Holbrook Vacation Rentals

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Vacation Rentals in Holbrook

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

9.4 out of 10, Exceptional, (23)
"its small but very nice for a short stay would recommend."
The price is CA $137
CA $228 total
includes taxes & fees
Aug 24 - Aug 25
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

“THE GOOSE” A Charming 2-bedroom bungalow with WiFi and AC in Mastic Beach.

10.0 out of 10, Exceptional, (2)
"Friendly host, very good location and a simple check-in process. Few minutes drive to the beach. "
The price is CA $312
CA $432 total
includes taxes & fees
Aug 27 - Aug 28
“THE GOOSE” A Charming 2-bedroom bungalow with WiFi and AC in Mastic Beach.

Newly Renovated Luxury Beach House Ocean Bay Park

10.0 out of 10, Exceptional, (66)
"Very nice place for a family to stay"
The price is CA $998
CA $1,801 total
includes taxes & fees
Sep 1 - Sep 2
Newly Renovated Luxury Beach House Ocean Bay Park

East End cottage on water! Outdoor tub&shower! Minutes from Hamptons & wineries.

10.0 out of 10, Exceptional, (93)
"Great indoor and outdoor spaces to hang out. Took SUP on the water - so nice and calm. "
The price is CA $590
CA $1,073 total
includes taxes & fees
Sep 16 - Sep 17
East End cottage on water! Outdoor tub&shower! Minutes from Hamptons & wineries.

Charming 3-bedroom modern family retreat!

10.0 out of 10, Exceptional, (1)
"Spacious, clean and host was very responsive to any questions we had ! "
The price is CA $416
CA $632 total
includes taxes & fees
Sep 2 - Sep 3
Charming 3-bedroom modern family retreat!

Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown

5.0 out of 10, (2)
"Overall clean space and super easy check in/out. Location is on a quiet street/neighborhood which is nice. Not full a/c in rooms but had two floor fans; was hot in summertime but manageable for a short stay. Had a nice deadbolt on door to lock it. Awkward entrance as you go through the back of the house and all the way around the property, but it isn't terrible. A bit of a dead zone for Verizon but T-mobile was OK; Wi-Fi was available which was needed. Good for easy overnight stay and cheaper...
The price is CA $216
CA $319 total
includes taxes & fees
Aug 31 - Sep 1
Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown

Beautiful historic home in Stony Brook!

2.0 star property
8.2 out of 10, Very good, (12)
"Thank you Great Location Would book again"
Beautiful historic home in Stony Brook!

11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms

9.6 out of 10, Exceptional, (33)
"We had a amazing stay and plan to come back next July again"
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms

Windows on the Sea ★ Modern Pool & Beach Retreat ★ 100 ft to Beach ★ 2 Masters

10.0 out of 10, Exceptional, (57)
"From the moment we booked this trip we knew we were in for a treat. Windows on the Sea did not disappoint! From the early communication with our hosts and their thoughtful check-ins leading up to our trip, this was the best experience we could ask for. We highly recommend staying here!"
Windows on the Sea ★ Modern Pool & Beach Retreat ★ 100 ft to Beach ★ 2 Masters

Spacious Home Located Close to Stony Brook!

6.8 out of 10, (18)
"Great stay great people great costumer care definitely reccomend"
Spacious Home Located Close to Stony Brook!

Spacious 5-bedroom house, sleeps 11 with AC, WiFi in adorable Ocean Bay Park

Spacious 5-bedroom house, sleeps 11 with AC, WiFi in adorable Ocean Bay Park

Charming 1-bedroom apartment-20 minutes from the Hamptons! 10 minutes from beach

10.0 out of 10, Exceptional, (2)
"Everything was as pictured, and the whole place was very clean. It was a perfect stay for us, and we will come again soon!"
The price is CA $106
CA $232 total
includes taxes & fees
Sep 1 - Sep 2
Charming 1-bedroom apartment-20 minutes from the Hamptons! 10 minutes from beach

Adorable Cottage with Water Views, Across the street from Prime & other eateries

9.8 out of 10, Exceptional, (63)
"This home had everything you could ask for. It was very cozy and the owner has put very thoughtful touches into the property. Would definitely stay again!"
Adorable Cottage with Water Views, Across the street from Prime & other eateries

NEW 7 Bedrm House-Pool, Swim-Up Bar, Grill, Pool Table, Fitness and play room

9.2 out of 10, Wonderful, (14)
"Beautiful property! Well stocked with essentials and perfect for our group with and age range o16 - 83"
NEW 7 Bedrm House-Pool, Swim-Up Bar, Grill, Pool Table, Fitness and play room

LUXURY BAY SHORE HOME

2.0 star property
The price is CA $1,108
CA $2,099 total
includes taxes & fees
Sep 1 - Sep 2
LUXURY BAY SHORE HOME

Walk to Beach 2BR Near Dining & Shopping

6.6 out of 10, (18)
"The beach is private and you need to be a Brookhaven resident to be admitted. This is not specified anywhere on the listing. Communication about this with the owner via app was rather poor. "
The price is CA $193
CA $432 total
includes taxes & fees
Aug 24 - Aug 25
Walk to Beach 2BR Near Dining & Shopping

Fair Harbor Living - Barefoot Beach Getaway

8.8 out of 10, Excellent, (14)
"Ideal location in Fair Harbor! Beautiful beaches, sunsets and slower pace the minute you get off the ferry. House has all the essentials including fabulous outside shower along with plenty of rainy day games and reading activities. We had a great stay! Michael was a great host, providing helpful info ahead of trip and accessible during our stay as well. Check-in/out could not have been easier"
Fair Harbor Living - Barefoot Beach Getaway

Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.

9.8 out of 10, Exceptional, (66)
"Great location right on the beach!"
Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.

Weekends, midweeks and full weeks available! Steps to Beach, town and ferries!

9.8 out of 10, Exceptional, (19)
"Great time...close to the beach or the bay"
Weekends, midweeks and full weeks available! Steps to Beach, town and ferries!

Luxury Waterfront Retreat • Private Hot Tub & Dock Near Sayville

10.0 out of 10, Exceptional, (83)
"Stayed here for a family reunion. Joe has created something special. Highly recommend."
Luxury Waterfront Retreat • Private Hot Tub & Dock Near Sayville
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 Holbrook Hotel Reviews

Frequently asked questions

Can I find vacation rentals in Holbrook?

Yes, you can find vacation rentals close to popular points of interest in Holbrook, or you can go with a more secluded option if you'd like a relaxing place to stay. Holbrook is known for its gardens and restaurants. Make sure you have time to check out the shopping while you're in the area.

What's the top vacation rental that Holbrook has to offer?

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons. : Visitors like this Holbrook vacation home rental. It has air-conditioning and a Smart TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave, and a coffee maker.

What can I see and do in Holbrook?

While exploring the area, visit family-friendly sights like Long Island Game Farm, or get outside and enjoy nature at Lake Ronkonkoma. Suffolk County Community College and Smithaven Mall are a couple of places you'll find in the larger area.

What are vacation rentals like in Holbrook?

Vacation rentals are private properties you can reserve for several days or more in Holbrook. Vacation rentals provide amenities like kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a great choice for family gatherings.