An aerial view of a coastal area with a large body of water, a sandy beach, and a series of industrial chimneys.

Asharoken Vacation Rentals

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Our top choices for Asharoken vacation rentals

1. DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (119 reviews)
"I was there 4 times, excellent location, good rooms and nice people"
United States
slava
The price is CA $246
CA $370 total
includes taxes & fees
Dec 15 - Dec 16
DUNE Fairfield Beach

2. Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.2 out of 10, (210 reviews)
"Very limited breakfast…bagels and coffee…help your self. One plus small kitchenette"
United States
Christine
The price is CA $210
CA $241 total
includes taxes & fees
Nov 18 - Nov 19
Stamford Suites

3. Shop, Hike, Golf & Swim: Inviting Deer Park Escape

Shop, Hike, Golf & Swim: Inviting Deer Park Escape
3.0 star property
Deer Park
The price is CA $165
CA $688 total
includes taxes & fees
Nov 15 - Nov 16
Shop, Hike, Golf & Swim: Inviting Deer Park Escape

4. Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn
3.5 star property
Historic District
8.6 out of 10, Excellent, (42 reviews)
"it was amazing will stay again food was good comfort was great "
United States
anthony
The price is CA $421
CA $484 total
includes taxes & fees
Dec 15 - Dec 16
Guesthouse at Norwalk Inn

5. Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
The price is CA $273
CA $454 total
includes taxes & fees
Nov 17 - Nov 18
Spacious 3BR Family Home Near Everything

6. Sundown Escape-South Shore Long Island

Sundown Escape-South Shore Long Island
2.0 star property
Bay Shore
10.0 out of 10, Exceptional, (1 review)
"Very clean. Easy to get to. Listing as described. Bed and furniture are nice and comfy. Only thing I would add is a broom and dust pain and some Clorox wipes so guest can keep it neat. 5 stars! Very nice host. "
United States
Samantha
The price is CA $174
CA $411 total
includes taxes & fees
Dec 15 - Dec 16
Sundown Escape-South Shore Long Island

7. Stareway to Heaven in Fairfield

Stareway to Heaven in Fairfield
2.0 star property
Fairfield Beach
The price is CA $1,297
CA $1,859 total
includes taxes & fees
Nov 24 - Nov 25
Stareway to Heaven in Fairfield

8. Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!
5.0 star property
North End
The price is CA $892
CA $1,525 total
includes taxes & fees
Nov 15 - Nov 16
Beechmont - Perfect for Family Retreat!

9. 2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
3.5 star property
Greenwich
The price is CA $469
CA $720 total
includes taxes & fees
Nov 18 - Nov 19
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
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 Asharoken Hotel Reviews

Find out more about Asharoken

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Asharoken. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Asharoken?

Yes, we give you a choice of vacation rentals near popular sights in Asharoken, or you can select a more remote option if you're looking for relaxation.

What are some of the best vacation home rentals in Asharoken?

North Shore Breezes Beachfront Home in Asharoken Pet Friendly/Event Friendly: Visitors like this Asharoken vacation home rental. It is located on the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What’s there to see and do in Asharoken?

Explore the area and family-friendly sights such as Vanderbilt Museum, or get out into nature at a spot like Crab Meadow Beach. In the larger area, you’ll find Northport Village Park and John W. Engeman Theater.

What’s a vacation rental in Asharoken like?

Vacation rentals are privately owned properties you can stay in for a long or short time in Asharoken. Vacation rentals feature extras such as hot tubs, fire pits, and patios so you'll have everything you want. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and busy front desks while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for a small group gathering.