Holiday houses in Montauk

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Top-rated holiday rentals in Montauk

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Guest favourite
A bright living area features a light grey sofa paired with two black chairs, positioned around a glass coffee table. Large windows allow natural light to fill the space, while a minimalist fireplace offers visual interest. A small desk is visible against the wall.
Home in The Hamptons
4.95 out of 5 average rating, 483 reviews

Silver House: 3BR Home with Private Beach Access

Located on a half-acre property surrounded by tall oak trees, this three-bedroom, two-bathroom home is the perfect getaway. The house is part of the Clearwater Beach community with private beach access. The recently renovated kitchen and bathrooms are modern and minimal. Natural light floods the space throughout the entire house. Here is your perfect getaway from the chaos of city life The fireplace is NOT available for guest use. Early check-in and late check-out are NOT available in season

Top Guest favourite
Two wooden Adirondack chairs are positioned on a spacious sun deck, overlooking expansive views of lush greenery and the waterfront. The bright blue sky complements the serene atmosphere, creating an inviting space for relaxation and enjoyment of the natural surroundings.
Condo in The Hamptons
5 out of 5 average rating, 245 reviews

Montauk Waterfront Condo w/ Sunset Views

Modern 1 Bedroom Condo in gated community (Rough Riders) with sunset views from beautiful deck. The community has multiple tennis courts, pool, jacuzzi, and sauna (pool / sauna / jacuzzi only open Late May - early October). The property is great for walks along the boardwalk and many guests enjoy swimming off the pier. The unit is less than a 5 minute car / Uber ride to town and a short 5-10 minute walk to Navy Beach and Duryea's. Strong wifi in unit, Smart TV ( Netflix, etc, - no cable)

Guest favourite
An open-concept living space features a dining area with a rectangular wooden table adorned with a decorative bowl. A spacious couch is positioned near a fireplace, with large windows allowing ample natural light. A stylish chandelier hangs above, complementing the high, pitched ceiling.
Villa in The Hamptons
4.99 out of 5 average rating, 112 reviews

East Hampton Village Fringe, Renovated with Pool

This remarkable East Hampton home, nestled along a quiet cul-de-sac, is just moments from shopping, restaurants, and ocean beaches. The residence features an abundance of natural light, crisp neutral color tones, and tall, pitched ceilings that enhance the sense of space. The calming, heated pool provides a perfect retreat for relaxation. Please review our disclosures and house manual to ensure this home meets your needs and expectations. We want to make sure it’s the perfect fit for you.

Top Guest favourite
An open living area features a comfortable sectional sofa and a large area rug, with natural light streaming through multiple windows. A dining table is visible, accompanied by stools, and the kitchen area includes modern appliances and a view into the outdoor patio space.
Apartment in The Hamptons
4.95 out of 5 average rating, 116 reviews

Modern Montauk retreat with wood stove by Harbor

Scandinavia meets Montauk in this sophisticated, comfy, all-season getaway with open-plan interior & large, private fenced yard. • 950 sq ft, 2 BRs (compact but comfy), 1 Ba, full high-end kitchen, W/D, A/C • Wood stove, Solo stove, patio, outdoor shower, high-end linens & furnishings/decor • Steps to LI Sound & Harbor. 3 mi to ocean/Town • Owner is in a private studio w/ own entrance in the house. No shared spaces! • Ask about dogs & flexible rental periods CLICK MORE for IMPORTANT INFO!

Superhost
A bright living space features a classic sofa, two armchairs, and decorative lighting. A stone fireplace adds a cozy element, while a large window invites natural light. Indoor plants provide greenery, and a kitchen area with modern appliances is visible in the background.
Home in The Hamptons
4.85 out of 5 average rating, 134 reviews

Sag Harbor Wonder, 3 bedroom 2 Bath & Heated Pool

Situated on a half-acre of land, this classic shingle cottage with brand new designer interiors offers the ideal Hamptons getaway. Located in the picturesque village of Sag Harbor, less than a mile from town, bay beaches. 10 minute drive to Wolffer & ocean beaches. 3 bedrooms, 2 modern bathrooms and heated pool with mature landscaping offers a relaxing escape. Please read the additional disclosures, guidelines, and rules. No events, no parties, no smoking – no exceptions!

Top Guest favourite
Place to stay in The Hamptons
4.97 out of 5 average rating, 147 reviews

Walk-To-The-Beach House In The Dunes

(Weekly in season! Please inquire before booking!) This south-of-the highway artist residence is just three minutes by foot to the ocean. Up to 4 bedrooms + a queen sleeping loft, 2 full en site indoor bathrooms, one half off common room, 3 massive outdoor bathrooms, new central AC, multi-zone hi-fi, x2 two-person soaking hottubs. Fireplace, propane and charcoal grills, fiberoptic internet at blazing 500mbps! Only 6 mins to Montauk or Amagansett. Short walk to jitney stop.

