Airbnb your place

Pet-friendly holiday rentals in Shelter Island Heights

Find and book unique pet-friendly homes on Airbnb

Quick stats about holiday rentals that are pet-friendly in Shelter Island Heights

  • Total holiday rentals

    Explore 140 holiday rentals in Shelter Island Heights

  • Nightly prices starting at

    Shelter Island Heights holiday rentals start at $318 NZD per night before taxes and fees

  • Verified guest reviews

    Over 5,810 verified reviews to help you choose

  • Family-friendly holiday rentals

    120 properties offer extra space and kid-friendly amenities

  • Holiday rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wi-Fi availability

    140 of Shelter Island Heights holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Shelter Island Heights rentals

  • 4.9 Average rating

    Shelter Island Heights stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated pet-friendly home rentals in Shelter Island Heights

Guests agree: These pet-friendly homes are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Top Guest favourite
Home in Shelter Island Heights

Surf Scoter Cottage Shelter Island

New heated gunnite Pool & pea gravel driveway. 4BR renovated mid-century ranch with a breezy nautical theme. Central A/C. Giant back deck: Propane & Charcoal BBQ, Jacuzzi, Hammock & glorious Outdoor Shower. Private front & back yards. Fab mirrored bar, sleek kitchen, double-sink master bath+full 2nd bath. Impressive vinyl collect & 4 speaker Bluetooth stereo, Piano, chill basement media room + ping pong & foosball! washer/dryer. 4 bikes, beach chairs, cooler & umbrella. $100 /dog sorry no cats

WalkabilityOutdoor spacesHiking

4.92 out of 5 average rating, 100 reviews
Top Guest favourite
The exterior of the farmhouse is framed by well-maintained hedges, with a simple wooden staircase leading to the front door. Brightly lit windows are positioned symmetrically, highlighting the home's classic architecture. The surrounding greenery complements the inviting entrance.
Home in Greenport

Cozy Farmhouse Retreat in North Fork, NY

A 1905 farmhouse with modern touches, Arthur's Vineyard is a cozy 3-bed, 2-bath home in walking distance of Greenport village's beaches, marina, restaurants and boutiques. An open plan living area, breezy decor and a large landscaped backyard for spending relaxed summer days and nights with your family and friends, including the 4-legged ones. Walk to the train station/jitney or take a short drive to the wineries & farm stands of the North Fork. Recent updates: central heat/AC & new bathrooms.

Outdoor spacesPetsWi-Fi

4.92 out of 5 average rating, 136 reviews
Guest favourite
Home in Springs

Serene, chic private house near best attractions!

Escape to your serene, chic, Hamptons oasis! Cuddle up at the wood-burning fireplace with nature views all around the house. Enjoy your cozy bedrooms, fully stocked Chef's kitchen + 80' streaming TV. You may see deer and bunnies around the property! Toast marshmallows around the firepit + spark up the BBQ under the starry sky. A perfect escape for you to reset! You will be 8 minutes to Main St of East Hampton + Amagansett. Near coffee shops, restaurants, beaches, pumpkin/apple picking + more!

Outdoor spacesPetsTV

4.9 out of 5 average rating, 144 reviews
Top Guest favourite
A light-filled living space is highlighted by a wall of glass, providing expansive views of the water and a natural landscape. The space includes a round coffee table on a light floor, with comfortable seating arranged to enjoy the serene outdoor scenery.
Cottage in Riverhead

Savor Ocean Sunsets at a Soothing Beachfront Haven

Newly renovated and featured as a top Airbnb by New York Magazine, The Beach Cottage has been designed and decorated in a modern organic style, with a palette of whites and neutrals to create a serene and peaceful escape. Relax in the airy, light and open living room, which features a wall of glass for indoor/outdoor living with expansive, uninterrupted water views. Stay on the property for swimming, beach walks, sunsets and BBQs - or venture out to enjoy all the North Fork has to offer.

Outdoor spacesPetsSleep quality

4.98 out of 5 average rating, 184 reviews
Guest favourite
Home in Mastic

Family Retreat with Heated Pool, Hot Tub, Sauna.

🛏 6 Bedrooms, 9 beds & 3 Full Baths 🏊‍♂️ Heated Pool & Relaxing Hot Tub 4-person Sauna 🏀 Half Basketball Court & 🏐 Volleyball Area 🏌️‍♂️ Private Golf Putting Green 🔥 Cozy Firepit & Outdoor Lounge Area 🛝 Swing Set & Kid-Friendly Yard 🍽 Fully Stocked Kitchen & Spacious Dining 🌐 High-Speed Wi-Fi & Smart TVs 10 min to Smith Point Beach & Boardwalk 15–20 min to Long Island Wine Country Nearby hiking at Wertheim Wildlife Refuge Short drive to Tanger Outlets & restaurants

