B'n'Bs on Shelter Island - HomeToGo base64Hash B'n'Bs on Shelter Island - HomeToGo

B'n'Bs on Shelter Island

Shelter Island
Anytime
Guests
Shelter Island
Anytime
Guests

Popular Filters to find the Perfect Home Rental on Shelter Island

2 Adults
1 Bedroom
Pool
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Pets allowed
4 Adults
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Popular amenities for B'n'Bs on Shelter Island

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B'n'Bs with pools

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B'n'Bs with internet

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B'n'Bs with air conditioning

B'n'Bs with air conditioning

Top-rated b'n'bs on Shelter Island

Browse our top rated b'n'bs offers

Cottage Shelter Island
Feb 15 - Feb 22
$204 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Beautiful Cottage in North Fork with Patio, Grill & Yard + Pristine View

4.9
Outstanding (99 ratings)
Shelter Island, Suffolk County, New York, United States
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House Shelter Island
Sep 7 - Sep 14
$400 per night
House ∙ 6 guests ∙ 3 bedrooms

House in Shelter Island Heights with Patio, Yard & Pool

4.9
Outstanding (49 ratings)
Shelter Island, Suffolk County, New York, United States
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House Shelter Island
Feb 15 - Feb 22
$760 per night
House ∙ 8 guests ∙ 4 bedrooms

Beautiful House in Shelter Island Heights with Gunite Pool

5.0
Outstanding (32 ratings)
Shelter Island, Suffolk County, New York, United States
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Best Deals and Discounts on B'n'Bs

Save up to 34%

House Shelter Island
Jul 6 - Jul 13
-25%
$850
$641 per night
House ∙ 8 guests ∙ 4 bedrooms

Wonderful Vacation Home in North Fork with Wood-Burning Fireplace

5.0
Outstanding (24 ratings)
Shelter Island, Suffolk County, New York, United States
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House Shelter Island
Sep 7 - Sep 14
-34%
$799
$529 per night
House ∙ 8 guests ∙ 4 bedrooms

House in Shelter Island with Grill, Yard & Patio + Water Views

5.0
Outstanding (35 ratings)
Shelter Island, Suffolk County, New York, United States
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House Shelter Island
Jun 22 - Jun 29
-19%
$900
$733 per night
House ∙ 8 guests ∙ 3 bedrooms

Wonderful House in Shelter Island with Pool, Yard & Patio

4.9
Outstanding (12 ratings)
Shelter Island, Suffolk County, New York, United States
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B'n'Bs on Shelter Island: Top Accommodations

Cottage Shelter Island
Feb 15 - Feb 22
$195 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage in North Fork with Patio & Grill + Pristine View

5.0
Outstanding (77 ratings)
Shelter Island, Suffolk County, New York, United States
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House Shelter Island
Jul 6 - Jul 13
$850 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Shelter Island with Patio, Yard & Grill

5.0
Outstanding (29 ratings)
Shelter Island, Suffolk County, New York, United States
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Cottage Shelter Island
Sep 7 - Sep 14
$300 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage in Shelter Island with Yard, Grill & Patio

4.9
Outstanding (43 ratings)
Shelter Island, Suffolk County, New York, United States
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House Shelter Island
Oct 6 - Oct 13
-26%
$1,259
$925 per night
House ∙ 6 guests ∙ 3 bedrooms

Nice Vacation Home in North Haven with Yard, Pool & Patio

5.0
Outstanding (27 ratings)
Shelter Island, Suffolk County, New York, United States
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House Shelter Island
Jul 6 - Jul 13
$1,027 per night
House ∙ 12 guests ∙ 6 bedrooms

Vacation Home in North Fork with Grill, Patio & Yard

5.0
Outstanding (32 ratings)
Shelter Island, Suffolk County, New York, United States
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House Shelter Island
Sep 7 - Sep 14
$425 per night
House ∙ 8 guests ∙ 3 bedrooms

Great House in Shelter Island Heights with Large Pool

5.0
Outstanding (23 ratings)
Shelter Island, Suffolk County, New York, United States
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House Shelter Island
Jun 18 - Jun 25
$709 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Sag Harbor

