Montauk vacation rentals
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Top-rated vacation rentals in Montauk
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Popular amenities for Montauk vacation rentals
Montauk beach vacation rentals
Apartment in Montauk
4.89 out of 5 average rating, 332 reviewsStarboard Fort Pond Montauk
Apartment in Sag Harbor
4.96 out of 5 average rating, 134 reviewsHamptons Hills Escape
Guesthouse in Southampton
4.95 out of 5 average rating, 413 reviewsTiny Home in Prime Spot in Southampton Village
Guesthouse in Hampton Bays
4.96 out of 5 average rating, 149 reviewsWELCOME TO THE LOVE SHACK BY THE SEA
Apartment in Milford
4.97 out of 5 average rating, 518 reviewsWater front studio apartment with fireplace.
Home in East Hampton
4.95 out of 5 average rating, 195 reviewsRex- East Hampton Cottage- 5 stars
Cottage in Groton
4.95 out of 5 average rating, 274 reviewsRestored Historic Schoolhouse, Mystic River Views
Condo in Montauk
4.8 out of 5 average rating, 232 reviewsMontauk Royal Atlantic Beach Resort North
Montauk fishing vacation rentals
Bungalow in Old Lyme
4.93 out of 5 average rating, 257 reviewsPet Friendly Bungalow!!!
Apartment in Montauk
4.93 out of 5 average rating, 176 reviewsPrivate paradise 3 min from town ice skating pond!
Home in Lyme
4.97 out of 5 average rating, 197 reviews“The Answer” Tidal River-Kayaks Fire pit Fireplace
Apartment in Stonington
4.95 out of 5 average rating, 131 reviewsWaterfront Marina Living
Apartment in Deep River
4.83 out of 5 average rating, 175 reviewsLoft apartment, deck and great water view
Cottage in Chester
4.97 out of 5 average rating, 233 reviewsUpdated cottage "Beriozka" on Cedar Lake
Guest suite in Greenport
4.94 out of 5 average rating, 142 reviewsGREENPORT RETREAT- PRIVATE 2 BR APT w/ PRIV BEACH
Apartment in New Haven
4.89 out of 5 average rating, 469 reviewsFair Haven Heights Entire 1 Bedroom Apartment
Montauk house rentals
Home in East Hampton
4.97 out of 5 average rating, 122 reviewsEast Hampton (walking distance to village)
Home in Southampton
4.9 out of 5 average rating, 220 reviewsPICTURE PERFECT SOUTHAMPTON HOME-
Home in East Hampton
4.93 out of 5 average rating, 143 reviews1800 Historical East Hampton Home, 1 Mile to Town!
Home in East Hampton
4.87 out of 5 average rating, 188 reviewsWelcome! HeatedSaltWaterPool Walk2Beach Fence4Pup
Home in Sag Harbor
4.95 out of 5 average rating, 130 reviewsLuxury Private King Suite + 2 Floor Living Space
Home in Stony Brook
4.94 out of 5 average rating, 485 reviewsSpacious Studio Apartment- near SBU
Home in East Hampton
4.94 out of 5 average rating, 206 reviewsPrivate beach Historical House with large property
Home in Sag Harbor
4.96 out of 5 average rating, 262 reviewsSag Harbor Cottage, Walk to the Beach!
Quick stats about vacation rentals in Montauk
Total rentals
820 properties
Rentals with dedicated workspaces
390 properties have a dedicated workspace
Rentals with a pool
360 properties have a pool
Pet-friendly rentals
210 properties allow pets
Family-friendly rentals
520 properties are a good fit for families
Total number of reviews
16K reviews
Your guide to Montauk
All about Montauk
For more than 4,000 years, the Montaukett Native Americans lived on these lands — hunting, fishing, and farming cattle and sheep. They used what is now Ditch Plains Beach as a lookout point, since the surrounding moorlands kept the beach hidden until it’s seen at the edge of the cliff. It’s from the Montaukett name that the hamlet of Montauk got its name. These days, locals tend to refer to the area as “The End,” since there is no land point beyond its borders. But with 5,000 acres of beach and parklands, getting to Montauk is simply the beginning of endless outdoor adventures.
