Photo by Jason Karas
Amagansett North vacation rentals
We found 220 vacation rentals — enter your dates for availability
Discover a selection of 52 homes and other vacation rentals in Amagansett North that are perfect for your trip. Vacation homes provide the best amenities for your stay with friends, family, or just your pet, such as a garden and pool. At the end of the day, you'll find a rental to meet everyone's needs, including a place that's non-smoking or offers accessibility.
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Find the best place to stay - Amagansett North
Showing deals for: Oct 28 - Oct 31
Renovated Farmhouse-Style Home With Country Club Views, Minutes to...
Sleeps 6 · 3 bedrooms · 2+ bathrooms
The current price is $758
$758
All fees included
Driftwood Cottage by RoveTravel| 3BR Quiet Cottage
Sleeps 7 · 3 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
10 reviews(10 reviews)
The current price is $624
$624
All fees included
20-Acre Hamptons Nature Escape w/ Hot Tub & Pool
Sleeps 12 · 5 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
The current price is $1,368
$1,368
All fees included
Private Hamptons cottage in ideal Amagansett location
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
19 reviews(19 reviews)
The current price is $774
$774
All fees included
2 Acre Amagansett Estate
Sleeps 10 · 5 bedrooms · 5+ bathrooms
1010 out of 10
Exceptionalexceptional
15 reviews(15 reviews)
The current price is $2,867
$2,867
All fees included
Newly Renovated, 5BR Private Getaway with Pool
Sleeps 12 · 5 bedrooms · 3+ bathrooms
9.29.2 out of 10
Wonderfulwonderful
7 reviews(7 reviews)
The current price is $960
$960
All fees included
Top rated rentals - Amagansett North
Pleasant Weekend Get-Away
1010 out of 10
Exceptionalexceptional
1 review(1 review)
My group thoroughly enjoyed this large home buried peacefully in nature. The large pool was a great additional and Alex was a more than welcoming and helpful host.
Bo
Stayed Jul 2025
Beautiful and comfortable house
1010 out of 10
Exceptionalexceptional
13 reviews(13 reviews)
We had the nicest at this truly lovely house! It was so comfortable, spacious & modern. It had everything we needed for a relaxing stay. It was the perfect mix of having places to go for privacy (to take a quiet nap) but also to join the family in the spacious gathering spaces. The living room was our favorite to hang out together, comfy reclining couch seats enough for all 5 us to spread out. It’s a few min drive to Amagansett beach and you can see the ocean from the top deck (where we went nightly to star-gaze). Thanks for giving us the best vacation!!
Abbey M.
Stayed Jul 2025
Great location, amazing pool
1010 out of 10
Exceptionalexceptional
22 reviews(22 reviews)
Big beautiful home with amazing pool and outdoor space. Close to beach. Our favorite place to stay!
Melissa M.
Stayed Jun 2025
Excellent spot for a weekend escape!
1010 out of 10
Exceptionalexceptional
13 reviews(13 reviews)
We rented this lovely house for a long weekend of relaxation and outtings with a group of cloae friends. From the time of booking, our friendly hoats (Gemma and Scott), were communicative, welcoming, and helpful. The home is a nice size (comfortable for 5 adults), clean, up to date, new appliances, and had all of the amenities one would need including a private heated pool! The home sits on a quiet road and beyond its private front gate on a sizeable piece of land with plenty of outdoor space to enjoy activities, BBQ, and relaxing hours by the pool. The Amagansett restaurants and shops are a shirt walk, as is the jitney stop for those arriving by bus. Montauk is an easy 20 min car or Uber ride, and Sag Harbor and East hampton are not far either. Overall, we had a wonderful time and would definitely rent this property again in the future. Many kind thanks to our hosts for a great weekend!
Todd K.
Stayed Jun 2025
Wonderful property.
1010 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
We spent Thanksgiving with our family and we had an exceptional time. Everything was perfect and we hope that we will have the opportunity to come back - in the summer this time!
Jean-Louis L.
Stayed Nov 2024
Lovely Spacious Home
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Super clean, attentive owner who is truly sharing their home with you.
Alison D.
Stayed Oct 2024
The grounds were spectacular. We also loved the fully stocked gourmet kitchen. Definitely a...
1010 out of 10
Exceptionalexceptional
11 reviews(11 reviews)
The grounds were spectacular. We also loved the fully stocked gourmet kitchen. Definitely a terrific rental for those considering staying in the Hamptons north of Montauk Highway. Five stars! Best, MRB
Michael B.