5.0
Outstanding (3 ratings)
Shelter Island, Suffolk County, New York, United States
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House Shelter Island
Oct 6 - Oct 13
-39%
$595
$360 per night
House ∙ 4 guests ∙ 1 bedroom

House in Sag Harbor with Yard

5.0
Outstanding (28 ratings)
Shelter Island, Suffolk County, New York, United States
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House Shelter Island
Jun 22 - Jun 29
$600 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Shelter Island Heights with Large Pool + Great Views

5.0
Outstanding (8 ratings)
Shelter Island, Suffolk County, New York, United States
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Budget-friendly b'n'bs on Shelter Island

Our top value vacation rentals for b'n'bs

House Shelter Island
Sep 7 - Sep 14
$425 per night
House ∙ 8 guests ∙ 3 bedrooms

Great House in Shelter Island Heights with Large Pool

5.0
Outstanding (23 ratings)
Shelter Island, Suffolk County, New York, United States
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House Shelter Island
Jun 18 - Jun 25
$709 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Sag Harbor

5.0
Outstanding (3 ratings)
Shelter Island, Suffolk County, New York, United States
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House Shelter Island
Oct 6 - Oct 13
-39%
$595
$360 per night
House ∙ 4 guests ∙ 1 bedroom

House in Sag Harbor with Yard

5.0
Outstanding (28 ratings)
Shelter Island, Suffolk County, New York, United States
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Stay Cool: B'n'Bs with Air Conditioning

House  Shelter Island
Jun 22 - Jun 29
$600 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Shelter Island Heights with Large Pool + Great Views

5.0
Outstanding (8 ratings)
Shelter Island, Suffolk County, New York, United States
Air conditioning
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Apartment  Shelter Island
Aug 17 - Aug 24
$288 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Apartment in North Fork with Patio

4.9
Outstanding (66 ratings)
Shelter Island, Suffolk County, New York, United States
Air conditioning
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House  Shelter Island
Sep 7 - Sep 14
$1,286 per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Shelter Island Heights with Large Pool

5.0
Outstanding (2 ratings)
Shelter Island, Suffolk County, New York, United States
Air conditioning
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B'n'Bs with kitchens

House  Shelter Island
Jul 12 - Jul 19
$825 per night
House ∙ 8 guests ∙ 3 bedrooms

House in Shelter Island with Grill & Patio

5.0
Outstanding (16 ratings)
Shelter Island, Suffolk County, New York, United States
Kitchen
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House  Shelter Island
Oct 6 - Oct 13
-18%
$1,400
$1,150 per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Sag Harbor with Patio, Grill & Pool

5.0
Outstanding (24 ratings)
Shelter Island, Suffolk County, New York, United States
Kitchen
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Apartment  Shelter Island
Jul 21 - Jul 28
$456 per night
Apartment ∙ 4 guests ∙ 1 bedroom

Apartment in Sag Harbor

4.5
Excellent (16 ratings)
Shelter Island, Suffolk County, New York, United States
Kitchen
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B'n'Bs with Balconies

House  Shelter Island
Jun 18 - Jun 25
$1,012 per night
House ∙ 12 guests ∙ 6 bedrooms

Vacation Home in Sag Harbor with Patio, Grill & Yard + Window Views

4.9
Outstanding (35 ratings)
Shelter Island, Suffolk County, New York, United States
Balcony
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House  Shelter Island
Sep 7 - Sep 14
-33%
$1,500
$1,000 per night
House ∙ 6 guests ∙ 4 bedrooms

Wonderful House in Shelter Island Heights with Yard, Pool & Grill

5.0
Outstanding (10 ratings)
Shelter Island, Suffolk County, New York, United States
Balcony
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House  Shelter Island
Sep 7 - Sep 14
$578 per night
House ∙ 10 guests ∙ 4 bedrooms

Charming Vacation Home in North Fork with Patio, Yard & Grill

5.0
Outstanding (33 ratings)
Shelter Island, Suffolk County, New York, United States
Balcony
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B'n'Bs with Hot Tubs

Rentals Featuring Jacuzzis and Whirlpools

House Shelter Island
Dec 2 - Dec 9
-46%
$537
$291 per night
House ∙ 6 guests ∙ 3 bedrooms

