Search Vacation Homes in Holbrook

  • Plan, book, stay with confidence
  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 351 Vacation Homes in Holbrook with updated reviews, rates, and availability.

Beautiful historic home in Stony Brook!

2.0 star property
9.2 out of 10, Wonderful, (5)
"This was our second stay at this charming cottage, perfect mix of colonial feel and modern amenities. Plenty of space for us and our dog. Everything we needed was included. Location is close to village and beach. "
Beautiful historic home in Stony Brook!

Coastal Retreat: Waterfront, Deck, Awesome Views

10.0 out of 10, Exceptional, (13)
"My friends and I had a wonderful getaway vacation at this Northfork house. The water views were stunning, and the house had a good mix of indoor and outdoor areas to relax and hangout. Highly recommend. "
Coastal Retreat: Waterfront, Deck, Awesome Views

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

9.4 out of 10, Exceptional, (19)
"I really enjoyed my stay. It was convenient and exceeded my expectations. When I am in town again I will definitely book again."
The price is AED 349
AED 544 total
includes taxes & fees
9 Dec - 10 Dec
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

3 Story Beach Waterview, 3 KING bed, golf putting green!

10.0 out of 10, Exceptional, (15)
"We stayed on Long Island for 4 nights to coach a Perfect Game Baseball Tournament. This property was spacious enough to host my wife and I along with 4 other coaches (6 adults total). We were also able to bring our two jack russells with us. We had a great time, and look forward to staying here again."
The price is AED 665
AED 2,016 total
includes taxes & fees
10 Dec - 11 Dec
3 Story Beach Waterview, 3 KING bed, golf putting green!

Cheerful 2-Bedroom Home With On Premises Parking

8.4 out of 10, Very Good, (7)
"Everything was very good and just as stated in the listing. Clean and comfortable. "
Cheerful 2-Bedroom Home With On Premises Parking

Stylish Sunset Retreat: Near Beach, Pool, Hot Tub

9.4 out of 10, Exceptional, (17)
"Overall 👍👍👍👍 Perfect area and vicinity to our wedding venue very nice neighborhood house was perfect unfortunately had to leave a day early due to New York City Marathon. ** Will definitely try to rent in the summer months"
Stylish Sunset Retreat: Near Beach, Pool, Hot Tub

Beautiful Beach House with Large Swimming Pool in Ocean Beach

10.0 out of 10, Exceptional, (34)
"Wonderful vacation! House has everything you need and the location is perfect. Hosts are quick to respond to any questions. Would definitely stay here again!"
Beautiful Beach House with Large Swimming Pool in Ocean Beach

Cozy Modern Ranch House Near Bellport/Hamptons

7.4 out of 10, Good, (3)
"Property was very clean and host was very hospitable and helpful! Lovely place to stay!"
Cozy Modern Ranch House Near Bellport/Hamptons

Queen Vic Beach House: 5 min to Vineyards & Farmstands

9.8 out of 10, Exceptional, (32)
"We had a fantastic stay! Property was clean and well-maintained. View towards the water was awesome!"
Queen Vic Beach House: 5 min to Vineyards & Farmstands

Your home away from home

5.2 out of 10, (10)
"Easy to find. Quiet neighborhood. My only concern was that the bathroom floor was a very smooth surface and there was no bath mat or anything to help prevent slipping. Minimal linens provided. "
The price is AED 364
AED 437 total
includes taxes & fees
8 Dec - 9 Dec
Your home away from home

Spacious 5-bedroom house in charming Bay Shore with AC, WiFi

Spacious 5-bedroom house in charming Bay Shore with AC, WiFi

Beautiful Hampton Long Island Family Getaway with Pool.

7.6 out of 10, Good, (5)
"Had a great time here. The house was clean and well maintained. The host communicated with us often and overall it was a great stay!"
The price is AED 3,489
AED 5,978 total
includes taxes & fees
24 Nov - 25 Nov
Beautiful Hampton Long Island Family Getaway with Pool.

Quiet Bayside cottage. 10 minutes to beach, 15 minutes to shopping.

