Hampton Bays vacation rentals

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Top-rated vacation rentals in Hampton Bays

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Guest favorite

Cottage in Riverhead

4.98 out of 5 average rating, 126 reviews

Savor Blazing Ocean Sunsets at a Soothing Beachfront Haven

Newly renovated, The Beach Cottage has been designed and decorated in a modern organic style, with a palette of whites and neutrals to create a serene and peaceful escape. Relax in the airy, light and open living room, which features a wall of glass for indoor/outdoor living with expansive, uninterrupted water views. Enjoy the designer kitchen with all new appliances, as well as a brand new bathroom, updated bedrooms and outdoor shower. This chic 2-bedroom, 1-bathroom home, which can sleep up to 5, has been designed with an eye for detail, style and relaxation. The master bedroom enjoys a queen sized bed that's perfect for 2 adults. The second bedroom can accommodate up to 3 people with a double bed for two people, and a single bed for one person. Only 80-miles from Manhattan, a 90-minute drive and close to the towns of Jamesport, Southold and Greenport, The Beach Cottage is the perfect summer escape. Stay on the property for swimming, paddle boarding, beach walks and BBQs or venture out to enjoy all the North Fork has to offer. Wine tasting at the French run winery Croteaux, lunch at the world class North Fork Table and Inn, shop at the many Organic Farms or explore the charming historic seaport village of Greenport, all short drives from the cottage. Upon request, Pets are allowed, for an extra fee of $200 per stay. Guests have access the entire property, including a private path to the beach. This stylish retreat is nestled on a private Soundfront beach at the end of a 7-acre property. Wine tasting at Croteaux, lunch at world-class North Fork Table and Inn, and the historic seaport village of Greenport are all within a short drive. The closest Jitney stop is Aquebogue or Riverhead. I am an Australian born designer that lives in NYC and has been renovating homes for the past several years. Our Flatiron loft in NYC was featured in Dwell Magazine, I designed the Upper West Side apartment for the founder & CEO of Soul Cycle, and my husband and I recently renovated our family's weekend beach house on the North Fork. I have a passion for turning houses into homes by bringing the clean, breezy and natural aesthetic, inspired by my homeland in Australia.

Jan 8 – 15

G$155,277 GYD per night

Guest favorite

Guest suite in Hampton Bays

4.98 out of 5 average rating, 315 reviews

CHARMING OCEAN BUNGALOW

My ocean Bungalow is super well located in Hampton Bays. You will be 10 minutes away from the center of town where the Hampton Bays train station is. You also have Starbucks, Ride Aid, king Kullen, and great eateries at your fingertips. You will also have another two great supermarkets; Stop&Shop and Wild by Nature natural food store. You will be staying in a room with a feeling of a Junior Suite with approximately 400sq feet, a much larger area than a standard room. It has an attached small full bathroom, a living space that I call “home theater” with a 75” smart TV, a wet Bar with Coffee, Expresso and Tea, your own refrigerator. No heavy cooking is allowed indoors but I will offer a grill outside, for the most gastronomically inclined guests ... there’s no dining area but you are more welcome to use the dining table at the outdoor stone patio. One of the nicest thing about our location is that we are 5 minutes from Ponquogue Beach with excellent near by restaurants such as Oklands, Sundays on the Bay, on Beach Road and Dockers waterside on Dune Road. Meschutt beach is also a great location with live music throughout the summer, not a beach for surfers or adventure swimmers, since it’s on Peconic Bay, but on a plus side, there’s a full outdoor bar for adults, I love their Rum punch, and a full service snack bar, and a gift shop that sells beach gear... etc.

Oct 27 – Nov 3

G$59,710 GYD per night

Guest favorite

Guesthouse in Hampton Bays

4.96 out of 5 average rating, 146 reviews

WELCOME TO THE LOVE SHACK BY THE SEA

Escape the city, work in nature! Totally private cottage with garden views , central air and heated floors. 1 mile from pristine beaches and center of town, LIRR, Hampton Jitney, 3 large grocery stores, Starbucks, organic market, shopping & restaurants. King bed, cable TV, refrigerator w/ice, microwave, outdoor grill, private yard, Perfect for couples, solo, 1-2 small kids. We welcome small dogs for a $100 fee. Please message us with the size and type. Working couple/owners in main house.

