Holiday houses in Middle Island

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Top-rated holiday rentals in Middle Island

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

Apartment in Medford

4.88 out of 5 average rating, 139 reviews

Cozy Apartment with King Bed - Separate Entrance

Enjoy your stay in this private, clean and comfy environment. Space offers a bedroom with a king size bed and a desk for at-home work. Living room includes a smart TV and a sectional. Unleash your inner chef! Access to kitchen utensils, dinnerware, and pots/pans. Free parking on premises. Convenient location with many necessities nearby (mall/gas station/restaurants). We are located 2 mins from I-495 and 15 mins from Macarthur airport. Great for visiting family in Port Jefferson, Patchogue, etc!

Guest favourite

Apartment in Coram

4.92 out of 5 average rating, 203 reviews

Private Apartment- close to shops, Pt. Jeff., SBU

Separate apartment with private keyless entrance. Cozy one bedroom king suite and sofa with full pull out bed. Full kitchen and dining area. Bathroom with standing shower. Free parking on premise for up to 2 cars. Quiet, family friendly neighborhood. Located in the heart of Long Island. Close to everything! Wineries, Farms, breweries, golf, shopping, great dining. NYC is a only a train ride away! Conveniently located within a mile of groceries and laundromat. High speed WiFi, 55in smart tv

Guest favourite

Apartment in Patchogue

4.88 out of 5 average rating, 218 reviews

Private 1br Apartment on Long Island

Bright & clean 1br apartment with private entrance on a quiet street. Refrigerator, microwave, keurig incl 2 miles to downtown restaurants, bars, breweries, shopping 10 miles to winery & vineyards 3 miles to beaches 3 miles to Fire Island Ferry 30miles to NYC 3 miles to Baseball Heaven 10 miles to Stonybrook University & hospital 1 mile to public horse farm & stable 3 miles to St Joseph's College .5 mile to Long Island Community Hospital 1 mile to hiking 45min to JFK 10min to McArthur airport

Guest favourite

Apartment in Port Jefferson Station

4.96 out of 5 average rating, 186 reviews

All Private Bright Spacious Close to All

DISINFECTED AND CLEANED BEFORE YOU ARRIVE! Spacious ground level PRIVATE apt with lots of natural light. Full kitchen/new stove/fridge/Keurig.Bedrm- queen sz bed, living rm -full sz sofa sleeper. Also available is queen air mattress w/ topper. Washer/Dryer. Minutes away to the Port Jeff Village shops&restaurants/Ferry/LIRR, hospitals, & Stony Brook. Small beaches 10-15min drive, large beaches,Shop Outlets & Wineries 25 -60 minute. PLEASE NOTE: Extra $2 Daily Fee for charging electric car.

Guest favourite

Cabin in Rocky Point

4.89 out of 5 average rating, 493 reviews

Great little place just for a couple

The outdoor courtyard is especially nice and private ,with a fire pit, grill and comfortable chairs. It is a rustic location easy walking distance to North Shore Beach. If you want an ocean beach you can drive straight south for 20 minutes and reach Smiths Point State Park right on the ocean. The North Fork with its vineyards is a short drive and the Hamptons also only 30 minutes to West Hampton. You can fish, golf, walk among the wooded area and relax in peace. A pleasure. linen 100% cotton.

Top Guest favourite

Apartment in Patchogue

4.96 out of 5 average rating, 141 reviews

Charming 2 Bedroom apartment

Enjoy our charming 2 Bedroom apartment that is in a quiet and friendly neighborhood in a cul-de-sac. Private entrance on first floor of our house with 2 Bedrooms, 1 Bathroom, Living room, Dining area, and a Kitchen. Close to: Main highways (Sunrise HWY/Long Island Expressway), Grocery stores, Winery & Vineyards, Davis park ferry, Downtown Patchogue village (Restaurants, bars, breweries, shopping), Beaches, Top Golf, MacArthur airport, Long Island Community Hospital, St Joseph’s College.

Superhost

Apartment in Ridge

4.74 out of 5 average rating, 163 reviews

The Silver Pine Cone

Welcome to the hamlet of Ridge. The gateway to Long Islands many treasures. Whether you are venturing out to the North Fork wineries or a scenic drive on the south shore beaches on your way to the Hamptons. A beautiful cozy private (not a shared space) full one bedroom downstairs lower level apartment, living room w/full size sofa sleeper, kitchen/dining room, full bathroom and a completely separate yard with patio furniture exclusively for your use. Everything you need to enjoy your stay.

Guest favourite

Place to stay in Coram

4.99 out of 5 average rating, 104 reviews

T&T Unique Space

NEW ! Private renovated studio attached to a single family home. Private entrance queen bed w/full bathroom, sofa, 55”smartTV, kitchenette(no stove)free street parking in front of house.This is a drug free, non-smoking, no pets and no party unit. Minutes from Port Jefferson pier, LIRR, Connecticut Ferry, 15 min. to Mac Arthur airport. Shopping in Riverhead at Tanger Outlets a few exits from the LIE. 10min. to John T Mather Hospital & St Charles Hosp. Near Jakes 58 Casino and Top Golf.

