Hamptons Pet-friendly Vacations

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Top Pet-friendly vacation packages in Hamptons

Price found within the past 48 hours. Click for updated prices.
The Maidstone

The Maidstone

Save 100% on your flight
$1,338
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip flight included
Chicago (CHI) to New York (JFK)
8.2/10 Very Good! (166 reviews)
Great staff and amenities like restaurant

Reviewed on Aug 2, 2026

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

Save 100% on your flight
$1,571
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip flight included
Chicago (CHI) to New York (JFK)
8.4/10 Very Good! (839 reviews)
It’s Montauk, you go here for the beach, but if you also like to dip in a pool, it’s inconvenient, plan on walking an entire trail through a parking lot to get to it. I had a prime spot for a room, choose wisely, if it’s not beachfront, you’ll also walk. It’s Gurney’s, known for its spa, it’s truly the best part of the resort, beautiful and services are fine. The staff is very nice here but SLOW. I wouldn’t say in this case you get what you pay for, if you’re looking for a Montauk vacation you’re paying for the name if you’re going for the spa you’re also paying for the spa and personally, it’s not a family vacation spot, no activities. It’s definitely a tourist spot. Dog friendly, plan to hear dogs barking.

Reviewed on Jul 31, 2026

Topping Rose House

Topping Rose House

Save 100% on your flight
$2,495
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip flight included
Chicago (CHI) to New York (JFK)
9/10 Wonderful! (154 reviews)
Faraway Sag Harbor

Faraway Sag Harbor

Save 100% on your flight
$1,440
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip flight included
Chicago (CHI) to New York (JFK)
9/10 Wonderful! (300 reviews)
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3 Night Pet-friendly vacations in Hamptons

Price found within the past 48 hours. Click for updated prices.
The Maidstone

The Maidstone

$1,496
per person
Sep 12 - Sep 15
found 1 hour ago
Roundtrip non-stop flight included
Seattle (SEA) to New York (JFK)
8.2/10 Very Good! (166 reviews)
Great staff and amenities like restaurant

Reviewed on Aug 2, 2026

Topping Rose House

Topping Rose House

$2,168
per person
Sep 12 - Sep 15
found 1 hour ago
Roundtrip non-stop flight included
Seattle (SEA) to New York (JFK)
9/10 Wonderful! (154 reviews)
Faraway Sag Harbor

Faraway Sag Harbor

$1,891
per person
Sep 12 - Sep 15
found 1 hour ago
Roundtrip non-stop flight included
Seattle (SEA) to New York (JFK)
9/10 Wonderful! (300 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Hamptons
View all trips

4 Night Pet-friendly vacations in Hamptons

Price found within the past 48 hours. Click for updated prices.
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

Save 100% on your flight
$1,571
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip flight included
Chicago (CHI) to New York (JFK)
8.4/10 Very Good! (839 reviews)
It’s Montauk, you go here for the beach, but if you also like to dip in a pool, it’s inconvenient, plan on walking an entire trail through a parking lot to get to it. I had a prime spot for a room, choose wisely, if it’s not beachfront, you’ll also walk. It’s Gurney’s, known for its spa, it’s truly the best part of the resort, beautiful and services are fine. The staff is very nice here but SLOW. I wouldn’t say in this case you get what you pay for, if you’re looking for a Montauk vacation you’re paying for the name if you’re going for the spa you’re also paying for the spa and personally, it’s not a family vacation spot, no activities. It’s definitely a tourist spot. Dog friendly, plan to hear dogs barking.

Reviewed on Jul 31, 2026

Faraway Sag Harbor

Faraway Sag Harbor

$1,786
per person
Sep 24 - Sep 28
found 23 hours ago
Roundtrip non-stop flight included
Nashville (BNA) to New York (JFK)
9/10 Wonderful! (300 reviews)
Topping Rose House

Topping Rose House

Save 100% on your flight
$2,495
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip flight included
Chicago (CHI) to New York (JFK)
9/10 Wonderful! (154 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Hamptons
View all trips

Things to do

Public Schooner Sail in Greenport

Sunday Brunch Sail in Greenport

$149
per adult
Sunday Brunch Sail in Greenport
great fun with friends

Full Day Private Long Island Wine Tours from New York City

$189
per adult
Full Day Private Long Island Wine Tours from New York City
Wine and grapes against the sea

The Hamptons and Long Island Wineries Private Tour

$1,299
per traveler
The Hamptons and Long Island Wineries Private Tour
See all activities in Hamptons

More vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.