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 AU$2,383 per night from 30 Dec to 31 Dec
AU$2,383
30 Dec - 31 Dec
includes taxes & fees
With a stay at this vacation home in Bridgeport (North End), you'll be within a 10-minute drive of Fairfield University and St. Vincent's Medical Center.
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
With a stay at this vacation home in Bridgeport (South End), you'll be within a 10-minute drive of Fairfield University and Seaside Park.
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
With a stay at this vacation home in Centereach, you'll be within a 5-minute drive of Stony Brook University and Smithaven Mall.
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 AU$726 per night from 4 Jan to 5 Jan
AU$726
4 Jan - 5 Jan 2026
includes taxes & fees
A stay at this vacation home places you in the heart of Cold Spring Harbor, within a 5-minute drive of Cold Spring Harbor State Park and Cold Spring Harbor ...
Opens in a new windowCaptain's Cottage - Cold Spring Harbor Water Views
Stareway to Heaven Su

Stareway to Heaven Su

Fairfield CT
With a stay at this vacation home in Fairfield (Fairfield Beach), you'll be within a 10-minute drive of Fairfield University and South Pine Creek Beach.
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
With a stay at this vacation home in Westport, you'll be within a 15-minute drive of Fairfield University and Levitt Pavilion.
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
With a stay at this vacation home in Fairfield (Fairfield Beach), you'll be within a 5-minute drive of Fairfield University and Fairfield Museum and History ...
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 AU$221 per night from 1 Jan to 2 Jan
AU$221
1 Jan - 2 Jan 2026
includes taxes & fees
With a stay at this vacation home in Stratford, you'll be within a 10-minute drive of Fairfield University and Perry House.
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
With a stay at this vacation home in Bay Shore, you'll be a 3-minute walk from South Shore University Hospital and 11 minutes by foot from Bay Shore Historical ...
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
AU$199
Highest Price
AU$2,383
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 AU$199 per night from 19 Jan to 20 Jan
AU$199
19 Jan - 20 Jan 2026
includes taxes & fees
Located in Stony Brook, Hilton Garden Inn Stony Brook is just steps from Stony Brook University and a 5-minute drive from Long Island Museum of American Art, ...
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
With a stay at this vacation home in Stony Brook, you'll be within a 10-minute drive of Stony Brook University and Stony Brook Village Center.
Opens in a new window3 Bedroom Historic Home near Stony Brook Village, University, Hospital & Beaches
Stylish 2BR House Near Stony Brook University and shopping, fully renovated

Stylish 2BR House Near Stony Brook University and shopping, fully renovated

2 out of 5
Stony Brook NY
The price is AU$1,015 per night from 29 Dec to 30 Dec
AU$1,015
29 Dec - 30 Dec
includes taxes & fees
With a stay at this vacation home in Stony Brook, you'll be steps from Stony Brook University and a 4-minute drive from Long Island Museum of American Art, History, ...
Opens in a new windowStylish 2BR House Near Stony Brook University and shopping, fully renovated
Save an average of 15% on thousands of hotels when you're signed in
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 AU$243 per night from 22 Jan to 23 Jan
AU$243
22 Jan - 23 Jan 2026
includes taxes & fees
Located in Hauppauge, Hyatt Regency Long Island is by the ocean, within a 5-minute drive of Hauppauge Industrial Park and Lakeland County Park.
Opens in a new windowHyatt Regency 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.