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Aquebogue Holiday Rentals

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Holiday Rentals in Aquebogue

Cliffside Resort Condominiums
3.0 star property
9.0 out of 10, Wonderful, (244)
"Nice location and good for staying with families. The rooms could have been a little cleaner and updated. Hotel communication was excellent for checking in. "
United States
dean
The price is AU$459
includes taxes & fees
2 Nov - 3 Nov
Cliffside Resort Condominiums
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor
2.5 star property
9.6 out of 10, Exceptional, (15)
"We had a one-night stay at this location. It was perfect for us from many perspectives and we enjoyed staying there. Very nice place!Thanks! "
United States
James S.
The price is AU$580
includes taxes & fees
28 Oct - 29 Oct
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor
The SandPiper
9.8 out of 10, Exceptional, (27)
"My wife and I stayed at the Sandpiper for a long weekend. The property was very clean with a warm welcoming feeling. It is within walking distance to the beach and downtown shopping. Great location. I would recommend it to everyone."
United States
steve
The SandPiper
Fairy Tale Guest Cottage in Magic Garden by Pool
10.0 out of 10, Exceptional, (76)
"It was a beautiful cottage on a gorgeous property with gracious hosts. I recommend it!!!!"
United States
Lisa
Fairy Tale Guest Cottage in Magic Garden by Pool
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr
10.0 out of 10, Exceptional, (192)
"House was more then I can imagine , host was great , house literally have anything you forgot at home . "
United States
Isiah L.
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
9.8 out of 10, Exceptional, (32)
"Wonderful outdoor space and great pool. Host was responsive and property was close to all things needed and wanted! Great rental for families."
United States
Patricia Fox M.
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
East End Retreat - Water Front - Available for the US Open Shinnecock Hills 2026
10.0 out of 10, Exceptional, (104)
"Great indoor and outdoor spaces to hang out. Took SUP on the water - so nice and calm. "
United States
Rachel
The price is AU$1,248
includes taxes & fees
22 Oct - 23 Oct
East End Retreat - Water Front - Available for the US Open Shinnecock Hills 2026
Walk to Beach 2BR Near Dining & Shopping
6.8 out of 10, (22)
"Stay away"
United States
Alex H.
The price is AU$365
includes taxes & fees
29 Oct - 30 Oct
Walk to Beach 2BR Near Dining & Shopping
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms
9.6 out of 10, Exceptional, (34)
"We had a amazing stay and plan to come back next July again"
United States
Gina G.
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms
Modern Vacation home. Close to The Hamptons
10.0 out of 10, Exceptional, (3)
"good time"
United States
Roy T.
The price is AU$996
includes taxes & fees
27 Oct - 28 Oct
Modern Vacation home. Close to The Hamptons
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!
9.6 out of 10, Exceptional, (140)
"Perfect property to hangout and stay entertained for hours"
United States
Ryder I.
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!
Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available
10.0 out of 10, Exceptional, (89)
"Great house with awesome backyard, host responsive and very easy to work with! Would stay again!"
United States
Kilee B.
Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available
Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14
9.4 out of 10, Exceptional, (73)
"As always everything was excellent, This is our third stay at this property and we are booked for 2026"
United States
Michael R.
Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
2.0 star property
8.4 out of 10, Very good, (7)
"prefect experience! The house is clean and well decorated with a large organized yard. Many parking spaces. "
United States
Riyao
The price is AU$1,416
includes taxes & fees
27 Oct - 28 Oct
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
Modern Sag Harbor Escape, Moments from the Water and Long Beach to View...
9.0 out of 10, Wonderful, (2)
"Great location and comfortable stay, amazing sheets.Ended up buying for my home. "
United States
David Y.
Modern Sag Harbor Escape, Moments from the Water and Long Beach to View...
Work and Play Special! Extended Stay Discount
10.0 out of 10, Exceptional, (52)
"Really great property, had a relaxing lovely time!"
United States
Nava S.
The price is AU$2,224
includes taxes & fees
19 Nov - 20 Nov
Work and Play Special! Extended Stay Discount
Private One Bedroom Apartment with full kitchen, living room and full bath.
9.4 out of 10, Exceptional, (8)
"Tammy was a lovely host. She provided very detailed instructions on how to get to the Vrbo, parking location, and access in advance. Vrbo was just as pictured too! "
United States
Kristyn R.
Private One Bedroom Apartment with full kitchen, living room and full bath.
Private beach on a fenced in property sunset views
10.0 out of 10, Exceptional, (12)
"We liked our stay there. Clean house, beautiful sunset as described. Close to the beach. Very nice stay."
United States
Hanna M.
The price is AU$2,276
includes taxes & fees
29 Oct - 30 Oct
Private beach on a fenced in property sunset views
Summer getaway
9.0 out of 10, Wonderful, (14)
"Perfect location for a family holiday "
Germany
Olaf U.
Summer getaway
Southampton Pickleball Walk to beach. Kayaks on lake Park-like grounds Pool
9.6 out of 10, Exceptional, (26)
"Ken was great and easy to work with. The house was nice and perfect for our stay!"
United States
Graham J.
Southampton Pickleball Walk to beach. Kayaks on lake Park-like grounds Pool
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.
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Top Aquebogue Hotel Reviews

Find out more about Aquebogue

Everything you need to know about Aquebogue holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Aquebogue holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Aquebogue holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Aquebogue holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Aquebogue. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Aquebogue holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Aquebogue holiday rentals we have selected for you start as low as AU$365 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Aquebogue rentals

At Expedia, we put the best Aquebogue holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Aquebogue rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Aquebogue holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Aquebogue. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Aquebogue?

Yes, there are holiday rentals close to the most popular sights in Aquebogue, or you can select a more secluded option if you're looking for a relaxing stay. Aquebogue is known for its wineries and seafood restaurants. Make sure you have time to check out the riverfront while you're in the area.

What are some of the best holiday rentals that Aquebogue has to offer?

Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor : This holiday home rental outside of Aquebogue offers an outdoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers a patio, a garden and 1 hot tub so that you can immerse yourself in your holiday.

What can I see and do in Aquebogue?

While exploring the area, visit family-friendly sights like Out East Family Fun, or get outside and enjoy nature at Meschutt Beach. In the wider area, you’ll find Jamesport Vineyards and Suffolk Theater.

What are holiday rentals like in Aquebogue?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Aquebogue. Holiday rentals feature amenities such as kitchens and laundry facilities so you'll feel right at home. If you're concerned about cleanliness, a holiday rental can provide a sense of seclusion away from public hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for small groups.