Holiday rentals in Montauk

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Top-rated holiday rentals in Montauk

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
The image captures a spacious outdoor area featuring a large heated pool with a fountain and surrounding stone patio. Nearby, lounge chairs are arranged for relaxation, while a generous lawn stretches in the background, accompanied by a well-designed home nestled among trees.
Home in East Hampton
4.77 out of 5 average rating, 142 reviews

Sprawling Hamptons Estate with Hot Tub & Amenities

Spacious & private Hamptons Oasis. High speed WiFi. Family friendly. Massive home on 1.4 acres hosts 15 guests across 6 bedrooms, 8 beds, 4 full baths plus crib & pack 'n play. Gorgeously decorated by Judy Posey Large heated gunite pool (42 x 20 feet) hot tub and sundeck. Fireplace, over-sized kitchen w/ 3 fridges, electric wood-fired grill, huge yard, firepit, bar/lounge, Golden Tee arcade™, bikes & kayaks. Just 2 miles from towns of East Hampton and Amagansett and several white sand beaches

Top guest favourite
The interior of the cabin features a spacious bed framed by large windows that invite natural light. A small dining table is set beside a plant, and the wooden ceiling enhances the cozy ambiance. A decorative blanket adds a splash of color to the bed.
Cabin in Montauk
4.96 out of 5 average rating, 497 reviews

Tiny Cottage in Hither Woods, Montauk

A little cabin on our property in Hither Woods. A cozy hideaway conveniently located 12 minutes walk from Gurney's Beach Resort, 16 minute walk from public path to beach, and 6 minutes drive from Montauk town for restaurants and nightlife. Good for couples and solo adventurers, the space is private and homey, with outdoor shower and Chimenea fire pit. The main house is 65ft away, but we honor your privacy. The cottage comes with WiFi, window A/C and complimentary coffee or tea. Parking for 1 car

Superhost
Home in Montauk
4.83 out of 5 average rating, 103 reviews

Montauk Private Beach Bungalow

Beautiful secluded cottage tucked away at the end of cul-de-sac and surrounded by a nature preserve. Montauk’s finest waterfront dining and bars are less than a mile. The house has a large living room with a fireplace, king bed in one and a full bed with a twin bunk in the other, a full bath, and an eat-in kitchen with dining for 6. There is a large very private patio with a grill, dining table and lounge area. The private beach is stunning and a 3 minute walk from the house. Pets are welcome.

Guest favourite
A cozy bedroom features warm wood paneling and a spacious bed adorned with a colorful quilt. A vintage acoustic guitar hangs on the wall, complementing the inviting decor. Natural light filters through the window, illuminating the brick fireplace and enhancing the room's charm.
Holiday home in Montauk
4.9 out of 5 average rating, 59 reviews

Private Entrance to Duplex Apartment on Lush Acres

Private Exterior Entrance to QUEEN BED bedroom and private bath ONE FLIGHT OF STAIRS UP. 1 mile to Ditch, half mile to L.I. Sound. Quiet, Out-of-the-way 1900s house on Several Acres. 100% non-smoking both inside and out. Friendly DOGS WELCOME provided they do not chew, scratch, bark when left alone, are picked up after outside and are kept OFF furniture. NO UN-HOUSEBROKEN PUPPIES. WE ACCEPT DOGS ONLY. NO CATS OR OTHER PETS. NO EXCEPTIONS. Friendly Dogs & Chickens live on property. 2 NIGHT MIN

Top guest favourite
The living area features two rattan chairs facing a coffee table, surrounded by vibrant wall art. A cozy sofa and plants add life to the space. Natural light streams through large windows, creating a bright and inviting atmosphere.
Home in Montauk
4.99 out of 5 average rating, 120 reviews

3 BR/Pool. Walk to Beach & Town!

Welcome to Good Tauk – a cheerful, retro-inspired 3BR, 2BA cottage tucked in the heart of Montauk and walkable to town and the beach. Thoughtfully renovated and full of personality, it’s perfect for families or longer stays. The vibe is fun, relaxed, and unmistakably Montauk. Outside, unwind in your private backyard with a pool, grill, and dining patio—ideal for lazy afternoons and sunset dinners. Just minutes from the beach, town, and everything that makes Montauk magical.