PetsWalkabilityBackyard

4.96 out of 5 average rating, 189 reviews
Guest favourite
A well-designed outdoor area features a pristine pool with colorful floats, bordered by a spacious deck. Lounge chairs, adorned in striped blue and white, provide comfortable seating under large umbrellas. The house is illuminated, showcasing a welcoming atmosphere amidst lush greenery.
Villa in East Hampton

Pool|Golf Sim|HotTub|Movie|Games|Firepit|Golf Open

Insta: @staywithhamptonsmama PINKWOOD PLAYHOUSE is the perfect spot for your Hamptons stay, offering elevated design and relaxed luxury with laid back beach vibes. Perfect for families, friends or couples. This stylish and serene home features 4 bedrooms, 2.5 bathrooms, a fully equipped kitchen, soaring ceilings, games room and movie room. Bring the outdoors in with oversized windows and over 1000 square feet of deck space overlooking the gorgeous pool (can be heated for a fee).

WalkabilityOutdoor spacesQuiet

4.95 out of 5 average rating, 101 reviews
Guest favourite
A serene scene features a well-kept pool surrounded by lounge chairs, reflecting the colors of the sunset. The main house and pool house are visible, each with large windows and inviting outdoor spaces. Lush greenery outlines the property, enhancing the tranquil setting.
Home in Hampton Bays

Stunning Hamptons Waterfront Escape w/ Sunset View

Experience an unforgettable trip in the Hamptons at our waterfront haven! Savor the views and sunset from our spacious deck. Vaulted ceilings and large windows flood the space with natural light. Brand new Weber Grill (2025). We have completed renovations of 3 bathrooms, 2 kitchens, and the entire pool house over the last 18 months. Our home is <10 minutes drive to the beach, groceries, and restaurants! Our pool will close on September 15th, 2026 and will reopen May 29, 2027.

Outdoor spacesWalkabilityAmenities

4.87 out of 5 average rating, 144 reviews
Guest favourite
Home in Shelter Island Heights

Hay Beach Family Home: Fire Pit, Playroom, Yard

Two blocks from Hay Beach, this family-and-dog-friendly 3BR sleeps 6 in a quiet Shelter Island neighborhood. Fenced yard, fire pit, playroom, crib, toddler toys, beach gear, and bikes included. The home was built for families: open living area with wood-burning fireplace, full kitchen, 2 full baths, basement playroom, and workout space. Outside: fully fenced yard, fire pit, sun loungers, propane grill, Big Green Egg. Winter stays: $0 cleaning fee Nov–Mar.

Outdoor spacesPetsSleep quality

4.89 out of 5 average rating, 131 reviews
Top Guest favourite
A cozy living area is highlighted by a chandelier, providing soft illumination. Two stylish chairs flank a round table, while a decorative sculpture and a vintage fireplace enhance the space. Large windows allow natural light to fill the room, offering views of the surrounding greenery.
Home in Sag Harbor

The Cooper-Burke House

Many Main Street restaurants such as the American Hotel, Lulu's, Page 63, Wolffer Kitchen, Sen, Sag Pizza and Goldberg's, etc are a few minutes away. On Main Street one finds the Sag Harbor Cinema, The Bay Street Theater, Schiavoni's Market and Yoga Shanti. The house is a 12-minute walk to Haven's Beach. 1-minute around the corner from the house is Cavaniola's Wine, Cheese and Kitchen shops as well as the Sag Harbor Beverage store.

Outdoor spacesPetsCheck-in

4.9 out of 5 average rating, 119 reviews
Guest favourite
A bright living room features a comfortable gray sofa against a neutral wall, complemented by a light-colored rug with geometric patterns. A wooden coffee table sits in front, with a lounge chair nearby. Natural light enters through multiple windows, creating a spacious feel.
Home in Greenport

The Sandpiper

100% Walking Score 1 block away from Village 3 blocks away from Beach. 1 block away from Shelter Island Ferry. Around the corner from Hampton Jitney & LIRR Newly renovated 2-Family Home! This is for rental of 1st floor apartment (only) plus cabana, plus outdoor jacuzzi. Close to restaurants and dining, the beach, family-friendly activities, nightlife, and public transport. You’ll love my place! Incredible location, safe, cozy.

Outdoor spacesWalkabilityCleanliness

4.95 out of 5 average rating, 398 reviews
Top Guest favourite
The exterior of a historic Tudor home is shown, featuring a blend of brick and wood accents. A winding driveway leads to the entrance, surrounded by lush greenery and a decorative black fence. Trees provide shade, enhancing the serene outdoor setting.
Guest suite in North Fork

Walk to Vineyards, Beaches, Farms & Town

Private bungalow with a separate entrance in a historical tudor home. Spacious bedroom with king-sized bed, kitchenette and bathroom. Two bikes, cable TV, internet, AC, beach towels, parking, snacks, coffee and water all provided. Walking distance to the beach, restaurants, shops, vineyards, grocery, farms and fish market. Jitney stop is one block away!

