Montauk vacation rentals

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Top-rated vacation rentals in Montauk

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Guest favorite
Cabin in Montauk
Montauk | Tiny Cottage in Private Hither Woods
A little cabin on our property in Hither Woods. A cozy hideaway conveniently located 12 minutes walk from Gurney's Beach Resort, 16 minute walk from public path to beach, and 6 minutes drive from Montauk town for restaurants and nightlife. Good for couples and solo adventurers, the space is private and homey, with outdoor shower and Chimenea fire pit. The main house is 65ft away, but we honor your privacy. The cottage comes with WiFi, window A/C and complimentary coffee or tea. Parking for 1 car
Sep 10 – 17
$346 per night
4.96 out of 5 average rating, 422 reviews
Guest favorite
Apartment in Montauk
Duffy's on Lake Montauk 2
These newly renovated units are located on Lake Montauk, five minute drive from town and the ocean beaches. The property offers paddle boards, kayaks and beach chairs. There is a BBQ grill, a fire pit to enjoy sunsets and lounge chairs lake front to relax. The unit has a full kitchen, washer/dryer, queen bed, small living area, large screen TV and wifi. The units sit at a 90 degree angle to the lake with partial lake views from the deck. PRICES INCLUDE SUFFOLK COUNTY SALES AND OCCUPANCY TAX
May 12 – 19
$283 per night
4.99 out of 5 average rating, 167 reviews
Guest favorite
Condo in Montauk
Montauk Waterfront Condo w/ Sunset Views
Modern 1 Bedroom Condo in gated community (Rough Riders) with sunset views from beautiful deck. The community has multiple tennis courts, pool, jacuzzi, and sauna (pool area only open Late May - early October). The property is great for walks along the boardwalk and many guests enjoy fishing and swimming off the pier. The unit is less than a 5 minute car / Uber ride to town and a short 5-10 minute walk to Navy Beach and Duryea's. Strong wifi in unit, Smart TV ( Netflix, etc, - no cable)
Sep 18 – 25
$417 per night
4.99 out of 5 average rating, 175 reviews

Popular amenities for Montauk vacation rentals

Stay near Montauk's top sights

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

Montauk beach vacation rentals

Guest favorite
Guest suite in East Hampton
Private Cozy Cottage with Pool / Private Beach
May 11 – 18
$234 per night
4.89 out of 5 average rating, 222 reviews
Guest favorite
Guest suite in Sag Harbor
Artists Sag Harbor Village Retreat
Nov 14 – 21
$213 per night
4.88 out of 5 average rating, 308 reviews
Guest favorite
Guest suite in Montauk
Montauk Serene Haven in Peaceful Hither Woods!
Sep 14 – 21
$296 per night
4.98 out of 5 average rating, 162 reviews
Guest favorite
Apartment in Sag Harbor
Sag Harbor Retreat
Apr 23 – 30
$650 per night
4.98 out of 5 average rating, 116 reviews
Guest favorite
Guest suite in Cutchogue
Walk to Vineyards, Beaches, Farms & Town
Sep 5 – 12
$141 per night
4.88 out of 5 average rating, 582 reviews
Guest favorite
Guesthouse in Hampton Bays
WELCOME TO THE LOVE SHACK BY THE SEA
May 21 – 28
$402 per night
4.96 out of 5 average rating, 145 reviews
Guest favorite
Guest suite in Stonington
Morgan Suite
Sep 4 – 11
$199 per night
4.99 out of 5 average rating, 130 reviews
Guest favorite
Guesthouse in Mystic
Gorgeous Waterfront Getaway
Nov 28 – Dec 3
$160 per night
4.99 out of 5 average rating, 536 reviews
Guest favorite
Home in East Hampton
Private beach Historical House with large property
Dec 20 – 27
$475 per night
4.94 out of 5 average rating, 200 reviews
Guest favorite
Home in Sag Harbor
Sag Harbor Cottage, Walk to the Beach!
May 27 – Jun 3
$508 per night
4.96 out of 5 average rating, 253 reviews
Guest favorite
Home in East Hampton
Charming Quiet Cottage
Feb 4 – 11
$250 per night
4.91 out of 5 average rating, 142 reviews
Guest favorite
Guest suite in East Hampton
Be our guest! King ensuite private pool and entry
May 14 – 21
$400 per night
4.96 out of 5 average rating, 142 reviews

