Holiday Homes in Montauk

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Holiday Homes in Montauk and around

Cozy sun drenched beach cottage private beach, walk to town, hot tub
Property grounds

Cozy sun drenched beach cottage private beach, walk to town, hot tub

9.8 out of 10, Exceptional, (20)
"A very cozy and peaceful escape, loved the hot tub!"
Cozy sun drenched beach cottage private beach, walk to town, hot tub
Brand New Waterfront - Chic & Sophisticated unit #701
Relax on the seating area with a sofa and chairs, surrounded by a pergola with string lights.

Brand New Waterfront - Chic & Sophisticated unit #701

10.0 out of 10, Exceptional, (3)
"Great home and location. Enjoyed our stay!"
Brand New Waterfront - Chic & Sophisticated unit #701
Quiet neighborhood, Family&Pet friendly, 5mins. from town & ocean beaches
Enjoy cooking in this well-equipped kitchen with a refrigerator, microwave, oven, and sink.

Quiet neighborhood, Family&Pet friendly, 5mins. from town & ocean beaches

2.0 star property
10.0 out of 10, Exceptional, (6)
"Big house with exclusive privacy in backyard!"
Quiet neighborhood, Family&Pet friendly, 5mins. from town & ocean beaches
Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready
Guests can enjoy a leisurely beach experience with lush greenery nearby.

Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready

10.0 out of 10, Exceptional, (102)
"Had a great experience at this property!"
Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready
Montauk Beach & Country “Cabin”
Relax in a spacious living area with a high ceiling, comfortable seating, and a modern kitchen.

Montauk Beach & Country “Cabin”

Montauk Beach & Country “Cabin”
Chic Montauk Retreat with Ocean Views, Designer Interiors & Deeded Beach Access
Smart TV, fireplace, stereo

Chic Montauk Retreat with Ocean Views, Designer Interiors & Deeded Beach Access

6.0 out of 10, (1)
"Nice ocean views, and particularly great views from the rooftop. House was clean, except for the main sofa in the main sitting area - was filthy. Nicest master bedroom/closet we've ever had in a rental. Sadly, the house is not a beach house. 19 minute walk to the beach. The listing says "on the beach". I asked about the proximity before I rented it and never received an answer; now I know why. The "deeded access" is just a public path to the beach. This is not a house for beach lovers, a long...
Chic Montauk Retreat with Ocean Views, Designer Interiors & Deeded Beach Access
Ultimate Montauk Escape🏖️ 5BR - Heated Pool - HotTub - Rooftop Deck Sunset Views🌅
Beach nearby, sun-loungers, beach towels

Ultimate Montauk Escape🏖️ 5BR - Heated Pool - HotTub - Rooftop Deck Sunset Views🌅

10.0 out of 10, Exceptional, (2)
"Perfect home — well laid out with fit and finishes that appeared near brand new and more space than the photos would suggest. We were 8 and stayed comfortably. Place has a nice pool, direct beach access, huge driveway and is near most things.. to top it off he was one the most wonderful and generous hosts we’ve ever encountered. Will be back"
Ultimate Montauk Escape🏖️ 5BR - Heated Pool - HotTub - Rooftop Deck Sunset Views🌅
Waterfront beach house with breathtaking views, multiple outdoor areas, gas...
Relax on the deck with a sofa, chairs, and table, taking in the serene sea views.

Waterfront beach house with breathtaking views, multiple outdoor areas, gas...

9.6 out of 10, Exceptional, (4)
"Location, location, location. A cozy cottage that made us feel right at home. Perfect for our quiet getaway. We appreciated the responsive management team!"
Waterfront beach house with breathtaking views, multiple outdoor areas, gas...
Chic Coastal Cottage In Hither Hills, Montauk. Private Ocean Access
Enjoy a serene beach experience with access to the ocean and scenic views.

Chic Coastal Cottage In Hither Hills, Montauk. Private Ocean Access

10.0 out of 10, Exceptional, (55)
"The house and location was perfect for our trip!"
Chic Coastal Cottage In Hither Hills, Montauk. Private Ocean Access
Montauk Family Gem: HotTub, Pro Kitchen, Fireplace
Relax on the deck surrounded by lush greenery and enjoy the hot tub and comfortable sofas.

Montauk Family Gem: HotTub, Pro Kitchen, Fireplace

9.6 out of 10, Exceptional, (21)
"Wonderful Stay in Montauk! Beautiful Home with a great kitchen and nice outdoor hot tub with a skyward view of autumn colors!"
Montauk Family Gem: HotTub, Pro Kitchen, Fireplace
NEW LISTING - Newly Renovated Beach Home - Short Walk to Beach and Town
Perched on a grassy embankment, this traditional lighthouse offers a vantage point over the surrounding waters.

