
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.

Chic Coastal Retreat: Modern Apt Steps from Beach
Nice ground floor apartment across the street from the beach and 2 blocks from the state park. Love the outdoors. And Delores and her brother were amazing. Friendly, responsive, and helpful.

A-Frame cabin with private beach & epic sunsets
I recently had the pleasure of staying at a charming Airbnb in Sherley. and it truly exceeded my expectations! From the moment I arrived. The check-in process was seamless. The host provided clear instructions. The apartment was impeccably clean, beautifully decorated, and well-equipped with everything I need. The location could not have been better! Situated within walking distance to local attractions, restaurants, and public transportation, I found it easy to explore.

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

Hamptons Retreat | Pool, Volleyball, Jacuzzi
Aida’s house is very nice place to stay for a getaway in the Hamptons. Amazing outdoor area. Great for traveling with kids. Aida is a great host!

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
Very beautiful house by the water nice neighborhood and very clean lovely home would love to stay here again

4 Bed, 2 Bath, Southampton, L.I.
David has a very charming home with everything you need for your stay. We will definitely be back.

Brand new house with an all year round hot tub.
I stayed here with friends for my bachelorette party and we had the best time! The house was adorable and so comfortable! The back yard was amazing and the little guest house was so cute. Our stay was in mid April, so still a bit cool for fully using the back yard, but I bet in the summer it’s even more amazing! Everything was really clean and tidy and just a nice atmosphere overall. The house was a quick drive to the town area which was great! Paula was communicative and a helpful host! Really enjoyed our visit so much!

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 Winter Rental, 3 bed, 2 bath
We were so excited to find this house available again. We were here a few years ago and always wanted to return. It was just as wonderful as we remembered. Iris is a great host. She meets every request with prompt enthusiasm. We highly recommend her and this beautiful home.

Spacious 3 Bdrm Bohemia Holbrook Stony Brook
When I first spoke to Jen on the phone, I knew right away. She was being honest and I automatically felt very comfortable with her. She explained the house exactly the way it was, and it worked perfect for my situation. It was very comfortable and I felt right at home. What really stood out for me is the breakfast and goodies that were there in the house for me. It was just enough until I was able to get to the store to buy what I needed for the home. I would highly recommend Jen and Jen’s properties
Dog friendly vacation rentals in Montauk

Twin Pond Ocean View 2 Bedroom #4
We come to Montauk often & loved this spot. Walkable & convenient to town plus a beach pass. The accommodation had plenty of space for a family with convenient parking. Highly recommend!

"NORTH APT." Renovated 1 Br Apt. In Great Location
Had an absolutely wonderful stay! Location is perfect and Jaime was incredibly friendly throughout!! He let me know that they had everything we would need.. but as a self-described obsessive packer I didnt listen. He wasn't kiding! They had beach chairs, umbrellas, and everything else you need for the perfect beach day. I brought an entire wagon of stuff and used one bag. It really is an awesome little find!!

Beach & Woods: Cozy Cabin, Hot tub, Peloton, Oh My
We had a fabulous time! Can't wait to come back. Was equally perfect for two toddlers as it was for four adults! Beautiful property, amazing hot tub, comfortable beds, great kitchen... everything was lovely.

Cozy Farmhouse Retreat in North Fork, NY
This was a great find! I booked this Airbnb for myself and 4 other girls and there was plenty of room and space for us to hangout, sleep, and get ready. Walkable to town. Extremely clean and had all the amenities you would need for a short weekend getaway. Marianne and Steven were very responsive whenever I had a question. I would totally book this Airbnb again!

Great little place just for a couple
A wonderful spot and wonderful host. Everything was cheery and thoughtfully done. I knocked off a star for the price mostly because I wasn't anticipating how expensive it is to get around by Uber in the area, and to find an accessible grocery store - otherwise necessary to have a car. Ended up ordering UberEats... my mom was at another Airbnb down the road and the difference in how we were treated as guests was astronomical. Marina did not charge me for having my little dog, there was a little firewood for us to use, fresh coffee and tea, and all the amenities! Marina was also very responsive and kind, and left a very helpful note about whether the beach is public or not. 100% recommend. In contrast, my mom felt badly treated by the host, the place was poorly kept and she felt it was way overpriced in comparison to mine (Marina's). Good thing she was able to come here during the day, and we spent most of our time here, in the yard or the short walk to the beach.

Secluded Farmhouse - Studio Apartment Style Unit
We had the most amazing time and are hopeful to come back again! We also hired Jessica, a private chef, to cook dinner for us, and not only was she accommodating to our dietary restrictions and palate preferences, but more so so seemed to go out of her way to make sure we had the perfect meal and experience. I’m telling everyone about our visit and insisting that they go. Truly, this was an 11/10 experience.

WELCOME TO THE LOVE SHACK BY THE SEA
A wonderful space for myself, my husband, and our dog!! Louis and Jennifer were extremely responsive and kind hosts who made us feel right at home!! The space is beautiful and private, in a quiet area, but still close enough to town for dinner, etc.! We would absolutely recommend and would love to come back!!

Casa Bungo | Walk to Surf Lodge, Beach & Town!
We had a wonderful stay at Steffen & Sara's charming bungalow! The location was incredibly convenient, check in was a breeze, and the house was comfortable, well-appointed, and inviting. The house was meticulously clean and well-maintained. Steffen & Sara were incredibly responsive and accommodating, making sure we had everything we needed for a great stay. We would absolutely stay here again and highly recommend it to anyone looking for a great place to stay in the area!
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
- Shinnecock Hills Golf Club
- Quotonset Beach
- Giants Neck Beach
- Amagansett Beach
- Blue Shutters Beach
- Clinton Town Beach
- Fort Adams State Park
- Shennecossett Beach
- Attawan Beach
- Long Island Aquarium
- Grove Beach
- Waterford Beach Park
- Groton Long Point Main Beach
- Groton Long Point South Beach
- The Breakers
- Shoreham Beach
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