Montauk holiday rentals

We found 1,397 holiday rentals — enter your dates for availability
Find the perfect place for you stay in Montauk by choosing from 339 houses, 45 flats and other holiday rentals. Whether you’re travelling with friends, family or just with your pet, holiday homes have the amenities that you need and want for your stay, which might include parking and a washer and dryer. Whatever you're looking for, you're sure to find a property to rent to meet everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts – Montauk

Showing deals for:4 Dec - 11 Dec

Upstairs master bedroom with private bathroom.
Kitchen with vaulted ceilings
Pool
Part of large deck
Exceptional
(24 reviews)

Huge private 4bdrm, 5 bath, house w/pool. Sleeps 10, near Gurneys! Pet friendly

Montauk

8% off
S$10,716
for 7 nights, 1 home
S$1,531 per night
includes taxes & fees
Huge private 4bdrm, 5 bath, house w/pool. Sleeps 10, near Gurneys! Pet friendly
Indoor/ outdoor living make this the perfect beach house
Pool
Interior
Light filled living area with chic beach inspired decor
Exceptional
(60 reviews)

Luxury Home-spectacular Water View, Sunsets, Gorgeous Pool, Direct Water Access

Montauk

8% off
S$16,316
for 7 nights, 1 home
S$2,331 per night
includes taxes & fees
Luxury Home-spectacular Water View, Sunsets, Gorgeous Pool, Direct Water Access
Upper deck provides grill and dining suitable for all day and evening meals.
Patio gets shade all day long.
May 2015, the pool gets full sun most of the day. New pofence and gate.
1,000 sq feet of open living space.  Loft above living area with desk and bed.
Exceptional
(17 reviews)

Private Custom Built Beach Home with Heated Pool Short Walk to Ocean Beach

Montauk

6% off
S$12,703
for 7 nights, 1 home
S$1,815 per night
includes taxes & fees
Private Custom Built Beach Home with Heated Pool Short Walk to Ocean Beach
Den
Pool
Front Porch
New Kitchen
Exceptional
(48 reviews)

Quiet Family Friendly Hideaway With Pool And Poolhouse

East Hampton

8% off
S$17,161
for 7 nights, 1 home
S$2,452 per night
includes taxes & fees
Quiet Family Friendly Hideaway With Pool And Poolhouse
Main house living room
Pool area viewed from side with teak loungers and umbrellas
Main house dining area with wet bar, 300 bottle wine fridge and ice maker.
Covered porch on backside of main house
Exceptional
(7 reviews)

Amagansett Beach Estate with Award Winning Outdoor Amenities

Amagansett

8% off
S$44,184
for 7 nights, 1 home
S$6,312 per night
includes taxes & fees
Amagansett Beach Estate with Award Winning Outdoor Amenities
Private kitchen
Waterside Dining
Living area
View of the House
Exceptional
(36 reviews)

Ditch Plains - Walk to Ocean Beach - New Kitchen, Bath, & Bedrooms

Montauk

8% off
S$4,621
for 7 nights, 1 home
S$660 per night
includes taxes & fees
Ditch Plains - Walk to Ocean Beach - New Kitchen, Bath, & Bedrooms
Living area
Interior
Dining
Living area
Exceptional
(63 reviews)

Center of Town - Ideal for Beach, Golf & Tennis

Montauk

8% off
S$6,379
for 7 nights, 1 home
S$911 per night
includes taxes & fees
Center of Town - Ideal for Beach, Golf & Tennis
dining area
Sideview of house with 2nd story deck
From living room looking into Dining room and Kitchen
Kitchen
Exceptional
(27 reviews)

Beautiful House with Private Beach Access - Rental Registry Cert #23-1,120

Montauk

8% off
S$6,121
for 7 nights, 1 home
S$874 per night
includes taxes & fees
Beautiful House with Private Beach Access - Rental Registry Cert #23-1,120
From the bedroom
Facade
Front yard closeup
Living/dining space
Exceptional
(22 reviews)

Private Hamptons cottage in ideal Amagansett location

Amagansett

8% off
S$7,121
for 7 nights, 1 cottage
S$1,017 per night
includes taxes & fees
Private Hamptons cottage in ideal Amagansett location
In full bloom!! (mid June to late September)
Best spot on the deck. That is the Montauk Yacht club (Gurneys) across the lake.
kitchen
Dining
Exceptional
(32 reviews)

East Lake Dr. Lakefront home with a pool.

Montauk

8% off
S$18,321
for 7 nights, 1 home
S$2,617 per night
includes taxes & fees
East Lake Dr. Lakefront home with a pool.
Kitchen with Wolf stove, Sub Zero fridge, pass-through serving area to dining.
Living room, looking out toward Accabonac Harbor, water views.
Bar area pass-through to kitchen, with bar seating.
Lovely seating in pool area for morning coffee.
Exceptional
(7 reviews)

WATER VIEWS RETREAT, SPRINGS, EAST HAMPTON, POOL, FIRE PIT, 10 MINUTES TO BEACH!

