Holiday houses in Montauk

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Top-rated holiday rentals in Montauk

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Top Guest favourite
The image showcases a spacious outdoor area featuring a heated gunite pool surrounded by manicured grass. Four loungers with umbrellas are positioned near the pool, while a cozy seating arrangement is visible on the patio. A charming cottage is seen in the background.
Cottage in The Hamptons
4.96 out of 5 average rating, 101 reviews

Modern Southampton Cottage | Heated Pool & Peloton

Modern Hamptons cottage with mid-century modern interior, our 3 bedroom/ 2 bathroom cottage is set on manicured grounds and perfectly equipped for your stay. Heated gunite pool (summer months only) with retractable cover, Peloton bike and Central Air throughout. Newly renovated kitchen with high end appliances, large outdoor deck perfect for entertaining with new Weber grill. Private driveway accommodates 4 cars. 4 adult bicycles. 8 min ride to Southampton village. 15 min to Coopers Beach.

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, 487 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
A light blue house features a welcoming front porch with bright blue chairs. The well-maintained lawn is surrounded by a white picket fence and shaded by a leafy tree. A gravel driveway leads to the garage, creating an inviting outdoor space.
Cottage in The Hamptons
4.93 out of 5 average rating, 167 reviews

Montauk Cottage Escape

EH Town Rental Registry: 23-483 Escape to Montauk’s Quiet Side- Enjoy the peaceful beauty of Montauk in the off-season from this updated, spacious, comfortable home - close to town, beaches, and scenic trails. Between cozy nights in and crisp coastal walks, this is the perfect retreat for a weekend getaway or a work-from-home reset. Reliable Wi-Fi and a fully equipped kitchen make it easy to settle in for a few days—or weeks. Dogs are welcome with prior approval (Additional pet fee applies.)

Top Guest favourite
A sandy beach extends toward calm waters in the distance, framed by a clear blue sky. Gentle waves ripple towards the shore, while tire tracks are visible in the smooth sand, indicating recent use. The scene offers an unobstructed view of the serene coastline.
Guest suite in The Hamptons
4.97 out of 5 average rating, 117 reviews

Twin Pond Ocean View Studio 3

Semi-private path to one of the best beaches in Montauk. Imagine not having to deal with Ditch parking but beach passes included! Twin Pond is a compound on 2.5 acres on Old Montauk Highway. Studio is one of 7 units—galley kitchen (no cooktop) with 180 degree views (1) Qn Size Bed. Walk to Town & restaurants. Modern chic with flat screen TV and WiFi. Ideal for couples/single. Outdoor furniture and a gas grill. Dog fee is $250 per dog. Only small to medium size dogs. No cats or other animals.

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, 119 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
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, 114 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
Home in The Hamptons
4.88 out of 5 average rating, 222 reviews

Laid Back Bungalow btwn Surf Lodge, Beach & Town

Welcome to Casa Bungo, our laid-back, surf inspired beach bungalow in the heart of Montauk. Located on Edgemere Street, in between Surf Lodge & downtown and walking distance to the beach, our 2-bd bungalow is perfect for families or two couples. Owned by the husband and wife team behind Studio MTK, a local interior design firm, this is Montauk at its best! Follow us @studiomtk to learn more! EH Rental Registry: 24-1259

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, 118 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, 489 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.

Guest favourite
The living area features open ceilings with exposed rafters, complemented by natural wood beams. A light-colored sofa is positioned with accent pillows, paired with two wicker chairs around a rustic wooden coffee table. Large windows allow ample natural light, creating a bright and welcoming space.
Home in The Hamptons
4.89 out of 5 average rating, 155 reviews

Waterfront House on Fort Pond, MTK

Spacious house right on Fort Pond with relaxed bohemian vibe. Enjoy the open kitchen, reclaimed wood beams, and hand crafted furniture. Access directly to the water from the back yard. There are two other cottages that are two bedrooms each on property as well. We do live on the property full time and enjoy making our space a safe and clean environment.

Top Guest favourite
The living area features two comfortable sofas, a wooden coffee table, and a dining table set for four. A window allows natural light to fill the space, while decor accents create a relaxed environment. Air conditioning unit is visible on the wall.
Cottage in The Hamptons
4.97 out of 5 average rating, 358 reviews

Carriage House - Cottage in East Hampton Village

Darling cottage in East Hampton Village. Situated in a historic picturesque tree-canopied neighborhood. Easy stroll to Newtown Lane and Main Street shops. (1/2 mile). Classic atmosphere. Very comfortable, bright, and clean. A perfect place from which to enjoy East Hampton and the surrounding area. Fully renovated (2019).

Popular amenities for Montauk holiday rentals

When is the best time to visit Montauk?

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Avg. price$708 AUD$708 AUD$708 AUD$569 AUD$691 AUD$826 AUD$1,077 AUD$1,166 AUD$742 AUD$649 AUD$768 AUD$813 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 850 holiday rentals in Montauk

  • Nightly prices starting at

    Montauk holiday rentals start at $14 AUD 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 Self check-in, Beachfront 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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