Superhost
A view from the balcony overlooks the pool area, featuring a clear blue pool surrounded by lounge chairs. Colorful umbrellas provide shade for several tables, while the surrounding buildings reflect a simple, two-story design.
Condo in The Hamptons
4.8 out of 5 average rating, 241 reviews

Montauk Royal Atlantic Beach Resort North

My place is at Royal Atlantic Beach Resort North. The beach is across the street and can be seen from my front door. The Suite is within walking distance to town with great restaurants, live music and dancing, mini-golf, paddle boarding and sailing. You can walk the cliffs at Shadmoore State Park where you’ll see the famous hoodoos. It’s good for couples, solo adventurers, business travelers and families. No pets allowed. No smoking. Cable TV has 100 channels.

Guest favourite
An inviting living area is presented, featuring a white brick fireplace as a focal point. Comfortable seating includes light-colored sofas adorned with varying throw pillows. Large windows allow natural light to fill the space, and double doors lead to the outdoor area.
Holiday home in The Hamptons
4.97 out of 5 average rating, 112 reviews

2 BR apartment near ocean in Hither Hills

Relax and enjoy a peaceful stay that is a 3 block walk to one of the most beautiful ocean beaches in the Hamptons! This apartment is located in a beautiful, wooded, quiet neighborhood. Town is 1.5 miles away. This apartment has an open concept living space with a fully equipped kitchen. There are 2 cozy bedrooms and one bath with a walk in shower. We prefer families and mature adults. We supply beach towels, chairs, umbrella and beach wagon.

Guest favourite
A serene lakeside scene features several white Adirondack chairs arranged on a grassy area by the water. The sky showcases vibrant hues of orange, pink, and blue, reflecting off the calm lake surface. Reeds border the shoreline, adding to the tranquil atmosphere.
Apartment in The Hamptons
4.98 out of 5 average rating, 163 reviews

Duffy's On Lake Montauk 3

Recently renovated in soft blues and whites, these sleek units offer a full kitchen, washer/dryer, living area and large deck steps from Lake Montauk. Paddle boards , kayaks and beach chairs offered. All units have Bose players and Roku. The units sit at a 90 degree angle to the lake with partial lake views from the deck. The lake and beachfront are a 1 minute walk from the unit. PRICES INCLUDE SUFFOLK COUNTY SALES AND OCCUPANCY TAX

Guest favourite
A spacious and heated swimming pool is surrounded by a brick patio and lush green landscaping. Two lounge chairs are positioned nearby, offering a tranquil spot to relax. The serene setting is enhanced by mature trees bordering the pool area.
Home in The Hamptons
4.87 out of 5 average rating, 115 reviews

Cheerful East Hampton home with Pool

Situated off of a quiet lane on one and a half-acres of land, this amazing residence offers a peaceful and quiet Hamptons getaway. The home consists of 4 wonderful bedrooms, 3.5 modern bathrooms, a heated pool & mature landscaping. Additionally, please read my disclosures and "rules". Not a party house. No Events, parties & No smoking will be permitted. The house is beautiful, tranquil and very comfortable. THANK YOU!

Guest favourite
An outdoor dining area is located beneath a wooden pergola, surrounded by a spacious lawn. A stone patio features a table with blue metal chairs. Lush greenery is visible in the background, along with a cottage painted in muted colors, accented by vibrant flowering bushes.
Cottage in The Hamptons
4.87 out of 5 average rating, 117 reviews

Secluded 1Br cottage on the lake, close to Ditch

This is the best of Montauk living, right by the lake, close to Ditch, and with an incredible, lush front yard suitable for outside dining or having a couple friends over for dinner. Walk down to the lake to enjoy the sunset, or stroll over to the Crow's Nest for drinks or dinner. No need to drive, it's well within walking distance. Join the many that have experienced the magic of our cottage at South Lake.

Guest favourite
The exterior of the beach house is presented, showcasing a dark blue façade complemented by a wooden deck. A white door is visible, flanked by two large windows that allow natural light. Surrounding greenery adds to the inviting entrance.
Home in The Hamptons
4.9 out of 5 average rating, 485 reviews

DITCH PLAINS SURF HOUSE

Beach house on quiet street, 200 yards to Montauk's best surfing beach, Ditch Plains. The house is a simple all white home with 2 decks, BBQ, bikes, kayak, and easy open floorplan. You can hear the ocean all day long on this hidden Montauk street. Easily walk or bike to the beach, where you find waves, food trucks in the summer & miles of sand and ocean heading west to Montauk.

Popular amenities for Montauk holiday rentals

When is the best time to visit Montauk?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$871 NZD$871 NZD$871 NZD$700 NZD$850 NZD$1,015 NZD$1,323 NZD$1,433 NZD$912 NZD$803 NZD$871 NZD$909 NZD
Avg. temp-2°C-1°C3°C8°C13°C18°C21°C21°C17°C11°C6°C1°C

Frequently Asked Questions

  • What are the best places to stay in Montauk?