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

10.0 out of 10, Exceptional, (19)
"Beautiful property in a great location. Close to downtown and the beach. We had a very relaxing and wonderful stay."
NEW LISTING - Newly Renovated Beach Home - Short Walk to Beach and Town
Charming House with Heated Pool and Multiple Water Views
Relax by the pool, surrounded by comfortable lounge chairs and a small table.

Charming House with Heated Pool and Multiple Water Views

10.0 out of 10, Exceptional, (15)
"We had a great stay here - the beach and town were an easy walk away. There was plenty of gear for the everyone at the beach and the house was clean, spacious, and well equipped."
Charming House with Heated Pool and Multiple Water Views
PRICE REDUCED Family Friendly, 3Bd Centrally Located Home with Fenced in Yard
Outdoor dining

PRICE REDUCED Family Friendly, 3Bd Centrally Located Home with Fenced in Yard

10.0 out of 10, Exceptional, (20)
"We had a wonderful stay at Bri's house. The house looked even better than the pics and was very clean. The deck was beautiful to sit out on after a day at the beach. There was even a bottle of Rose' chilling in the fridge when we arrived & fresh cut flowers as well. While not right in town/beach, we had no problem parking & Bri told us about the free rides you can take as well. The kids had their bikes and biked into town & the beach daily. Bri was very responsive & a lovely host. We hope to...
PRICE REDUCED Family Friendly, 3Bd Centrally Located Home with Fenced in Yard
Montauk beach house, all amenities. Walk to town or beach.
Stylish home with a garage and lush green surroundings.

Montauk beach house, all amenities. Walk to town or beach.

Montauk beach house, all amenities. Walk to town or beach.
Newly renovated 5mins walk from best surf beach Ditch!
Relax in this spacious living area with a sofa, dining table, and patio access.

Newly renovated 5mins walk from best surf beach Ditch!

10.0 out of 10, Exceptional, (3)
"Adorable cottage minutes from the beach"
Newly renovated 5mins walk from best surf beach Ditch!
Montauk Beach House - Walk to Private Beach!
Enjoy meals in the kitchen with a central island, dishwasher, stainless steel stove, and large oven, complemented by cabinetry and a dining area with a table and chairs.

Montauk Beach House - Walk to Private Beach!

2.0 star property
10.0 out of 10, Exceptional, (2)
"Got invited to a last minute party out in Montauk and needed to find a place to stay fast. The property owner communicated in a very timely manner in response to my inquiry. House is really nice and in a great location in Hither Hills--was able to easily get to downtown MTK and all the main hot spots. Would definitely stay here again."
Montauk Beach House - Walk to Private Beach!
Unobstructed Ocean Views ! A Beautiful Montauk Getaway
Cozy retreat with a large bed and plush pillows, illuminated by pendant lights and natural light.

Unobstructed Ocean Views ! A Beautiful Montauk Getaway

10.0 out of 10, Exceptional, (55)
"Great location, great stay! "
Unobstructed Ocean Views ! A Beautiful Montauk Getaway
You’re gonna love it! Private access Ocean beach. Perfect home for family vacay!
Stately two-story house with a central entrance, large windows, and a balcony supported by columns.

You’re gonna love it! Private access Ocean beach. Perfect home for family vacay!

10.0 out of 10, Exceptional, (61)
"Great vacation home in perfect spot in Montauk. Paul is a great host and made us feel at home. Would absolutely stay again!"
You’re gonna love it! Private access Ocean beach. Perfect home for family vacay!
Montauk Beach & Woods...Minutes to the beach, backyard woods!
Cozy living space with a large dining area, kitchen, and comfortable seating.

Montauk Beach & Woods...Minutes to the beach, backyard woods!

10.0 out of 10, Exceptional, (8)
"Beautiful quiet family getaway with peek views of the ocean! Incredibly responsive owner who was concerned about our needs. Would highly recommend!"
Montauk Beach & Woods...Minutes to the beach, backyard woods!
New 5 bdrm with pool - walk to Gosman's
Relax by the rectangular pool surrounded by a deck and a house with a balcony.

New 5 bdrm with pool - walk to Gosman's

10.0 out of 10, Exceptional, (53)
"Very nice house and location. Property owner was totally reachable before and during our stay. Highly recommended! "
New 5 bdrm with pool - walk to Gosman's
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Montauk Hotel Reviews

Montauk Oceanside Suites

Montauk Oceanside Suites

10/10 Excellent
"Wonderful as always. "
brian 2-night trip
Posted 2 days ago
Montauk Oceanside Suites