Search the Best Cabins in Head of the Harbor

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Dec 19 - Dec 21
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Dec 26 - Dec 28
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Jan 9 - Jan 11
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No exact matches found, but these alternatives could be just right

Recommended hotels in Head of the Harbor

Exterior
The Bella Vista St James! Waterfront house with a beach dock and so much more!

Vacation Home in Saint James

The Bella Vista St James! Waterfront house with a beach dock and so much more!
10.0 out of 10, Exceptional, (1)
"This property is beautiful and the host was very responsive. We were in town for a funeral so unfortunately wasnt able to enjoy the house as much as I would have liked to. The view is breathtaking, we saw deer, wild turkeys, swans and more. I would suggest kids 8 would be better suited. I had to chase my little around to ensure they weren't touching or playing with any of the decorations. Plenty of bathrooms and counter space. No cell reception but the Wi-Fi worked throughout the whole home....
United States
Devin k.
$1,782 nightly
The price is $2,036
Dec 14 - Dec 15
Total with taxes and fees
The Bella Vista St James! Waterfront house with a beach dock and so much more!
Exterior
Hampton Inn Long Island-Brookhaven

Hampton Inn Long Island-Brookhaven

Hampton Inn Long Island-Brookhaven
2.5 star property
8.8 out of 10, Excellent, (1248)
"The staff is great. The breakfast is good. The rooms are comfortable. "
United States
Kenyata
$103 nightly
The price is $118
Jan 1 - Jan 2, 2026
Total with taxes and fees
Hampton Inn Long Island-Brookhaven
Front of property
The Surfside Hotel

The Surfside Hotel

The Surfside Hotel
2.0 star property
9.4 out of 10, Exceptional, (171)
"Great place to stay"
United States
Craig
$129 nightly
The price is $149
Jan 13 - Jan 14, 2026
Total with taxes and fees
The Surfside Hotel
Exterior
Hampton Inn & Suites By Hilton Long Island Farmingdale

Hampton Inn & Suites By Hilton Long Island Farmingdale

Hampton Inn & Suites By Hilton Long Island Farmingdale
2.5 star property
9.2 out of 10, Wonderful, (89)
"The room was very clean and staff was very kind and acommodating"
United States
Angelina
$147 nightly
The price is $168
Jan 1 - Jan 2, 2026
Total with taxes and fees
Hampton Inn & Suites By Hilton Long Island Farmingdale
Front of property - evening/night
Hyatt Regency Long Island

Hyatt Regency Long Island

Hyatt Regency Long Island
4.0 star property
8.2 out of 10, Very Good, (1085)
"Great place! "
United States
Carla Maeling
$135 nightly
The price is $154
Dec 20 - Dec 21
Total with taxes and fees
Hyatt Regency Long Island
Exterior
Holiday Inn Long Island-Islip Arpt East by IHG

Holiday Inn Long Island-Islip Arpt East by IHG

Holiday Inn Long Island-Islip Arpt East by IHG
3.0 star property
9.2 out of 10, Wonderful, (847)
"Was nice place to stay after the first two hotels were so bad!!!!! "
United States
RONALD
$101 nightly
The price is $115
Jan 4 - Jan 5, 2026
Total with taxes and fees
Holiday Inn Long Island-Islip Arpt East by IHG
Shopping mall
The Inn And Spa At East Wind

The Inn And Spa At East Wind

The Inn And Spa At East Wind
3.5 star property
8.8 out of 10, Excellent, (878)
"It a beautiful facility, great guest services "
United States
Terry
$109 nightly
The price is $125
Dec 28 - Dec 29
Total with taxes and fees
The Inn And Spa At East Wind
Exterior
Hilton Garden Inn Stony Brook

Hilton Garden Inn Stony Brook

Hilton Garden Inn Stony Brook
3.0 star property
9.0 out of 10, Wonderful, (1003)
"Great visit"
United States
steven
$111 nightly
The price is $127
Dec 21 - Dec 22
Total with taxes and fees
Hilton Garden Inn Stony Brook
Exterior
Quality Suites Stratford

Quality Suites Stratford

Quality Suites Stratford
2.5 star property
8.0 out of 10, Very Good, (1001)
"It was quite and very clean great customer service "
United States
Angelina
$94 nightly
The price is $108
Jan 11 - Jan 12, 2026
Total with taxes and fees
Quality Suites Stratford
Exterior
Fairfield Inn by Marriott Medford Long Island

