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

Guest suite in New Haven

4.99 out of 5 average rating, 157 reviews

Cozy cottage in historic neighborhood

May 8 – 15

R2,938 ZAR per night
Superhost

Condo in Montauk

4.8 out of 5 average rating, 231 reviews

Montauk Royal Atlantic Beach Resort North

Jul 20 – 27

R10,477 ZAR per night
Guest favorite

Apartment in Milford

4.97 out of 5 average rating, 510 reviews

Water front studio apartment with fireplace.

Oct 14 – 21

R3,945 ZAR per night
Guest favorite

Guesthouse in Southampton

4.95 out of 5 average rating, 411 reviews

Tiny Home in Prime Spot in Southampton Village

Sep 23 – 30

R7,077 ZAR per night
Guest favorite

Guest suite in Montauk

4.98 out of 5 average rating, 162 reviews

Montauk Serene Haven in Peaceful Hither Woods!

Sep 30 – Oct 7

R6,078 ZAR 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 2 – 9

R5,261 ZAR 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

May 4 – 11

R6,969 ZAR per night
Guest favorite

Guest suite in Hampton Bays

4.98 out of 5 average rating, 315 reviews

CHARMING OCEAN BUNGALOW

Oct 27 – Nov 3

R5,622 ZAR per night

Montauk fishing vacation rentals

Guest favorite

Apartment in Montauk

4.93 out of 5 average rating, 175 reviews

Private paradise 3 min from town ice skating pond!

May 29 – Jun 5

R6,426 ZAR per night
Guest favorite

Apartment in New Haven

4.89 out of 5 average rating, 466 reviews

Fair Haven Heights Entire 1 Bedroom Apartment

Oct 13 – 20

R2,248 ZAR 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

Feb 14 – 21

R7,238 ZAR per night
Guest favorite

Cottage in Southold

4.9 out of 5 average rating, 151 reviews

Comfortable Cottage on the Great Pond near beach.

Mar 7 – 14

R5,581 ZAR 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

Feb 12 – 19

R19,123 ZAR per night
Guest favorite

Home in Bayport

4.84 out of 5 average rating, 156 reviews

Exquisite spacious waterfront all modern-sleeps 8

Apr 23 – 30

R21,168 ZAR per night
Guest favorite

Cottage in Montauk

4.9 out of 5 average rating, 87 reviews

Secluded 1Br cottage on the lake, close to Ditch

Oct 25 – Nov 1

R5,906 ZAR per night
Guest favorite

Home in Montauk

5.0 out of 5 average rating, 32 reviews

3 BR/Pool. Walk to Beach & Town!

Jan 16 – 23

R22,478 ZAR per night

Montauk house rentals

Guest favorite

Home in Stony Brook

4.94 out of 5 average rating, 478 reviews

Spacious Studio Apartment- near SBU

Feb 26 – Mar 5

R2,031 ZAR per night
Guest favorite

Home in East Hampton

4.97 out of 5 average rating, 120 reviews

East Hampton (walking distance to village)

Oct 15 – 22

R13,805 ZAR per night
Guest favorite

Home in Sag Harbor

4.94 out of 5 average rating, 101 reviews

Sag Harbor Village Cottage with Pool

May 30 – Jun 6

R16,948 ZAR per night
Guest favorite

Home in Sag Harbor

4.85 out of 5 average rating, 250 reviews

Exclusive Sag Harbor Compound

Oct 28 – Nov 4

R20,810 ZAR per night
Guest favorite

Home in Holbrook

4.91 out of 5 average rating, 237 reviews

Cozy studio

Jun 19 – 26

R2,187 ZAR per night
Guest favorite

Home in East Hampton

4.87 out of 5 average rating, 188 reviews

Heated Saltwater Pool, Walk to Beach, Dog Friendly

Nov 9 – 16

R4,456 ZAR 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

Dec 18 – 25

R17,905 ZAR per night
Guest favorite

Home in East Hampton

4.92 out of 5 average rating, 128 reviews

Heated pool, games room, near beach, kid-friendly

Oct 23 – 30

R13,568 ZAR 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.

Destinations to explore

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