
Holiday rentals in Middle Island
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Top-rated holiday rentals in Middle Island
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Little, cozy place near beach for a couple.
It's quiet and cozy here. The yard is completely fenced with tall living shrubs, flowers, and trees. There's a gas grill, a fire pit, and a place to dine under an umbrella in the garden. I rent out a separate half of the house to guests: one bedroom, a small kitchen combined with a hallway. Peace and quiet reign here. You won't be disturbed. Sometimes I go into my half of the house, but very rarely. There are no other guests on the property, just you. I don't charge extra for pets. Parking free.

Private King Suite in Quiet, Cozy Setting
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

Private newly renovated apt
Newly renovated private apt. 20min to Port Jefferson, Ceder Beach, Smith point. About 30-40 min from the Hamptons bays and 45 min from south hamptons. 1 mile from Walmart. private end of the street home. Property is on 1.5 arch .1 bed room l- a queen size bed and 1 full bath. Funton for extra guest. Heated floors for the winter. 25min from Ronkonkoma train station to ride into the city in an 1 hour and 20 to Penn station. *This property is exempt from receiving service pets** not pets allowed.

Casa La Detente Fall Vacation Getaway
Casa La Detente is a 1 Bedroom apartment in a Private Family House. Centrally-located in Suffolk County in the Suburb Heart of Long Island. It has a Separate Entrance and Private 1 Bedroom,2 Queen Size Beds, Living Room, Full Size kitchen, Washer and Dryer, DeckBackyard, Fire Pit, Plenty of Parking Space. It is near Winery, Casino, University, Supermarket, Mall, Shopping Center, Bars and Restaurants .Two 70 Inches Smart TV, Keurig Combo Coffee Maker,Tea Kettle and too many more to be listed.

Cozy Modern Getaway
Cozy Modern Getaway in Centereach! Perfect for students, medical visitors, and travelers. Relax in a bright living area with 55” Smart TV+PS5, dine at a 2-seat nook, and cook in the well-equipped kitchen with refrigerator, microwave, coffee maker, popcorn machine, cookware, dishes, glassware and more. Bedroom with fresh linens, (queen size bed), clean bathroom, fast Wi-Fi 300 , AC/heat, and free parking. Close to Stony Brook Univ 13 min, Port Jefferson Hospital 15 min, and Suffolk College 5 min

“Golden Acorn”Private Studio Apartment - Retreat
Welcome to the hamlet of Ridge. The gateway to Long Islands many treasures. Whether you are adventuring out to the North Fork wineries or a scenic drive on the south shore on your way to the Hamptons. A peaceful cozy private (not shared space) full studio apartment on the main level portion of house. Full size bed, with additional small futon couch in sitting area, kitchenette with dining area, full bathroom and private yard with outdoor seating. Everything you need to enjoy your stay.

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.

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.

North Country Cottage
Located near Long Island's beautiful beaches, vineyards, and wedding venues, this cozy cottage in the woods provides a quiet and comfortable place to stay while visiting! A spacious patio extends the living area, adding space to enjoy the outdoors in front of the fire pit or outdoor dining table. This property is located behind the owners' home and uses a shared driveway. While the owner is close by to address any issues during your stay, your space allows for total privacy.

Private 2 bedroom basement w/ private entrance
Newly renovated, very clean, quiet, private basement apartment setup. Tv in living room and sperate TVs in each room with all streaming services (must use own log in) 1 King size bed 1 Queen size bed Only entire basement available. Reservation must be made by the person or persons staying in the listing. Booking for other people (Third party booking) is not allowed. NO visitors allowed inside listing. NO extra guests (unless it was booked that way) *HMO taxes applied*

Blue apartment in Long Island, Ny
Welcome to our blue apartment a Peaceful, comfy one bedroom apartment suitable for 4 people. Private bedroom has a Queen size bed with comfy mattress and two small closets to keep your belongs. Living room has two twin comfy beds, tv and desk. Kitchenette is equipped with necessities for a quick meal and coffee maker. You can also enjoy the shared backyard with the fire pit. Keep in mind if you stay past our check out time you will be charge an extra night.

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.)
Popular amenities for Middle Island holiday rentals
Other great holiday rentals in Middle Island

Tranquil Family Retreat

Lovely Loft Apartment with Private Beach Access!!

Modern Luxury Studio minutes from Port Jefferson!

Your ideal getaway awaits !

Stunning Guest Suite in Medford

Medford Seclusive Getaway

RP modern cozy cabin

Rustic Log Cabin, Long Island Vineyards
Destinations to explore
- New York City Holiday rentals
- Philadelphia Holiday rentals
- Washington Holiday rentals
- Boston Holiday rentals
- Ocean City Holiday rentals
- Newark Holiday rentals
- Jersey City Holiday rentals
- Baltimore Holiday rentals
- Portland Holiday rentals
- Providence Holiday rentals
- Atlantic City Holiday rentals
- Newport Holiday rentals
- Yale University
- Jones Beach
- Citi Field
- Cooper's Beach, Southampton
- Fairfield Beach
- Bronx Zoo
- USTA Billie Jean King National Tennis Center
- Robert Moses State Park Beach
- Southampton Beach
- Sunken Meadow State Park
- UBS Arena
- Hammonasset Beach State Park
- Jones Beach State Park
- Powder Ridge Mountain Park & Resort
- Sleeping Giant State Park
- Compo Beach
- Yale University Art Gallery
- Long Island Aquarium
- Wölffer Estate Vineyard
- Sherwood Island State Park
- Meschutt Beach
- Wesleyan University
- Mount Southington Ski Area
- Orient Beach State Park