Guest favourite

Apartment in Farmingville

4.88 out of 5 average rating, 106 reviews

Studio Apt W/Private Entrance & Patio

Enjoy your stay in this private space offers a bedroom with a Queen size bed . Living room includes a smart TV 43" with twin sofa bed and desk for at-home work, kitchen where to find enough crockery for four people, microwave, refrigerator,coffee maker, Free parking on premises. Convenient location with many necessities nearby (gas station/restaurants). We are located 2 mins from I-495 and 14 mins from Macarthur airport. Keep it simple at this peaceful and centrally-located place.

Guest favourite

Apartment in Port Jefferson Station

4.9 out of 5 average rating, 116 reviews

The Elite Enclave

Welcome to our newly expanded and renovated Airbnb home! This elegant and modern space has been meticulously designed to provide travelers with a comfortable and unforgettable experience. Outfitted with state-of-the-art amenities and conveniences, every detail of this home has been carefully considered with your comfort in mind. Ideally located just an 8-minute drive from the Bridgeport & Port Jefferson Ferry. We are dedicated to making your stay with us truly exceptional.

Superhost

Apartment in Rocky Point

4.73 out of 5 average rating, 193 reviews

Juniper Hollow

You are just a stone’s throw from the beach in this two-guest suit. Beach key provided! This indoor space measures 400 sf but you’ll find it well laid out with twice as much private outdoor space (for you warmer weather travelers). Older reviews are from 4 years ago and pre renovation, we are refreshed. Feel free to roam the rest of the 1/3 acre property of rolling hills, old growth trees, a hammock house, tree swings on the hill, and water views from the driveway.

Guest favourite

Guest suite in Stony Brook

4.8 out of 5 average rating, 641 reviews

Studio in Stony Brook

We have contactless check-in procedure & fully private entrance. Please contact with any questions! Large clean studio space that is totally private from the main residence. Private bathroom with toiletries included. Close to beaches, shopping, and SUNY hospital and campus by car or bus. Pull-out loveseat with twin size mattress available for an extra charge. (Book for “3 Guests” for this regardless of occupancy so we know to prepare the bed.)

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Other great holiday rentals in Middle Island

Guest favourite

Guest suite in Coram

5 out of 5 average rating, 30 reviews

Modern Luxury Studio minutes from Port Jefferson!

JoshuaRating, 5 stars3 weeks ago

Laura and her husband were extremely considerate and accommodating of all our requests! Highly recommend for anyone looking to stay in the area!

Campervan/RV in Medford

4.71 out of 5 average rating, 7 reviews

Have Fun with it.

MikeRating, 5 stars9 months ago

Place was clean - expectations were above what was expected. My son dropped a ninja turtle in the driveway and they put it on entrance to the place. Good people, felt safe, clean, was as advertised.

Guest favourite

Apartment in Mastic

5 out of 5 average rating, 6 reviews

1 Bed room Apartment in Manorville.

AyajRating, 5 stars1 week ago

We absolutely loved our stay at C & S – it truly felt like a home away from home. The hosts were incredibly friendly and responsive, going above and beyond to make us feel welcome. We were especially touched by the thoughtful toy corner they set up for our 2-year-old daughter—she walked in and exclaimed, “Wow, this is so amazing!” It was a wonderful experience from start to finish. Thank you so much for hosting us—we’d love to return if we’re ever in the area again!

Guest favourite

Guesthouse in Middle Island

5 out of 5 average rating, 13 reviews

Private newly renovated apt

DanRating, 5 stars4 days ago

When all the hotels were booked we were so happy and grateful Arielle’s spacious apartment was available when we needed to travel from NJ to LI for a weekend baseball tournament with our 10 year old son. The area is beautiful, quiet, wooded, and peaceful. We enjoyed listening to the far off roosters crowing during the day! It’s right in the center between the two coasts so it’s a convenient spot. Arielle kindly made up a little bed for our little guy and we all had restful nights in the comfy beds. If you must have your coffee right upon awakening remember to bring your coffee grounds, milk, and sugar. Otherwise there is a convenient bagel shop close by that opens at 7am. Thank you Arielle for an easy and comfortable weekend stay!

Home in Bellport

5 out of 5 average rating, 4 reviews

Bellport Village Retreat

Dean And AnneRating, 5 stars1 month ago

Karen’s home was so beautiful, well decorated and comfortable. The home was very well equipped with everything we needed including high end amenities all throughout the home and a chefs kitchens dream. We have stayed in Airbnb’s in many parts of the country and the home far exceeded our expectations. On top of that Karen was a kind and responsive host. We really would give this host and home 10 stars if that was possible. Highly recommend that you book the home of you have the opportunity.

Apartment in Medford

5 out of 5 average rating, 4 reviews

Medford Seclusive Getaway Nice !

SandraRating, 5 stars2 months ago

Hosts were very pleasant and accommodating. We would highly recommend them and would stay there again.

Guest favourite

Home in Coram

4.89 out of 5 average rating, 9 reviews

Luxe Home Escape

CrystalRating, 5 stars2 weeks ago

Nerlly's space was exactly how she described it. Plenty of space for my family and I of 3. We had everything we needed for our stay and more. The basement unit was very clean upon arrival and Nerlly allowed us to check in early. It was very comfortable and peaceful. Her and her husband are so sweet and very attentive hosts! Our stay couldn't have been any better. Thank you so much for being awesome hosts! We would definitely recommend them and their home to anyone looking for a comfortable, clean and friendly stay.

Guest favourite