Montauk house rentals

Guest favorite
Home in East Hampton
1800 Historical East Hampton Home, 1 Mile to Town!
Nov 16 – 23
$700 per night
4.93 out of 5 average rating, 137 reviews
Guest favorite
Home in East Hampton
Explore the Water & Woods at a Relaxing Retreat
Nov 22 – 29
$794 per night
4.97 out of 5 average rating, 116 reviews
Guest favorite
Home in Southampton
Stunning 3 bed 2 bath home W Pool
May 16 – 23
$404 per night
4.97 out of 5 average rating, 234 reviews
Guest favorite
Home in East Hampton
East Hampton (walking distance to village)
Nov 28 – Dec 5
$607 per night
4.97 out of 5 average rating, 118 reviews
Guest favorite
Home in Sag Harbor
Luxury Private King Suite + 2 Floor Living Space
Nov 12 – 19
$369 per night
4.95 out of 5 average rating, 129 reviews
Guest favorite
Home in Sag Harbor
Relax into Coastal Life at a Sun-Drenched Sag Harbor Home
Sep 14 – 21
$533 per night
4.97 out of 5 average rating, 121 reviews
Guest favorite
Home in East Hampton
Kid-friendly, heated pool, games room, near beach
May 10 – 17
$700 per night
4.92 out of 5 average rating, 125 reviews
Guest favorite
Home in Montauk
Sea Roost
Dec 6 – 13
$595 per night
4.99 out of 5 average rating, 78 reviews
Guest favorite
Home in Montauk
Montauk Home: Pool, Backyard Oasis + Private Beach
Oct 20 – 27
$539 per night
4.98 out of 5 average rating, 54 reviews
Guest favorite
Home in Montauk
Modern Beach House - Walk to Town & Beach
Mar 28 – Apr 4
$399 per night
5.0 out of 5 average rating, 55 reviews
Guest favorite
Home in Montauk
ocean view beach estate/ Ditch Plains
Mar 27 – Apr 3
$649 per night
4.94 out of 5 average rating, 18 reviews
Guest favorite
Home in Montauk
House on Napeague Harbor, Amagansett
Jan 30 – Feb 6
$728 per night
5.0 out of 5 average rating, 25 reviews

Montauk fishing vacation rentals

Guest favorite
Apartment in Montauk
Private paradise 3 min from town ice skating pond!
Mar 19 – 26
$189 per night
4.92 out of 5 average rating, 173 reviews
Guest favorite
Bungalow in Old Lyme
Pet Friendly Bungalow!!!
Feb 3 – 10
$166 per night
4.93 out of 5 average rating, 247 reviews
Superhost
Cottage in Charlestown
Pet-Friendly Private Beach Oceanfront Cottage A/C
Dec 8 – 15
$355 per night
4.88 out of 5 average rating, 125 reviews
Guest favorite
Apartment in Stonington
Waterfront Marina Living
Jul 16 – 23
$170 per night
4.95 out of 5 average rating, 131 reviews
Guest favorite
Apartment in New Haven
Fair Haven Heights Entire 1 Bedroom Apartment
Sep 11 – 18
$99 per night
4.89 out of 5 average rating, 465 reviews
Superhost
Home in New London
SUNSETS IN OCEAN BEACH PARK $1MIL VIEW OF ATLANTIC
Feb 16 – 23
$849 per night
4.92 out of 5 average rating, 153 reviews
Guest favorite
Cottage in Southold
Comfortable Cottage on the Great Pond near beach.
Nov 11 – 18
$248 per night
4.9 out of 5 average rating, 151 reviews
Guest favorite
Guest suite in Greenport
GREENPORT RETREAT- PRIVATE 2 BR APT w/ PRIV BEACH
Feb 12 – 19
$178 per night
4.94 out of 5 average rating, 141 reviews
Guest favorite
Home in Bayport
Exquisite spacious waterfront all modern-sleeps 8
Jul 15 – 22
$791 per night
4.84 out of 5 average rating, 155 reviews
Guest favorite
Home in Groton
Steps to Downtown and access to Mystic River!
Jul 3 – 10
$675 per night
4.92 out of 5 average rating, 138 reviews
Superhost
Condo in Montauk
The Exclusive Resort in Montauk
Jan 31 – Feb 7
$483 per night
4.74 out of 5 average rating, 38 reviews
Guest favorite
Cottage in Montauk
Secluded 1Br cottage on the lake, close to Ditch
Jul 16 – 23
$493 per night
4.9 out of 5 average rating, 86 reviews

Quick stats about vacation rentals in Montauk

Total rentals

810 properties

Rentals with dedicated workspaces

380 properties have a dedicated workspace

Rentals with a pool

350 properties have a pool

Pet-friendly rentals

210 properties allow pets

Family-friendly rentals

510 properties are a good fit for families

Total number of reviews

17K 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 1,210 vacation rentals near The Crow''s Nest, and over 1,130 vacation rentals near Montauk Point Lighthouse, 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 380 vacation rentals in Montauk featuring dedicated workspaces. Stay connected and productive in your home away from home.

Destinations to explore

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  4. Suffolk County
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