooms 3
  • rental type House
  • sleeps 6
  • baths 2
  • rates (USD)
 
 
 
 
 

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Newly Renovated, Freshwater Gunite Pool, Tennis, Wooded Trails
Sag Harbor House Rental Picture
  • bedrooms 5
  • rental type House
  • sleeps 12
  • baths 7
  • rates (USD) $1,167 - $2,167 /nt
    $7,000 /wk
    $35,000 - $67,167 /mth
 
 
 
 
 

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Ultimate Hamptons Vacation Mansion
Sag Harbor House Rental Picture
  • bedrooms 8
  • rental type House
  • sleeps 24
  • baths 9
  • rates (USD)
 
 
 
 
 

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Hi-End Luxury Family Retreat - 6 Bedrooms, Pool, Bike to Beach/Town
Sag Harbor House Rental Picture
  • bedrooms 5
  • rental type House
  • sleeps 15
  • baths 6
  • rates (USD) $189,950 /mth
 
 
 
 
 

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