May 4 – 11

G$74,005 GYD per night

Guest favorite

Apartment in Sag Harbor

4.96 out of 5 average rating, 132 reviews

Hamptons Hills Escape

Located in a quiet and safe neighborhood tucked into the woods of Sag Harbor, yet just a 10-minute drive from Sag Harbor town. Down the road is "Morton's Wildlife Refuge" with a beautiful walk to a beach and where birds eat seed directly from your hand. The lovely Long Beach is 5 minutes away - day passes are available. You only have one entrance/exit to deal with, the white door at the top of the wooden stairs that are pictured. Perfect for a couple looking to cook, relax, and spin records.

Aug 28 – Sep 4

G$79,255 GYD per night

Guest favorite

Bungalow in Hampton Bays

5.0 out of 5 average rating, 110 reviews

Hamptons Waterfront- Great Location!

My place is right on the water with your own sandy beach. A quick walk to the restaurant and dining. No worries about having a drink and getting home. You’ll love my place because of the location and the ambiance. My place is good for couples, solo adventurers, business travelers, and families (with kids). Note: If this house does not have availability in June, July or August- please check out my other listing also a 2 bdrm/2 bath waterfront house (https://www.airbnb.com/h/canoebeachhousebh).

May 26 – Jun 2

G$140,516 GYD per night

Guest favorite

Guesthouse in Southampton

4.95 out of 5 average rating, 411 reviews

Tiny Home in Prime Spot in Southampton Village

Located in the heart of Southampton Village, this intimate, centrally-located cottage is the perfect getaway! Nestled in an easily accessible, safe, and well-lit neighborhood, it is ideal for those with or without a vehicle. Only a 5 min. walk from the train station and a 5 min. walk to town, which includes premier shopping and restaurants. Enjoy nearby wineries, museums, and pristine, top-ranked beaches. Be close to everything Southampton has to offer while enjoying absolute peace and quiet!

Sep 23 – 30

G$75,185 GYD per night

Guest favorite

Guest suite in Wading River

4.9 out of 5 average rating, 230 reviews

Beachy En Suite /Gateway to The North Fork

Adorable,quiet,clean, w private entrance, private bedroom and bathroom,breakfast nook and patio.We are located in a beach front town dubbed“Gateway to the North Fork”. Walking/driving directions to local beaches,15minute walk to our community beach(.6mi away).Niks deli nearby.Minutes by car to wineries breweries,farm stands,EastWind 2 mi,TangerOutlets15min away,35min to Hamptons,Greenport!Hosts live in adjoining house. Rarely need access to your hallway to get to our basement.Would arrange.

Aug 9 – 16

G$24,071 GYD per night

Guest favorite

Apartment in Hampton Bays

4.97 out of 5 average rating, 340 reviews

Private & Cozy Cottage with short walk to beach!

Walking distance to Bay Beach & Rumba, & short drive to town & ocean. Quiet neighborhood, great for couples, King bed upstairs, bit of a steep staircase, so may not be suited for anyone with mobility challenges. Kayaks, paddle-boards, available to enjoy. Dog friendly with fenced in patio and doggy door. Private outdoor patio, with charcoal grill. A/C & Heat for year-round enjoyment. Easy to get in/out from the city. Close drive to visit Westhampton and Southampton Main Streets.

Dec 13 – 20

G$59,200 GYD per night

Guest favorite

Home in Hampton Bays

4.98 out of 5 average rating, 112 reviews

Beach House Feel - newly renovated backyard Oasis

You will love this sunny, completely renovated three bedroom ranch. It's beautifully decorated with beach and nautical themes throughout the house. You can cook or barbeque at home on your private deck or go out and enjoy the many award winning restaurants in the area. Come home from the beach or shopping and lounge by the pool. At night, gather around the fire pit while making smores or just admiring the stars. This house is perfect for families, couples, or a girls/guys getaway.

