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Top Holiday Rentals in Middle Island

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

9.4 out of 10, Exceptional, (23)
"its small but very nice for a short stay would recommend."
The price is £125
includes taxes & fees
18 Aug - 19 Aug
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

“THE GOOSE” A Charming 2-bedroom bungalow with WiFi and AC in Mastic Beach.

The price is £249
includes taxes & fees
18 Aug - 19 Aug
“THE GOOSE” A Charming 2-bedroom bungalow with WiFi and AC in Mastic Beach.

Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown

5.0 out of 10, (2)
"Overall clean space and super easy check in/out. Location is on a quiet street/neighborhood which is nice. Not full a/c in rooms but had two floor fans; was hot in summertime but manageable for a short stay. Had a nice deadbolt on door to lock it. Awkward entrance as you go through the back of the house and all the way around the property, but it isn't terrible. A bit of a dead zone for Verizon but T-mobile was OK; Wi-Fi was available which was needed. Good for easy overnight stay and cheaper...
The price is £174
includes taxes & fees
31 Aug - 1 Sept
Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr

10.0 out of 10, Exceptional, (184)
"Everything was amazing, the house is beautiful and very spacious, and the host was very friendly! I would 100% stay here again! "
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr

Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.

9.8 out of 10, Exceptional, (66)
"Great location right on the beach!"
Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.

11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms

9.6 out of 10, Exceptional, (33)
"We had a amazing stay and plan to come back next July again"
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms

Newly Renovated Luxury Beach House Ocean Bay Park

10.0 out of 10, Exceptional, (65)
"Very nice place for a family to stay"
The price is £1,065
includes taxes & fees
1 Sept - 2 Sept
Newly Renovated Luxury Beach House Ocean Bay Park

East End cottage on water! Outdoor tub&shower! Minutes from Hamptons & wineries.

10.0 out of 10, Exceptional, (92)
"Great property, great views and the owner was terrific in his communication and hospitality.Thank you! "
The price is £695
includes taxes & fees
1 Sept - 2 Sept
East End cottage on water! Outdoor tub&shower! Minutes from Hamptons & wineries.

LUXURY BAY SHORE HOME

2.0 star property
The price is £1,125
includes taxes & fees
1 Sept - 2 Sept
LUXURY BAY SHORE HOME

Tiny Home Private, Students, Nurses, Tech

10.0 out of 10, Exceptional, (2)
"I was very pleased with the property, and the host made me feel more than welcome."
The price is £168
includes taxes & fees
1 Sept - 2 Sept
Tiny Home Private, Students, Nurses, Tech

Waterfront Westhampton Haven: Pool & Private Beach

10.0 out of 10, Exceptional, (1)
"The location was great, walking distance to the beach, beautiful sunrises/sunsets and not too much traffic on Dune road. The views were amazing and the second level was a perfect entertainment area. We loved how many bedrooms and bathrooms the house had - made it easy to get ready quickly! The property manager was so responsive and helpful to anything we needed! "
Waterfront Westhampton Haven: Pool & Private Beach

2 Bedroom Apt. in Ocean Bay Park, walk to beach and entertainment

8.6 out of 10, Excellent, (30)
"My family rented the unit for two nights while staying at the beach. Great beach access and great l place to see. Shopping eating and night life with in walking distance"
2 Bedroom Apt. in Ocean Bay Park, walk to beach and entertainment

Charming 1-bedroom apartment-20 minutes from the Hamptons! 10 minutes from beach

10.0 out of 10, Exceptional, (2)
"Everything was as pictured, and the whole place was very clean. It was a perfect stay for us, and we will come again soon!"
The price is £127
includes taxes & fees
17 Aug - 18 Aug
Charming 1-bedroom apartment-20 minutes from the Hamptons! 10 minutes from beach

Spacious 5-bedroom house, sleeps 11 with AC, WiFi in adorable Ocean Bay Park

Spacious 5-bedroom house, sleeps 11 with AC, WiFi in adorable Ocean Bay Park

Luxury Waterfront Retreat • Private Hot Tub & Dock Near Sayville

10.0 out of 10, Exceptional, (82)
"Stayed here for a family reunion. Joe has created something special. Highly recommend."
Luxury Waterfront Retreat • Private Hot Tub & Dock Near Sayville

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

2.0 star property
9.0 out of 10, Wonderful, (4)
"Large open first floor for a large family stay. Great back patio with a nice view of the river. Don't miss the morning swans. "
The price is £694
includes taxes & fees
13 Aug - 14 Aug
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

Stunning Bayfront Views

9.8 out of 10, Exceptional, (36)
"House was exactly as described, excellent host and definitely went the extra mile to ensure we had a great stay. Cannot beat this location!"
Stunning Bayfront Views

Summer getaway

9.4 out of 10, Exceptional, (11)
"Beautiful home with a beautiful pool"
Summer getaway

Cozy 4-bedroom house with AC and WiFi in Centereach, New York.

10.0 out of 10, Exceptional, (34)
"Convenient location, very clean, updated home. The online pictures are accurate, the finished basement is actually more spacious than the photos show. We enjoyed our time here, and would definitely stay again. "
Cozy 4-bedroom house with AC and WiFi in Centereach, New York.

NEW 7 Bedrm House-Pool, Swim-Up Bar, Grill, Pool Table, Fitness and play room

9.8 out of 10, Exceptional, (11)
"Beautiful property! Well stocked with essentials and perfect for our group with and age range o16 - 83"
NEW 7 Bedrm House-Pool, Swim-Up Bar, Grill, Pool Table, Fitness and play room
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 Middle Island Hotel Reviews

Frequently asked questions

Can I find holiday rentals in Middle Island?

Yes, there are holiday rentals close to the most popular sights in Middle Island, or you can select a more secluded option if you're looking for a relaxing stay.

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

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr: This holiday home rental outside of Middle Island offers an outdoor pool, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals will I find in Middle Island?

Expedia has 3 holiday rentals for your stay in Middle Island.

What can I see and do in Middle Island?

While exploring the area, visit family-friendly sights like Long Island Game Farm, or get outside and enjoy nature at Carmans River. Brookhaven National Laboratory and Lasorda Legacy Park are a couple of places you'll find in the wider area.

What are holiday rentals like in Middle Island?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Middle Island. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll have all the conveniences of home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of security away from shared hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for family trips or small group gatherings.