    Montauk has a range of stays near the harbor, beaches, and in tranquil, wooded areas. Many guests seek out homes near the water for surf, sunsets, and quick access to the area’s coastal paths.

  • What are the best things to do in Montauk with kids?

    Families often explore the Montauk Point Lighthouse, enjoy sandy beaches, or visit nature centers around the area. Picnic spots, tide pools, and easy walking trails make it simple for kids to connect with coastal nature.

  • What are some of the best things to do in Montauk?

    Explore Montauk Point Lighthouse, wander the trails at local state parks, or unwind on sandy beaches. Surfing, fishing, and fresh seafood are frequently suggested activities for visitors.

  • How is the weather in Montauk?

    Montauk has cool winters with temperatures often between 19–39°F (-7–4°C), and warm summers around 60–80°F (16–27°C). Pack layers and a jacket, as breezes from the Atlantic can make evenings cooler year-round.

  • What are the best places to visit in Montauk?

    Montauk Point Lighthouse is often recommended for its views and history, while Hither Hills State Park draws nature lovers to its dunes and woodlands. The town’s harbors and relaxed beaches show Montauk’s coastal character.

  • What are some hiking trails in Montauk?

    Hither Hills State Park has trails through woods and dunes, while Shadmoor State Park features cliffside paths overlooking the ocean. The Montauk Point State Park area invites visitors to walk coastal trails with lighthouse views.

  • What are some family activities we can do in Montauk?

    Families can explore Montauk Point Lighthouse, fly kites or picnic at Kirk Park Beach, and look for shells on area shorelines. Nature centers and gentle trails invite curious minds to discover local plants and wildlife.

  • What are some of the best day trip ideas from Montauk?

    Travelers often explore nearby state parks, local vineyards, or the arts scene in villages around the East End of Long Island. Scenic lighthouses and farm stands add distinct experiences close to Montauk.

  • Are there any pet friendly accommodations available in Montauk?

    Montauk has pet-friendly accommodations, with many welcoming pets in beach cottages, harborside homes, and peaceful neighborhoods. Local parks and some beaches also have areas where dogs can stretch their legs.

  • What are some local tips for visiting Montauk?

    Arrive early at popular beaches and pack sun protection, as Montauk’s weather can shift quickly. Local seafood spots are often busy in summer, so consider off-peak dining or fresh-caught options from local markets.

  • What is Montauk known for?

    Montauk is known for its fishing heritage, iconic lighthouse, and robust surf culture. Sandy beaches, nature trails, and locally sourced seafood are central to the area’s identity.

  • What are the best hidden gems to explore in Montauk?

    Explore the quieter walking paths at Camp Hero State Park or the rocky coves around Montauk’s less-traveled beaches. Locals sometimes mention tucked-away art galleries and small bakeries near the village center.

  • What are the best foods to try in Montauk?

    Fresh seafood is often recommended—think clam chowder, lobster rolls, and local fish. In summer, farm stands serve up sweet corn and ripe tomatoes, while bakeries often feature pies made with Long Island berries.

  • What should I bring for a trip to Montauk?

    Bring comfortable layers for changing weather, a windbreaker, sun protection, and swimwear. Many visitors also pack sturdy shoes for walking trails and a camera for ocean sunrise or sunset photos.

  • What is the nightlife in Montauk like?

    Montauk has relaxed bars with live music, coastal eateries for sunset views, and occasional beach bonfire gatherings. Local spots often feature ocean-inspired decor and a friendly, laid-back vibe.

  • What are the most popular events or festivals in Montauk?

    Popular events in Montauk often include summer music and art festivals, local seafood celebrations, and fishing tournaments. Events around Labor Day weekend and the late spring season are especially lively.

  • Are there family friendly vacation rentals in Montauk?

    Montauk has vacation rentals that welcome families, including homes with multiple bedrooms, outdoor spaces, and proximity to beaches or parks. Local neighborhoods offer quiet retreats for group gatherings and children’s activities.

  • When is the best time to visit Montauk?

    Late spring through early fall is often recommended for milder weather, outdoor events, and lively beaches. Off-season visits offer a quieter pace and dramatic coastal scenery.

Quick stats about holiday rentals in Montauk

  • Total holiday rentals

    Explore 850 holiday rentals in Montauk

  • Nightly prices starting at

    Montauk holiday rentals start at $17 NZD per night before taxes and fees

  • Verified guest reviews

    Over 21,610 verified reviews to help you choose

  • Family-friendly holiday rentals

    530 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 230 rentals that welcome pets

  • Holiday rentals with a pool

    400 properties feature pools

  • Rentals with dedicated workspaces

    390 properties have a dedicated workspace

  • Wi-Fi availability

    820 of Montauk holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Beachfront, Self check-in and Free parking on premises across Montauk rentals

  • 4.9 Average rating

    Montauk stays are highly rated by guests—averaging 4.9 out of 5!

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