Holiday houses in Montauk

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Top-rated holiday rentals in Montauk

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Top Guest favourite
Home in The Hamptons
4.9 out of 5 average rating, 108 reviews

Private + serene Hampton home Near all attractions

Get away to your private, serene, chic Hamptons home, any time of year! Enjoy the comforts of your own house. Curl up at the wood burning fireplace, cook in the large Chef's kitchen, enjoy the 80' streaming TV. Spark up the BBQ + firepit under the starry sky! During summer, swim in your pool all day, walk 1 block to the marina + cafe. You'll be nestled in nature; just 5-10 minutes to many beaches, Main Street, East Hampton shopping, Amagansett Square, restaurants, coffee shops + so much more

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, 480 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

Guest favourite
Home in The Hamptons
4.88 out of 5 average rating, 114 reviews

Hamptons Oceanfront Oasis

Escape the hustle & bustle of city life and unwind at this stunning home in the Hamptons. The oceanfront oasis is the perfect way to wake up to ocean views, beaches and nearby restaurants. Relax on our spacious deck - perfect for morning coffees & sunset cocktails. It is just a short drive to the train station & only 15 minutes from the airport for quick getaways. For your safety, the home is equipped with Ring cameras and one-use key codes. Book now and experience the ultimate Hamptons escape!

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, 114 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!

Top Guest favourite
Place to stay in The Hamptons
4.97 out of 5 average rating, 146 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 modern black-clad home is visible with large windows reflecting soft light. Lounge chairs line the pool area, accompanied by umbrellas providing shade. A playful inflatable is positioned in the sparkling aqua pool, framed by lush greenery creating a serene outdoor environment.
Cottage in The Hamptons
4.77 out of 5 average rating, 108 reviews

Spacious East Hampton Getaway with Pool

This bright and comfortable 3 bedroom, 2 bath Scandinavian home awaits! Located just a 5 minute drive Sag Harbor and 10 minutes to the heart of East Hampton to enjoy beaches, shopping, restaurants and bars. The light hardwood floors create a crisp feel that you have to witness. The first floor's two guest beds open out to a lovely eat-in kitchen with dining and living rooms featuring a wood-burning fireplace and pool to check every box for year-round fun.

Top 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
4.99 out of 5 average rating, 110 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 Hampton's! 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 bright living room features tall windows that allow ample natural light. A modern sofa and coffee table are arranged on polished wooden floors. A large copper fireplace serves as the focal point, surrounded by minimalistic decor, creating a spacious and inviting atmosphere.
Home in The Hamptons
4.89 out of 5 average rating, 133 reviews

Light-filled Sag Harbor village gem

Midcentury style in the heart of Sag Harbor Historic district. Soaring 20-foot floor-to-ceiling windows and skylights throughout offer the ideal indoor-outdoor experience for enjoying all seasons. Featured in Home & Garden, the house is situated on sprawling grounds, one of the largest lots in Sag Harbor. In the winter, enjoy the Scandinavian sauna and lounge in front of the fireplace. Gunite pool open May 25 to Sept 3.

Top Guest favourite
Home in The Hamptons
4.99 out of 5 average rating, 234 reviews

Designer Historic Beach Farmhouse - Christmas Free

Tucked away on a private lot, just minutes from East Hampton Village, Amagansett Village, and Ocean Beaches this 3-bedroom, 2.5-bath cottage features a heated saltwater pool & Mahogany outdoor shower, outdoor lounge area, and charming children’s playhouse - creating the perfect setting for relaxing days spent at home.

Guest favourite
A spacious backyard features a heated swimming pool surrounded by a sun deck, adorned with loungers. Lush greenery and trees provide a natural backdrop to the inviting setting, while a charming house is visible in the distance.
Home in The Hamptons
4.88 out of 5 average rating, 128 reviews

4 BD w/ Heated Pool in E Hampton, Fully Furnished

Rent a beautiful and spacious 4 bedroom/3 bathroom property in East Hampton with a heated swimming pool in the backyard. This three level house with large kitchen, central A/C, BBQ in the backyard, and a garage is the perfect place to entertain guests or to relax and escape in East Hampton.

Top Guest favourite
A compact entryway features a mirrored console table with lighting, enhancing the sense of space. A small dining area with two stools is positioned beside a refrigerator. A plant sits on the table, adding a touch of greenery. Soft seating and a rug complete the inviting atmosphere.
Apartment in The Hamptons
4.94 out of 5 average rating, 218 reviews

Private paradise 3 min from town ice skating pond!

Located close to everything three minutes from town five minutes from the beaches you have your own pond to ice skate on in the winter months. Home is 2 minutes from Montauk Downs State Park and Golf Course. 5 minutes from Ditch Plains surfing, 8 minute walk to town.

Popular amenities for Montauk holiday rentals

When is the best time to visit Montauk?

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Avg. price$751 AUD$751 AUD$751 AUD$604 AUD$733 AUD$876 AUD$1,141 AUD$1,236 AUD$787 AUD$692 AUD$751 AUD$784 AUD
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 870 holiday rentals in Montauk

  • Verified guest reviews

    Over 21,180 verified reviews to help you choose

  • Family-friendly holiday rentals

    540 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 230 rentals that welcome pets

  • Holiday rentals with a pool

    410 properties feature pools

  • Rentals with dedicated workspaces

    400 properties have a dedicated workspace

  • Wi-Fi availability

    830 of Montauk holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Beachfront, Self check-in and Gym across Montauk rentals

  • 4.8 Average rating

    Montauk stays are highly rated by guests—averaging 4.8 out of 5!

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