Fairfield Inn by Marriott Medford Long Island

Fairfield Inn by Marriott Medford Long Island
2.5 star property
8.8 out of 10, Excellent, (1002)
"always an excellent stay "
United States
tanya
$116 nightly
The price is $133
Jan 8 - Jan 9, 2026
Total with taxes and fees
Fairfield Inn by Marriott Medford Long Island
Property entrance
Holiday Inn Express Stony Brook by IHG

Holiday Inn Express Stony Brook by IHG

Holiday Inn Express Stony Brook by IHG
2.5 star property
9.0 out of 10, Wonderful, (1004)
"The breakfast had a wide variety of choices. "
United States
Anthony
$132 nightly
The price is $151
Dec 21 - Dec 22
Total with taxes and fees
Holiday Inn Express Stony Brook by IHG
Exterior
Hampton Inn Long Island/Islandia

Hampton Inn Long Island/Islandia

Hampton Inn Long Island/Islandia
2.5 star property
8.6 out of 10, Excellent, (1052)
"Great hotel"
United States
Kenneth
$87 nightly
The price is $100
Dec 21 - Dec 22
Total with taxes and fees
Hampton Inn Long Island/Islandia
Exterior
The Circle Hotel Fairfield

The Circle Hotel Fairfield

The Circle Hotel Fairfield
3.0 star property
9.0 out of 10, Wonderful, (1422)
"Clean, updated room, easy check in & out. Staff was very nice"
United States
cynthia
$149 nightly
The price is $172
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Circle Hotel Fairfield
Exterior
Home2 Suites by Hilton Long Island Brookhaven

Home2 Suites by Hilton Long Island Brookhaven

Home2 Suites by Hilton Long Island Brookhaven
3.0 star property
9.2 out of 10, Wonderful, (1002)
"The staff was great and it was very clean "
United States
Michele
$119 nightly
The price is $136
Jan 1 - Jan 2, 2026
Total with taxes and fees
Home2 Suites by Hilton Long Island Brookhaven
Front of property
Chalet Inn & Suites Centerport

Chalet Inn & Suites Centerport

Chalet Inn & Suites Centerport
2.0 star property
7.8 out of 10, Good, (761)
"A friendly staff and very good location in centerport"
United States
Virna
$120 nightly
The price is $137
Jan 4 - Jan 5, 2026
Total with taxes and fees
Chalet Inn & Suites Centerport
Exterior
Days Inn by Wyndham Woodbury Long Island

Days Inn by Wyndham Woodbury Long Island

Days Inn by Wyndham Woodbury Long Island
2.5 star property
7.2 out of 10, Good, (1002)
"Wonderful and relaxing stay at the Days Inn at Woodbury. Hospitality is great and outside renovations look great. "
United States
Marvie
$94 nightly
The price is $105
Dec 17 - Dec 18
Total with taxes and fees
Days Inn by Wyndham Woodbury Long Island
Fountain
Danfords Hotel and Marina

Danfords Hotel and Marina

Danfords Hotel and Marina
3.5 star property
8.4 out of 10, Very Good, (1001)
"Excellent, pleasant front desk service"
United States
William
$168 nightly
The price is $192
Dec 21 - Dec 22
Total with taxes and fees
Danfords Hotel and Marina
Exterior
Hilton Garden Inn Islip/MacArthur Airport

Hilton Garden Inn Islip/MacArthur Airport

Hilton Garden Inn Islip/MacArthur Airport
3.0 star property
8.4 out of 10, Very Good, (1004)
"Ellen was very pleasant and quick check in "
United States
Anthony
$98 nightly
The price is $112
Dec 20 - Dec 21
Total with taxes and fees
Hilton Garden Inn Islip/MacArthur Airport
Exterior
Comfort Inn Medford - Long Island

Comfort Inn Medford - Long Island

Comfort Inn Medford - Long Island
2.5 star property
8.4 out of 10, Very Good, (1001)
"Decent hotel with good breakfast. Close to highway and shopping, very convenient."
United States
Susan
$112 nightly
The price is $128
Dec 18 - Dec 19
Total with taxes and fees
Comfort Inn Medford - Long Island
Property grounds
Cozy Country Cottage #4

Cottage in Miller Place

Cozy Country Cottage #4
10.0 out of 10, Exceptional, (15)
"Lovely cottage with great host! All was wonderful!! very happy with our 17 day vacation!"
United States
Laurita S.
$286 nightly
The price is $327
Dec 14 - Dec 15
Total with taxes and fees
Cozy Country Cottage #4
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 Head of the Harbor Hotel Reviews