Top guest favourite
A cozy living area features a light-colored sofa adorned with blue and white throw pillows. Woven armchairs flank a wooden coffee table, while a stone fireplace adds warmth. Two large windows allow natural light to fill the space, complemented by greenery and decorative accents.
Home in Montauk
4.98 out of 5 average rating, 111 reviews

Sea Roost

This private, two-cottage property contains a few of the last remaining original fisherman cottages at Hither Hills built in the 1940s. Set on a lush, private knoll - South of the Highway - Sea Roost boasts mature landscaping and is located steps to Montauk's quiet and secluded Hither Hills Beach. The property consists of a 2 bed/2 bath cottage with separate artist studio (Qn bed, kitchenette & full bath). Dogs negotiable with pet fee. IG @searoosts

Top guest favourite
The exterior of a contemporary home is presented, featuring a well-maintained lawn with a fire pit surrounded by several outdoor chairs. A hot tub is visible on the side, set against a backdrop of lush greenery and a clear blue sky.
Home in Montauk
5 out of 5 average rating, 55 reviews

Stylish Montauk Village Escape for Any Season

Stylish Montauk retreat with 3 bedrooms, 2 full baths, and 2 half baths. Just minutes from beaches, shops, and restaurants. Soak in the hot tub, gather around the fire pit, or savor breathtaking sunsets from the private deck. Modern interiors, central air, and Wi-Fi make it cozy year-round. Spacious, elegant, and inviting, perfect for families, friends, or romantic escapes seeking comfort, luxury, and ultimate Montauk getaway!

Top guest favourite
A bright kitchen features a large island with wooden countertop and seating for three. Stainless steel appliances and open shelving provide ample storage, while large windows allow natural light to fill the space. French doors open to a deck area with views of the outdoors.
Home in Montauk
4.99 out of 5 average rating, 78 reviews

Renovated Montauk Home

This 3 bedroom, 2.5 bath home is located close to all that Montauk has to offer. Main level offers the master bedroom with on suite bath, open living kitchen & dining area with French doors off of the kitchen leading to the back deck. Second level has 2 additional guest bedrooms and full bathroom. Additional features include outdoor shower, washer and dryer, BBQ grill, WiFi and TV. RR#26-158

Guest favourite
A sandy beach scene features a lifeguard chair with flags, framed by wooden fencing and grasses. Gentle waves roll onto the shore under a clear blue sky, with beachgoers in the distance enjoying the ocean.
Flat in Montauk
4.92 out of 5 average rating, 50 reviews

Ocean End Apartments unit 4 oceanview

Unit 4 is an oceanview 1 brm apartment at a beachfront Montauk locale with perfect proximity to all town activities! Fall asleep to the lull of the ocean. Steps to the sand and town! Full kitchen, Queen bedroom, queen sofa bed in living area, full bathroom, large front deck. Family friendly and perfect for girls weekend! Oceanfront table outside to dine! The best table in Montauk!

Guest favourite
An open living space reveals light wood flooring and white shiplap walls. A large TV is mounted on one wall, while sliding glass doors provide access to outdoor seating. A comfortable beige rug lies on the floor, complemented by a wooden coffee table stacked with books.
Flat in Montauk
5 out of 5 average rating, 29 reviews

Dockside 2BR - Prime Location on the Marina Unit B

Morning coffee with boats bobbing out front, dinner next door at Fish House, and lazy walks up to Gosman’s for fudge and harbor views — this is the best of dockside living, Montauk style. Tucked in Westlake Marina, at this fresh, sun-filled 2-bedroom, enjoy comfy beds, a fully equipped kitchen, and easy access to boat charters, seafood, and sunsets.

Guest favourite
A spacious outdoor deck features a hot tub and comfortable seating area, surrounded by lush greenery. The inviting hot tub offers a relaxing retreat, while the seating includes a large sofa and a coffee table, creating an ideal space for outdoor gatherings.
Home in Montauk
4.93 out of 5 average rating, 73 reviews

Montauk Family Gem w HotTub. Pro Kitchen, Pets OK

Escape to this private, recently renovated 4-bed, 3.5-bath Montauk beach house. Perfect for 8 guests, it features a chef's kitchen, stone fireplace, 8-person hot tub, and a home theater. Nestled on a quiet dead-end street, you're close to Ditch Plains beach yet enjoy complete privacy. Luxury, comfort, and seclusion await in this stunning getaway.

Guest favourite
An open living area features a light wood floor and a spacious sofa, complemented by a round dining table. A compact kitchenette with stainless steel finishes includes a mini fridge. Natural light enters through sliding glass doors leading to a patio, creating a bright atmosphere.
Guest suite in Montauk
4.93 out of 5 average rating, 161 reviews

Montauk Guest Suite

Newly renovated lower level apartment, close to town, restaurants, bay and ocean beaches. Coffee maker, mini fridge and washer dryer. Wifi and Apple tv available. Queen sized bed and a non pullout couch with capacity for one additional guest. 2 night minimum, 4 night maximum.

Popular amenities for Montauk holiday rentals

When is the best time to visit Montauk?

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Avg. price€509€509€469€346€420€502€655€709€451€394€467€494
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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 800 holiday rentals in Montauk

  • Nightly prices starting at

    Montauk holiday rentals start at €9 per night before taxes and fees

  • Verified guest reviews

    Over 21,460 verified reviews to help you choose

  • Family-friendly holiday rentals

    530 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 220 rentals that welcome pets

  • Holiday rentals with a pool

    390 properties feature pools

  • Rentals with dedicated workspaces

    400 properties have a dedicated workspace

  • Wifi availability

    760 of Montauk holiday rentals include wifi 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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