Montauk Vacation Rentals

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Tonight
Oct 22 - Oct 23
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Oct 23 - Oct 24
This weekend
Oct 24 - Oct 26
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Oct 31 - Nov 2

Vacation Rentals in Montauk

Front of property - evening/night
Montauk Manor
Montauk Manor
3.5 star property
9.2 out of 10, Wonderful, (1257)
"Beautiful grounds, excellent staff"
United States
Jess
The price is ￥22,970
￥29,220 total
includes taxes & fees
Nov 3 - Nov 4
Montauk Manor
Apartment, 1 Bedroom | Private kitchen | Fridge, microwave, cookware/dishes/utensils
Driftwood Resort
Driftwood Resort
3.5 star property
9.0 out of 10, Wonderful, (235)
"Great place to stay for small family "
United States
DongHo
The price is ￥20,072
￥27,883 total
includes taxes & fees
Oct 27 - Oct 28
Driftwood Resort
One Bedroom Condo King with Steam Shower | Living area | 55-inch Smart TV with digital channels, Netflix, Hulu
Offshore Residences
Offshore Residences
4.5 star property
The price is ￥80,360
￥109,168 total
includes taxes & fees
Nov 23 - Nov 24
Offshore Residences
Apartment | Private kitchen | Fridge, microwave, stovetop
Montauk Oceanside Suites
Montauk Oceanside Suites
3.0 star property
8.6 out of 10, Excellent, (415)
"We loved it, suite size was great! "
United States
Patrick
The price is ￥20,672
￥25,269 total
includes taxes & fees
Nov 5 - Nov 6
Montauk Oceanside Suites
Beach/ocean view
Island Manor Resort
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"
United States
Jesse
The price is ￥32,439
￥53,824 total
includes taxes & fees
Oct 24 - Oct 25
Island Manor Resort
Interior
Waverly Suite 1 on the Beach
Waverly Suite 1 on the Beach
9.8 out of 10, Exceptional, (7)
"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. "
United States
Sandra E.
The price is ￥31,293
￥76,172 total
includes taxes & fees
Oct 30 - Oct 31
Waverly Suite 1 on the Beach
On the beach, sun loungers
Mansion Beach- October to May Available!
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."
United States
Lori W.
The price is ￥47,852
￥124,360 total
includes taxes & fees
Oct 25 - Oct 26
Mansion Beach- October to May Available!
TV, offices
Sherman Cottage 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. "
United States
Kathleen P.
The price is ￥48,004
￥127,530 total
includes taxes & fees
Nov 20 - Nov 21
Sherman Cottage on the Beach
Dining
Waverly Suite 2 on the Beach
Waverly Suite 2 on the Beach
10.0 out of 10, Exceptional, (4)
"Very nicely, close to beach, room nicely appointed. Welcome basket was a nice touch. Would love to stay again. "
United States
Anita C.
The price is ￥33,420
￥78,739 total
includes taxes & fees
Oct 29 - Oct 30
Waverly Suite 2 on the Beach
Fridge, microwave, oven, stovetop
Super Cute & Cozy Apartment in Downtown Mystic!
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. "
United States
Anders D.
The price is ￥13,673
￥31,865 total
includes taxes & fees
Oct 28 - Oct 29
Super Cute & Cozy Apartment in Downtown Mystic!
2 bedrooms, iron/ironing board, free WiFi, bed sheets
A Tiny Escape - Charming Eco-Friendly Retreat Awaits in Stonington
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...
United States
Kerri P.
The price is ￥22,788
￥49,146 total
includes taxes & fees
Oct 25 - Oct 26
A Tiny Escape - Charming Eco-Friendly Retreat Awaits in Stonington
Beach
Beach Cottage 1 Mile From Weekapaug & Misquamicut
Beach Cottage 1 Mile From Weekapaug & Misquamicut
9.0 out of 10, Wonderful, (184)
"Good location, had lots of fun with a group of friends, beautiful neighborhood. Overall just a great stay."
United States
Noah F.
Beach Cottage 1 Mile From Weekapaug & Misquamicut
Smart TV, books
Stevedore Landing-#3 · walk downtown Mystic · train · aquarium
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."
United States
Marcell
The price is ￥11,552
