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Holiday Rentals in Montauk

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Our top choices for Montauk holiday rentals

Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound

Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound
Montauk
9.6 out of 10, Exceptional, (47 reviews)
"We thoroughly enjoyed our stay. It was a great home base for exploring the area. We were able to stay nice and cozy when a snow storm hit the area as well. "
United States
Lauren B.
The price is €620
includes taxes & fees
19 Jul - 20 Jul
Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,362 reviews)
"Had a wonderful stay"
United States
Meghan
The price is €480
includes taxes & fees
30 Jul - 31 Jul
Montauk Manor

Montauk Oceanside Suites

Montauk Oceanside Suites
3.0 star property
Downtown Montauk
8.6 out of 10, Excellent, (431 reviews)
"Clean. Great location to beach and town."
United States
Cheryl
The price is €405
includes taxes & fees
7 Jul - 8 Jul
Montauk Oceanside Suites

The Surf Club

The Surf Club
3.5 star property
Montauk
8.6 out of 10, Excellent, (286 reviews)
"Quiet, relaxing place to stay, great access to the beach and town!"
United States
Erica
The price is €523
includes taxes & fees
6 Jul - 7 Jul
The Surf Club

Driftwood Resort

Driftwood Resort
3.5 star property
Montauk
9.0 out of 10, Wonderful, (242 reviews)
"Very close to beach"
United States
Rabia
The price is €442
includes taxes & fees
6 Jul - 7 Jul
Driftwood Resort

Offshore Spa & Residences

Offshore Spa & Residences
4.5 star property
Downtown Montauk
10.0 out of 10, Exceptional, (2 reviews)
"⭐⭐⭐⭐⭐ We had such a wonderful stay at Offshore Montauk! The hotel is beautifully designed, incredibly clean, and the location couldn’t be better—just steps from the beach and an easy walk to Montauk’s restaurants and shops. The rooms are stylish, comfortable, and so peaceful. We especially loved the pool, sauna, and cold plunge—they were the perfect way to relax and recharge after a day at the beach. Most importantly, the staff was genuinely welcoming and made us feel at home from the moment we...
United States
Iryna
The price is €1,119
includes taxes & fees
28 Jul - 29 Jul
Offshore Spa & Residences

PERFECT, BEAUTIFULLY NEWLY DESIGNED 1,000 FT. MONTAUK OCEANFRT 3-LEVEL TOWNHOUSE

PERFECT, BEAUTIFULLY NEWLY DESIGNED 1,000 FT. MONTAUK OCEANFRT 3-LEVEL TOWNHOUSE
Montauk
9.8 out of 10, Exceptional, (72 reviews)
"Great location with great views of the ocean!"
United States
Eric C.
The price is €980
includes taxes & fees
4 Aug - 5 Aug
PERFECT, BEAUTIFULLY NEWLY DESIGNED 1,000 FT. MONTAUK OCEANFRT 3-LEVEL TOWNHOUSE

Atlantic Bluffs Club

Atlantic Bluffs Club
3.0 star property
Montauk
The price is €9,012
includes taxes & fees
31 Jul - 1 Aug
Atlantic Bluffs Club

North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.2 out of 10, Wonderful, (25 reviews)
"Great stay & great staff!"
United States
James
The price is €371
includes taxes & fees
8 Jul - 9 Jul
North Fork Resort

Safari Tent Glamping,S10-CedarPt, East Hampton, NY

Safari Tent Glamping,S10-CedarPt, East Hampton, NY
East Hampton
The price is €289
includes taxes & fees
15 Jul - 16 Jul
Safari Tent Glamping,S10-CedarPt, East Hampton, NY

Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village
Stonington
9.8 out of 10, Exceptional, (182 reviews)
"Fantastic location, great stay as always. Perfect for a weekend getaway."
United States
Jaime M.
The price is €260
includes taxes & fees
31 Jul - 1 Aug
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

Safari Tent Glamping,S5-CedarPt, East Hampton, NY

Safari Tent Glamping,S5-CedarPt, East Hampton, NY
East Hampton
8.6 out of 10, Excellent, (4 reviews)
"We loved our tent, the view was great. The bed was super comfortable. We will definitely come back and hopefully stay longer. Also, the pizza is so good as was the watermelon Margherita."
United States
Jennifer
The price is €265
includes taxes & fees
5 Jul - 6 Jul
Safari Tent Glamping,S5-CedarPt, East Hampton, NY

