
Vacation rentals in Montauk
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Top-rated vacation rentals in Montauk
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Popular amenities for Montauk vacation rentals
Montauk beach vacation rentals

Savor Blazing Ocean Sunsets at a Soothing Beachfront Haven
We absolutely loved our quick getaway from the city at Kate’s lovely home. It is hard to articulate in words just how beautiful of a home and location this was. It was truly magical. We were very comfortable as a family traveling with young children. Despite the weather being a bit chilly, we had a wonderful time soaking the views and discovering “treasures” by the water. We cannot wait to come back again soon.

A-Frame cabin with private beach & epic sunsets
Amber’s place was immaculate and stunning. This was my 2nd time staying and it was just as magical! The place had plenty of space for a family of 3 and the washer/dryer was very convenient. We had a great time and would stay here again!

Westshore Luxury
such a wonderful stay and responsive host!very clean, so close to the beach, large living room, stocked kitchen, so so great!! thank you for such an awesome stay! you won’t regret choosing this home :)

Year Round Beach House in Old Saybrook, CT.- Pets
Laurie s place is very nice, spacious and clean. Plenty of space to eat, hang out and 2 bath. The fenced in yard is great for dogs or kids. We weren't in full summer season so we're not taking advantage of the beach and water options but they offer alot. Allowed for an early check in which was great as we were in town for a memorial service.

Bay's Edge Vacation Get a Way
Earl, was great to work with. We were only there for few hours. However I would recommend highly and will look to stay here again should work bring me back out that way.

Beach House steps from sand & Amazing Views
Beautiful home with lovely views. Great kitchen for cooking. We had 8 of us and the house was spacious and welcoming for the group.

6 minute walk to Ditch Plains Beach
We had a wonderful time! Lisa was incredibly proactive with all check-in and check-out instructions. The location was exactly what we wanted-- close to downtown and walkable to a beach. The rooms were great, and we loved the space downstairs for socializing. Everything was beautifully decorated and set the stage for a perfect weekend escape. We hope to be back soon!

Modern Beach Mood 2!
Wow! What a place! We were all blown away by the home from the living arrangement to the small details. The patio was amazing for enjoying the nights and the walk to the beach was very manageable. The patio space in the back was perfect for enjoying the cool nights. Cole was fantastic in hosting with setting the expectations with extra videos after booking. Cole was also very responsive and understanding. Next time I am booking in the Milford area, this will be the first listing I check for availability.
House rentals in Montauk

Sag Harbor House for rent.
Ed was great at communicating, house was everything we could have asked for. Would definitely book again!

Welcome To Piper's Rest
It was wonderful stay and I’d go back anytime

4 Bed, 2 Bath, Southampton, L.I.
This was my second time staying here, and probably won’t be the last. A perfectly wonderful Hamptons home, with a beachy, rustic charm. It’s close to all, yet on a quiet street with a great backyard. David is a fantastic host, everything was spelled out clearly and the home was spotless.

Brand new house with an all year round hot tub.
Such a great house for a group! Well kept and very accommodating. Will definitely be back

Private beach, fully updated house, on 2 acres.
This home is beautiful and so spacious! Proximity to East Hampton and Springs, yet very private and peaceful. Couldn’t recommend enough!

Southampton Escape, Heated Pool, hot tub, 3 bed,
The house was great! Our two infants loved the large deck and pool. So close to town and the beach. It was a perfect getaway!

Southampton Shinnecock Hills SummerFall 25 rentals
This place was perfect !! Our out of town family felt right at home! Close to village & restaurants! Super cozy!!!

Beach Neighborhood House
We absolutely loved this charming home. It’s about a mile from the train station, as well as the waterfall, downtown area. It’s walkable, but parking was also easy. The lovely beach was a few blocks away. It’s an older home that has been updated without losing the character of the house.
Beach house rentals in Montauk

Newly Built Beach House Getaway
The location was amazing and the house was beautiful. One of the nicest air BnB I’ve stayed in!

Beach Home & Garden Paradise
We loved our stay at this beach house. The house was gorgeous, and we especially loved gathering around the huge island in the kitchen. My 5 year old son loved the beach which was just a stones throw away. Would definitely stay again!

Cornfield Point Beach House View
Chloe's home was perfect for our stay as we wanted to be near my son in Old Saybrook. She was responsive and accommodating with my questions and needs always getting back to me right away. Check in was easy and I received emails all along the way which was helpful as I am a first time airbnb person. The home was immaculate with everything as it said it would be. I would definitely stay again and recommend this home.

Chalker Beach House Steps to the Water
Stayed here when I came back to visit my hometown-was a peaceful and beautiful New England cottage! The place had everything needed and was very clean! Would love to stay again in the summer time!

La Sirena Beach Cottage
House was just as it looked in the pictures - beautifully decorated. Has everything needed for a vacation. Comfortable, bright and cheerful. Back yard was private. House was fully stocked with what was needed along with beach supplies in the outdoor shed. Quick walk to the beach. Would easily rent again!

The Seashell House
This place was perfect! We were pleasantly surprised by all there was to do in the area nearby and the house came stocked with everything we could’ve needed!

Bohemian Beach Oasis- Private Beach
This place is beautuful inside and has every ammenity needed and Ben is the perfect host. I highly recommend his place!

