Baiting Hollow holiday homes

We found 1,558 holiday rentals — enter your dates for availability
Select from 14 homes, 15 cottages and other holiday rentals in Baiting Hollow to find one that's perfect for your trip. Holiday rentals offer the amenities that you expect for you and your friends, family or even pets, such as air conditioning and a pool. You'll be sure to find a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Baiting Hollow

Showing deals for:18 Dec - 25 Dec

Pool
Dining
Exterior
Pool
Exceptional
(6 reviews)

Newly Built Hamptons House, Pool, Beach Access + Easy Access off Montauk Highway

Hampton Bays

8% off
NZ$17,502
for 7 nights, 1 home
NZ$2,500 per night
includes taxes & fees
Newly Built Hamptons House, Pool, Beach Access + Easy Access off Montauk Highway
Chef kitchen with breakfast area on 2nd floor
Dining table and picnic table
water view
Main Entrance
Heated pool with gorgeous water and natural wetland view
Exceptional
(38 reviews)

Luxurious Waterfront Retreat in Southampton: Breathtaking Views, Pool, and More!

Southampton

8% off
NZ$18,707
for 7 nights, 1 home
NZ$2,672 per night
includes taxes & fees
Luxurious Waterfront Retreat in Southampton: Breathtaking Views, Pool, and More!
Private kitchen
Exterior
Interior
Interior
Exceptional
(8 reviews)

Beautiful Colonial Mint Condition Summer House Walking Distance to Beach

Jamesport

12% off
NZ$8,807
for 7 nights, 1 home
NZ$1,258 per night
includes taxes & fees
Beautiful Colonial Mint Condition Summer House Walking Distance to Beach
Living area
Living area
Children’s area
Dining
Exceptional
(15 reviews)

Beautiful Hamptons Family Escape.

Westhampton

7% off
NZ$12,722
for 7 nights, 1 home
NZ$1,817 per night
includes taxes & fees
Beautiful Hamptons Family Escape.
Dining Room with seating for Ten
Pool
Outdoor dining
Exterior
Exceptional
(28 reviews)

Spacious New 4 Bedroom Home With Pool on 2 Acre Property

Peconic

8% off
NZ$15,090
for 7 nights, 1 home
NZ$2,156 per night
includes taxes & fees
Spacious New 4 Bedroom Home With Pool on 2 Acre Property
Exterior
Living area
Property grounds
Private kitchen
Exceptional
(29 reviews)

Incredible Beachfront Home w/ Private Beach!

Mattituck

7% off
NZ$6,506
for 7 nights, 1 cottage
NZ$929 per night
includes taxes & fees
Incredible Beachfront Home w/ Private Beach!
Pool
Pool
Room
Room
Excellent
(36 reviews)

The Jahmtons Guest Room

Ridge

8% off
NZ$1,769
for 7 nights, 1 room
NZ$253 per night
includes taxes & fees
The Jahmtons Guest Room
Interior
Outdoor dining
Dining
Living area
Exceptional
(31 reviews)

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

Mastic Beach

9% off
NZ$5,475
for 7 nights, 1 home
NZ$782 per night
includes taxes & fees
“The Cool House” Waterfront Oasis, 3 Bedrm 2 bath
park-like grounds
Living area
An elegant dining room (to 10 ppl, joins kitchen +8 and outdoor dining  +10,)
Front entrance, park-like grounds
Exceptional
(26 reviews)

Southampton Pickleball Walk to beach. Kayaks on lake Park-like grounds Pool

Southampton

30% off
NZ$17,497
for 7 nights, 1 home
NZ$2,500 per night
includes taxes & fees
Southampton Pickleball Walk to beach. Kayaks on lake Park-like grounds Pool
Welcome to Vineyard View
Outdoor dining
Exterior
Living area
Exceptional
(26 reviews)

Vineyard View, Bike to the Most Beautiful Beach

Mattituck

8% off
NZ$12,606
for 7 nights, 1 home
NZ$1,801 per night
includes taxes & fees
Vineyard View, Bike to the Most Beautiful Beach
Room
Property grounds
Interior
Private kitchen
Very good
(34 reviews)

Waterfront Home With Recreational Dock! Great For Rafting, And Close To Beaches

Mastic Beach

7% off
NZ$4,547
for 7 nights, 1 home
NZ$650 per night
includes taxes & fees
Waterfront Home With Recreational Dock! Great For Rafting, And Close To Beaches
Room
Exterior
Pool
Living area
Exceptional
(39 reviews)