Outdoor spacesPetsParks

4.88 out of 5 average rating, 755 reviews
Superhost
A round wooden dining table is surrounded by four metal chairs. Natural light enters through two large windows, with framed black-and-white photographs arranged on the wall beside them. A decorative centerpiece is placed on the table, offering a rustic touch to the space.
Apartment in Shelter Island Heights

Squire Chase House

Wide open loft like space in the heart of the Heights walking distance to North ferry and Marie Eiffel market Many antiques including 1930s leather club chairs and a wonderful 1850 Swedish gustavian sofa in the living room many original pieces of art work Note :the bath tub in the master bedroom is for decoration only Shelter Island license B Zone

PetsOutdoor spacesHospitality

4.9 out of 5 average rating, 273 reviews

Popular amenities for Shelter Island Heights pet-friendly home rentals

KitchenWi-FiPoolFree parking on premisesAir conditioning

Pet-friendly house rentals

Guest favourite
A bright living area features a light grey sofa paired with two black chairs, positioned around a glass coffee table. Large windows allow natural light to fill the space, while a minimalist fireplace offers visual interest. A small desk is visible against the wall.
Home in Springs

Silver House: 3BR Home with Private Beach Access

Outdoor spacesWalkabilityNearby

4.95 out of 5 average rating, 525 reviews
Top Guest favourite
Home in Greenport

Chic greenport village home

WalkabilityOutdoor spacesIndoor spaces

4.93 out of 5 average rating, 143 reviews
Top Guest favourite
A spacious house is framed by lush landscaping, featuring a large pool in the foreground. Sun loungers and patio umbrellas are arranged around the pool, along with a pink float. The exterior showcases a combination of shingle siding and solar panels under a clear blue sky.
Home in Shelter Island Heights

Beautiful beach home with pool & water views!

PetsOutdoor spacesComfort

4.95 out of 5 average rating, 80 reviews
Guest favourite
A spacious backyard is bordered by lush greenery and has a view of the tranquil water. Two surfboards are propped against the house, and a set of bright pink chairs surrounds a dining table. Pathways made of stones lead to the water's edge.
Home in Shelter Island

Waterfront shelter island gem

Outdoor spacesLayoutSleep quality

4.96 out of 5 average rating, 45 reviews
Top Guest favourite
A spacious living area features a brick fireplace with a mounted television above. Light-colored sofas are arranged around a wooden coffee table. Natural light enters through large windows, with a dining area visible in the background. Decorative lanterns adorn a rustic table.
Home in Shelter Island Heights

Laid Back Relaxation

WalkabilityOutdoor spacesCheck-in

5.0 out of 5 average rating, 23 reviews
Guest favourite
A spacious balcony extends along the side of the house, offering unobstructed views of the shimmering water. Weathered wooden benches provide seating, while the gentle waves can be observed lapping against the shore in the distance.
Home in North Fork

North Fork Sound Front Home with Pool

PetsOutdoor spacesAmenities

4.87 out of 5 average rating, 46 reviews
Guest favourite
Home in North Fork

Corwin House

PetsWalkabilityComfort

4.99 out of 5 average rating, 68 reviews
Guest favourite
A modern mid-century ranch house is set against a clear blue sky. Lush green grass surrounds the home, complemented by neatly trimmed shrubs. A paved pathway leads to the entrance, while trees provide a natural backdrop, enhancing the privacy of the property.
Home in Shelter Island Heights

Silver Beach, 3 Bedroom cottage w/ pool

PetsOutdoor spacesAccuracy

4.91 out of 5 average rating, 56 reviews

Pet-friendly home rentals with a pool

Top Guest favourite
A heated saltwater pool is surrounded by a spacious green lawn and lounge chairs, with a tree-lined white fence in the background. The house features a charming design with large windows and a wide patio area, suitable for outdoor dining and relaxation.
Home in Hampton Bays

Stylish + Modern Cozy Cape - 5 min to beach

PetsOutdoor spacesComfort

4.98 out of 5 average rating, 160 reviews
Guest favourite
A living area features shiplap walls and ample natural light from large windows. A dark sectional sofa is positioned next to a glass coffee table with a small plant. An open kitchen area is visible, along with access to a screened porch through sliding doors.
Condo in Greenport

Beautiful condo on Long Islands Northfork

Outdoor spacesWalkabilityLong stay

4.86 out of 5 average rating, 136 reviews
Top Guest favourite
A cozy bedroom featuring a spacious bed dressed in soft linens is positioned against a light-colored wall. Natural light filters through two windows, casting gentle shadows on the warm wooden floor. A ceiling fan hangs overhead, and a mirror and chair add functional elements to the space.
Home in North Fork