Upscale Apartment in Mystic 7 Minute Walk to Drawbridge

Upscale Apartment in Mystic 7 Minute Walk to Drawbridge
Stonington
10.0 out of 10, Exceptional, (28 reviews)
"Nice home"
United States
WINFOR
The price is €352
includes taxes & fees
4 Aug - 5 Aug
Upscale Apartment in Mystic 7 Minute Walk to Drawbridge

The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2

The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2
Stonington
10.0 out of 10, Exceptional, (6 reviews)
"Great stay with friends! "
United States
Danielle V.
The price is €340
includes taxes & fees
5 Jul - 6 Jul
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2

Exceptional Contemporary Coastal Retreat-4 King Bedrooms Mystic Noank Groton CT

Exceptional Contemporary Coastal Retreat-4 King Bedrooms Mystic Noank Groton CT
Groton
10.0 out of 10, Exceptional, (132 reviews)
"Loved the woods next to it. The stained glass were very cool"
United States
Kate R.
The price is €583
includes taxes & fees
7 Jul - 8 Jul
Exceptional Contemporary Coastal Retreat-4 King Bedrooms Mystic Noank Groton CT

Safari Tent Glamping,S7-CedarPt, East Hampton, NY

Safari Tent Glamping,S7-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (1 review)
"Thank you Cedar Point for the great accommodations. We were fortunate to have a Tent right on the Bay, great views and good times."
United States
Vasilios
Safari Tent Glamping,S7-CedarPt, East Hampton, NY

Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (266 reviews)
"Beautiful property- we would definitely stay there again"
United States
Allison
The price is €447
includes taxes & fees
22 Jul - 23 Jul
Cliffside Resort Condominiums

Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
Waterford
10.0 out of 10, Exceptional, (12 reviews)
"We had a nice stay. Kitchen well stocked and house was clean and comfortable."
United States
Elaine A.
The price is €478
includes taxes & fees
14 Jul - 15 Jul
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

Unbeatable Downtown Mystic Location

Unbeatable Downtown Mystic Location
Mystic River Historic District
9.8 out of 10, Exceptional, (15 reviews)
"It was clean! Great location to every thing! Bring your own pillows! Definitely historic house with a few eccentricities!"
United States
Susan K.
Unbeatable Downtown Mystic Location

Harbor View Landing, Mystic CT - The Cove Waterfront Cottage

Harbor View Landing, Mystic CT - The Cove Waterfront Cottage
West Mystic
9.8 out of 10, Exceptional, (18 reviews)
"We had a wonderful time at this cottage! It was extremely clean and very welcoming! It had everything we needed for an impromptu night away! The hostess was very responsive and accommodating. We would definitely stay here again! "
United States
Terri D.
The price is €287
includes taxes & fees
8 Jul - 9 Jul
Harbor View Landing, Mystic CT - The Cove Waterfront Cottage
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.
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Top Montauk Hotel Reviews

Find out more about Montauk

Everything you need to know about Montauk holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Montauk holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Montauk holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Montauk holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Montauk. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Montauk holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Montauk holiday rentals we have selected for you start as low as €405 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Montauk rentals

At Expedia, we put the best Montauk holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Montauk rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Montauk holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Montauk. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Explore a world of travel with Expedia

Frequently asked questions

Are there holiday rentals in Montauk?

Yes, there are holiday rentals close to the most popular sights in Montauk, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Montauk speak positively about the scenic seaside and top-notch restaurants in this destination. Allow some time to check out the waterfront during your trip.

What are some of the best holiday rentals that Montauk has to offer?

Unobstructed Ocean Views ! A Beautiful Montauk Getaway : This highly rated holiday home rental in Montauk is located on the beach, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Kick off your shoes and enjoy yourself with a patio and a garden.

How many holiday rentals are there in Montauk?

Choose from 342 Expedia holiday rentals in Montauk for a memorable holiday.

What can I see and do in Montauk?

The Hamptons Beaches and South Edison Beach are a couple of scenic spots to enjoy the outdoors, whereas Second House Museum is one of the cultural attractions. Other places in town to visit include Kirk Park Beach and Montauk Downs State Park Golf Course.

What are holiday rentals like in Montauk?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Montauk. Holiday rentals provide amenities like WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, holiday rentals can offer a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for family trips or small group gatherings.