A lighthouse on a rocky outcrop with a grassy area and buildings nearby.

Montauk Holiday Rentals

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Our top choices for Montauk holiday rentals

1. Montauk Oceanside Suites

Montauk Oceanside Suites
3.0 star property
Downtown Montauk
8.6 out of 10, Excellent, (448 reviews)
"It was wonderful"
United States
christopher
The price is HK$1,112
HK$1,355 total
includes taxes & fees
28 Sept - 29 Sept
Montauk Oceanside Suites

2. Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,399 reviews)
"Beautiful property"
United States
John
The price is HK$1,012
HK$1,309 total
includes taxes & fees
12 Oct - 13 Oct
Montauk Manor

3. The Surf Club

The Surf Club
3.5 star property
Montauk
8.6 out of 10, Excellent, (295 reviews)
"Found mold under the pull-out couch"
United States
Anna
The price is HK$1,498
HK$2,198 total
includes taxes & fees
13 Sept - 14 Sept
The Surf Club

4. Driftwood Resort

Driftwood Resort
3.5 star property
Montauk
8.8 out of 10, Excellent, (249 reviews)
"Best value and bang for your buck in Montauk other than Wavecrest in Amagansett."
United States
William
The price is HK$1,283
HK$1,721 total
includes taxes & fees
5 Oct - 6 Oct
Driftwood Resort

5. Offshore Spa & Residences

Offshore Spa & Residences
4.5 star property
Downtown Montauk
8.4 out of 10, Very good, (5 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 HK$4,369
HK$5,887 total
includes taxes & fees
4 Oct - 5 Oct
Offshore Spa & Residences

6. Montauk Beach Retreat — 3BR, Steps to Beach, BBQ, Patio & Outdoor Shower

Montauk Beach Retreat — 3BR, Steps to Beach, BBQ, Patio & Outdoor Shower
Culloden Shores
8.6 out of 10, Excellent, (4 reviews)
"Definitely more space than expected, and super close to everything in Montauk. Planning on coming back next year!"
United States
Nick M.
The price is HK$3,981
HK$8,759 total
includes taxes & fees
12 Oct - 13 Oct
Montauk Beach Retreat — 3BR, Steps to Beach, BBQ, Patio & Outdoor Shower

7. Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (323 reviews)
"Easy access to the beach. Perfect weather. Nicely furnished and updated rooms and bathrooms. The gym is tiny- not much equipment. The location is perfect for Montauk and Amagansett. The staff were very nice and hard working."
United States
Gaurang J
The price is HK$933
HK$1,279 total
includes taxes & fees
12 Oct - 13 Oct
Windward Shores Ocean Resort

8. Unit 1021: Studio | 2nd Floor-Pool View | Starfish

Unit 1021: Studio | 2nd Floor-Pool View | Starfish
Napeague
9.8 out of 10, Exceptional, (6 reviews)
"Comfortable accommodations, easy access to pool and beach, close to restaurants, quiet."
United States
Liana T.
The price is HK$1,686
HK$3,854 total
includes taxes & fees
15 Sept - 16 Sept
Unit 1021: Studio | 2nd Floor-Pool View | Starfish

9. BlackBerry Private home with jacuzzi yearlong

BlackBerry Private home with jacuzzi yearlong
East Hampton
9.2 out of 10, Wonderful, (7 reviews)
"We had a great time staying here. The home is well worn and there are some fixtures that should be replaced "
United States
Suzanne R.
The price is HK$886
HK$10,364 total
includes taxes & fees
13 Sept - 14 Sept
BlackBerry Private home with jacuzzi yearlong

10. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (54 reviews)
"This is the most thoughtfully designed and maintained hotel Everything was excellent"
United States
Lisa
The price is HK$2,520
HK$2,879 total
includes taxes & fees
14 Sept - 15 Sept
North Fork Resort

