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Compare 38 Cottages in Glen Head with updated reviews, rates, and availability.

California cozy cottage/studio in the middle of the Greenwich

10.0 out of 10, Exceptional, (2)
"We really enjoyed our stay here. Olga's Cottage had many thoughtful details that set it apart from the usual app rental experience. The space has been cleverly renovated to pack in a lot of amenities, and Olga was very responsive. We enjoyed the quiet and seclusion compared to our previous stay at the nearby Hyatt, with its paper-thin walls."
California cozy cottage/studio in the middle of the Greenwich

Cos Cob Cottage: Full Kitchen, Fenced Patio, Private Parking, Walk to Restaurants, Shops, and Parks

10.0 out of 10, Exceptional, (1)
"2 night stay over Thanksgiving holiday. Cozy Cottage was just lovely. Fully applianced and stocked kitchen. Large bathroom-super soft towels. King size bed was comfy and cozy. Living room was perfect for relaxing. Rules clearly communicated. Owners were very helpful and responsive. Driveway a little tricky to maneuver when parking spots are occupied. Safe location…. Good walking and exploring in the area "
Cos Cob Cottage: Full Kitchen, Fenced Patio, Private Parking, Walk to Restaurants, Shops, and Parks

Beach house cottage steps to private beach in the heart of Bayville

10.0 out of 10, Exceptional, (9)
"Great location. Very clean modern cottage by the sea. Would love to stay again. "
Beach house cottage steps to private beach in the heart of Bayville

Point Lookout Cottage - Walk to Beach!

10.0 out of 10, Exceptional, (3)
"Great summer bungalow with beach access easy walk"
Point Lookout Cottage - Walk to Beach!

Trendy 1 bedroom +loft apartment w/ parking

10.0 out of 10, Exceptional, (5)
"This was our home base while we explored NYC. The place was lovely and well-appointed. It’s almost a shame that we hardly spent any time there. Just in and out to sleep, shower and eat breakfast, then back to the commuter train into NYC. Found free unlimited street parking a few blocks from the train station. Appreciated access to laundry on our last morning to start the next leg of our trip with fresh clothes. "
Trendy 1 bedroom +loft apartment w/ parking

Charming Waterfront Cottage: Great summer rental as well as year round!

Charming Waterfront Cottage: Great summer rental as well as year round!

Cozy Riverside Cottage

10.0 out of 10, Exceptional, (1)
"Cottage is very comfortable and clean. Neighborhood is quiet and in natural surroundings. Be prepared for spotty reception (screenshot access code) but WiFi is excellent in home, so is the TV/music system. Over all, excellent value and great accommodations in a beautiful spot. Only needed it for the weekend, but would book as a destination for some peace and quiet."
Cozy Riverside Cottage

Island Park Couple's Escape ~ 1 Mi to Beach!

3.0 star property
10.0 out of 10, Exceptional, (1)
"This property was utterly charming and very well stocked. The thoughtful touches throughout the studio apartment was very much appreciate it… Felt like a mini vacation!"
Island Park Couple's Escape ~ 1 Mi to Beach!

Waterfront Cottage cute and cozy

9.4 out of 10, Exceptional, (96)
"Excellent location, very easy check-in and check-out. Definitely will stay again. Thank you!"
Waterfront Cottage cute and cozy

Wow Waterfront Sunset Oasis Beach Cottage Village Winery Brewery East End NYC Hr

9.0 out of 10, Wonderful, (7)
"Very comfortable space & accomodating host! Fantastic views of Northport Harbour and steps away from the water's edge! Would return and strongly recommend."
The price is AED 724
AED 1,212 total
includes taxes & fees
24 Jan - 25 Jan
Wow Waterfront Sunset Oasis Beach Cottage Village Winery Brewery East End NYC Hr

Central Elmont Studio w/ Great Outdoor Space!

3.0 star property
6.8 out of 10, (3)
"The host of this property is very friendly and accommodating. Property overall was great"
Central Elmont Studio w/ Great Outdoor Space!

Bay Shore Vacation Rental ~ 7 Mi to the Beach

3.0 star property
10.0 out of 10, Exceptional, (1)
Bay Shore Vacation Rental ~ 7 Mi to the Beach

Second floor cottage apartment located in a private community.

9.6 out of 10, Exceptional, (14)
"What a lovely apartment hidden away on a private street. It is very clean and well-kept, and extra attention is given to making sure guests have what they need. Communication with hosts was easy and straightforward. We were very pleased with our stay. "
Second floor cottage apartment located in a private community.

Charming Long Island Home w/ Fenced Yard!

3.0 star property
8.0 out of 10, Very Good, (1)
Charming Long Island Home w/ Fenced Yard!

Charming Valley Stream Home: 24 Mi to Central Park

3.0 star property
Charming Valley Stream Home: 24 Mi to Central Park

Charming New York Escape Near Central Park!

3.0 star property
Charming New York Escape Near Central Park!

Garden Oasis Freeport Getaway < 7 Mi to Long Beach

3.0 star property
Garden Oasis Freeport Getaway < 7 Mi to Long Beach

Charming Mamaroneck Home ~ 22 Mi to Manhattan

3.0 star property
6.0 out of 10, (1)
"Great quiet neighborhood, but this is only part of the home (1st floor, basement, and part of the 2nd floor) and the people upstairs are stepping loudly late into the night. The 3rd bathroom is in the basement with no shower curtain and a shower head that must be held during your entire shower. It was the 1 room that was actually dirty and I cleaned it before we used it. Internet info was inaccurate but provided when we requested. TV instructions lacking. Plenty of room for hanging out and...
Charming Mamaroneck Home ~ 22 Mi to Manhattan

New York Escape Near Times Square & Central Park!

3.0 star property
New York Escape Near Times Square & Central Park!

Long Island Home Near Beaches & Golf

3.0 star property
Long Island Home Near Beaches & Golf
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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Other property types in Glen Head

Radio City Apartments

3.5 star property
8.8 out of 10, Excellent, (4028)
"Love Radio City Apartments. Lost count of the number of times I’ve stayed here over the years. Four more trips booked already in 2025. Amazing staff, clean & spacious rooms, food and shopping the minute you step out the door, and so much more."
The price is AED 452
AED 532 total
includes taxes & fees
30 Jan - 31 Jan
Radio City Apartments

Starlight Hotel

2.5 star property
8.2 out of 10, Very Good, (413)
"Everything good, but the noise from train"
The price is AED 356
AED 422 total
includes taxes & fees
23 Feb - 24 Feb
Starlight Hotel

110th Boutique Hotel

2.5 star property
8.0 out of 10, Very Good, (149)
"We enjoyed our stay at this property, especially being so close to the subway and nearby bodegas. One thing, one of the mattresses was rock solid — the owners should invest in at least a mattress topper. The water in the shower gets extremely nice and hot, and the other tenants were very friendly. Another weird thing, “an exterminator” came in the morning during one of the days we stayed around 9am, and tried to barge in and “exterminate”. That was uncomfortable, and he had a key. The owners...
110th Boutique Hotel
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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