Stayed Sep 2024
Exceptional home
1010 out of 10
Exceptionalexceptional
15 reviews(15 reviews)
This property is one of the best I’ve seen and highly recommend. It’s large, modern, newly renovated and in a great location. Gorgeous pool / patio area. No expense spared. John, host, was responsive and very helpful. We can’t wait to go back.
Farid R.
Stayed Sep 2024
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
What is the most popular type of vacation rental accommodation in Amagansett North?
The most sought-after types of vacation rentals in Amagansett North are cottages. After something a little different? Vrbo has a variety of options to match our guests' diverse needs, so you'll see vacation properties in all sizes and shapes. The perfect home away from home is waiting for you — grab yours today.
How much does it cost to rent a vacation rental in Amagansett North?
The average price for a vacation rental in Amagansett North is determined by several factors, such as season, length of stay and property type. Whether you prefer a sprawling villa with space for extended family or a cozy cabin just enough for two, just add your travel dates to view stays that offer great value.
How much does it cost to rent a beach house in Amagansett North?
The average price for a vacation rental close to the beach in Amagansett North depends on when you're going and the style and size of property you're searching for. You can quickly and easily find prices on Vrbo by entering your dates of travel. Then use our filters to choose the number of bedrooms and amenities that you prefer, such as WiFi, air conditioning and a hot tub.
Are there pet-friendly vacation rentals in Amagansett North?
You're in luck. There are. You'll have a choice of 48 vacation homes that welcome pets in Amagansett North on Vrbo. Our furry companions also deserve a getaway, so simply use our search function for pet-friendly vacation rentals to find a pad where your puppy can lap up the good times.
Can I rent a house with a pool in Amagansett North?
Grab your swimsuit and swim ring, because there are 44 houses with a private pool in Amagansett North. Settle in at one of these terrific vacation rentals and every day can be a pool day. Simply enter your dates into Vrbo, then check the "pool" filter to find the ideal place for a splashing good time!
What are popular rental amenities in Amagansett North?
The most popular rental amenities people are searching for in Amagansett North include an ocean view, a firepit and a fireplace. Whether you're hitting the road with family, your besties or even pets, Vrbo vacation properties include the best amenities for fun and relaxation with the people you cherish the most.
Are there large group vacation rentals in Amagansett North?
Amagansett North has 17 vacation properties that can cater to 10 or more guests. These stays come with the space and privacy you need to enjoy good times with loved ones.
Are there vacation rentals in Amagansett North that welcome kids?
Bring the whole family together for an adventure in Amagansett North at one of our 48 family-friendly vacation homes. A lot of these stays provide conveniences that are suitable for trips with the little ones, like dining rooms, multiple bedrooms and outdoor spaces. Simply click on the "Properties good for families" filter box and pick your favorite.
What are the top attractions for families in Amagansett North?
Amelia Cottage Museum will keep the kids entertained during a trip to Amagansett North. This family-friendly attraction is within close proximity of the center.
Can I find two-bedroom vacation rentals in Amagansett North?
Gather your family and enjoy peace, privacy and comfort in one of the four two-bedroom vacation properties Amagansett North has to offer.
Are there vacation rentals with WiFi in Amagansett North?
Amagansett North has 15 vacation rentals with WiFi, so you can stay connected when you're away. Simply check the "WiFi" box in our handy search filter for a list of properties with this feature. From streaming Hollywood blockbusters to writing and sending emails, these Vrbo homes make it a cinch to get online.
How can I find vacation rentals with air conditioning in Amagansett North?
Pick your travel dates and then make use of our filters to see vacation rentals with air conditioning in Amagansett North on Vrbo. With 48 air-conditioned properties available, you can look forward to a comfortable and cool stay.
How old do you have to be to rent a vacation rental in Amagansett North?
It's a good idea to check with the Amagansett North vacation property you'd like on Vrbo as age restrictions differ. However, it's generally 16, 18 or 21.
How long can I rent a vacation rental in Amagansett North for?
The amount of time you can book an Amagansett North vacation home for is up to the property. Just enter your dates of travel to browse options that offer long-term stays. They have all the things you need to make your extended vacation more comfortable such as kitchens and yards. Some Vrbo vacation rentals may also offer discounted weekly or monthly prices, so you can stick around for longer for less.
Does Vrbo offer discounts for vacation homes in Amagansett North?
On Vrbo, we've got some incredible discounts and deals for Amagansett North. Browse our newly listed homes, as well as our weekly and monthly discounts on vacation rentals. Whether you're off on a mini getaway or a longer stay, Vrbo offers a variety of options for every budget and style.