Montauk vacation rentals

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Popular amenities for Montauk vacation rentals

Stay near Montauk's top sights

Gurney's Montauk Resort & Seawater Spa56 locals recommend
Montauk Point Lighthouse257 locals recommend
Montauk Manor3 locals recommend
The Surf Lodge128 locals recommend
Gosman's67 locals recommend
Harvest On Fort Pond74 locals recommend

Other great vacation rentals in Montauk

Guest favorite

Apartment in Sag Harbor

4.96 out of 5 average rating, 132 reviews

Hamptons Hills Escape

Jun 13 – 20

ﺩ.ﺇ1,114 per night
Guest favorite

Guest suite in Montauk

4.98 out of 5 average rating, 162 reviews

Montauk Serene Haven in Peaceful Hither Woods!

Jul 14 – 21

ﺩ.ﺇ1,568 per night
Guest favorite

Home in Sag Harbor

4.97 out of 5 average rating, 260 reviews

Sag Harbor Cottage, Walk to the Beach!

Sep 26 – Oct 3

ﺩ.ﺇ2,166 per night
Guest favorite

Guest suite in New Shoreham

4.99 out of 5 average rating, 133 reviews

Suite Getaway

Oct 1 – 8

ﺩ.ﺇ622 per night
Guest favorite

Guesthouse in Southampton

4.95 out of 5 average rating, 411 reviews

Tiny Home in Prime Spot in Southampton Village

Oct 7 – 14

ﺩ.ﺇ1,192 per night
Superhost

Apartment in Montauk

4.83 out of 5 average rating, 132 reviews

MONTAUK OCEAN FRONT!

Apr 6 – 13

ﺩ.ﺇ2,026 per night
Guest favorite

Home in East Hampton

4.94 out of 5 average rating, 202 reviews

Private beach Historical House with large property

Dec 6 – 13

ﺩ.ﺇ3,005 per night
Guest favorite

Guest suite in East Hampton

4.89 out of 5 average rating, 222 reviews

Private Cozy Cottage with Pool / Private Beach

Oct 10 – 17

ﺩ.ﺇ984 per night

Montauk fishing vacation rentals

Guest favorite

Condo in Montauk

4.95 out of 5 average rating, 107 reviews

Deluxe Studio Apt@The Montauk Manor

Apr 6 – 13

ﺩ.ﺇ1,265 per night
Guest favorite

Apartment in Montauk

4.93 out of 5 average rating, 175 reviews

Private paradise 3 min from town ice skating pond!

May 21 – 28

ﺩ.ﺇ1,451 per night
Guest favorite

Bungalow in Old Lyme

4.93 out of 5 average rating, 256 reviews

Pet Friendly Bungalow!!!

Oct 31 – Nov 7

ﺩ.ﺇ686 per night
Guest favorite

Cottage in Southold

4.9 out of 5 average rating, 152 reviews

Comfortable Cottage on the Great Pond near beach.

Nov 23 – 30

ﺩ.ﺇ1,044 per night
Guest favorite

Guest suite in Greenport

4.94 out of 5 average rating, 141 reviews

GREENPORT RETREAT- PRIVATE 2 BR APT w/ PRIV BEACH

Mar 28 – Apr 4

ﺩ.ﺇ1,353 per night
Guest favorite

Apartment in New Haven

4.89 out of 5 average rating, 467 reviews

Fair Haven Heights Entire 1 Bedroom Apartment

Aug 30 – Sep 6

ﺩ.ﺇ420 per night
Superhost

Home in New London

4.91 out of 5 average rating, 155 reviews

SUNSETS IN OCEAN BEACH PARK $1MIL VIEW OF ATLANTIC

Sep 5 – 12

ﺩ.ﺇ2,948 per night
Guest favorite

Home in Montauk

5.0 out of 5 average rating, 34 reviews

3 BR/Pool. Walk to Beach & Town!

Nov 30 – Dec 7

ﺩ.ﺇ2,529 per night

Montauk house rentals

Guest favorite

Home in East Hampton

4.97 out of 5 average rating, 120 reviews

East Hampton (walking distance to village)

Nov 20 – 27

ﺩ.ﺇ2,566 per night
Guest favorite

Home in East Hampton

4.97 out of 5 average rating, 116 reviews

Explore the Water & Woods at a Relaxing Retreat

Jan 8 – 15

ﺩ.ﺇ3,349 per night
Guest favorite

Home in East Hampton

4.93 out of 5 average rating, 141 reviews

1800 Historical East Hampton Home, 1 Mile to Town!

Oct 28 – Nov 4

ﺩ.ﺇ3,188 per night
Guest favorite

Home in Southampton

4.9 out of 5 average rating, 215 reviews

PICTURE PERFECT SOUTHAMPTON HOME-

Sep 9 – 16

ﺩ.ﺇ2,114 per night
Guest favorite

Home in Sag Harbor

4.89 out of 5 average rating, 166 reviews

Kiddo Approved! Heated Pool/Hotub Renovated Home

Oct 19 – 26

ﺩ.ﺇ1,707 per night
Guest favorite

Home in Sag Harbor

4.94 out of 5 average rating, 102 reviews

Sag Harbor Village Cottage with Pool

Jun 11 – 18

ﺩ.ﺇ3,768 per night
Guest favorite

Home in Stony Brook

4.94 out of 5 average rating, 479 reviews

Spacious Studio Apartment- near SBU

Oct 26 – Nov 2

ﺩ.ﺇ380 per night
Guest favorite

Home in Sag Harbor

4.97 out of 5 average rating, 125 reviews

Relax into Coastal Life at a Sun-Drenched Sag Harbor Home

Nov 24 – Dec 1

ﺩ.ﺇ1,869 per night

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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