Holiday Rentals in Montauk

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Holiday Rentals in Montauk

Driftwood Resort
3.5 star property
9.0 out of 10, Wonderful, (235)
"Great place to stay for small family "
The price is €169
includes taxes & fees
22 Oct - 23 Oct
Driftwood Resort
Montauk Manor
3.5 star property
9.2 out of 10, Wonderful, (1253)
"Beautiful grounds, excellent staff"
The price is €215
includes taxes & fees
7 Nov - 8 Nov
Montauk Manor
Montauk Oceanside Suites
3.0 star property
8.6 out of 10, Excellent, (415)
"We loved it, suite size was great! "
The price is €143
includes taxes & fees
23 Oct - 24 Oct
Montauk Oceanside Suites
Offshore Residences
4.5 star property
The price is €617
includes taxes & fees
19 Oct - 20 Oct
Offshore Residences
New Construction full of amenities
2.0 star property
The price is €676
includes taxes & fees
18 Oct - 19 Oct
New Construction full of amenities
Waverly Suite 1 on the Beach
9.8 out of 10, Exceptional, (6)
"The apartment was great. Holly was responsive to anything we needed. The location was perfect for us since we did not bring our car over, close to everything. Great stay for a quick trip. "
The price is €441
includes taxes & fees
27 Oct - 28 Oct
Waverly Suite 1 on the Beach
Sherman Cottage on the Beach
10.0 out of 10, Exceptional, (4)
"Quaint, clean cottage, perfectly situated among shops, restaurants, beach, and ferry - all accessible on foot. "
The price is €740
includes taxes & fees
27 Oct - 28 Oct
Sherman Cottage on the Beach
Island Manor Resort
2.5 star property
7.6 out of 10, Good, (8)
" We had a great stay.The only complaint is they need more parking"
The price is €320
includes taxes & fees
24 Oct - 25 Oct
Island Manor Resort
Mansion Beach- October to May Available!
9.2 out of 10, Wonderful, (26)
"This was a great place for an extended family. The space and yard were nice, with great proximity to the beach and Andy's Way."
The price is €764
includes taxes & fees
19 Oct - 20 Oct
Mansion Beach- October to May Available!
Waverly Suite 2 on the Beach
10.0 out of 10, Exceptional, (3)
"What a great host and an amazing property! Best in class! "
The price is €454
includes taxes & fees
19 Oct - 20 Oct
Waverly Suite 2 on the Beach
A Tiny Escape - Charming Eco-Friendly Retreat Awaits in Stonington
10.0 out of 10, Exceptional, (1)
"We visited here for a weekend in the Mystic area. Our daughter joined us for an evening and the home was cozy and comfortable for 3 adults. The check in process was seamless and communication with the host was always timely. They thought of everything to make our stay enjoyable and everything was within arms reach. The home is located in a great spot and enabled us to enjoy many surrounding areas. Pawcatuck/Westerly, Mystic, Watch Hill... all were very close so this was a perfect base of...
The price is €285
includes taxes & fees
1 Nov - 2 Nov
A Tiny Escape - Charming Eco-Friendly Retreat Awaits in Stonington
Super Cute & Cozy Apartment in Downtown Mystic!
9.8 out of 10, Exceptional, (78)
"Perfect weekend getaway for my girlfriend and me. Walking distance to downtown on a quiet street. Host was very responsive and even left snacks! We would definitely stay again. "
The price is €162
includes taxes & fees
20 Oct - 21 Oct
Super Cute & Cozy Apartment in Downtown Mystic!
Waverly Suite 3 on the Beach
9.4 out of 10, Exceptional, (6)
"Overall, we had a really excellent stay. The apartment was very clean with a lot of items that looked brand new. The king bed was very comfortable, and we appreciated access to linens, towels, and a washer and dryer. The location was ideal, except for hearing some loud music, from nearby bars, on weekend nights."
The price is €512
includes taxes & fees
26 Oct - 27 Oct
Waverly Suite 3 on the Beach
Stevedore Landing-#3 · walk downtown Mystic · train · aquarium
10.0 out of 10, Exceptional, (4)
"We enjoyed our stay. The apartment is in excellent condition."
The price is €189
includes taxes & fees
11 Nov - 12 Nov
Stevedore Landing-#3 · walk downtown Mystic · train · aquarium
New for 2025 3 Bedroom Retreat 1 Mile from Westerly’s Beautiful Beaches!
9.8 out of 10, Exceptional, (7)
"Overall a great stay. The kids didn't want to leave and neither did we."
The price is €620
includes taxes & fees
23 Oct - 24 Oct
New for 2025 3 Bedroom Retreat 1 Mile from Westerly’s Beautiful Beaches!
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2
10.0 out of 10, Exceptional, (5)
"Great stay with friends! "
The price is €214
includes taxes & fees
20 Oct - 21 Oct
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2
Ocean theme Balcony-View Studio Apt w/ 1 BTH & Tub
10.0 out of 10, Exceptional, (1)
"Great stay. Unfortunately, they told us there was pickleball but there wasn’t. "
The price is €458
includes taxes & fees
31 Oct - 1 Nov
Ocean theme Balcony-View Studio Apt w/ 1 BTH & Tub
Upscale Apartment in Mystic 7 Minute Walk to Drawbridge
10.0 out of 10, Exceptional, (14)
"A very nice recently renovated apartment that is within walking distance to downtown Mystic. "
The price is €240
includes taxes & fees
27 Oct - 28 Oct
Upscale Apartment in Mystic 7 Minute Walk to Drawbridge
The Blue Anchor House · walk Mystic-Train/Aquarium
10.0 out of 10, Exceptional, (5)
"This was an adorable house with great access to downtown Mystic. The house is well updated and very clean. We would stay here again for sure. It was a very comfortable experience. "
The price is €318
includes taxes & fees
20 Oct - 21 Oct
The Blue Anchor House · walk Mystic-Train/Aquarium
River's End Cottages - Captain's Quarters
10.0 out of 10, Exceptional, (3)
"Great location! Loved it!"
The price is €403
includes taxes & fees
19 Oct - 20 Oct
River's End Cottages - Captain's Quarters
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 €143 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. 

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?

Amazing 10 Bedroom Compound on the Water with 6 Bedroom Home & 4 Studio Cottages: This holiday home rental outside of Montauk has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

How many holiday rentals are there in Montauk?

Choose from 361 Expedia holiday rentals in Montauk for a memorable holiday.

What can I see and do in Montauk?

South Edison Beach and Kirk Park 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 Montauk Downs State Park Golf Course and Ditch Plains Beach.

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.