8.4 out of 10, Very Good, (11)
"Santo's cottage is cute, close to the water and has everything you could need in it. My stay was short in that I was only there for a night but Santo is a great communicator and made my stay easy. To top it off Meow is the cat's MEOW!!! I will be back next year to get some fly fishing in. Thank you!!"
The price is AED 533
AED 606 total
includes taxes & fees
24 Nov - 25 Nov
Quiet Bayside cottage. 10 minutes to beach, 15 minutes to shopping.

Marina Beach House - Pet Friendly

10.0 out of 10, Exceptional, (6)
"Super clean and beautifully decorated- would def book again. Host was very responsive to all questions. Gorgeous location as well! "
The price is AED 1,561
AED 2,402 total
includes taxes & fees
1 Dec - 2 Dec
Marina Beach House - Pet Friendly

Soundview Beach House: 4BR,Panoramic Views 1.5hrsNYC, Sits Directly on beach

9.8 out of 10, Exceptional, (64)
"The house was exactly as advertised, the water views were beautiful! Easy access to the North Fork of Long Island."
Soundview Beach House: 4BR,Panoramic Views 1.5hrsNYC, Sits Directly on beach

“The Cool House” Waterfront Oasis, 3 Bedrm 2 bath

10.0 out of 10, Exceptional, (16)
"We stayed here with our four children, ages 17-9, and everyone had a comfortable stay —plenty of space — and thought the property and surrounding area were beautiful. Sitting on the deck with morning coffee was so peaceful! The kids especially enjoyed the game room."
“The Cool House” Waterfront Oasis, 3 Bedrm 2 bath

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

9.8 out of 10, Exceptional, (60)
"We enjoyed our short stay at the cottage! The thoughtful amenities were appreciated (especially ALL your coffee needs except dairy, toiletries, filtered water ready in the fridge), and there were probably more we didn’t take advantage of…we were only there for 3 days and didn’t cook in the house but noticed the pantry was stocked with spices and cooking essentials. The beds and bedding were very comfortable. The outdoor area was lovely and well maintained but we didn’t use it much because of...
Adorable Cottage with Water Views, Across the street from Prime & other eateries

Updated home in great location with spacious living & outdoor features

8.8 out of 10, Excellent, (54)
"We got to the house and it was a lovely house, in a great location. The garbage outside had meat and other garbage not in bags. The storm door was broken which we fixed ourselves, the floor was full of sand, the air conditioner in the kitchen didnt blow cold air and the fan in the ktchen didnt work either, the remote was nowhere to be found. I think some of our money should be refunded."
Updated home in great location with spacious living & outdoor features

Luxurious Waterfront all Season Home with Private Beach

9.8 out of 10, Exceptional, (35)
"We spent an amazing week at this property and really enjoyed it. You can't beat the beautiful view of the south bay and the incredible breeze off the water. We really enjoyed our morning coffee and meals on the deck, gazing out at the water. Our two teenage sons enjoyed kayaking in the bay and exploring the island (just a 15-20 minute kayak trip away). Many great restaurants are nearby, and Steve and Dorry's recommendations are spot-on. We were in town for two baseball showcases in Medford,...
Luxurious Waterfront all Season Home with Private Beach

Beach Bungalow: Nearby Beach, Yard w/ Firepit

9.8 out of 10, Exceptional, (13)
"Easly access to the beach"
Beach Bungalow: Nearby Beach, Yard w/ Firepit
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.
Don't see what you're looking for?
See all available properties in Holbrook
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Holbrook

Beach Apt. Wineries, Shopping, Dining

5.2 out of 10, (7)
"Host was so helpful with check in! Place was super clean and conveniently located near town. Loved the place from top to bottom! 10/10 would recommend! "
The price is AED 459
AED 979 total
includes taxes & fees
24 Nov - 25 Nov
Beach Apt. Wineries, Shopping, Dining

Soundview Beach House: 4BR,Panoramic Views 1.5hrsNYC, Sits Directly on beach

9.8 out of 10, Exceptional, (64)
"The house was exactly as advertised, the water views were beautiful! Easy access to the North Fork of Long Island."
Soundview Beach House: 4BR,Panoramic Views 1.5hrsNYC, Sits Directly on beach

Cheerful 2-Bedroom Home With On Premises Parking

8.4 out of 10, Very Good, (7)
"Everything was very good and just as stated in the listing. Clean and comfortable. "
Cheerful 2-Bedroom Home With On Premises Parking
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.