Title: Pet-friendly Vacations in Hamptons 2026 | Expedia.ca ![](https://images.trvl-media.com/place/553248635695603591/4fa59c19-0bff-4c13-9d62-705359d33679.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Hamptons Pet-friendly Vacations ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Flight and Pet-friendly hotel deals in Hamptons Price found within the past 48 hours. Click for updated prices. ![The Maidstone](https://images.trvl-media.com/lodging/10000000/9660000/9652100/9652095/d7688cb9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Maidstone CA $1,611 per person May 15 - May 18 found 12 hours ago Roundtrip flight included Toronto (YTO) to New York (JFK) 8/10 Very Good! (152 reviews) An absolute gem. Came for a quiet getaway and the perfect storm of calmness. Will is a wonderful host, making sure I was welll taken care of and focusing on every detail. He made sure I was able to check in and reach him during a winter storm and was readily available. The place is wonderful and filled with lots of fireplaces and room amenities that feel spa like and warm. Best night sleep I’ve had in a cloud of pillows and bed, in such a long time. Thank you so much for a wonderful time. Reviewed on Feb 24, 2026 ![Topping Rose House](https://images.trvl-media.com/lodging/6000000/5590000/5581400/5581380/8b4b1f10_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Topping Rose House CA $1,755 per person May 15 - May 18 found 12 hours ago Roundtrip flight included Toronto (YTO) to New York (JFK) 9.2/10 Wonderful! (143 reviews) Overall it was a great stay! Best part of the cottage was the bathroom with its deep big tub and walk in shower. But the room itself lacked visual appeal & some conveniences usually associated with booking a cottage which is more private and removed from the house. Could use more and better art in the room. I would also trade all the storage space for a mini fridge, tea kettle or coffee maker. Also the only full-size mirror is hidden far back in the bathroom which isn’t terrible but very inconvenient to check the outfit before heading out the door. It’s little odd things that just made it not feel like a luxury stay. And no one mentioned to us beforehand that the sauna, gym, pool area (even though in off season) was under renovation and not available to use. The restaurant was amazing though, room service was wonderful. And staff were adorable. But I don’t know if we would book again tbh. Reviewed on Mar 24, 2026 ![Gurney's Montauk Resort & Seawater Spa](https://images.trvl-media.com/lodging/8000000/7040000/7033800/7033726/b29cbb53_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Gurney's Montauk Resort & Seawater Spa CA $1,635 per person May 15 - May 18 found 12 hours ago Roundtrip flight included Toronto (YTO) to New York (JFK) 8.4/10 Very Good! (736 reviews) Absolutely beautiful property- laid back but classically tasteful. Staff was wonderful…Mimmeo & Sebastian are fabulous & friendly & Ivette in the spa gave a top notch massage. Gigi’s never disappointed! I will absolutely be back. Reviewed on Mar 27, 2026 Don't see what you're looking for? See all available trips from Columbus to Hamptons [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-30/2026-05-07/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=LGA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Pet-friendly holidays in Hamptons Price found within the past 48 hours. Click for updated prices. ![The Maidstone](https://images.trvl-media.com/lodging/10000000/9660000/9652100/9652095/d7688cb9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Maidstone CA $1,611 per person May 15 - May 18 found 12 hours ago Roundtrip flight included Toronto (YTO) to New York (JFK) 8/10 Very Good! (152 reviews) An absolute gem. Came for a quiet getaway and the perfect storm of calmness. Will is a wonderful host, making sure I was welll taken care of and focusing on every detail. He made sure I was able to check in and reach him during a winter storm and was readily available. The place is wonderful and filled with lots of fireplaces and room amenities that feel spa like and warm. Best night sleep I’ve had in a cloud of pillows and bed, in such a long time. Thank you so much for a wonderful time. Reviewed on Feb 24, 2026 ![Topping Rose House](https://images.trvl-media.com/lodging/6000000/5590000/5581400/5581380/8b4b1f10_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Topping Rose House CA $1,755 per person May 15 - May 18 found 12 hours ago Roundtrip flight included Toronto (YTO) to New York (JFK) 9.2/10 Wonderful! (143 reviews) Overall it was a great stay! Best part of