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

Safari Tent Glamping,S10-CedarPt, East Hampton, NY
East Hampton
9.0 out of 10, Wonderful, (2 reviews)
"Absolutely Beautiful view The vibe and food was great. Just beware of the tics."
United States
Christina V.
The price is HK$1,517
HK$2,333 total
includes taxes & fees
13 Sept - 14 Sept
Safari Tent Glamping,S10-CedarPt, East Hampton, NY

12. Unit 1311: Cottage | Garden View | Deuce

Unit 1311: Cottage | Garden View | Deuce
Napeague
8.0 out of 10, Very good, (2 reviews)
"Great location a few steps always from the ocean and a few minutes away from town"
United States
Jessica S.
The price is HK$3,215
HK$5,995 total
includes taxes & fees
13 Sept - 14 Sept
Unit 1311: Cottage | Garden View | Deuce

13. Safari Tent Glamping,D27-CedarPt, East Hampton, NY

Safari Tent Glamping,D27-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (4 reviews)
"great"
United States
Fiona B.
The price is HK$1,517
HK$2,432 total
includes taxes & fees
13 Sept - 14 Sept
Safari Tent Glamping,D27-CedarPt, East Hampton, NY

14. 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, (186 reviews)
"Fantastic location, great stay as always. Perfect for a weekend getaway."
United States
Jaime M.
The price is HK$972
HK$2,271 total
includes taxes & fees
11 Oct - 12 Oct
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

15. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (291 reviews)
"Great place!"
United States
Christine
The price is HK$2,266
HK$3,288 total
includes taxes & fees
5 Oct - 6 Oct
Cliffside Resort Condominiums

16. "Ashby-Randall": Riverview Getaway Downtown Mystic

"Ashby-Randall": Riverview Getaway Downtown Mystic
Mystic River Historic District
9.6 out of 10, Exceptional, (18 reviews)
"Beautiful little spot very convenient to everything in Mystic loved it will definitely stay again"
United Kingdom
Wendy W.
The price is HK$1,844
HK$3,297 total
includes taxes & fees
14 Sept - 15 Sept
"Ashby-Randall": Riverview Getaway Downtown Mystic

17. Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
Pipes Cove
10.0 out of 10, Exceptional, (31 reviews)
"We had a great stay!! "
United States
Callie E.
The price is HK$1,376
HK$3,337 total
includes taxes & fees
16 Sept - 17 Sept
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

18. Harbor Heights

Harbor Heights
Pipes Cove
10.0 out of 10, Exceptional, (24 reviews)
"Perfect spot to stay on the North Fork!"
United States
Steven R.
The price is HK$1,137
HK$2,500 total
includes taxes & fees
5 Oct - 6 Oct
Harbor Heights

19. Lovely studio with AC in charming Sag Harbor

Lovely studio with AC in charming Sag Harbor
Sag Harbor
6.0 out of 10, (1 review)
"For a last minute trip, we couldn't beat the location. Less than 10 minutes from Sag Harbor and Bridgehampton main streets as well as from Sagaponack beaches. The space is quaint and offers everything you need, a small kitchenette, a work desk, outdoor space. There was several communications sent regarding privacy and not interacting with other guests on property which I can appreciate but felt excessive.My two biggest complaints and likely why I would not rebook was first the cleanliness of the...
United States
Emily t.
The price is HK$1,921
HK$4,301 total
includes taxes & fees
16 Sept - 17 Sept
Lovely studio with AC in charming Sag Harbor

20. Charming 1845 Home in the Heart of Mystic – Walk to Everything!

Charming 1845 Home in the Heart of Mystic – Walk to Everything!
Mystic River Historic District
9.8 out of 10, Exceptional, (178 reviews)
"Great location "
United States
Brian S.
The price is HK$1,484
HK$2,921 total
includes taxes & fees
7 Oct - 8 Oct
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

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 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. Our travellers also rate Private access Ocean beach.Perfect home for families! as a favourite home for rent in Montauk.

How many holiday rentals are there in Montauk?

Choose from 332 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 Montauk Downs State Park.

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.