East Hampton

8% off
S$21,023
for 7 nights, 1 home
S$3,003 per night
includes taxes & fees
WATER VIEWS RETREAT, SPRINGS, EAST HAMPTON, POOL, FIRE PIT, 10 MINUTES TO BEACH!
Interior
Outdoor dining
Private kitchen
Room
Exceptional
(17 reviews)

SERENE SALTBOX WITH POND & SUNSET VIEWS

Montauk

7% off
S$7,270
for 7 nights, 1 home
S$1,039 per night
includes taxes & fees
SERENE SALTBOX WITH POND & SUNSET VIEWS
Private kitchen
Pool
Living area
Dining
Exceptional
(17 reviews)

PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH

East Hampton

8% off
S$21,633
for 7 nights, 1 home
S$3,090 per night
includes taxes & fees
PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH
Pool
Bedroom #3 Porch
Kitchen
Living Room
Exceptional
(16 reviews)

Perfect Family Retreat With Ocean Views, Heated Pool, And Private Beach Access!

Montauk

12% off
S$20,196
for 7 nights, 1 home
S$2,885 per night
includes taxes & fees
Perfect Family Retreat With Ocean Views, Heated Pool, And Private Beach Access!
Private kitchen
Property grounds
Dining
Exterior
Exceptional
(5 reviews)

Beautiful 4 bedroom house with tranquil gardens close to bay beaches.

East Hampton

8% off
S$9,445
for 7 nights, 1 home
S$1,349 per night
includes taxes & fees
Beautiful 4 bedroom house with tranquil gardens close to bay beaches.
Property grounds
Terrace/patio
Living area
Private kitchen
Exceptional
(26 reviews)

NEW LISTING - Newly Renovated Beach Home - Short Walk to Beach and Town

Montauk

8% off
S$8,965
for 7 nights, 1 home
S$1,281 per night
includes taxes & fees
NEW LISTING - Newly Renovated Beach Home - Short Walk to Beach and Town
Terrace/patio
Private kitchen
Living area
Living area
Exceptional
(10 reviews)

Springs Chic, Steps from private Gardiners Bay beach!

East Hampton

8% off
S$7,594
for 7 nights, 1 home
S$1,085 per night
includes taxes & fees
Springs Chic, Steps from private Gardiners Bay beach!
Living room on main floor with mid-century modern sofa
Brightly lit dining room with 9' ceilings and view of heated swimming pool.
Three Mile Harbor, glorious sunsets, and waterfront restaurants- 8 minute drive
Second level sunny bedroom with queen bed and views of the pool.
Exceptional
(18 reviews)

Prime East Hampton Village Location. Heated Pool. Walk To All!

East Hampton

15% off
S$9,547
for 7 nights, 1 home
S$1,364 per night
includes taxes & fees
Prime East Hampton Village Location. Heated Pool. Walk To All!
Primary bedroom w/California king, vaulted ceilings, tv, & private bathroom
Dine in style overlooking the pool and grounds
Lounge by the pool in total privacy
New, professional grade, stainless steel appliances including Bertazzoni range
Exceptional
(32 reviews)

Stylish East Hampton Village Retreat- Heated Pool and Sauna, Steps to Village

East Hampton

15% off
S$7,197
for 7 nights, 1 home
S$1,028 per night
includes taxes & fees
Stylish East Hampton Village Retreat- Heated Pool and Sauna, Steps to Village
Living area
Dining
Pool
Private kitchen
Exceptional
(9 reviews)

Chic Modern Private Designer 1.5 Acre Private Oasis

East Hampton

26% off
S$38,759
for 7 nights, 1 home
S$5,537 per night
includes taxes & fees
Chic Modern Private Designer 1.5 Acre Private Oasis
Exterior
Interior
Room
Private kitchen
Exceptional
(37 reviews)

Cozy sun drenched beach cottage private beach & hot tub. Year round beach escape

Montauk

16% off
S$7,614
for 7 nights, 1 home
S$1,088 per night
includes taxes & fees
Cozy sun drenched beach cottage private beach & hot tub. Year round beach escape
Exterior
Large pool heated pool
Kitchen
Main living area
Exceptional
(20 reviews)

Charming, spacious 3 bedroom, 3 bath East Hampton Springs house

East Hampton

7% off
S$6,778
for 7 nights, 1 home
S$968 per night
includes taxes & fees
Charming, spacious 3 bedroom, 3 bath East Hampton Springs house
Living area
Living area
Exterior
Room
Wonderful
(20 reviews)

Ocean Beach Mini Modern Luxury

Montauk

9% off
S$3,980
for 7 nights, 1 home
S$569 per night
includes taxes & fees
Ocean Beach Mini Modern Luxury
Room
Living area
Interior
Dining
Exceptional
(8 reviews)

Modern Home in East Hampton great for a summer or winter retreat.