Sep 30 – Oct 7

G$117,291 GYD per night

Guest favorite

Guest suite in Hampton Bays

4.96 out of 5 average rating, 114 reviews

Beautiful, Bright 3 room suite w/private entrance

Private entrance with front porch You will have 2 private bedrooms, 1.5 private bathrooms, and a large bright and cheerful private entrance room with a large couch and TV with Roku. Mini Fridge stocked with water, beer, milk, and sodas. Coffee maker, hot water kettle, microwave, toaster, coffee, tea, and breakfast cereal provided This suite is private and not shared with hosts 4 guests maximum, after 2 guests there is a $40 fee per additional guest per night

May 14 – 21

G$52,762 GYD per night

Guest favorite

Cottage in Patchogue

4.95 out of 5 average rating, 203 reviews

Quaint Cottage on Long Island's South Shore.

The Cottage is a lovely space enclosed in hedges for privacy on a one acre property. I do have 3 dogs, they are kept in a separate gated area on the property. The cottage is located 3 miles from downtown Patchogue which is enjoying a renaissance. There are many restaurants and cultural activities as well as ferry access to Fire Island (Davis Park) in the warmer weather. We are also the "Gateway" to The Hamptons.

Oct 11 – 18

G$30,620 GYD per night

Guest favorite

Apartment in Hampton Bays

4.98 out of 5 average rating, 82 reviews

Walk to Bay and Ocean-Newly Renovated

Newly renovated! Walking distance to beautiful bays , ocean beaches, restaurants and bars. Perfect Hamptons vacation getaway. Wine Country and Montauk are great day trips from this centrally located spot. Easily access Hampton Bays with public transportation via LIRR or Hampton Jitney, than a 3-5 minute Uber to apartment. Monthly stays will have cleaning service provided every two weeks.

Mar 13 – 20

G$53,741 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Hampton Bays vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Stay near Hampton Bays's top sights

Ponquogue Beach140 locals recommend

Meschutt Beach84 locals recommend

Cowfish201 locals recommend

RUMBA Inspired Island Cuisine & Rum Bar159 locals recommend

Oakland's Restaurant & Marina104 locals recommend

King Kullen59 locals recommend

Other great vacation rentals in Hampton Bays

Guest favorite

Apartment in Hampton Bays

5.0 out of 5 average rating, 10 reviews

Updated Carriage House Apartment

Feb 18 – 25

G$40,237 GYD per night

Guest favorite

Home in Hampton Bays

5.0 out of 5 average rating, 74 reviews

Two Bedroom Beach Getaway

May 2 – 9

G$59,808 GYD per night

Guest favorite

Apartment in Center Moriches

4.88 out of 5 average rating, 24 reviews

Modern Private Studio close to the hamptons

Jan 11 – 18

G$26,827 GYD per night

Guest favorite

Apartment in Mastic

5.0 out of 5 average rating, 16 reviews

The Cozy Cellar | Private Art Deco Apartment

Apr 12 – 19

G$14,366 GYD per night

Guest favorite

Home in Hampton Bays

4.97 out of 5 average rating, 29 reviews

3 bedroom house with heated, salt water pool

Jan 16 – 23

G$84,322 GYD per night

Guest favorite

Cottage in Hampton Bays

4.95 out of 5 average rating, 37 reviews

Hamptons Cottage.

Jul 15 – 22

G$75,963 GYD per night

Guest favorite

Cottage in Hampton Bays

4.99 out of 5 average rating, 68 reviews

Luxurious 8-Sleeper in the Heart of Hampton Bays

Sep 2 – 9

G$114,357 GYD per night

Superhost

Home in Hampton Bays

5.0 out of 5 average rating, 3 reviews

Waterfront Paradise - 6Bd 4.5Ba!

Dec 20 – 27

G$239,599 GYD per night

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Other great vacation rentals in Hampton Bays

