Book Holiday Homes in Stony Brook

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Featured Holiday Homes in Stony Brook

Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!

Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!

Bridgeport CT
The price is NZ$2,715 per night from 26 Dec to 27 Dec
NZ$2,715
26 Dec - 27 Dec
includes taxes & fees
Stay at this business-friendly holiday home in Bridgeport. Enjoy free Wi-Fi, free parking and a garden. Popular attractions Glenwood Park and Beardsley Zoo are ...
Opens in a new windowCharming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
Charming Home in Seaside

Charming Home in Seaside

2 out of 5
Bridgeport CT
Stay at this holiday home in Bridgeport. Enjoy free Wi-Fi, laundry facilities and patios. Popular attractions Hartford HealthCare Amphitheater and Total Mortgage ...
Opens in a new windowCharming Home in Seaside
Cozy 4-bedroom house with AC and WiFi in Centereach, New York.

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

Centereach NY
Stay at this holiday home in Centereach. Enjoy laundry facilities and air conditioning. Popular attractions AMF Centereach Lanes and Smithaven Mall are located ...
Opens in a new windowCozy 4-bedroom house with AC and WiFi in Centereach, New York.
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Captain's Cottage - Cold Spring Harbor Water Views

Captain's Cottage - Cold Spring Harbor Water Views

Cold Spring Harbor NY
The price is NZ$821 per night from 6 Jan to 7 Jan
NZ$821
6 Jan - 7 Jan 2026
includes taxes & fees
Stay at this family-friendly holiday home in Cold Spring Harbor. Enjoy free Wi-Fi, a garden and laundry facilities. Our guests praise the helpful staff in their ...
Opens in a new windowCaptain's Cottage - Cold Spring Harbor Water Views
Stareway to Heaven Su

Stareway to Heaven Su

Fairfield CT
Stay at this holiday home in Fairfield. Enjoy a garden, laundry facilities and patios. Popular attractions South Pine Creek Beach and Pine Creek Par 3 Golf Course ...
Opens in a new windowStareway to Heaven Su
Westport Gem - walk to shops, dining, town center, pet-friendly

Westport Gem - walk to shops, dining, town center, pet-friendly

Westport CT
Stay at this holiday home in Westport. Enjoy laundry facilities, cable/satellite TV service and an in-room coffee maker. Popular attractions Westport Country ...
Opens in a new windowWestport Gem - walk to shops, dining, town center, pet-friendly
Beautiful Fairfield Beach Area home, 5 minute walk to beach, town & train

Beautiful Fairfield Beach Area home, 5 minute walk to beach, town & train

Fairfield CT
Stay at this holiday home in Fairfield. Enjoy free Wi-Fi, laundry facilities and patios. Popular attractions South Benson Marina and Jennings Beach are located ...
Opens in a new windowBeautiful Fairfield Beach Area home, 5 minute walk to beach, town & train
Business or Weekend escape

Business or Weekend escape

Stratford CT
The price is NZ$251 per night from 1 Jan to 2 Jan
NZ$251
1 Jan - 2 Jan 2026
includes taxes & fees
Stay at this holiday home in Stratford. Enjoy a garden, an in-room coffee maker and air conditioning. Our guests praise the helpful staff in their reviews. Popular ...
Opens in a new windowBusiness or Weekend escape
LUXURY BAY SHORE HOME

LUXURY BAY SHORE HOME

2 out of 5
17 Mowbray Ave Bay Shore NY
Stay at this holiday home in Bay Shore. Enjoy free parking. Popular attractions Gilgo State Park and Bay Shore Historical Society are located nearby.
Opens in a new windowLUXURY BAY SHORE HOME
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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.

Stony Brook Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Stony Brook vacation homes are the perfect way for you to wing it.

Holiday houses in Stony Brook let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Stony Brook in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Stony Brook adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Stony Brook with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Stony Brook vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Stony Brook Holiday Homes essential information

Accommodation
541 Holiday Homes
Lowest Price
NZ$226
Highest Price
NZ$2,715
Popular accommodation
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!, Charming Home in Seaside, Cozy 4-bedroom house with AC and WiFi in Centereach, New York. , Captain's Cottage - Cold Spring Harbor Water Views, Stareway to Heaven Su, Westport Gem - walk to shops, dining, town center, pet-friendly, Beautiful Fairfield Beach Area home, 5 minute walk to beach, town & train , Business or Weekend escape, LUXURY BAY SHORE HOME

Top trending hotels in Stony Brook

Hilton Garden Inn Stony Brook

Hilton Garden Inn Stony Brook

3 out of 5
1 Circle Road Stony Brook NY
Fully refundableReserve now, pay when you stay
The price is NZ$233 per night from 19 Jan to 20 Jan
NZ$233
19 Jan - 20 Jan 2026
includes taxes & fees
Stay at this business-friendly hotel in Stony Brook. Enjoy free parking, breakfast (surcharge) and a free local area shuttle. Our guests praise the helpful staff ...
Opens in a new windowHilton Garden Inn Stony Brook
3 Bedroom Historic Home near Stony Brook Village, University, Hospital & Beaches

3 Bedroom Historic Home near Stony Brook Village, University, Hospital & Beaches

Stony Brook NY
Stay at this holiday home in Stony Brook. Enjoy laundry facilities, in-room fireplaces and air conditioning. Popular attractions Stony Brook Village Center and ...
Opens in a new window3 Bedroom Historic Home near Stony Brook Village, University, Hospital & Beaches
Hyatt Regency Long Island

Hyatt Regency Long Island

4 out of 5
1717 Motor Parkway Hauppauge NY
Fully refundableReserve now, pay when you stay
The price is NZ$264 per night from 11 Jan to 12 Jan
NZ$264
11 Jan - 12 Jan 2026
includes taxes & fees
Stay at this golf hotel in Hauppauge. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff and the clean rooms in their reviews. ...
Opens in a new windowHyatt Regency Long Island
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 Holiday Inn Express Hauppauge-Long Island

Holiday Inn Express Hauppauge-Long Island

2.5 out of 5
2050 Express Dr S Hauppauge NY
Fully refundableReserve now, pay when you stay
The price is NZ$226 per night from 5 Jan to 6 Jan
NZ$226
5 Jan - 6 Jan 2026
includes taxes & fees
Stay at this business-friendly hotel in Hauppauge. Enjoy free breakfast, free Wi-Fi and a 24-hour fitness centre. Our guests praise the helpful staff and the ...
Opens in a new window Holiday Inn Express Hauppauge-Long Island
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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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^Subject to availability and chosen travel dates.