￥32,450 total
includes taxes & fees
Nov 4 - Nov 5
Stevedore Landing-#3 · walk downtown Mystic · train · aquarium
Fridge, microwave, stovetop, coffee/tea maker
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2
10.0 out of 10, Exceptional, (5)
"Great stay with friends! "
United States
Danielle V.
The price is ￥14,293
￥35,133 total
includes taxes & fees
Nov 19 - Nov 20
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2
Property grounds
Waverly Suite 3 on the Beach
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."
United States
Katherine B.
The price is ￥37,674
￥88,128 total
includes taxes & fees
Oct 29 - Oct 30
Waverly Suite 3 on the Beach
Smart TV, fireplace
New for 2025 3 Bedroom Retreat 1 Mile from Westerly’s Beautiful Beaches!
New for 2025 3 Bedroom Retreat 1 Mile from Westerly’s Beautiful Beaches!
9.8 out of 10, Exceptional, (8)
"Overall a great stay. The kids didn't want to leave and neither did we."
United States
Ali Z.
New for 2025 3 Bedroom Retreat 1 Mile from Westerly’s Beautiful Beaches!
Fridge, microwave, oven, stovetop
Upscale Apartment in Mystic 7 Minute Walk to Drawbridge
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. "
United States
Andy
The price is ￥19,750
￥40,943 total
includes taxes & fees
Oct 27 - Oct 28
Upscale Apartment in Mystic 7 Minute Walk to Drawbridge
Terrace/patio
The Blue Anchor House · walk Mystic-Train/Aquarium
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. "
United States
Giovanina T.
The price is ￥16,447
￥53,590 total
includes taxes & fees
Oct 27 - Oct 28
The Blue Anchor House · walk Mystic-Train/Aquarium
A heated pool
Ocean theme Balcony-View Studio Apt w/ 1 BTH & Tub
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. "
United States
Kevin C.
The price is ￥34,790
￥78,742 total
includes taxes & fees
Oct 31 - Nov 1
Ocean theme Balcony-View Studio Apt w/ 1 BTH & Tub
Property grounds
Charming 1845 Home in the Heart of Mystic – Walk to Everything!
Charming 1845 Home in the Heart of Mystic – Walk to Everything!
9.8 out of 10, Exceptional, (156)
"Great Location! Within walking distance to all the sights in Mystic!"
United States
Jamye B.
The price is ￥19,885
￥44,721 total
includes taxes & fees
Nov 18 - Nov 19
Charming 1845 Home in the Heart of Mystic – Walk to Everything!
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

Ocean Resort Inn

Ocean Resort Inn

10/10 Excellent
"Beautiful little inn just off the beach with the access a short walk away. Included use of chairs and umbrellas plus beach towels at the front desk. Close to the town square area and very walkable to most places. "
Megan 2-night trip
Posted 2 days ago
Ocean Resort Inn

Find out more about Montauk

Search for holiday rentals in Montauk on Expedia! You can easily find your home rentals, villas, holiday apartments in Montauk using one of the methods below:

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Look no further and take a look at our great range of rental properties in Montauk!

Frequently asked questions

Are there vacation rentals in Montauk?

Yes, you can find vacation rentals close to popular points of interest in Montauk, or you can go with a more remote option if you're looking for relaxation. 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's the top vacation rental that Montauk has to offer?

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

How many vacation rentals are there in Montauk?

Choose from 359 Expedia vacation rentals in Montauk for a memorable vacation.

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 vacation rentals like in Montauk?

Vacation rentals are privately owned accommodations you can reserve for several days or more in Montauk. Vacation rentals provide amenities such as kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from public hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for a family getaway.