Guest favorite

Home in Hampton Bays

4.97 out of 5 average rating, 34 reviews

Splendid private cottage

Feb 4 – 11

G$63,595 GYD per night

Guest favorite

Home in Southampton

5.0 out of 5 average rating, 41 reviews

Bay View Stunner, Modern 6 Bedroom w Heated Pool

May 18 – 25

G$210,709 GYD per night

Guest favorite

Cottage in Hampton Bays

4.96 out of 5 average rating, 47 reviews

Welcome to the Sweet Cozy Cottage by the Sea

Sep 8 – 15

G$84,201 GYD per night

Guest favorite

Guesthouse in Hampton Bays

4.91 out of 5 average rating, 43 reviews

Quaint One Bedroom Cottage with Private Entrance

Sep 13 – 20

G$72,006 GYD per night

Guest favorite

Guesthouse in Southampton

5.0 out of 5 average rating, 58 reviews

Contemporary Cottage

Aug 29 – Sep 5

G$90,661 GYD per night

Guest favorite

Apartment in Hampton Bays

5.0 out of 5 average rating, 19 reviews

Hampton Studio

Jun 15 – 22

G$65,427 GYD per night

Guest favorite

Cottage in East Hampton

5.0 out of 5 average rating, 30 reviews

Storybook Cottage Seconds to East Hampton Village

Oct 23 – 30

G$113,641 GYD per night

Guest favorite

Home in Southampton

5.0 out of 5 average rating, 21 reviews

Renovated Southampton Home+Pool

Jan 20 – 27

G$75,701 GYD per night

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Quick stats about vacation rentals in Hampton Bays

Total rentals
570 properties
Rentals with a pool
320 properties have a pool
Pet-friendly rentals
190 properties allow pets
Family-friendly rentals
480 properties are a good fit for families
Total number of reviews
11K reviews
Nightly prices starting at
G$8,339 GYD before taxes and fees

Frequently Asked Questions

Are there apartment rentals with a dedicated workspace in Hampton Bays?
Yes! Work meets play with ease at over 10 apartment rentals in Hampton Bays featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in house rentals in Hampton Bays?
Experience the best of Hampton Bays with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly cottage rentals in Hampton Bays?
Four-legged friends are welcome in Hampton Bays. Choose from more than 10 cottage rentals for guests traveling with pets.
Do house rentals in Hampton Bays have a gym?
Absolutely! We offer over 90 house rentals with a gym in Hampton Bays. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Hampton Bays have a bbq area?
Absolutely! We offer over 250 house rentals with a bbq area in Hampton Bays. Enjoy a tailored experience with all the comforts you desire.
Are there Hampton Bays villa rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 villa rentals with pools in Hampton Bays, available on Airbnb. Make a splash and soak up the sun in style!
Do apartment rentals in Hampton Bays have wifi?
Absolutely! We offer over 20 apartment rentals with wifi in Hampton Bays. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Hampton Bays have self check-in?
Absolutely! We offer over 130 house rentals with self check-in in Hampton Bays. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Hampton Bays?
Hampton Bays has more than 410 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for House Rentals in Hampton Bays?
Enhance your stay in our House Rentals with the most popular amenities: over 130 homes with self check-in, over 250 homes with a bbq area, over 90 homes with a gym, over 430 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Hampton Bays vacation rentals

Top-rated vacation rentals in Hampton Bays

Vacation rentals for every style

Houses

Apartments

Cottages

Popular amenities for Hampton Bays vacation rentals

Stay near Hampton Bays's top sights

Other great vacation rentals in Hampton Bays

Apartment in Hampton Bays

Home in Hampton Bays

Apartment in Center Moriches

Apartment in Mastic

Home in Hampton Bays

Cottage in Hampton Bays

Cottage in Hampton Bays

Home in Hampton Bays

Other great vacation rentals in Hampton Bays

Home in Hampton Bays

Home in Southampton

Cottage in Hampton Bays

Guesthouse in Hampton Bays

Guesthouse in Southampton

Apartment in Hampton Bays

Cottage in East Hampton

Home in Southampton

Quick stats about vacation rentals in Hampton Bays

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there apartment rentals with a dedicated workspace in Hampton Bays?

How much does it cost to stay in house rentals in Hampton Bays?

Are there pet-friendly cottage rentals in Hampton Bays?

Do house rentals in Hampton Bays have a gym?

Do house rentals in Hampton Bays have a bbq area?

Are there Hampton Bays villa rentals on Airbnb with pools?

Do apartment rentals in Hampton Bays have wifi?

Do house rentals in Hampton Bays have self check-in?

Are there family-friendly house rentals in Hampton Bays?

What are the most popular amenities for House Rentals in Hampton Bays?

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