Secluded Farmhouse - Studio Apartment Style Unit

Outdoor spacesPetsComfort

4.96 out of 5 average rating, 222 reviews
Guest favourite
A bright living area is furnished with a leather sofa and a dark coffee table, positioned on a textured rug. Natural light filters through large windows, illuminating the space. A staircase leads to an upper level, with wooden accents enhancing the modern design.
Home in Bridgehampton

Central Private Bridgehampton Home

WalkabilityOutdoor spacesBeach

4.93 out of 5 average rating, 109 reviews
Superhost
A modern home is set on a spacious green lawn, featuring a combination of wood and metal siding. Large windows allow natural light to fill the interior. A stone pathway leads to the entrance, framed by lush landscaping and trees, enhancing the outdoor tranquility.
Home in Springs

Modern East Hampton Home w/ Heated Saltwater Pool

WalkabilityPetsHospitality

4.89 out of 5 average rating, 119 reviews
Luxe
Home in Springs

East Hampton Home: Heated Pool, Gym, Fully Fenced

Outdoor spacesSleep qualityIndoor spaces

4.97 out of 5 average rating, 112 reviews
Guest favourite
A spacious backyard is showcased with a large saltwater pool, featuring a floating inflatable and sun loungers arranged along the edge. The house stands in the background, framed by trees and an inviting grassy area, enclosed by a black fence.
Home in Hampton Bays

Coastal Retreat|Heated Saltwater Pool|5 MinToBeach

WalkabilityOutdoor spacesBiking

4.94 out of 5 average rating, 119 reviews
Guest favourite
A tranquil saltwater pool area is surrounded by lush greenery, featuring four sun loungers with colorful cushions. A large blue umbrella provides shade on the paved deck, enhancing the outdoor relaxation space.
Home in Springs

Fall-Getaway, WoodFireplace, Walk2Beach, Spotless

PetsOutdoor spacesDecor

4.87 out of 5 average rating, 237 reviews

Private, pet-friendly home rentals

Guest favourite
Cottage in Shelter Island

Cozy Shelter Island 2 Bedroom 1 Bath Cottage

PetsOutdoor spacesHospitality

4.95 out of 5 average rating, 57 reviews
Guest favourite
Home in North Fork

Lakefront NoFo Cottage, walkable to public beach

PetsOutdoor spacesView

4.91 out of 5 average rating, 45 reviews
Superhost
Home in Sag Harbor

Heated Pool and Spa in Sag Harbor w/ Tennis Access

Outdoor spacesFamilyLocation

4.88 out of 5 average rating, 16 reviews
Guest favourite
A private pool area is shown with a clear blue swimming pool surrounded by four lounge chairs. A charming shed is situated in the background, framed by green trees and landscaped gardens.
Home in Southold

Stylish Beach Getaway: pool & walking location

WalkabilityOutdoor spacesFamily

4.88 out of 5 average rating, 24 reviews
Guest favourite
A spacious kitchen features light grey cabinetry and a large white farmhouse sink. Stainless steel appliances, including a gas stove and refrigerator, complement the wood-like flooring. Natural light enters through the window above the sink, highlighting the organized counter space.
Home in Greenport

Greenport Village Farmhouse

Outdoor spacesWalkabilityFamily

4.89 out of 5 average rating, 9 reviews
Top Guest favourite
A weathered wooden sign is attached to a large tree, directing visitors towards the beach. The sign is marked with the words 'TO THE BEACH' and is surrounded by a grassy area with additional trees in the background, offering a sense of calm and connection to nature.
Home in North Fork

The North Star: Greenport Waterview Beach Getaway

WalkabilityOutdoor spacesBiking

4.96 out of 5 average rating, 70 reviews
Top Guest favourite
An outdoor seating area is presented with woven furniture featuring bright red cushions. A rectangular table is centered on a striped rug, surrounded by several chairs and ottomans. A grill is positioned in the corner, with a fire pit adjacent, enhancing the space's functionality.
Home in Greenport

Newly renovated farmhouse - steps to Village

PetsWalkabilityCondition

5.0 out of 5 average rating, 34 reviews
Guest favourite
The two-story home features a classic design with a white exterior and covered porches on both levels. A well-maintained front yard showcases manicured grass and colorful flower beds, while a paved walkway leads up to the entrance.
Home in Greenport

The Big Easy... A gentle, slow and easy going stay

WalkabilityOutdoor spacesAccuracy

4.99 out of 5 average rating, 86 reviews

When is the best time to visit Shelter Island Heights?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$840 NZD$741 NZD$707 NZD$875 NZD$985 NZD$1,112 NZD$1,183 NZD$1,204 NZD$1,001 NZD$884 NZD$884 NZD$872 NZD
Avg. temp0°C1°C4°C10°C16°C21°C24°C24°C20°C14°C8°C3°C

Destinations to explore