Hyatt Regency Long Island

Hyatt Regency Long Island

10/10 Excellent
"Glad to come back this year again! "
Cynthia 2-night trip
Posted 19 hours ago
Hyatt Regency Long Island

Find out more about Head of the Harbor

Head of the Harbor Cabin Rentals information

Number of reviews
16,569
Accommodation
1 Cabin Rentals
Lowest Price
$100
Highest Price
$2,036

Frequently asked questions

What are the best cabins near Head of the Harbor?
Ranging from small and basic to expansive and luxurious, there are 36 cabins available in and around Head of the Harbor. Popular options include Log Cabin On A Lake With Private Dock And Beach One Hour From Nyc and Rustic Lakeside Cabin At White Gate Farm.
Are there cheap cabins in Head of the Harbor?
Priced from $100 to $2,036 per night, escaping the everyday has never been more affordable. Book one of our cheap cabins in Head of the Harbor and enjoy some outdoorsy fun without breaking your budget.These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best mountain cabins near Head of the Harbor?
Book a mountain cabin near Head of the Harbor and experience breathtaking views, outdoor activities and memories to treasure. Log Cabin On A Lake With Private Dock And Beach One Hour From Nyc is hard to overlook. Located high in the hills, guests have access to a deck and a porch here. Rustic Lakeside Cabin At White Gate Farm is another appealing property. It comes with a microwave oven, a kitchen and scenery to make you swoon.
What are the best hot tub cabins near Head of the Harbor?
Take your Head of the Harbor cabin escape to another level by renting one with a hot tub. Serene, Peaceful Get - Away - Log Cabin By The Lake offers this fancy touch, along with a king-sized bed and a firepit. Alternatively, you can spend a weekend or longer enjoying the hot tub at Cabin - West Point, Storm King Forest Retreat. Settle in, then make the most of its other amenities such as a king-sized bed and a firepit.
What are the best cabins with pools near Head of the Harbor?
Staying in a cabin rental with a pool adds a whole new level of fun to your vacation. If you're looking for one near Head of the Harbor, Cabin - Water Mill Wooded Escape offers amenities like a swimming pool and fitness facilities to make your poolside getaway even more enjoyable. Ufo Test Cabin By The Lake is another great pick and features a swimming pool and pet-friendly facilities.
Can I find beach cabins near Head of the Harbor?
Wake up and be within easy reach of a beautiful shoreline when you book a Head of the Harbor beach cabin rental. Sun, fun and relaxation should be your major priorities at Rustic Lakeside Cabin At White Gate Farm. It offers on-site watersports and beach sun loungers. Or, throw your bag down and make yourself comfy at Lagoon Lodge: North Fork, Charming 3br. Handy amenities here include clothes washing facilities and children's activities.
What are the best weekend cabin rentals near Head of the Harbor?
Nothing beats a weekend cabin getaway after a big week at work. Ditch the office for a few days or so in the great outdoors at Log Cabin On A Lake With Private Dock And Beach One Hour From Nyc. On-site watersports and a porch are some amenities it offers. Emails will also be the last thing on your mind at Serene, Peaceful Get - Away - Log Cabin By The Lake. Get cozy here and make use of on-site watersports and a patio.
What are the best cabin prices in Head of the Harbor?
If you'd love to save some cash on your stay, Expedia has some incredible offers on Head of the Harbor cabins that won't hurt your budget. How does $100 a night sound?
Can I find log cabins near Head of the Harbor?
Begin your day with a cup of coffee in your comfortable log cabin and then go swimming and mountain climbing. Sound like your perfect vacation? Head for Log Cabin On A Lake With Private Dock And Beach One Hour From Nyc. Another wooden getaway that offers lots of comfort and character is Serene, Peaceful Get - Away - Log Cabin By The Lake. Close-by activities like boating and cross-country skiing will add to your memorable experience here.
What are the highest-rated cabins near Head of the Harbor?
With an impressive rating, it's not surprising why Remote Long Island Lakefront Cabin W is such a favorite with travelers. It has useful amenities like a patio and a fireplace. Serene, Peaceful Get - Away - Log Cabin By The Lake is another fantastic option. Quality conveniences including on-site watersports and a patio will help make your stay happy and comfortable.
Why should I book a cabin in Head of the Harbor?
For a vacation experience that's big on charm, comfort and value for money, it's hard to beat a cabin. Leave your city blues behind and roam through the greenery of nature. From fun-filled days to peaceful evenings cuddled up by the fire, cabins offer both relaxation and excitement. Check out the terrific Head of the Harbor options here on Expedia.

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