Fenwood Coastal Getaway Private Beach Access
Jasons house was a perfect, comfortable stay for our group attending a wedding. It is a block from the water and gives you access to the private beach. The beds and couch were very comfortable and the space was clean.
Quick stats about vacation rentals in Montauk
Total rentals
870 properties
Total number of reviews
20K reviews
Family-friendly rentals
540 properties are a good fit for families
Pet-friendly rentals
230 properties allow pets
Rentals with a pool
380 properties have a pool
Rentals with dedicated workspaces
420 properties have a dedicated workspace
Your guide to Montauk
All about Montauk
For more than 4,000 years, the Montaukett Native Americans lived on these lands — hunting, fishing, and farming cattle and sheep. They used what is now Ditch Plains Beach as a lookout point, since the surrounding moorlands kept the beach hidden until it’s seen at the edge of the cliff. It’s from the Montaukett name that the hamlet of Montauk got its name. These days, locals tend to refer to the area as “The End,” since there is no land point beyond its borders. But with 5,000 acres of beach and parklands, getting to Montauk is simply the beginning of endless outdoor adventures.
The best time to stay in a vacation rental in Montauk
The warm summer days serve as a magnet for weekenders looking to book one of the area’s vacation rentals, don their chicest beachwear, and bask in the comfortable temperatures in the 60s and 70s Fahrenheit. Winters hover in the upper 20s to mid-40s, so travelers generally stay away during the short days, since it isn’t just cold, but rainy and windy too. Fall and spring can range from the upper 30s to upper 60s, but it’s still no match for the peak outdoor season from mid-June to late September. As a peninsula surrounded by the Atlantic Ocean and Block Island Sound, the ocean breeze can be strong at times, so a windbreaker or light jacket is recommended, even on sunny days.
Top things to do in Montauk
Ditch Plains Beach
The further east you go in Long Island, the bigger the waves get. As the easternmost point, Ditch Plains is best known for its incredible surfing conditions. But sunbathers, swimmers, and dog walkers also frequent the lifeguarded beach.
Hither Hills State Park
The 1,755-acre park has a two-mile ocean beach, a 190-site campground, and a 40-acre freshwater lake for fishing, as well as a trail through the walking dunes.
Montauk Lighthouse Museum
At the tip of the peninsula is New York state’s oldest lighthouse, authorized under George Washington in 1792 and completed in 1796 — and still in use today. There are 137 iron steps to the top of the 110-foot tower, and the lights, which flash every five seconds, can be seen up to 19 nautical miles away.
Frequently Asked Questions
How is the weather in Montauk?
Montauk experiences a temperate climate. Summers are warm with highs around 80°F (27°C), perfect for beach activities. Winters are colder, with temperatures often below freezing, but provide a quieter, serene ambiance. Remember to check the forecast before planning any outdoor activities.
What are some of the best things to do in Montauk?
Visitors to Montauk often enjoy hiking in the state parks, surfing at Ditch Plains Beach, visiting the Montauk Point Lighthouse, or exploring the local cuisine at Montauk Harbor. Fishing is also popular, with Montauk known as 'The Fishing Capital of the World'.
What is the best time of year to visit Montauk?
The most frequented time to visit Montauk is during the summer months, when the weather is warm and outdoor activities are in full swing. The annual Montauk Music Festival in May and the Montauk Seafood Festival in September are popular local events.
What are the best places to stay in Montauk?
Popular areas to stay in Montauk include the town center for its proximity to restaurants and shopping, Montauk Harbor for its scenic views and seafood, and Ditch Plains for its well-known surf spot. Staying near Montauk Point Lighthouse offers serene, natural surroundings.
What are the best places to visit in Montauk?
Explore the Montauk Point Lighthouse, a historic beacon located at the easternmost point of Long Island, which also has a museum detailing its history. The Montauk Point State Park is often recommended for its beautiful hiking trails and fishing spots. If you're interested in marine life, you might want to visit the Montauk Marine Basin. For lovers of modern art, The Leiber Collection is a frequently suggested spot housing an extensive collection of modernist works.
What are some hiking trails in Montauk?
Montauk has plenty of trails for hikers of all levels. The Walking Dunes trail reveals shifting sand dunes, while the trail at Shadmoor State Park takes you along cliffs with ocean views. Camp Hero State Park has diverse trails through woodlands and along beachfronts.
What are some family activities to do in Montauk?
Families can explore the Montauk Point Lighthouse, enjoy the views at Montauk Point State Park, or learn about local marine life at the Montauk Marine Basin. Surfing at Ditch Plains Beach is also a fun activity for families with older children.
What are some of the best day trip ideas in Montauk?
Day trips from Montauk could include a visit to the bustling town of East Hampton, taking a ferry to Block Island, or exploring the vineyards on the North Fork. A nature-focused day could involve bird watching at the Morton National Wildlife Refuge.
Are there vacation rentals near Montauk's top attractions?
You're in luck! Stay at the heart of it all with our vacation rentals near Montauk's top attractions. We offer over 1,270 vacation rentals near The Crow''s Nest, and over 1,190 vacation rentals near Montauk Point Lighthouse, and so much more! Experience the best of Montauk right on your doorstep.
Are there vacation rentals with a dedicated workspace in Montauk?
Yes! Work meets play with ease at over 420 vacation rentals in Montauk featuring dedicated workspaces. Stay connected and productive in your home away from home.
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- Beach
- Charlestown Beach
- Southampton Beach
- Easton Beach
- Foxwoods Resort Casino
- Napeague Beach
- Ocean Beach Park
- Cooper's Beach, Southampton
- Quotonset Beach
- Shinnecock Hills Golf Club
- Giants Neck Beach
- Blue Shutters Beach
- Clinton Town Beach
- Amagansett Beach
- Shennecossett Beach
- Attawan Beach
- Long Island Aquarium
- Clinton Beach
- Groton Long Point Main Beach
- The Breakers
- Shoreham Beach
- Barbara Pine Memorial Beach
- Kenneys Road Beach
- Grove Beach
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