House in Springs with Hot Tub, Pool & Grill

Shelter Island, Suffolk County, New York, United States
Free cancellation
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House Shelter Island
Jul 20 - Jul 27
-38%
$2,900
$1,800 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Springs with Grill, Patio & Pool

5.0
Outstanding (16 ratings)
Shelter Island, Suffolk County, New York, United States
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Bed and breakfast Shelter Island
Jun 15 - Jun 22
-26%
$544
$403 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Charming Bed And Breakfast in North Fork with Hot Tub, Patio & Yard

Shelter Island, Suffolk County, New York, United States
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B'n'Bs on Shelter Island for Any Type of Traveler

Looking to accommodate a large group on Shelter Island?

October is the most affortable time to stay on Shelter Island with a big group, when nightly prices for B'n'Bs will range from $496 to $1,705 per night. Find amazing B'n'Bs for big groups on Shelter Island, complete with private pool, large kitchen, and lots of space to enjoy. HomeToGo features numerous B'n'Bs on Shelter Island with seven or more bedrooms and 7+ bathrooms. Start browsing the available B'n'Bs for big groups and plan the perfect trip!

Want to plan a big family getaway on Shelter Island?

Lots of B'n'Bs on Shelter Island have family-friendly features, including private pools, game rooms, hot tubs, and many others. Shelter Island has tons of fun family-friendly activities to do, including hiking, swimming, biking, and many other activities. Search HomeToGo's selection of roomy B'n'Bs on Shelter Island, able to house a big family with five or more beds and many restrooms. Start your search for family-friendly B'n'Bs now! Most B'n'Bs on Shelter Island will cost around $456 per day for a family of 4 people but you can find many affordable options on Shelter Island to choose from.

Searching for a private trip on Shelter Island with your loved one?

The cheapest time to book is October with prices starting at $201 per night. You can find many romantic things to do with your partner on your romantic vacation, including swimming, hiking, biking, and many other outdoor activities. Reserve cozy B'n'Bs on Shelter Island for a romantic getaway, complete with hot tub, spa, and a beautiful view of Shelter Island's surrounding scenery. Search HomeToGo's best offers for romantic getaways on Shelter Island today!
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Information about B'n'Bs on Shelter Island

💳 Highest rates in May
🥳 Busiest month December
🛏️ Popular home types House rental and Apartment rental
🌡️ Hottest months July and August
❄️ Coldest months 30 °F in January and February
🌧️ Rainiest months January and February

Frequently Asked Questions

B'n'Bs on Shelter Island: How much does a stay cost?

The average rate for a rental on Shelter Island is usually around $496 and $1,705 per night.

B'n'Bs on Shelter Island: are there many vacation homes available for groups?

House rental on Shelter Island fits 8 people.

B'n'Bs on Shelter Island: what kinds of vacation rentals can I find?

You can choose from 300 House rentals and 21 Apartment rentals on Shelter Island right here on HomeToGo.

Are there any B'n'Bs with hot tubs on Shelter Island?

Of course! A supreme relaxation experience awaits you during your stay on Shelter Island! Refresh after a day of hiking or simply to relax and recharge with your loved ones - choose one of B'n'Bs with a hot tub.

Are there any waterfront B'n'Bs on Shelter Island?

HomeToGo offers 769 waterfront B'n'Bs on Shelter Island. You will be in a short distance from the water to relax and swim. It is good to note that some of our B'n'Bs have direct access to the beach.

What's the best time to rent a B'n'B on Shelter Island?

If you'd like to rent a B'n'B on Shelter Island in summer, keep in mind that typically, the months of July and august are when the temperatures are the highest, reaching around 79°F. If you're thinking of renting a B'n'B on Shelter Island during the winter, January and February, are the times when temperatures are the coolest, going as low as 30°F.

Are there any B'n'Bs with pools on Shelter Island?

Of course! Explore our selection of Shelter Island B'n'Bs with pools for $927 per night on average!

Can I book a pet-friendly B'n'B on Shelter Island?

We know how important it is fo you to travel with your pet. This is why there are 160 pet-friendly B'n'Bs for your stay to choose from.

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