11-Bedroom Mansion with a Seasonal Outdoor Pool open now plus 10.5 bathrooms

Eastport

8% off
NZ$27,248
for 7 nights, 1 home
NZ$3,893 per night
includes taxes & fees
11-Bedroom Mansion with a Seasonal Outdoor Pool open now plus 10.5 bathrooms
Property grounds
Exterior
Property grounds
Interior
Exceptional
(39 reviews)

Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons

Riverhead

8% off
NZ$9,072
for 7 nights, 1 home
NZ$1,296 per night
includes taxes & fees
Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons
This is a shared patio space outside
view as you walk into sunroom
Nice place for Breakfast in the sunroom
lower bedroom with walk in closet and king size tempurpedic bed
Exceptional
(59 reviews)

1856 Trading House w/ walk to water

Mount Sinai

12% off
NZ$3,692
for 7 nights, 1 apartment
NZ$527 per night
includes taxes & fees
1856 Trading House w/ walk to water
Outdoor dining
.
3 acres of beautiful land
Private kitchen
Exceptional
(82 reviews)

Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14

Hampton Bays

7% off
NZ$13,641
for 7 nights, 1 home
NZ$1,949 per night
includes taxes & fees
Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14
Private kitchen
Living area
Terrace/patio
Interior
Excellent
(27 reviews)

Relaxing Cottage -- Walk to private Beach!

Calverton

7% off
NZ$3,937
for 7 nights, 1 cottage
NZ$562 per night
includes taxes & fees
Relaxing Cottage -- Walk to private Beach!
Pool
Exterior
Large Dining/Kitchen Space
Spacious Main Floor Living room
Exceptional
(11 reviews)

New Modern Farmhouse Estate Living in the heart of Southold with a pool!!!

Southold

7% off
NZ$16,047
for 7 nights, 1 home
NZ$2,292 per night
includes taxes & fees
New Modern Farmhouse Estate Living in the heart of Southold with a pool!!!
Living area
Exterior
Terrace/patio
Pool
Exceptional
(36 reviews)

40-Foot Pool Retreat Near the Hamptons — Easy NYC Access, Total Relaxation

Center Moriches

12% off
NZ$7,015
for 7 nights, 1 home
NZ$1,002 per night
includes taxes & fees
40-Foot Pool Retreat Near the Hamptons — Easy NYC Access, Total Relaxation
Outdoor dining
Dining
Living area
Room
Exceptional
(18 reviews)

Great Getaway! Exceptional Home. Walking distance to The Christmas Tree Shoppe

Cutchogue

8% off
NZ$8,682
for 7 nights, 1 cottage
NZ$1,240 per night
includes taxes & fees
Great Getaway! Exceptional Home. Walking distance to The Christmas Tree Shoppe
Plenty of comfortable chairs for lounging
Kitchen is stocked with a selection of pots dishes and utensils
Spacious living room with sliders to the patio pool and backyard
This area is perfect for reading and relaxing
Exceptional
(108 reviews)

Hampton’s Haven: Heated Pool, Hot Tub & Gameroom! 2 miles to Rogers Beach

Westhampton Beach

8% off
NZ$9,344
for 7 nights, 1 home
NZ$1,335 per night
includes taxes & fees
Hampton’s Haven: Heated Pool, Hot Tub & Gameroom! 2 miles to Rogers Beach
Pool, gazebo, fire table
Exterior
Hot tub open all year
Living area
Exceptional
(45 reviews)

Westhampton Beach Town and Country

Westhampton Beach

8% off
NZ$14,387
for 7 nights, 1 home
NZ$2,055 per night
includes taxes & fees
Westhampton Beach Town and Country
Interior
Exterior detail
Interior
Living area
Exceptional
(14 reviews)

Farm and Wine Lovers’ Cottage Near the Hamptons

East Moriches

7% off
NZ$6,440
for 7 nights, 1 home
NZ$920 per night
includes taxes & fees
Farm and Wine Lovers’ Cottage Near the Hamptons
Living room
Pool
Terrace/patio
Large wrap-around lawn
Exceptional
(27 reviews)

Modern Family Retreat with Heated Pool, Playground and Peloton

Hampton Bays

8% off
NZ$14,611
for 7 nights, 1 home
NZ$2,087 per night
includes taxes & fees
Modern Family Retreat with Heated Pool, Playground and Peloton
Living area
Exterior detail
Exterior
Dining
Exceptional
(14 reviews)

House of Peace

Mastic

11% off
NZ$4,788
for 7 nights, 1 home
NZ$684 per night
includes taxes & fees
House of Peace
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

The beachside setting of Baiting Hollow is ready to explore

Enjoy the wineries and other features of Baiting Hollow. This city's beaches, island views and bird watching draw many visitors. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in and around Baiting Hollow