The best time to stay in a vacation rental in Montauk
The warm summer days serve as a magnet for weekenders looking to book one of the area’s vacation rentals, don their chicest beachwear, and bask in the comfortable temperatures in the 60s and 70s Fahrenheit. Winters hover in the upper 20s to mid-40s, so travelers generally stay away during the short days, since it isn’t just cold, but rainy and windy too. Fall and spring can range from the upper 30s to upper 60s, but it’s still no match for the peak outdoor season from mid-June to late September. As a peninsula surrounded by the Atlantic Ocean and Block Island Sound, the ocean breeze can be strong at times, so a windbreaker or light jacket is recommended, even on sunny days.
Top things to do in Montauk
Ditch Plains Beach
The further east you go in Long Island, the bigger the waves get. As the easternmost point, Ditch Plains is best known for its incredible surfing conditions. But sunbathers, swimmers, and dog walkers also frequent the lifeguarded beach.
Hither Hills State Park
The 1,755-acre park has a two-mile ocean beach, a 190-site campground, and a 40-acre freshwater lake for fishing, as well as a trail through the walking dunes.
Montauk Lighthouse Museum
At the tip of the peninsula is New York state’s oldest lighthouse, authorized under George Washington in 1792 and completed in 1796 — and still in use today. There are 137 iron steps to the top of the 110-foot tower, and the lights, which flash every five seconds, can be seen up to 19 nautical miles away.
Frequently Asked Questions
How is the weather in Montauk?
Montauk experiences a temperate climate. Summers are warm with highs around 80°F (27°C), perfect for beach activities. Winters are colder, with temperatures often below freezing, but provide a quieter, serene ambiance. Remember to check the forecast before planning any outdoor activities.
What are some of the best things to do in Montauk?
Visitors to Montauk often enjoy hiking in the state parks, surfing at Ditch Plains Beach, visiting the Montauk Point Lighthouse, or exploring the local cuisine at Montauk Harbor. Fishing is also popular, with Montauk known as 'The Fishing Capital of the World'.
What is the best time of year to visit Montauk?
The most frequented time to visit Montauk is during the summer months, when the weather is warm and outdoor activities are in full swing. The annual Montauk Music Festival in May and the Montauk Seafood Festival in September are popular local events.
What are the best places to stay in Montauk?
Popular areas to stay in Montauk include the town center for its proximity to restaurants and shopping, Montauk Harbor for its scenic views and seafood, and Ditch Plains for its well-known surf spot. Staying near Montauk Point Lighthouse offers serene, natural surroundings.
What are the best places to visit in Montauk?
Explore the Montauk Point Lighthouse, a historic beacon located at the easternmost point of Long Island, which also has a museum detailing its history. The Montauk Point State Park is often recommended for its beautiful hiking trails and fishing spots. If you're interested in marine life, you might want to visit the Montauk Marine Basin. For lovers of modern art, The Leiber Collection is a frequently suggested spot housing an extensive collection of modernist works.
What are some hiking trails in Montauk?
Montauk has plenty of trails for hikers of all levels. The Walking Dunes trail reveals shifting sand dunes, while the trail at Shadmoor State Park takes you along cliffs with ocean views. Camp Hero State Park has diverse trails through woodlands and along beachfronts.
What are some family activities to do in Montauk?
Families can explore the Montauk Point Lighthouse, enjoy the views at Montauk Point State Park, or learn about local marine life at the Montauk Marine Basin. Surfing at Ditch Plains Beach is also a fun activity for families with older children.
What are some of the best day trip ideas in Montauk?
Day trips from Montauk could include a visit to the bustling town of East Hampton, taking a ferry to Block Island, or exploring the vineyards on the North Fork. A nature-focused day could involve bird watching at the Morton National Wildlife Refuge.
Are there vacation rentals near Montauk's top attractions?
You're in luck! Stay at the heart of it all with our vacation rentals near Montauk's top attractions. We offer over 1,150 vacation rentals near Montauk Point Lighthouse, and over 1,230 vacation rentals near The Crow''s Nest, and so much more! Experience the best of Montauk right on your doorstep.
Are there vacation rentals with a dedicated workspace in Montauk?
Yes! Work meets play with ease at over 390 vacation rentals in Montauk featuring dedicated workspaces. Stay connected and productive in your home away from home.
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