Pet-friendly vacation rentals in Shelter Island Heights
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Top-rated pet-friendly home rentals in Shelter Island Heights
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Shelter Island Heights pet-friendly home rentals
Pet-friendly house rentals
Home in East Hampton
4.94 out of 5 average rating, 202 reviewsPrivate beach Historical House with large property
Jun. 10 – 17
Home in East Hampton
4.97 out of 5 average rating, 120 reviewsEast Hampton (walking distance to village)
Oct. 15 – 22
Home in Sag Harbor
4.94 out of 5 average rating, 101 reviewsSag Harbor Village Cottage with Pool
Jun. 12 – 19
Home in East Hampton
4.92 out of 5 average rating, 128 reviewsHeated pool, games room, near beach, kid-friendly
Oct. 23 – 30
Home in Old Lyme
4.96 out of 5 average rating, 126 reviewsModern Farmhouse with Hot Tub in Old Lyme, CT
Mar. 24 – 31
Home in East Hampton
4.93 out of 5 average rating, 140 reviews1800 Historical East Hampton Home, 1 Mile to Town!
Oct. 11 – 18
Home in East Hampton
4.97 out of 5 average rating, 116 reviewsExplore the Water & Woods at a Relaxing Retreat
Dec. 21 – 28
Home in Montauk
4.91 out of 5 average rating, 418 reviewsDITCH PLAINS SURF HOUSE
Dec. 1 – 8
Pet-friendly home rentals with a pool
Bungalow in Montauk
4.91 out of 5 average rating, 529 reviewsMontauk Oceanview with Fireplace (2)
Jan. 1 – 8
Guesthouse in Southampton
4.96 out of 5 average rating, 136 reviewsWonderful Private Spacious Pool House
Apr. 11 – 18
Loft in Southampton
4.89 out of 5 average rating, 145 reviewsGetaway cottage privet and quiet
Nov. 24 – Dec. 1
Home in Southampton
4.96 out of 5 average rating, 130 reviewsWaterview, PoolOpenNow! DogsFree+Kayaks+PingPong
Mar. 12 – 19
Home in Manorville
4.98 out of 5 average rating, 199 reviewsUltimate House with Heated Pool, Hot Tub and Sauna
Oct. 2 – 9
Home in Southampton
4.88 out of 5 average rating, 193 reviewsSecluded Southampton Luxury Estate. 286
Oct. 8 – 15
Cottage in Montauk
4.91 out of 5 average rating, 139 reviewsMontauk Cottage Escape
Dec. 7 – 14
Home in Mastic Beach
4.93 out of 5 average rating, 107 reviewsGorgeous Waterfront and Indoor Pool Family Oasis!
Dec. 14 – 21
Private, pet-friendly home rentals
Apartment in Sag Harbor
4.84 out of 5 average rating, 172 reviewsPet friendly, artists apartment & guest cabin.
Oct. 25 – Nov. 1
Guesthouse in Shelter Island
4.95 out of 5 average rating, 22 reviewsLovely Island Cottage
Feb. 14 – 21
Guest suite in Shelter Island
4.89 out of 5 average rating, 28 reviewsPrivate two-bedroom stay on Shelter Island
May 20 – 27
Guesthouse in Southold
4.95 out of 5 average rating, 40 reviewsSouthold- Adorable 1 Bedroom Cottage
May 4 – 11
Cottage in Shelter Island
4.96 out of 5 average rating, 90 reviews3 Bedroom Cottage Gem
Jul. 6 – 13
Home in East Marion
4.83 out of 5 average rating, 6 reviewsPrivate North Fork Cottage- Walk to Beach!
Nov. 6 – 13
Home in Shelter Island
4.88 out of 5 average rating, 69 reviewsCharming 4BR Cottage on Shelter Island
Dec. 22 – 29
Cottage in Shelter Island
4.88 out of 5 average rating, 16 reviewsWaterfront Getaway on Shelter Island
Nov. 28 – Dec. 5
Quick stats about vacation rentals that are pet-friendly in Shelter Island Heights
Total rentals
110 properties
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Rentals with a pool
30 properties have a pool
Family-friendly rentals
90 properties are a good fit for families
Total number of reviews
3K reviews
Nightly prices starting at
$232 CAD before taxes and fees
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