Do you want to discover top things to see and do in the area? Venture out of your holiday home and check out everything that makes Baiting Hollow a fun place to get away to. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Splish Splash Water Park (3.3 mi / 5.4 km)
  • Safari Adventure (4.7 mi / 7.5 km)
  • Swan Lake Golf Club (5.9 mi / 9.4 km)
  • Jamesport Vineyards (7.6 mi / 12.2 km)
  • Martha Clara Vineyards (7.8 mi / 12.6 km)
  • Long Island Game Farm (8.8 mi / 14.1 km)

Exploring the natural landscape of Baiting Hollow

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, Baiting Hollow is a great place to spend some time outside. These are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Cedar Beach (11.3 mi / 18.2 km)
  • Meschutt Beach (13.5 mi / 21.7 km)
  • Cupsoque Beach (13.9 mi / 22.3 km)
  • Smith Point County Park (14.9 mi / 24 km)
  • Tiana Beach (15.4 mi / 24.8 km)
  • Ponquogue Beach (15.8 mi / 25.4 km)

Transport to and around Baiting Hollow

The nearest airport is in Westhampton, NY (FOK-Francis S. Gabreski), located 10.2 mi (16.4 km) from the city centre. If you can't find a flight that works for your travel itinerary, you can also fly into Shirley, NY (WSH-Brookhaven Calabro), which is 12.1 mi (19.5 km) away.

Frequently asked questions

What is the best area to stay in Baiting Hollow when booking a holiday rental?
When considering a holiday rental in Baiting Hollow, a charming area on Long Island, the best choice would be to look towards the surrounding neighbourhoods that offer both tranquillity and access to local attractions. Baiting Hollow itself is known for its beautiful vineyards and scenic views, making it a lovely spot for those wanting to relax amidst nature.Nearby, the quaint community of Riverhead is a fantastic option, with a range of properties available. Here, you can explore the popular Long Island Aquarium, which is a delightful experience for families and marine enthusiasts alike. Additionally, the nearby Tanger Outlets provide great shopping opportunities, ensuring that there's something for everyone.Another appealing area is Jamesport, known for its charming rural atmosphere and proximity to the stunning beaches along the North Fork. This region is superb for those who enjoy outdoor activities, such as cycling and wine tasting at local vineyards.
When is the best time to visit Baiting Hollow for a holiday rental?
The peak season for visiting Baiting Hollow is from July to September, when the sun shines brightly and the local vineyards come alive with activity. This vibrant time attracts holidaymakers eager to indulge in wine tastings, beach outings, and outdoor festivals. With temperatures typically ranging from 20 to 30 degrees Celsius, it's superb for enjoying leisurely days at the beach or exploring the scenic coastal trails.July stands out as the most popular month, bringing together both locals and tourists for summer events. Visitors can expect a friendly setting, bustling farmers' markets, and live music events that showcase the area's lively spirit.For those looking for a more budget-friendly option, consider planning your visit in December. During this time, the charm of Baiting Hollow during the winter months is undeniable, with cozy rental options and the beauty of a peaceful landscape.Whether you prefer the energetic summer vibe full of activities or the serene tranquillity of winter, Baiting Hollow offers a great experience that caters to various preferences.
What are the top attractions in Baiting Hollow?
In Baiting Hollow, visitors can enjoy a delightful mix of natural beauty and local attractions. One of the most prominent highlights is the picturesque Baiting Hollow Farm Vineyard, where guests can partake in wine tastings and enjoy the serene vineyard views. The area is also close to the scenic Long Island Sound, providing opportunities for leisurely walks along the shore and water-based activities.For those interested in history and culture, the nearby town of Riverhead offers attractions like the Long Island Aquarium and Exhibition Centre, which is a great family-friendly spot. Additionally, the scenic beaches in the vicinity, such as those at nearby Calverton and Westhampton, offer a superb escape for relaxation and outdoor fun.
Are all fees included in the Baiting Hollow holiday homes prices shown on Bookabach?
Bookabach provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Baiting Hollow holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Baiting Hollow with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Baiting Hollow holiday homes?
You can find great discounts on holiday homes in Baiting Hollow on Bookabach, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Baiting Hollow holiday home booking on Bookabach?
To find Baiting Hollow holiday rentals with free cancellation, just use Bookabach's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Baiting Hollow?
A long-stay holiday home in Baiting Hollow is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Baiting Hollow holiday home?
Book your Baiting Hollow holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Baiting Hollow?
Prices for holiday homes in Baiting Hollow vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Baiting Hollow to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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