East Hampton

7% off
S$7,245
for 7 nights, 1 home
S$1,035 per night
includes taxes & fees
Modern Home in East Hampton great for a summer or winter retreat.
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Delight in the beachside landscape of Montauk

The beaches and other outdoor surroundings create an inviting atmosphere in Montauk. This city's boating, surfing and restaurants draw many visitors. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Sightseeing in and around Montauk

Are you hoping to discover attractions to visit during your stay? You'll be sure to enjoy Montauk for its boating and cycling. Venture out of your holiday home and experience everything that makes Montauk a one-of-a-kind holiday spot. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Montauk Downs State Park Golf Course (1.1 mi / 1.8 km)
  • Wolffer Estates Vineyard (18.4 mi / 29.7 km)
  • Ninigret (19.6 mi / 31.6 km)
  • LongHouse Reserve (13.8 mi / 22.2 km)
  • Kaplan Meadows Sanctuary (10.3 mi / 16.5 km)
  • Sag Harbor State Golf Course (16.7 mi / 26.9 km)

Exploring the beaches and other natural features in Montauk

Travellers enjoy Montauk for its seaside, island views and sunsets. Whether you're an active traveller or just want to take in the scenery, you'll be sure to find the perfect setting for your holiday in Montauk. These are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • South Edison Beach (0.2 mi / 0.3 km)
  • Kirk Park Beach (0.4 mi / 0.7 km)
  • Ditch Plains Beach (1.3 mi / 2.2 km)
  • Navy Road Park (1.8 mi / 3 km)
  • Lake Montauk (2.3 mi / 3.8 km)
  • Gin Beach (3 mi / 4.9 km)

Seasonal weather averages in Montauk

Travellers enjoy Montauk for its boating. If you're planning a holiday around the weather, August, July, September and June are the hottest months to visit, when temperatures average 21°C.

Transport to and around Montauk

The nearest airport is in Montauk, NY (MTP), located 2.8 mi (4.6 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could book a flight to Fishers Island, NY (FID-Elizabeth Field), which is 15.8 mi (25.4 km) away.

If you prefer train travel, the main station serving the city is Montauk Station.

Frequently asked questions

What is the most popular type of holiday rental accommodation in Montauk?
According to our data, houses are considered the most popular property type in Montauk. But as you'd expect, everyone's idea of the perfect stay will differ. Vrbo has holiday rentals of all sizes and shapes, so you're sure to discover your perfect match.
How much does it cost to rent a holiday rental in Montauk?
The average price for a holiday rental in Montauk is determined by a number of factors, like property type, length of stay and time of year. Whether you're dreaming about a sprawling villa with space for the whole family or a cosy cottage just for the two of you, just enter your dates of travel to view stays with terrific value.
How much does it cost to rent a beach house in Montauk?
When you travel and the size and style of the property will influence how much you'll pay for your beachside holiday rental. Click on your Montauk travel dates to view your options on Vrbo. Did someone just say "hot tub"? Use our filters to select the features and amenities you want in your beach house.
What are popular rental amenities in Montauk?
When it comes to rental amenities that guests are looking for in Montauk, a firepit, a beach view and an ocean view are at the top of the list. With Vrbo holiday homes, you'll discover options to fit your style and taste, whether you're planning to get away with family, friends or even pets.
What are the top attractions for families in Montauk?
Keeping the kiddos entertained during your holiday in Montauk is a breeze with these cool family-friendly attractions:
  • Ditch Plains Beach
  • South Edison Beach
  • Gin Beach
Can I find two-bedroom holiday rentals in Montauk?
Pick from 60 two-bedroom properties in Montauk. Put your little ones in the second room or fill it with a couple of your best friends. There's ample space for whoever's fortunate enough to be coming along.
Are there holiday rentals with WiFi in Montauk?
Montauk has 148 holiday rentals with WiFi, so you can stay connected while travelling. Simply check the "WiFi" box in our handy search filter for a list of properties with this feature. From streaming movies with your family to sending emails, these Vrbo homes make it a breeze to go online.
How old do you have to be to rent a holiday rental in Montauk?
The minimum age requirements can differ between properties on Vrbo, so double-check the rules of the holiday rental in Montauk you want. But in general, it's 16, 18 or 21.
How long can I rent a holiday rental in Montauk for?
It all depends on the Montauk property. To browse available options offering extended stays, just enter your dates and number of guests into Vrbo's search page. Enjoy having the entire property to yourself, as well as comforts such as a kitchen, air conditioning and outdoor spaces where the kids can run around and play. Be on the lookout for long-term stays that offer weekly or monthly discounts.

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