the cottage was the bathroom with its deep big tub and walk in shower. But the room itself lacked visual appeal & some conveniences usually associated with booking a cottage which is more private and removed from the house. Could use more and better art in the room. I would also trade all the storage space for a mini fridge, tea kettle or coffee maker. Also the only full-size mirror is hidden far back in the bathroom which isn’t terrible but very inconvenient to check the outfit before heading out the door. It’s little odd things that just made it not feel like a luxury stay. And no one mentioned to us beforehand that the sauna, gym, pool area (even though in off season) was under renovation and not available to use. The restaurant was amazing though, room service was wonderful. And staff were adorable. But I don’t know if we would book again tbh. Reviewed on Mar 24, 2026 ![Gurney's Montauk Resort & Seawater Spa](https://images.trvl-media.com/lodging/8000000/7040000/7033800/7033726/b29cbb53_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Gurney's Montauk Resort & Seawater Spa CA $1,635 per person May 15 - May 18 found 12 hours ago Roundtrip flight included Toronto (YTO) to New York (JFK) 8.4/10 Very Good! (736 reviews) Absolutely beautiful property- laid back but classically tasteful. Staff was wonderful…Mimmeo & Sebastian are fabulous & friendly & Ivette in the spa gave a top notch massage. Gigi’s never disappointed! I will absolutely be back. Reviewed on Mar 27, 2026 Don't see what you're looking for? See all available trips from Columbus to Hamptons [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-30/2026-05-07/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=LGA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Pet-friendly Hotels in Hamptons ![Gurney's Montauk Resort & Seawater Spa](https://images.trvl-media.com/lodging/8000000/7040000/7033800/7033726/b29cbb53_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Gurney's Montauk Resort & Seawater Spa 290 Old Montauk Highway Montauk NY - 54 min drive from The Hamptons Beaches Book a stay at this beach resort in Montauk. Enjoy an outdoor pool, a full-service spa, and 2 restaurants. Popular attractions Hither Woods Preserve and Hither ... 8.4/10 Very Good! (749 reviews) Absolutely beautiful property- laid back but classically tasteful. Staff was wonderful…Mimmeo & Sebastian are fabulous & friendly & Ivette in the spa gave a top notch massage. Gigi’s never disappointed! I will absolutely be back. Reviewed on Mar 27, 2026 [](https://expedia.ca/Montauk-Hotels-Gurneys-Montauk-Resort-Seawater-Spa.h7033726.Hotel-Information) ![Offshore Montauk](https://images.trvl-media.com/lodging/114000000/113580000/113578500/113578409/6944012d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Offshore Montauk 71 S Emerson Ave Montauk NY - 1 hour drive from The Hamptons Beaches Stay at this hotel in Montauk. Enjoy free WiFi, free parking, and a steam room. Popular attractions Kirk Park Beach and South Edison Beach are located ... 9.4/10 Exceptional! (118 reviews) The room was simple and well executed, clean and in a good location. The gym/spa area was a bonus. Will be back. Reviewed on Mar 30, 2026 [](https://expedia.ca/Montauk-Hotels-The-Offshore.h113578409.Hotel-Information) ![The Bentley Hotel Southampton](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/cc53a2c2_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Bentley Hotel Southampton 161 Hills Station Rd Southampton NY - 28 min drive from The Hamptons Beaches Book a stay at this business-friendly hotel in Southampton. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ... 9.6/10 Exceptional! (455 reviews) Loved the place, clean and helpfull staff. Reviewed on Mar 30, 2026 [](https://expedia.ca/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information) [See all 3,767 properties in Hamptons](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=6056452) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## More Vacations Ideas [Flights to Hamptons ](https://expedia.ca/Cheap-Flights-To-Hamptons.d6056452.Travel-Guide-Flights)[ Hamptons Hotels ](https://expedia.ca/Hamptons-Hotels.d6056452.Travel-Guide-Hotels)[ Hamptons Vacation Rentals ](https://expedia.ca/Hamptons-Vacation-Rentals.d6056452.Travel-Guide-VacationRentals)[ Hamptons Car Rentals ](https://expedia.ca/Car-Rentals-In-Hamptons.d6056452.Car-Rental-Guide)[ Hamptons Vacations ](https://expedia.ca/Hamptons.d6056452.Destination-Travel-Guides)[ Things to do in Hamptons ](https://expedia.ca/Things-To-Do-In-Hamptons.d6056452.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app