Holiday Rentals in Aquebogue

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Our top choices for Aquebogue holiday rentals

2.0 star property
The price is €658
includes taxes & fees
17 Dec - 18 Dec
4-bedroom beach house minutes from Hamptons

Aparthotel in Greenport

Cliffside Resort Condominiums
3.0 star property
9.0 out of 10, Wonderful, (249)
"Great stay - beautiful place"
United States
Rebecca
Cliffside Resort Condominiums
10.0 out of 10, Exceptional, (196)
"Great house for a family gathering in a great location "
United States
Jasna B.
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr
10.0 out of 10, Exceptional, (4)
"5/5 I enjoyed my stay , very clean and spacious. "
United States
Quywana F.
The price is €549
includes taxes & fees
17 Dec - 18 Dec
Modern Vacation home. Close to The Hamptons
10.0 out of 10, Exceptional, (89)
"House that has everything you need for a wonderful getaway! Excellent communication with the property owner. Thank you Jay for everything and your hospitality! "
United States
Maria R.
Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available
6.8 out of 10, (26)
"Great location, great host, and nice rental especially for the price! Everything went smoothly and we will be returning next year."
United States
Joshua W.
The price is €202
includes taxes & fees
20 Dec - 21 Dec
Walk to Beach 2BR Near Dining & Shopping
10.0 out of 10, Exceptional, (110)
"Amazing stay! Everything was super clean and beautiful "
United States
Liannys P.
The price is €535
includes taxes & fees
11 Jan - 12 Jan 2026
East End Retreat - Water Front - Available for the US Open Shinnecock Hills 2026
9.6 out of 10, Exceptional, (13)
"Nice house. Photos and descriptions represent it very accurately. "
United States
Will K.
The price is €1,110
includes taxes & fees
4 Jan - 5 Jan 2026
Black Swan: Beachfront Home w/ Year-Round Jacuzzi
9.6 out of 10, Exceptional, (144)
"Fantastic family getaway to visit our son for parents weekend who is attending USMMA. I was a little concerned about the distance from the academy but well worth it such an amazing property! So many activities right at the home, beautiful on the water, comfortable beds and pillows cooked a fantastic family meal location was great!"
United States
ellen h.
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!
9.4 out of 10, Exceptional, (9)
"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.
9.4 out of 10, Exceptional, (75)
"Great Hamptons break with family. We had an amazing time with great pool, tennis, firepit and beautiful house. Very relaxing and close to fantastic beaches and nice ice cream spots and beach bars."
United Kingdom
Jack T.
Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14
10.0 out of 10, Exceptional, (3)
"perfect for families"
United States
Okito H.
The price is €968
includes taxes & fees
18 Dec - 19 Dec
Minutes from the beach, brand new 4 bedroom
10.0 out of 10, Exceptional, (109)
"Beautiful property and an amazing host."
United States
Patrick B.
Beachy Chic South of the Hwy in SH Village just 3blks to shops, food and fun!!!🏖️

Holiday Home in Pipes Cove

The SandPiper
9.8 out of 10, Exceptional, (30)
"Our stay in Greenport at the Sandpiper was wonderful! Location was perfect: easy walk into town and to the ferry to shelter island. Ten out of ten!"
United States
paris t.
The SandPiper
9.8 out of 10, Exceptional, (32)
"This place was so nice and so close to so many fun places! "
United States
Daniella L.
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
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
10.0 out of 10, Exceptional, (32)
"Location of this property is impeccable."
United States
Stephen M.
10 Bedroom Hampton House with a regulation size Pickleball court
9.4 out of 10, Exceptional, (42)
"The description and photos are accurate. The beach is close."
United States
L A.
Renovated Cozy Chic North Fork Cottage, steps away from the Beach & Wine Trail!!

Holiday Home in Westhampton Beach

5 bedroom Private Family Get Away w/ Heated Pool
10.0 out of 10, Exceptional, (18)
"Family friendly. Lovely pool. Nice area"
United States
Ruth
5 bedroom Private Family Get Away w/ Heated Pool
10.0 out of 10, Exceptional, (1)
"Awesome house, very convenient to the beach and town. Beautiful yard and pool for grilling and hanging. Would love to come back again!"
United States
Brendan O.
Charming 4-bedroom house with salt water pool, AC and WiFi in Hampton Bays
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, apart-hotels, 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 favorite 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 depends 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 €202 per night. Entering your travel dates in the search wizard you might find 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?

Modern Vacation home. Close to The Hamptons: This holiday home rental outside of Aquebogue is located on the waterfront, and has a fireplace, a garden and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What can I see and do in Aquebogue?

While exploring the area, visit family-friendly sights like Splish Splash Water Park, or get outside and enjoy nature at Tiana 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.